Portland, ME (PWM) to Chicago (ORD) flight deals

Portland (PWM) to Chicago (ORD): round-trip and one-way prices for 90 departure dates, Nov 10, 2026–Feb 7, 2027. One adult, economy. Open a departure for return options; use the chooser below for other travelers and cabins.

United, out: 1 stop via EWR, back: 1 stop via IAD, from $300 round trip · American, nonstop, from $310 round trip

Saved nonstop flight times: 3h 15m outbound; 2h 32m returning.

How to read the calendar: published Axel-exclusive USD totals for one adult, including required taxes; basic economy may apply. Each return range includes its own prices. Only the listed dates and options are priced. Date links open published details; live search checks availability and lets you select flights.

Months at a glance

November 2026: Nov 10–23 from $300 · Nov 24–25 from $346.50 · Nov 26 from $345 · Nov 27–30 from $346.50.

December 2026: Dec 1–17 from $300 · Dec 18 from $336.25 · Dec 19–20 from $375 · Dec 21–23 from $348.75 · Dec 24 from $337.50 · Dec 25–30 from $338.75 · Dec 31 from $337.50.

January 2027: Jan 1–3 from $338.75 · Jan 4–31 from $300.

February 2027: Feb 1–7 from $300.

Month summaries show the lowest displayed round-trip total for each departure. Match your return date to the calendar below.

November 2026 · PWM → ORD

USD · 1 adult · economy · published Oct 29, 2026

Tue, Nov 10, 2026 · round trip · return Nov 11: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Nov 12: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Nov 13: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Nov 14: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Nov 15–17: American $310 / United $320, nonstop; return Nov 18: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Nov 19: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Nov 20: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Nov 21: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Nov 22–23: American $310 / United $320, nonstop; return Nov 24: American $356.50 / United $368, nonstop · one-way: American $165, nonstop

Wed, Nov 11, 2026 · round trip · return Nov 12: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Nov 13: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Nov 14: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Nov 15–17: American $310 / United $320, nonstop; return Nov 18: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Nov 19: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Nov 20: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Nov 21: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Nov 22–23: American $310 / United $320, nonstop; return Nov 24: American $356.50 / United $368, nonstop; return Nov 25: United $355, out: nonstop, back: 1 stop via EWR / American $356.50, nonstop · one-way: American $165, nonstop

Thu, Nov 12, 2026 · round trip · return Nov 13: United $300, out: 1 stop via EWR, back: 1 stop via EWR / American $310, nonstop; return Nov 14: United $300, out: 1 stop via EWR, back: 1 stop via IAD / American $310, nonstop; return Nov 15: United $310, out: 1 stop via EWR, back: nonstop / American $310, nonstop; return Nov 16: American $310, nonstop / United $310, out: 1 stop via EWR, back: nonstop; return Nov 17: United $310, out: 1 stop via EWR, back: nonstop / American $310, nonstop; return Nov 18: United $300, out: 1 stop via EWR, back: 1 stop via EWR / American $310, nonstop; return Nov 19: United $300, out: 1 stop via EWR, back: 1 stop via EWR / American $300, out: nonstop, back: 1 stop via PHL; return Nov 20: United $300, out: 1 stop via EWR, back: 1 stop via EWR / American $310, nonstop; return Nov 21: United $300, out: 1 stop via EWR, back: 1 stop via IAD / American $310, nonstop; return Nov 22: United $310, out: 1 stop via EWR, back: nonstop / American $310, nonstop; return Nov 23: American $310, nonstop / United $310, out: 1 stop via EWR, back: nonstop; return Nov 24: American $356.50, nonstop / United $358, out: 1 stop via EWR, back: nonstop; return Nov 25: United $345, out: 1 stop via EWR, back: 1 stop via EWR / American $356.50, nonstop; return Nov 26: American $343.50, out: nonstop, back: 1 stop via PHL / United $345, out: 1 stop via EWR, back: 1 stop via EWR · one-way: United $160, out: 1 stop via EWR

Fri, Nov 13, 2026 · round trip · return Nov 14: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Nov 15–17: American $310 / United $320, nonstop; return Nov 18: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Nov 19: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Nov 20: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Nov 21: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Nov 22–23: American $310 / United $320, nonstop; return Nov 24: American $356.50 / United $368, nonstop; return Nov 25: United $355, out: nonstop, back: 1 stop via EWR / American $356.50, nonstop; return Nov 26: American $343.50, out: nonstop, back: 1 stop via PHL / United $355, out: nonstop, back: 1 stop via EWR; return Nov 27: United $355, out: nonstop, back: 1 stop via EWR / American $356.50, nonstop · one-way: American $165, nonstop

Sat, Nov 14, 2026 · round trip · return Nov 15–17: American $310 / United $320, nonstop; return Nov 18: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Nov 19: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Nov 20: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Nov 21: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Nov 22–23: American $310 / United $320, nonstop; return Nov 24: American $356.50 / United $368, nonstop; return Nov 25: United $355, out: nonstop, back: 1 stop via EWR / American $356.50, nonstop; return Nov 26: American $343.50, out: nonstop, back: 1 stop via PHL / United $355, out: nonstop, back: 1 stop via EWR; return Nov 27: United $355, out: nonstop, back: 1 stop via EWR / American $356.50, nonstop; return Nov 28: United $355, out: nonstop, back: 1 stop via IAD / American $356.50, nonstop · one-way: American $165, nonstop

Sun, Nov 15, 2026 · round trip · return Nov 16–17: American $310 / United $320, nonstop; return Nov 18: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Nov 19: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Nov 20: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Nov 21: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Nov 22–23: American $310 / United $320, nonstop; return Nov 24: American $356.50 / United $368, nonstop; return Nov 25: United $355, out: nonstop, back: 1 stop via EWR / American $356.50, nonstop; return Nov 26: American $343.50, out: nonstop, back: 1 stop via PHL / United $355, out: nonstop, back: 1 stop via EWR; return Nov 27: United $355, out: nonstop, back: 1 stop via EWR / American $356.50, nonstop; return Nov 28: United $355, out: nonstop, back: 1 stop via IAD / American $356.50, nonstop; return Nov 29: American $356.50 / United $368, nonstop · one-way: American $165, nonstop

Mon, Nov 16, 2026 · round trip · return Nov 17: American $310 / United $320, nonstop; return Nov 18: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Nov 19: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Nov 20: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Nov 21: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Nov 22–23: American $310 / United $320, nonstop; return Nov 24: American $356.50 / United $368, nonstop; return Nov 25: United $355, out: nonstop, back: 1 stop via EWR / American $356.50, nonstop; return Nov 26: American $343.50, out: nonstop, back: 1 stop via PHL / United $355, out: nonstop, back: 1 stop via EWR; return Nov 27: United $355, out: nonstop, back: 1 stop via EWR / American $356.50, nonstop; return Nov 28: United $355, out: nonstop, back: 1 stop via IAD / American $356.50, nonstop; return Nov 29–30: American $356.50 / United $368, nonstop · one-way: American $165, nonstop

Tue, Nov 17, 2026 · round trip · return Nov 18: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Nov 19: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Nov 20: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Nov 21: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Nov 22–23: American $310 / United $320, nonstop; return Nov 24: American $356.50 / United $368, nonstop; return Nov 25: United $355, out: nonstop, back: 1 stop via EWR / American $356.50, nonstop; return Nov 26: American $343.50, out: nonstop, back: 1 stop via PHL / United $355, out: nonstop, back: 1 stop via EWR; return Nov 27: United $355, out: nonstop, back: 1 stop via EWR / American $356.50, nonstop; return Nov 28: United $355, out: nonstop, back: 1 stop via IAD / American $356.50, nonstop; return Nov 29–30: American $356.50 / United $368, nonstop; return Dec 1: American $310 / United $320, nonstop · one-way: American $165, nonstop

Wed, Nov 18, 2026 · round trip · return Nov 19: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Nov 20: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Nov 21: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Nov 22–23: American $310 / United $320, nonstop; return Nov 24: American $356.50 / United $368, nonstop; return Nov 25: United $355, out: nonstop, back: 1 stop via EWR / American $356.50, nonstop; return Nov 26: American $343.50, out: nonstop, back: 1 stop via PHL / United $355, out: nonstop, back: 1 stop via EWR; return Nov 27: United $355, out: nonstop, back: 1 stop via EWR / American $356.50, nonstop; return Nov 28: United $355, out: nonstop, back: 1 stop via IAD / American $356.50, nonstop; return Nov 29–30: American $356.50 / United $368, nonstop; return Dec 1: American $310 / United $320, nonstop; return Dec 2: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR · one-way: American $165, nonstop

Thu, Nov 19, 2026 · round trip · return Nov 20: United $300, out: 1 stop via EWR, back: 1 stop via EWR / American $310, nonstop; return Nov 21: United $300, out: 1 stop via EWR, back: 1 stop via IAD / American $310, nonstop; return Nov 22–23: American $310, nonstop / United $310, out: 1 stop via EWR, back: nonstop; return Nov 24: American $356.50, nonstop / United $358, out: 1 stop via EWR, back: nonstop; return Nov 25: United $345, out: 1 stop via EWR, back: 1 stop via EWR / American $356.50, nonstop; return Nov 26: American $343.50, out: nonstop, back: 1 stop via PHL / United $345, out: 1 stop via EWR, back: 1 stop via EWR; return Nov 27: United $345, out: 1 stop via EWR, back: 1 stop via EWR / American $356.50, nonstop; return Nov 28: United $345, out: 1 stop via EWR, back: 1 stop via IAD / American $356.50, nonstop; return Nov 29–30: American $356.50, nonstop / United $358, out: 1 stop via EWR, back: nonstop; return Dec 1: American $310, nonstop / United $310, out: 1 stop via EWR, back: nonstop; return Dec 2: United $300, out: 1 stop via EWR, back: 1 stop via EWR / American $310, nonstop; return Dec 3: American $300, out: nonstop, back: 1 stop via PHL / United $300, out: 1 stop via EWR, back: 1 stop via EWR · one-way: United $160, out: 1 stop via EWR

Fri, Nov 20, 2026 · round trip · return Nov 21: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Nov 22–23: American $310 / United $320, nonstop; return Nov 24: American $356.50 / United $368, nonstop; return Nov 25: United $355, out: nonstop, back: 1 stop via EWR / American $356.50, nonstop; return Nov 26: American $343.50, out: nonstop, back: 1 stop via PHL / United $355, out: nonstop, back: 1 stop via EWR; return Nov 27: United $355, out: nonstop, back: 1 stop via EWR / American $356.50, nonstop; return Nov 28: United $355, out: nonstop, back: 1 stop via IAD / American $356.50, nonstop; return Nov 29–30: American $356.50 / United $368, nonstop; return Dec 1: American $310 / United $320, nonstop; return Dec 2: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Dec 3: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Dec 4: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR · one-way: American $165, nonstop

Sat, Nov 21, 2026 · round trip · return Nov 22–23: American $310 / United $320, nonstop; return Nov 24: American $356.50 / United $368, nonstop; return Nov 25: United $355, out: nonstop, back: 1 stop via EWR / American $356.50, nonstop; return Nov 26: American $343.50, out: nonstop, back: 1 stop via PHL / United $355, out: nonstop, back: 1 stop via EWR; return Nov 27: United $355, out: nonstop, back: 1 stop via EWR / American $356.50, nonstop; return Nov 28: United $355, out: nonstop, back: 1 stop via IAD / American $356.50, nonstop; return Nov 29–30: American $356.50 / United $368, nonstop; return Dec 1: American $310 / United $320, nonstop; return Dec 2: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Dec 3: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Dec 4: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Dec 5: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD · one-way: American $165, nonstop

Sun, Nov 22, 2026 · round trip · return Nov 23: American $310 / United $320, nonstop; return Nov 24: American $356.50 / United $368, nonstop; return Nov 25: United $355, out: nonstop, back: 1 stop via EWR / American $356.50, nonstop; return Nov 26: American $343.50, out: nonstop, back: 1 stop via PHL / United $355, out: nonstop, back: 1 stop via EWR; return Nov 27: United $355, out: nonstop, back: 1 stop via EWR / American $356.50, nonstop; return Nov 28: United $355, out: nonstop, back: 1 stop via IAD / American $356.50, nonstop; return Nov 29–30: American $356.50 / United $368, nonstop; return Dec 1: American $310 / United $320, nonstop; return Dec 2: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Dec 3: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Dec 4: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Dec 5: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Dec 6: American $310 / United $320, nonstop · one-way: American $165, nonstop

Mon, Nov 23, 2026 · round trip · return Nov 24: American $356.50 / United $368, nonstop; return Nov 25: United $355, out: nonstop, back: 1 stop via EWR / American $356.50, nonstop; return Nov 26: American $343.50, out: nonstop, back: 1 stop via PHL / United $355, out: nonstop, back: 1 stop via EWR; return Nov 27: United $355, out: nonstop, back: 1 stop via EWR / American $356.50, nonstop; return Nov 28: United $355, out: nonstop, back: 1 stop via IAD / American $356.50, nonstop; return Nov 29–30: American $356.50 / United $368, nonstop; return Dec 1: American $310 / United $320, nonstop; return Dec 2: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Dec 3: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Dec 4: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Dec 5: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Dec 6–7: American $310 / United $320, nonstop · one-way: American $165, nonstop

Tue, Nov 24, 2026 · round trip · return Nov 25: United $403, out: nonstop, back: 1 stop via EWR / American $403, nonstop; return Nov 26: American $390, out: nonstop, back: 1 stop via PHL / United $403, out: nonstop, back: 1 stop via EWR; return Nov 27: American $403, nonstop / United $403, out: nonstop, back: 1 stop via EWR; return Nov 28: United $403, out: nonstop, back: 1 stop via IAD / American $403, nonstop; return Nov 29–30: American $403 / United $416, nonstop; return Dec 1: American $356.50 / United $368, nonstop; return Dec 2: American $356.50, nonstop / United $358, out: nonstop, back: 1 stop via EWR; return Dec 3: American $346.50, out: nonstop, back: 1 stop via PHL / United $358, out: nonstop, back: 1 stop via EWR; return Dec 4: American $356.50, nonstop / United $358, out: nonstop, back: 1 stop via EWR; return Dec 5: American $356.50, nonstop / United $358, out: nonstop, back: 1 stop via IAD; return Dec 6–8: American $356.50 / United $368, nonstop · one-way: American $214.50, nonstop

Wed, Nov 25, 2026 · round trip · return Nov 26: American $390, out: nonstop, back: 1 stop via PHL / United $403, out: nonstop, back: 1 stop via EWR; return Nov 27: United $403, out: nonstop, back: 1 stop via EWR / American $403, nonstop; return Nov 28: American $403, nonstop / United $403, out: nonstop, back: 1 stop via IAD; return Nov 29–30: American $403 / United $416, nonstop; return Dec 1: American $356.50 / United $368, nonstop; return Dec 2: American $356.50, nonstop / United $358, out: nonstop, back: 1 stop via EWR; return Dec 3: American $346.50, out: nonstop, back: 1 stop via PHL / United $358, out: nonstop, back: 1 stop via EWR; return Dec 4: American $356.50, nonstop / United $358, out: nonstop, back: 1 stop via EWR; return Dec 5: American $356.50, nonstop / United $358, out: nonstop, back: 1 stop via IAD; return Dec 6–8: American $356.50 / United $368, nonstop; return Dec 9: American $356.50, nonstop / United $358, out: nonstop, back: 1 stop via EWR · one-way: American $214.50, nonstop

Thu, Nov 26, 2026 · round trip · return Nov 27: United $390, out: 1 stop via EWR, back: 1 stop via EWR / American $403, nonstop; return Nov 28: United $390, out: 1 stop via EWR, back: 1 stop via IAD / American $403, nonstop; return Nov 29: United $403, out: 1 stop via EWR, back: nonstop / American $403, nonstop; return Nov 30: American $403, nonstop / United $403, out: 1 stop via EWR, back: nonstop; return Dec 1: United $355, out: 1 stop via EWR, back: nonstop / American $356.50, nonstop; return Dec 2: United $345, out: 1 stop via EWR, back: 1 stop via EWR / American $356.50, nonstop; return Dec 3: United $345, out: 1 stop via EWR, back: 1 stop via EWR / American $346.50, out: nonstop, back: 1 stop via PHL; return Dec 4: United $345, out: 1 stop via EWR, back: 1 stop via EWR / American $356.50, nonstop; return Dec 5: United $345, out: 1 stop via EWR, back: 1 stop via IAD / American $356.50, nonstop; return Dec 6–8: United $355, out: 1 stop via EWR, back: nonstop / American $356.50, nonstop; return Dec 9: United $345, out: 1 stop via EWR, back: 1 stop via EWR / American $356.50, nonstop; return Dec 10: United $345, out: 1 stop via EWR, back: 1 stop via EWR / American $346.50, out: nonstop, back: 1 stop via PHL · one-way: United $208, out: 1 stop via EWR

Fri, Nov 27, 2026 · round trip · return Nov 28: United $403, out: nonstop, back: 1 stop via IAD / American $403, nonstop; return Nov 29–30: American $403 / United $416, nonstop; return Dec 1: American $356.50 / United $368, nonstop; return Dec 2: American $356.50, nonstop / United $358, out: nonstop, back: 1 stop via EWR; return Dec 3: American $346.50, out: nonstop, back: 1 stop via PHL / United $358, out: nonstop, back: 1 stop via EWR; return Dec 4: American $356.50, nonstop / United $358, out: nonstop, back: 1 stop via EWR; return Dec 5: American $356.50, nonstop / United $358, out: nonstop, back: 1 stop via IAD; return Dec 6–8: American $356.50 / United $368, nonstop; return Dec 9: American $356.50, nonstop / United $358, out: nonstop, back: 1 stop via EWR; return Dec 10: American $346.50, out: nonstop, back: 1 stop via PHL / United $358, out: nonstop, back: 1 stop via EWR; return Dec 11: American $356.50, nonstop / United $358, out: nonstop, back: 1 stop via EWR · one-way: American $214.50, nonstop

Sat, Nov 28, 2026 · round trip · return Nov 29–30: American $403 / United $416, nonstop; return Dec 1: American $356.50 / United $368, nonstop; return Dec 2: American $356.50, nonstop / United $358, out: nonstop, back: 1 stop via EWR; return Dec 3: American $346.50, out: nonstop, back: 1 stop via PHL / United $358, out: nonstop, back: 1 stop via EWR; return Dec 4: American $356.50, nonstop / United $358, out: nonstop, back: 1 stop via EWR; return Dec 5: American $356.50, nonstop / United $358, out: nonstop, back: 1 stop via IAD; return Dec 6–8: American $356.50 / United $368, nonstop; return Dec 9: American $356.50, nonstop / United $358, out: nonstop, back: 1 stop via EWR; return Dec 10: American $346.50, out: nonstop, back: 1 stop via PHL / United $358, out: nonstop, back: 1 stop via EWR; return Dec 11: American $356.50, nonstop / United $358, out: nonstop, back: 1 stop via EWR; return Dec 12: American $356.50, nonstop / United $358, out: nonstop, back: 1 stop via IAD · one-way: American $214.50, nonstop

Sun, Nov 29, 2026 · round trip · return Nov 30: American $403 / United $416, nonstop; return Dec 1: American $356.50 / United $368, nonstop; return Dec 2: American $356.50, nonstop / United $358, out: nonstop, back: 1 stop via EWR; return Dec 3: American $346.50, out: nonstop, back: 1 stop via PHL / United $358, out: nonstop, back: 1 stop via EWR; return Dec 4: American $356.50, nonstop / United $358, out: nonstop, back: 1 stop via EWR; return Dec 5: American $356.50, nonstop / United $358, out: nonstop, back: 1 stop via IAD; return Dec 6–8: American $356.50 / United $368, nonstop; return Dec 9: American $356.50, nonstop / United $358, out: nonstop, back: 1 stop via EWR; return Dec 10: American $346.50, out: nonstop, back: 1 stop via PHL / United $358, out: nonstop, back: 1 stop via EWR; return Dec 11: American $356.50, nonstop / United $358, out: nonstop, back: 1 stop via EWR; return Dec 12: American $356.50, nonstop / United $358, out: nonstop, back: 1 stop via IAD; return Dec 13: American $356.50 / United $368, nonstop · one-way: American $214.50, nonstop

Mon, Nov 30, 2026 · round trip · return Dec 1: American $356.50 / United $368, nonstop; return Dec 2: American $356.50, nonstop / United $358, out: nonstop, back: 1 stop via EWR; return Dec 3: American $346.50, out: nonstop, back: 1 stop via PHL / United $358, out: nonstop, back: 1 stop via EWR; return Dec 4: American $356.50, nonstop / United $358, out: nonstop, back: 1 stop via EWR; return Dec 5: American $356.50, nonstop / United $358, out: nonstop, back: 1 stop via IAD; return Dec 6–8: American $356.50 / United $368, nonstop; return Dec 9: American $356.50, nonstop / United $358, out: nonstop, back: 1 stop via EWR; return Dec 10: American $346.50, out: nonstop, back: 1 stop via PHL / United $358, out: nonstop, back: 1 stop via EWR; return Dec 11: American $356.50, nonstop / United $358, out: nonstop, back: 1 stop via EWR; return Dec 12: American $356.50, nonstop / United $358, out: nonstop, back: 1 stop via IAD; return Dec 13–14: American $356.50 / United $368, nonstop · one-way: American $214.50, nonstop

December 2026 · PWM → ORD

USD · 1 adult · economy · published Oct 29, 2026

Tue, Dec 1, 2026 · round trip · return Dec 2: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Dec 3: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Dec 4: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Dec 5: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Dec 6–8: American $310 / United $320, nonstop; return Dec 9: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Dec 10: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Dec 11: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Dec 12: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Dec 13–15: American $310 / United $320, nonstop · one-way: American $165, nonstop

Wed, Dec 2, 2026 · round trip · return Dec 3: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Dec 4: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Dec 5: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Dec 6–8: American $310 / United $320, nonstop; return Dec 9: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Dec 10: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Dec 11: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Dec 12: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Dec 13–15: American $310 / United $320, nonstop; return Dec 16: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR · one-way: American $165, nonstop

Thu, Dec 3, 2026 · round trip · return Dec 4: United $300, out: 1 stop via EWR, back: 1 stop via EWR / American $310, nonstop; return Dec 5: United $300, out: 1 stop via EWR, back: 1 stop via IAD / American $310, nonstop; return Dec 6: American $310, nonstop / United $310, out: 1 stop via EWR, back: nonstop; return Dec 7: United $310, out: 1 stop via EWR, back: nonstop / American $310, nonstop; return Dec 8: American $310, nonstop / United $310, out: 1 stop via EWR, back: nonstop; return Dec 9: United $300, out: 1 stop via EWR, back: 1 stop via EWR / American $310, nonstop; return Dec 10: United $300, out: 1 stop via EWR, back: 1 stop via EWR / American $300, out: nonstop, back: 1 stop via PHL; return Dec 11: United $300, out: 1 stop via EWR, back: 1 stop via EWR / American $310, nonstop; return Dec 12: United $300, out: 1 stop via EWR, back: 1 stop via IAD / American $310, nonstop; return Dec 13–15: American $310, nonstop / United $310, out: 1 stop via EWR, back: nonstop; return Dec 16: United $300, out: 1 stop via EWR, back: 1 stop via EWR / American $310, nonstop; return Dec 17: United $300, out: 1 stop via EWR, back: 1 stop via EWR / American $300, out: nonstop, back: 1 stop via PHL · one-way: United $160, out: 1 stop via EWR

Fri, Dec 4, 2026 · round trip · return Dec 5: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Dec 6–8: American $310 / United $320, nonstop; return Dec 9: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Dec 10: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Dec 11: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Dec 12: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Dec 13–15: American $310 / United $320, nonstop; return Dec 16: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Dec 17: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Dec 18: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD · one-way: American $165, nonstop

Sat, Dec 5, 2026 · round trip · return Dec 6–8: American $310 / United $320, nonstop; return Dec 9: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Dec 10: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Dec 11: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Dec 12: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Dec 13–15: American $310 / United $320, nonstop; return Dec 16: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Dec 17: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Dec 18: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Dec 19: United $347.50, out: nonstop, back: 1 stop via IAD / American $348.75, nonstop · one-way: American $165, nonstop

Sun, Dec 6, 2026 · round trip · return Dec 7–8: American $310 / United $320, nonstop; return Dec 9: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Dec 10: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Dec 11: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Dec 12: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Dec 13–15: American $310 / United $320, nonstop; return Dec 16: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Dec 17: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Dec 18: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Dec 19: United $347.50, out: nonstop, back: 1 stop via IAD / American $348.75, nonstop; return Dec 20: American $348.75 / United $360, nonstop · one-way: American $165, nonstop

Mon, Dec 7, 2026 · round trip · return Dec 8: American $310 / United $320, nonstop; return Dec 9: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Dec 10: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Dec 11: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Dec 12: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Dec 13–15: American $310 / United $320, nonstop; return Dec 16: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Dec 17: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Dec 18: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Dec 19: United $347.50, out: nonstop, back: 1 stop via IAD / American $348.75, nonstop; return Dec 20–21: American $348.75 / United $360, nonstop · one-way: American $165, nonstop

Tue, Dec 8, 2026 · round trip · return Dec 9: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Dec 10: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Dec 11: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Dec 12: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Dec 13–15: American $310 / United $320, nonstop; return Dec 16: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Dec 17: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Dec 18: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Dec 19: United $347.50, out: nonstop, back: 1 stop via IAD / American $348.75, nonstop; return Dec 20–22: American $348.75 / United $360, nonstop · one-way: American $165, nonstop

Wed, Dec 9, 2026 · round trip · return Dec 10: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Dec 11: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Dec 12: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Dec 13–15: American $310 / United $320, nonstop; return Dec 16: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Dec 17: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Dec 18: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Dec 19: United $347.50, out: nonstop, back: 1 stop via IAD / American $348.75, nonstop; return Dec 20–22: American $348.75 / United $360, nonstop; return Dec 23: United $347.50, out: nonstop, back: 1 stop via EWR / American $348.75, nonstop · one-way: American $165, nonstop

Thu, Dec 10, 2026 · round trip · return Dec 11: United $300, out: 1 stop via EWR, back: 1 stop via EWR / American $310, nonstop; return Dec 12: United $300, out: 1 stop via EWR, back: 1 stop via IAD / American $310, nonstop; return Dec 13: United $310, out: 1 stop via EWR, back: nonstop / American $310, nonstop; return Dec 14: American $310, nonstop / United $310, out: 1 stop via EWR, back: nonstop; return Dec 15: United $310, out: 1 stop via EWR, back: nonstop / American $310, nonstop; return Dec 16: United $300, out: 1 stop via EWR, back: 1 stop via EWR / American $310, nonstop; return Dec 17: United $300, out: 1 stop via EWR, back: 1 stop via EWR / American $300, out: nonstop, back: 1 stop via PHL; return Dec 18: United $300, out: 1 stop via EWR, back: 1 stop via IAD / American $310, nonstop; return Dec 19: United $337.50, out: 1 stop via EWR, back: 1 stop via IAD / American $348.75, nonstop; return Dec 20–22: American $348.75, nonstop / United $350, out: 1 stop via EWR, back: nonstop; return Dec 23: United $337.50, out: 1 stop via EWR, back: 1 stop via EWR / American $348.75, nonstop; return Dec 24: American $336.25, out: nonstop, back: 1 stop via PHL / United $337.50, out: 1 stop via EWR, back: 1 stop via EWR · one-way: United $160, out: 1 stop via EWR

Fri, Dec 11, 2026 · round trip · return Dec 12: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Dec 13–15: American $310 / United $320, nonstop; return Dec 16: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Dec 17: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Dec 18: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Dec 19: United $347.50, out: nonstop, back: 1 stop via IAD / American $348.75, nonstop; return Dec 20–22: American $348.75 / United $360, nonstop; return Dec 23: United $347.50, out: nonstop, back: 1 stop via EWR / American $348.75, nonstop; return Dec 24: American $336.25, out: nonstop, back: 1 stop via PHL / United $347.50, out: nonstop, back: 1 stop via EWR; return Dec 25: United $347.50, out: nonstop, back: 1 stop via IAD / American $348.75, nonstop · one-way: American $165, nonstop

Sat, Dec 12, 2026 · round trip · return Dec 13–15: American $310 / United $320, nonstop; return Dec 16: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Dec 17: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Dec 18: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Dec 19: United $347.50, out: nonstop, back: 1 stop via IAD / American $348.75, nonstop; return Dec 20–22: American $348.75 / United $360, nonstop; return Dec 23: United $347.50, out: nonstop, back: 1 stop via EWR / American $348.75, nonstop; return Dec 24: American $336.25, out: nonstop, back: 1 stop via PHL / United $347.50, out: nonstop, back: 1 stop via EWR; return Dec 25–26: United $347.50, out: nonstop, back: 1 stop via IAD / American $348.75, nonstop · one-way: American $165, nonstop

Sun, Dec 13, 2026 · round trip · return Dec 14–15: American $310 / United $320, nonstop; return Dec 16: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Dec 17: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Dec 18: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Dec 19: United $347.50, out: nonstop, back: 1 stop via IAD / American $348.75, nonstop; return Dec 20–22: American $348.75 / United $360, nonstop; return Dec 23: United $347.50, out: nonstop, back: 1 stop via EWR / American $348.75, nonstop; return Dec 24: American $336.25, out: nonstop, back: 1 stop via PHL / United $347.50, out: nonstop, back: 1 stop via EWR; return Dec 25–26: United $347.50, out: nonstop, back: 1 stop via IAD / American $348.75, nonstop; return Dec 27: American $348.75 / United $360, nonstop · one-way: American $165, nonstop

Mon, Dec 14, 2026 · round trip · return Dec 15: American $310 / United $320, nonstop; return Dec 16: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Dec 17: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Dec 18: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Dec 19: United $347.50, out: nonstop, back: 1 stop via IAD / American $348.75, nonstop; return Dec 20–22: American $348.75 / United $360, nonstop; return Dec 23: United $347.50, out: nonstop, back: 1 stop via EWR / American $348.75, nonstop; return Dec 24: American $336.25, out: nonstop, back: 1 stop via PHL / United $347.50, out: nonstop, back: 1 stop via EWR; return Dec 25–26: United $347.50, out: nonstop, back: 1 stop via IAD / American $348.75, nonstop; return Dec 27–28: American $348.75 / United $360, nonstop · one-way: American $165, nonstop

Tue, Dec 15, 2026 · round trip · return Dec 16: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Dec 17: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Dec 18: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Dec 19: United $347.50, out: nonstop, back: 1 stop via IAD / American $348.75, nonstop; return Dec 20–22: American $348.75 / United $360, nonstop; return Dec 23: United $347.50, out: nonstop, back: 1 stop via EWR / American $348.75, nonstop; return Dec 24: American $336.25, out: nonstop, back: 1 stop via PHL / United $347.50, out: nonstop, back: 1 stop via EWR; return Dec 25–26: United $347.50, out: nonstop, back: 1 stop via IAD / American $348.75, nonstop; return Dec 27–29: American $348.75 / United $360, nonstop · one-way: American $165, nonstop

Wed, Dec 16, 2026 · round trip · return Dec 17: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Dec 18: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Dec 19: United $347.50, out: nonstop, back: 1 stop via IAD / American $348.75, nonstop; return Dec 20–22: American $348.75 / United $360, nonstop; return Dec 23: United $347.50, out: nonstop, back: 1 stop via EWR / American $348.75, nonstop; return Dec 24: American $336.25, out: nonstop, back: 1 stop via PHL / United $347.50, out: nonstop, back: 1 stop via EWR; return Dec 25–26: United $347.50, out: nonstop, back: 1 stop via IAD / American $348.75, nonstop; return Dec 27–29: American $348.75 / United $360, nonstop; return Dec 30: United $347.50, out: nonstop, back: 1 stop via EWR / American $348.75, nonstop · one-way: American $165, nonstop

Thu, Dec 17, 2026 · round trip · return Dec 18: United $300, out: 1 stop via EWR, back: 1 stop via IAD / American $310, nonstop; return Dec 19: United $337.50, out: 1 stop via EWR, back: 1 stop via IAD / American $348.75, nonstop; return Dec 20–22: American $348.75, nonstop / United $350, out: 1 stop via EWR, back: nonstop; return Dec 23: United $337.50, out: 1 stop via EWR, back: 1 stop via EWR / American $348.75, nonstop; return Dec 24: American $336.25, out: nonstop, back: 1 stop via PHL / United $337.50, out: 1 stop via EWR, back: 1 stop via EWR; return Dec 25–26: United $337.50, out: 1 stop via EWR, back: 1 stop via IAD / American $348.75, nonstop; return Dec 27–29: American $348.75, nonstop / United $350, out: 1 stop via EWR, back: nonstop; return Dec 30: United $337.50, out: 1 stop via EWR, back: 1 stop via EWR / American $348.75, nonstop; return Dec 31: American $336.25, out: nonstop, back: 1 stop via PHL / United $337.50, out: 1 stop via EWR, back: 1 stop via EWR · one-way: United $160, out: 1 stop via EWR

Fri, Dec 18, 2026 · round trip · return Dec 19: United $347.50, out: nonstop, back: 1 stop via IAD / American $348.75, nonstop; return Dec 20–22: American $348.75 / United $360, nonstop; return Dec 23: United $347.50, out: nonstop, back: 1 stop via EWR / American $348.75, nonstop; return Dec 24: American $336.25, out: nonstop, back: 1 stop via PHL / United $347.50, out: nonstop, back: 1 stop via EWR; return Dec 25–26: United $347.50, out: nonstop, back: 1 stop via IAD / American $348.75, nonstop; return Dec 27–29: American $348.75 / United $360, nonstop; return Dec 30: United $347.50, out: nonstop, back: 1 stop via EWR / American $348.75, nonstop; return Dec 31: American $336.25, out: nonstop, back: 1 stop via PHL / United $347.50, out: nonstop, back: 1 stop via EWR; return Jan 1, 2027: United $347.50, out: nonstop, back: 1 stop via IAD / American $348.75, nonstop · one-way: American $165, nonstop

Sat, Dec 19, 2026 · round trip · return Dec 20–22: American $387.50 / United $400, nonstop; return Dec 23: United $387.50, out: nonstop, back: 1 stop via EWR / American $387.50, nonstop; return Dec 24: American $375, out: nonstop, back: 1 stop via PHL / United $387.50, out: nonstop, back: 1 stop via EWR; return Dec 25: American $387.50, nonstop / United $387.50, out: nonstop, back: 1 stop via IAD; return Dec 26: United $387.50, out: nonstop, back: 1 stop via IAD / American $387.50, nonstop; return Dec 27–29: American $387.50 / United $400, nonstop; return Dec 30: American $387.50, nonstop / United $387.50, out: nonstop, back: 1 stop via EWR; return Dec 31: American $375, out: nonstop, back: 1 stop via PHL / United $387.50, out: nonstop, back: 1 stop via EWR; return Jan 1, 2027: American $387.50, nonstop / United $387.50, out: nonstop, back: 1 stop via IAD; return Jan 2, 2027: United $387.50, out: nonstop, back: 1 stop via IAD / American $387.50, nonstop · one-way: American $206.25, nonstop

Sun, Dec 20, 2026 · round trip · return Dec 21–22: American $387.50 / United $400, nonstop; return Dec 23: American $387.50, nonstop / United $387.50, out: nonstop, back: 1 stop via EWR; return Dec 24: American $375, out: nonstop, back: 1 stop via PHL / United $387.50, out: nonstop, back: 1 stop via EWR; return Dec 25: United $387.50, out: nonstop, back: 1 stop via IAD / American $387.50, nonstop; return Dec 26: American $387.50, nonstop / United $387.50, out: nonstop, back: 1 stop via IAD; return Dec 27–29: American $387.50 / United $400, nonstop; return Dec 30: United $387.50, out: nonstop, back: 1 stop via EWR / American $387.50, nonstop; return Dec 31: American $375, out: nonstop, back: 1 stop via PHL / United $387.50, out: nonstop, back: 1 stop via EWR; return Jan 1, 2027: American $387.50, nonstop / United $387.50, out: nonstop, back: 1 stop via IAD; return Jan 2, 2027: United $387.50, out: nonstop, back: 1 stop via IAD / American $387.50, nonstop; return Jan 3, 2027: American $387.50 / United $400, nonstop · one-way: American $206.25, nonstop

Mon, Dec 21, 2026 · round trip · return Dec 22: American $387.50 / United $400, nonstop; return Dec 23: American $387.50, nonstop / United $387.50, out: nonstop, back: 1 stop via EWR; return Dec 24: American $375, out: nonstop, back: 1 stop via PHL / United $387.50, out: nonstop, back: 1 stop via EWR; return Dec 25–26: United $387.50, out: nonstop, back: 1 stop via IAD / American $387.50, nonstop; return Dec 27–29: American $387.50 / United $400, nonstop; return Dec 30: American $387.50, nonstop / United $387.50, out: nonstop, back: 1 stop via EWR; return Dec 31: American $375, out: nonstop, back: 1 stop via PHL / United $387.50, out: nonstop, back: 1 stop via EWR; return Jan 1–2, 2027: United $387.50, out: nonstop, back: 1 stop via IAD / American $387.50, nonstop; return Jan 3, 2027: American $387.50 / United $400, nonstop; return Jan 4, 2027: American $348.75 / United $360, nonstop · one-way: American $206.25, nonstop

Tue, Dec 22, 2026 · round trip · return Dec 23: United $387.50, out: nonstop, back: 1 stop via EWR / American $387.50, nonstop; return Dec 24: American $375, out: nonstop, back: 1 stop via PHL / United $387.50, out: nonstop, back: 1 stop via EWR; return Dec 25: United $387.50, out: nonstop, back: 1 stop via IAD / American $387.50, nonstop; return Dec 26: American $387.50, nonstop / United $387.50, out: nonstop, back: 1 stop via IAD; return Dec 27–29: American $387.50 / United $400, nonstop; return Dec 30: United $387.50, out: nonstop, back: 1 stop via EWR / American $387.50, nonstop; return Dec 31: American $375, out: nonstop, back: 1 stop via PHL / United $387.50, out: nonstop, back: 1 stop via EWR; return Jan 1, 2027: United $387.50, out: nonstop, back: 1 stop via IAD / American $387.50, nonstop; return Jan 2, 2027: American $387.50, nonstop / United $387.50, out: nonstop, back: 1 stop via IAD; return Jan 3, 2027: American $387.50 / United $400, nonstop; return Jan 4–5, 2027: American $348.75 / United $360, nonstop · one-way: American $206.25, nonstop

Wed, Dec 23, 2026 · round trip · return Dec 24: American $375, out: nonstop, back: 1 stop via PHL / United $387.50, out: nonstop, back: 1 stop via EWR; return Dec 25: American $387.50, nonstop / United $387.50, out: nonstop, back: 1 stop via IAD; return Dec 26: United $387.50, out: nonstop, back: 1 stop via IAD / American $387.50, nonstop; return Dec 27–29: American $387.50 / United $400, nonstop; return Dec 30: United $387.50, out: nonstop, back: 1 stop via EWR / American $387.50, nonstop; return Dec 31: American $375, out: nonstop, back: 1 stop via PHL / United $387.50, out: nonstop, back: 1 stop via EWR; return Jan 1, 2027: United $387.50, out: nonstop, back: 1 stop via IAD / American $387.50, nonstop; return Jan 2, 2027: American $387.50, nonstop / United $387.50, out: nonstop, back: 1 stop via IAD; return Jan 3, 2027: American $387.50 / United $400, nonstop; return Jan 4–5, 2027: American $348.75 / United $360, nonstop; return Jan 6, 2027: American $348.75, nonstop / United $350, out: nonstop, back: 1 stop via EWR · one-way: American $206.25, nonstop

Thu, Dec 24, 2026 · round trip · return Dec 25–26: United $375, out: 1 stop via EWR, back: 1 stop via IAD / American $387.50, nonstop; return Dec 27–29: American $387.50, nonstop / United $387.50, out: 1 stop via EWR, back: nonstop; return Dec 30: United $375, out: 1 stop via EWR, back: 1 stop via EWR / American $387.50, nonstop; return Dec 31: American $375, out: nonstop, back: 1 stop via PHL / United $375, out: 1 stop via EWR, back: 1 stop via EWR; return Jan 1–2, 2027: United $375, out: 1 stop via EWR, back: 1 stop via IAD / American $387.50, nonstop; return Jan 3, 2027: United $387.50, out: 1 stop via EWR, back: nonstop / American $387.50, nonstop; return Jan 4–5, 2027: United $347.50, out: 1 stop via EWR, back: nonstop / American $348.75, nonstop; return Jan 6, 2027: United $337.50, out: 1 stop via EWR, back: 1 stop via EWR / American $348.75, nonstop; return Jan 7, 2027: United $337.50, out: 1 stop via EWR, back: 1 stop via EWR / American $338.75, out: nonstop, back: 1 stop via PHL · one-way: United $200, out: 1 stop via EWR

Fri, Dec 25, 2026 · round trip · return Dec 26: American $387.50, nonstop / United $387.50, out: nonstop, back: 1 stop via IAD; return Dec 27–29: American $387.50 / United $400, nonstop; return Dec 30: American $387.50, nonstop / United $387.50, out: nonstop, back: 1 stop via EWR; return Dec 31: American $375, out: nonstop, back: 1 stop via PHL / United $387.50, out: nonstop, back: 1 stop via EWR; return Jan 1, 2027: United $387.50, out: nonstop, back: 1 stop via IAD / American $387.50, nonstop; return Jan 2, 2027: American $387.50, nonstop / United $387.50, out: nonstop, back: 1 stop via IAD; return Jan 3, 2027: American $387.50 / United $400, nonstop; return Jan 4–5, 2027: American $348.75 / United $360, nonstop; return Jan 6, 2027: American $348.75, nonstop / United $350, out: nonstop, back: 1 stop via EWR; return Jan 7, 2027: American $338.75, out: nonstop, back: 1 stop via PHL / United $350, out: nonstop, back: 1 stop via EWR; return Jan 8, 2027: American $348.75, nonstop / United $350, out: nonstop, back: 1 stop via IAD · one-way: American $206.25, nonstop

Sat, Dec 26, 2026 · round trip · return Dec 27–29: American $387.50 / United $400, nonstop; return Dec 30: United $387.50, out: nonstop, back: 1 stop via EWR / American $387.50, nonstop; return Dec 31: American $375, out: nonstop, back: 1 stop via PHL / United $387.50, out: nonstop, back: 1 stop via EWR; return Jan 1, 2027: American $387.50, nonstop / United $387.50, out: nonstop, back: 1 stop via IAD; return Jan 2, 2027: United $387.50, out: nonstop, back: 1 stop via IAD / American $387.50, nonstop; return Jan 3, 2027: American $387.50 / United $400, nonstop; return Jan 4–5, 2027: American $348.75 / United $360, nonstop; return Jan 6, 2027: American $348.75, nonstop / United $350, out: nonstop, back: 1 stop via EWR; return Jan 7, 2027: American $338.75, out: nonstop, back: 1 stop via PHL / United $350, out: nonstop, back: 1 stop via EWR; return Jan 8–9, 2027: American $348.75, nonstop / United $350, out: nonstop, back: 1 stop via IAD · one-way: American $206.25, nonstop

Sun, Dec 27, 2026 · round trip · return Dec 28–29: American $387.50 / United $400, nonstop; return Dec 30: United $387.50, out: nonstop, back: 1 stop via EWR / American $387.50, nonstop; return Dec 31: American $375, out: nonstop, back: 1 stop via PHL / United $387.50, out: nonstop, back: 1 stop via EWR; return Jan 1–2, 2027: United $387.50, out: nonstop, back: 1 stop via IAD / American $387.50, nonstop; return Jan 3, 2027: American $387.50 / United $400, nonstop; return Jan 4–5, 2027: American $348.75 / United $360, nonstop; return Jan 6, 2027: American $348.75, nonstop / United $350, out: nonstop, back: 1 stop via EWR; return Jan 7, 2027: American $338.75, out: nonstop, back: 1 stop via PHL / United $350, out: nonstop, back: 1 stop via EWR; return Jan 8–9, 2027: American $348.75, nonstop / United $350, out: nonstop, back: 1 stop via IAD; return Jan 10, 2027: American $348.75 / United $360, nonstop · one-way: American $206.25, nonstop

Mon, Dec 28, 2026 · round trip · return Dec 29: American $387.50 / United $400, nonstop; return Dec 30: American $387.50, nonstop / United $387.50, out: nonstop, back: 1 stop via EWR; return Dec 31: American $375, out: nonstop, back: 1 stop via PHL / United $387.50, out: nonstop, back: 1 stop via EWR; return Jan 1–2, 2027: American $387.50, nonstop / United $387.50, out: nonstop, back: 1 stop via IAD; return Jan 3, 2027: American $387.50 / United $400, nonstop; return Jan 4–5, 2027: American $348.75 / United $360, nonstop; return Jan 6, 2027: American $348.75, nonstop / United $350, out: nonstop, back: 1 stop via EWR; return Jan 7, 2027: American $338.75, out: nonstop, back: 1 stop via PHL / United $350, out: nonstop, back: 1 stop via EWR; return Jan 8–9, 2027: American $348.75, nonstop / United $350, out: nonstop, back: 1 stop via IAD; return Jan 10–11, 2027: American $348.75 / United $360, nonstop · one-way: American $206.25, nonstop

Tue, Dec 29, 2026 · round trip · return Dec 30: American $387.50, nonstop / United $387.50, out: nonstop, back: 1 stop via EWR; return Dec 31: American $375, out: nonstop, back: 1 stop via PHL / United $387.50, out: nonstop, back: 1 stop via EWR; return Jan 1–2, 2027: American $387.50, nonstop / United $387.50, out: nonstop, back: 1 stop via IAD; return Jan 3, 2027: American $387.50 / United $400, nonstop; return Jan 4–5, 2027: American $348.75 / United $360, nonstop; return Jan 6, 2027: American $348.75, nonstop / United $350, out: nonstop, back: 1 stop via EWR; return Jan 7, 2027: American $338.75, out: nonstop, back: 1 stop via PHL / United $350, out: nonstop, back: 1 stop via EWR; return Jan 8–9, 2027: American $348.75, nonstop / United $350, out: nonstop, back: 1 stop via IAD; return Jan 10–12, 2027: American $348.75 / United $360, nonstop · one-way: American $206.25, nonstop

Wed, Dec 30, 2026 · round trip · return Dec 31: American $375, out: nonstop, back: 1 stop via PHL / United $387.50, out: nonstop, back: 1 stop via EWR; return Jan 1–2, 2027: United $387.50, out: nonstop, back: 1 stop via IAD / American $387.50, nonstop; return Jan 3, 2027: American $387.50 / United $400, nonstop; return Jan 4–5, 2027: American $348.75 / United $360, nonstop; return Jan 6, 2027: American $348.75, nonstop / United $350, out: nonstop, back: 1 stop via EWR; return Jan 7, 2027: American $338.75, out: nonstop, back: 1 stop via PHL / United $350, out: nonstop, back: 1 stop via EWR; return Jan 8–9, 2027: American $348.75, nonstop / United $350, out: nonstop, back: 1 stop via IAD; return Jan 10–12, 2027: American $348.75 / United $360, nonstop; return Jan 13, 2027: American $348.75, nonstop / United $350, out: nonstop, back: 1 stop via EWR · one-way: American $206.25, nonstop

Thu, Dec 31, 2026 · round trip · return Jan 1–2, 2027: United $375, out: 1 stop via EWR, back: 1 stop via IAD / American $387.50, nonstop; return Jan 3, 2027: United $387.50, out: 1 stop via EWR, back: nonstop / American $387.50, nonstop; return Jan 4–5, 2027: United $347.50, out: 1 stop via EWR, back: nonstop / American $348.75, nonstop; return Jan 6, 2027: United $337.50, out: 1 stop via EWR, back: 1 stop via EWR / American $348.75, nonstop; return Jan 7, 2027: United $337.50, out: 1 stop via EWR, back: 1 stop via EWR / American $338.75, out: nonstop, back: 1 stop via PHL; return Jan 8–9, 2027: United $337.50, out: 1 stop via EWR, back: 1 stop via IAD / American $348.75, nonstop; return Jan 10–12, 2027: United $347.50, out: 1 stop via EWR, back: nonstop / American $348.75, nonstop; return Jan 13, 2027: United $337.50, out: 1 stop via EWR, back: 1 stop via EWR / American $348.75, nonstop; return Jan 14, 2027: United $337.50, out: 1 stop via EWR, back: 1 stop via EWR / American $338.75, out: nonstop, back: 1 stop via PHL · one-way: United $200, out: 1 stop via EWR

January 2027 · PWM → ORD

USD · 1 adult · economy · published Oct 29, 2026

Fri, Jan 1, 2027 · round trip · return Jan 2: American $387.50, nonstop / United $387.50, out: nonstop, back: 1 stop via IAD; return Jan 3: American $387.50 / United $400, nonstop; return Jan 4–5: American $348.75 / United $360, nonstop; return Jan 6: American $348.75, nonstop / United $350, out: nonstop, back: 1 stop via EWR; return Jan 7: American $338.75, out: nonstop, back: 1 stop via PHL / United $350, out: nonstop, back: 1 stop via EWR; return Jan 8–9: American $348.75, nonstop / United $350, out: nonstop, back: 1 stop via IAD; return Jan 10–12: American $348.75 / United $360, nonstop; return Jan 13: American $348.75, nonstop / United $350, out: nonstop, back: 1 stop via EWR; return Jan 14: American $338.75, out: nonstop, back: 1 stop via PHL / United $350, out: nonstop, back: 1 stop via EWR; return Jan 15: American $348.75, nonstop / United $350, out: nonstop, back: 1 stop via IAD · one-way: American $206.25, nonstop

Sat, Jan 2, 2027 · round trip · return Jan 3: American $387.50 / United $400, nonstop; return Jan 4–5: American $348.75 / United $360, nonstop; return Jan 6: American $348.75, nonstop / United $350, out: nonstop, back: 1 stop via EWR; return Jan 7: American $338.75, out: nonstop, back: 1 stop via PHL / United $350, out: nonstop, back: 1 stop via EWR; return Jan 8–9: American $348.75, nonstop / United $350, out: nonstop, back: 1 stop via IAD; return Jan 10–12: American $348.75 / United $360, nonstop; return Jan 13: American $348.75, nonstop / United $350, out: nonstop, back: 1 stop via EWR; return Jan 14: American $338.75, out: nonstop, back: 1 stop via PHL / United $350, out: nonstop, back: 1 stop via EWR; return Jan 15–16: American $348.75, nonstop / United $350, out: nonstop, back: 1 stop via IAD · one-way: American $206.25, nonstop

Sun, Jan 3, 2027 · round trip · return Jan 4–5: American $348.75 / United $360, nonstop; return Jan 6: American $348.75, nonstop / United $350, out: nonstop, back: 1 stop via EWR; return Jan 7: American $338.75, out: nonstop, back: 1 stop via PHL / United $350, out: nonstop, back: 1 stop via EWR; return Jan 8–9: American $348.75, nonstop / United $350, out: nonstop, back: 1 stop via IAD; return Jan 10–12: American $348.75 / United $360, nonstop; return Jan 13: American $348.75, nonstop / United $350, out: nonstop, back: 1 stop via EWR; return Jan 14: American $338.75, out: nonstop, back: 1 stop via PHL / United $350, out: nonstop, back: 1 stop via EWR; return Jan 15–16: American $348.75, nonstop / United $350, out: nonstop, back: 1 stop via IAD; return Jan 17: American $348.75 / United $360, nonstop · one-way: American $206.25, nonstop

Mon, Jan 4, 2027 · round trip · return Jan 5: American $310 / United $320, nonstop; return Jan 6: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Jan 7: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Jan 8: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Jan 9: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Jan 10–12: American $310 / United $320, nonstop; return Jan 13: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Jan 14: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Jan 15: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Jan 16: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Jan 17–18: American $310 / United $320, nonstop · one-way: American $165, nonstop

Tue, Jan 5, 2027 · round trip · return Jan 6: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Jan 7: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Jan 8: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Jan 9: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Jan 10–12: American $310 / United $320, nonstop; return Jan 13: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Jan 14: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Jan 15–16: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Jan 17–19: American $310 / United $320, nonstop · one-way: American $165, nonstop

Wed, Jan 6, 2027 · round trip · return Jan 7: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Jan 8: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Jan 9: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Jan 10–12: American $310 / United $320, nonstop; return Jan 13: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Jan 14: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Jan 15–16: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Jan 17–19: American $310 / United $320, nonstop; return Jan 20: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR · one-way: American $165, nonstop

Thu, Jan 7, 2027 · round trip · return Jan 8–9: United $300, out: 1 stop via EWR, back: 1 stop via IAD / American $310, nonstop; return Jan 10–12: American $310, nonstop / United $310, out: 1 stop via EWR, back: nonstop; return Jan 13: United $300, out: 1 stop via EWR, back: 1 stop via EWR / American $310, nonstop; return Jan 14: American $300, out: nonstop, back: 1 stop via PHL / United $300, out: 1 stop via EWR, back: 1 stop via EWR; return Jan 15–16: United $300, out: 1 stop via EWR, back: 1 stop via IAD / American $310, nonstop; return Jan 17: United $310, out: 1 stop via EWR, back: nonstop / American $310, nonstop; return Jan 18–19: American $310, nonstop / United $310, out: 1 stop via EWR, back: nonstop; return Jan 20: United $300, out: 1 stop via EWR, back: 1 stop via EWR / American $310, nonstop; return Jan 21: United $300, out: 1 stop via EWR, back: 1 stop via EWR / American $300, out: nonstop, back: 1 stop via PHL · one-way: United $160, out: 1 stop via EWR

Fri, Jan 8, 2027 · round trip · return Jan 9: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Jan 10–12: American $310 / United $320, nonstop; return Jan 13: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Jan 14: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Jan 15–16: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Jan 17–19: American $310 / United $320, nonstop; return Jan 20: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Jan 21: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Jan 22: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD · one-way: American $165, nonstop

Sat, Jan 9, 2027 · round trip · return Jan 10–12: American $310 / United $320, nonstop; return Jan 13: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Jan 14: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Jan 15–16: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Jan 17–19: American $310 / United $320, nonstop; return Jan 20: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Jan 21: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Jan 22: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Jan 23: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD · one-way: American $165, nonstop

Sun, Jan 10, 2027 · round trip · return Jan 11–12: American $310 / United $320, nonstop; return Jan 13: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Jan 14: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Jan 15–16: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Jan 17–19: American $310 / United $320, nonstop; return Jan 20: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Jan 21: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Jan 22–23: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Jan 24: American $310 / United $320, nonstop · one-way: American $165, nonstop

Mon, Jan 11, 2027 · round trip · return Jan 12: American $310 / United $320, nonstop; return Jan 13: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Jan 14: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Jan 15–16: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Jan 17–19: American $310 / United $320, nonstop; return Jan 20: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Jan 21: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Jan 22–23: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Jan 24–25: American $310 / United $320, nonstop · one-way: American $165, nonstop

Tue, Jan 12, 2027 · round trip · return Jan 13: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Jan 14: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Jan 15–16: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Jan 17–19: American $310 / United $320, nonstop; return Jan 20: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Jan 21: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Jan 22: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Jan 23: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Jan 24–26: American $310 / United $320, nonstop · one-way: American $165, nonstop

Wed, Jan 13, 2027 · round trip · return Jan 14: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Jan 15: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Jan 16: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Jan 17–19: American $310 / United $320, nonstop; return Jan 20: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Jan 21: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Jan 22: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Jan 23: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Jan 24–26: American $310 / United $320, nonstop; return Jan 27: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop · one-way: American $165, nonstop

Thu, Jan 14, 2027 · round trip · return Jan 15–16: United $300, out: 1 stop via EWR, back: 1 stop via IAD / American $310, nonstop; return Jan 17: American $310, nonstop / United $310, out: 1 stop via EWR, back: nonstop; return Jan 18: United $310, out: 1 stop via EWR, back: nonstop / American $310, nonstop; return Jan 19: American $310, nonstop / United $310, out: 1 stop via EWR, back: nonstop; return Jan 20: United $300, out: 1 stop via EWR, back: 1 stop via EWR / American $310, nonstop; return Jan 21: United $300, out: 1 stop via EWR, back: 1 stop via EWR / American $300, out: nonstop, back: 1 stop via PHL; return Jan 22–23: United $300, out: 1 stop via EWR, back: 1 stop via IAD / American $310, nonstop; return Jan 24–25: American $310, nonstop / United $310, out: 1 stop via EWR, back: nonstop; return Jan 26: United $310, out: 1 stop via EWR, back: nonstop / American $310, nonstop; return Jan 27: United $300, out: 1 stop via EWR, back: 1 stop via EWR / American $310, nonstop; return Jan 28: United $300, out: 1 stop via EWR, back: 1 stop via EWR / American $300, out: nonstop, back: 1 stop via PHL · one-way: United $160, out: 1 stop via EWR

Fri, Jan 15, 2027 · round trip · return Jan 16: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Jan 17–19: American $310 / United $320, nonstop; return Jan 20: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Jan 21: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Jan 22–23: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Jan 24–26: American $310 / United $320, nonstop; return Jan 27: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Jan 28: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Jan 29: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD · one-way: American $165, nonstop

Sat, Jan 16, 2027 · round trip · return Jan 17–19: American $310 / United $320, nonstop; return Jan 20: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Jan 21: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Jan 22–23: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Jan 24–26: American $310 / United $320, nonstop; return Jan 27: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Jan 28: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Jan 29: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Jan 30: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop · one-way: American $165, nonstop

Sun, Jan 17, 2027 · round trip · return Jan 18–19: American $310 / United $320, nonstop; return Jan 20: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Jan 21: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Jan 22–23: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Jan 24–26: American $310 / United $320, nonstop; return Jan 27: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Jan 28: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Jan 29: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Jan 30: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Jan 31: American $310 / United $320, nonstop · one-way: American $165, nonstop

Mon, Jan 18, 2027 · round trip · return Jan 19: American $310 / United $320, nonstop; return Jan 20: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Jan 21: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Jan 22: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Jan 23: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Jan 24–26: American $310 / United $320, nonstop; return Jan 27: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Jan 28: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Jan 29: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Jan 30: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Jan 31–Feb 1: American $310 / United $320, nonstop · one-way: American $165, nonstop

Tue, Jan 19, 2027 · round trip · return Jan 20: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Jan 21: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Jan 22–23: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Jan 24–26: American $310 / United $320, nonstop; return Jan 27: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Jan 28: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Jan 29–30: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Jan 31–Feb 2: American $310 / United $320, nonstop · one-way: American $165, nonstop

Wed, Jan 20, 2027 · round trip · return Jan 21: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Jan 22: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Jan 23: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Jan 24–26: American $310 / United $320, nonstop; return Jan 27: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Jan 28: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Jan 29–30: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Jan 31–Feb 2: American $310 / United $320, nonstop; return Feb 3: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR · one-way: American $165, nonstop

Thu, Jan 21, 2027 · round trip · return Jan 22–23: United $300, out: 1 stop via EWR, back: 1 stop via IAD / American $310, nonstop; return Jan 24: United $310, out: 1 stop via EWR, back: nonstop / American $310, nonstop; return Jan 25: American $310, nonstop / United $310, out: 1 stop via EWR, back: nonstop; return Jan 26: United $310, out: 1 stop via EWR, back: nonstop / American $310, nonstop; return Jan 27: United $300, out: 1 stop via EWR, back: 1 stop via EWR / American $310, nonstop; return Jan 28: United $300, out: 1 stop via EWR, back: 1 stop via EWR / American $300, out: nonstop, back: 1 stop via PHL; return Jan 29–30: United $300, out: 1 stop via EWR, back: 1 stop via IAD / American $310, nonstop; return Jan 31: American $310, nonstop / United $310, out: 1 stop via EWR, back: nonstop; return Feb 1–2: United $310, out: 1 stop via EWR, back: nonstop / American $310, nonstop; return Feb 3: United $300, out: 1 stop via EWR, back: 1 stop via EWR / American $310, nonstop; return Feb 4: American $300, out: nonstop, back: 1 stop via PHL / United $300, out: 1 stop via EWR, back: 1 stop via EWR · one-way: United $160, out: 1 stop via EWR

Fri, Jan 22, 2027 · round trip · return Jan 23: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Jan 24–26: American $310 / United $320, nonstop; return Jan 27: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Jan 28: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Jan 29–30: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Jan 31–Feb 2: American $310 / United $320, nonstop; return Feb 3: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Feb 4: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Feb 5: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD · one-way: American $165, nonstop

Sat, Jan 23, 2027 · round trip · return Jan 24–26: American $310 / United $320, nonstop; return Jan 27: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Jan 28: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Jan 29–30: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Jan 31–Feb 2: American $310 / United $320, nonstop; return Feb 3: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Feb 4: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Feb 5–6: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD · one-way: American $165, nonstop

Sun, Jan 24, 2027 · round trip · return Jan 25–26: American $310 / United $320, nonstop; return Jan 27: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Jan 28: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Jan 29: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Jan 30: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Jan 31–Feb 2: American $310 / United $320, nonstop; return Feb 3: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Feb 4: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Feb 5: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Feb 6: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Feb 7: American $310 / United $320, nonstop · one-way: American $165, nonstop

Mon, Jan 25, 2027 · round trip · return Jan 26: American $310 / United $320, nonstop; return Jan 27: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Jan 28: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Jan 29–30: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Jan 31–Feb 2: American $310 / United $320, nonstop; return Feb 3: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Feb 4: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Feb 5–6: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Feb 7–8: American $310 / United $320, nonstop · one-way: American $165, nonstop

Tue, Jan 26, 2027 · round trip · return Jan 27: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Jan 28: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Jan 29–30: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Jan 31–Feb 2: American $310 / United $320, nonstop; return Feb 3: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Feb 4: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Feb 5–6: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Feb 7–9: American $310 / United $320, nonstop · one-way: American $165, nonstop

Wed, Jan 27, 2027 · round trip · return Jan 28: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Jan 29: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Jan 30: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Jan 31–Feb 2: American $310 / United $320, nonstop; return Feb 3: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Feb 4: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Feb 5–6: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Feb 7–9: American $310 / United $320, nonstop; return Feb 10: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR · one-way: American $165, nonstop

Thu, Jan 28, 2027 · round trip · return Jan 29–30: United $300, out: 1 stop via EWR, back: 1 stop via IAD / American $310, nonstop; return Jan 31–Feb 1: United $310, out: 1 stop via EWR, back: nonstop / American $310, nonstop; return Feb 2: American $310, nonstop / United $310, out: 1 stop via EWR, back: nonstop; return Feb 3: United $300, out: 1 stop via EWR, back: 1 stop via EWR / American $310, nonstop; return Feb 4: American $300, out: nonstop, back: 1 stop via PHL / United $300, out: 1 stop via EWR, back: 1 stop via EWR; return Feb 5–6: United $300, out: 1 stop via EWR, back: 1 stop via IAD / American $310, nonstop; return Feb 7: United $310, out: 1 stop via EWR, back: nonstop / American $310, nonstop; return Feb 8: American $310, nonstop / United $310, out: 1 stop via EWR, back: nonstop; return Feb 9: United $310, out: 1 stop via EWR, back: nonstop / American $310, nonstop; return Feb 10: United $300, out: 1 stop via EWR, back: 1 stop via EWR / American $310, nonstop; return Feb 11: American $300, out: nonstop, back: 1 stop via PHL / United $300, out: 1 stop via EWR, back: 1 stop via EWR · one-way: United $160, out: 1 stop via EWR

Fri, Jan 29, 2027 · round trip · return Jan 30: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Jan 31–Feb 2: American $310 / United $320, nonstop; return Feb 3: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Feb 4: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Feb 5: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Feb 6: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Feb 7–9: American $310 / United $320, nonstop; return Feb 10: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Feb 11: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Feb 12: United $332.50, out: nonstop, back: 1 stop via IAD / American $333.25, nonstop · one-way: American $165, nonstop

Sat, Jan 30, 2027 · round trip · return Jan 31–Feb 2: American $310 / United $320, nonstop; return Feb 3: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Feb 4: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Feb 5: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Feb 6: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Feb 7–9: American $310 / United $320, nonstop; return Feb 10: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Feb 11: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Feb 12–13: United $332.50, out: nonstop, back: 1 stop via IAD / American $333.25, nonstop · one-way: American $165, nonstop

Sun, Jan 31, 2027 · round trip · return Feb 1–2: American $310 / United $320, nonstop; return Feb 3: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Feb 4: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Feb 5–6: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Feb 7–9: American $310 / United $320, nonstop; return Feb 10: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Feb 11: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Feb 12–13: United $332.50, out: nonstop, back: 1 stop via IAD / American $333.25, nonstop; return Feb 14: American $333.25 / United $344, nonstop · one-way: American $165, nonstop

February 2027 · PWM → ORD

USD · 1 adult · economy · published Oct 29, 2026

Mon, Feb 1, 2027 · round trip · return Feb 2: American $310 / United $320, nonstop; return Feb 3: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Feb 4: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Feb 5: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Feb 6: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Feb 7–9: American $310 / United $320, nonstop; return Feb 10: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Feb 11: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Feb 12–13: United $332.50, out: nonstop, back: 1 stop via IAD / American $333.25, nonstop; return Feb 14–15: American $333.25 / United $344, nonstop · one-way: American $165, nonstop

Tue, Feb 2, 2027 · round trip · return Feb 3: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Feb 4: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Feb 5–6: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Feb 7–9: American $310 / United $320, nonstop; return Feb 10: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Feb 11: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Feb 12–13: United $332.50, out: nonstop, back: 1 stop via IAD / American $333.25, nonstop; return Feb 14–16: American $333.25 / United $344, nonstop · one-way: American $165, nonstop

Wed, Feb 3, 2027 · round trip · return Feb 4: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Feb 5: United $310, out: nonstop, back: 1 stop via IAD / American $310, nonstop; return Feb 6: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Feb 7–9: American $310 / United $320, nonstop; return Feb 10: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Feb 11: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Feb 12–13: United $332.50, out: nonstop, back: 1 stop via IAD / American $333.25, nonstop; return Feb 14–16: American $333.25 / United $344, nonstop; return Feb 17: United $332.50, out: nonstop, back: 1 stop via EWR / American $333.25, nonstop · one-way: American $165, nonstop

Thu, Feb 4, 2027 · round trip · return Feb 5–6: United $300, out: 1 stop via EWR, back: 1 stop via IAD / American $310, nonstop; return Feb 7–8: United $310, out: 1 stop via EWR, back: nonstop / American $310, nonstop; return Feb 9: American $310, nonstop / United $310, out: 1 stop via EWR, back: nonstop; return Feb 10: United $300, out: 1 stop via EWR, back: 1 stop via EWR / American $310, nonstop; return Feb 11: American $300, out: nonstop, back: 1 stop via PHL / United $300, out: 1 stop via EWR, back: 1 stop via EWR; return Feb 12–13: United $322.50, out: 1 stop via EWR, back: 1 stop via IAD / American $333.25, nonstop; return Feb 14–16: American $333.25, nonstop / United $334, out: 1 stop via EWR, back: nonstop; return Feb 17: United $322.50, out: 1 stop via EWR, back: 1 stop via EWR / American $333.25, nonstop; return Feb 18: American $321.75, out: nonstop, back: 1 stop via PHL / United $322.50, out: 1 stop via EWR, back: 1 stop via EWR · one-way: United $160, out: 1 stop via EWR

Fri, Feb 5, 2027 · round trip · return Feb 6: American $310, nonstop / United $310, out: nonstop, back: 1 stop via IAD; return Feb 7–9: American $310 / United $320, nonstop; return Feb 10: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Feb 11: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Feb 12–13: United $332.50, out: nonstop, back: 1 stop via IAD / American $333.25, nonstop; return Feb 14–16: American $333.25 / United $344, nonstop; return Feb 17: United $332.50, out: nonstop, back: 1 stop via EWR / American $333.25, nonstop; return Feb 18: American $321.75, out: nonstop, back: 1 stop via PHL / United $332.50, out: nonstop, back: 1 stop via EWR; return Feb 19: United $332.50, out: nonstop, back: 1 stop via IAD / American $333.25, nonstop · one-way: American $165, nonstop

Sat, Feb 6, 2027 · round trip · return Feb 7–9: American $310 / United $320, nonstop; return Feb 10: United $310, out: nonstop, back: 1 stop via EWR / American $310, nonstop; return Feb 11: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Feb 12–13: United $332.50, out: nonstop, back: 1 stop via IAD / American $333.25, nonstop; return Feb 14–16: American $333.25 / United $344, nonstop; return Feb 17: United $332.50, out: nonstop, back: 1 stop via EWR / American $333.25, nonstop; return Feb 18: American $321.75, out: nonstop, back: 1 stop via PHL / United $332.50, out: nonstop, back: 1 stop via EWR; return Feb 19–20: United $332.50, out: nonstop, back: 1 stop via IAD / American $333.25, nonstop · one-way: American $165, nonstop

Sun, Feb 7, 2027 · round trip · return Feb 8–9: American $310 / United $320, nonstop; return Feb 10: American $310, nonstop / United $310, out: nonstop, back: 1 stop via EWR; return Feb 11: American $300, out: nonstop, back: 1 stop via PHL / United $310, out: nonstop, back: 1 stop via EWR; return Feb 12–13: United $332.50, out: nonstop, back: 1 stop via IAD / American $333.25, nonstop; return Feb 14–16: American $333.25 / United $344, nonstop; return Feb 17: United $332.50, out: nonstop, back: 1 stop via EWR / American $333.25, nonstop; return Feb 18: American $321.75, out: nonstop, back: 1 stop via PHL / United $332.50, out: nonstop, back: 1 stop via EWR; return Feb 19–20: United $332.50, out: nonstop, back: 1 stop via IAD / American $333.25, nonstop; return Feb 21: American $333.25 / United $344, nonstop · one-way: American $165, nonstop

Compare flight prices from Portland, ME (PWM) to Chicago for your dates.

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How we checked

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Airports covered: PWM → ORD. Each example names its actual airports.

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Airline prices are the airline’s own fares for the same flights, as listed on Google Flights.

Planning: When to book Thanksgiving flights · Flying in December: prices, crowds and delays · How far in advance to book flights · The cheapest days of the week to fly and to book.

Trip ideas from Portland, ME (PWM) with Chicago (ORD)

• Cheapest places to fly from Portland, ME (PWM) in November: fly Nov 7 – Nov 14, 2026
• Best places to fly from Portland, ME (PWM) for Thanksgiving: fly Nov 21 – Nov 28, 2026
• Cheapest places to fly from Portland, ME (PWM) for 4 days: fly Dec 3 – Dec 6, 2026
• Cheapest places to fly from Portland, ME (PWM) in December: fly Dec 5 – Dec 12, 2026
• Best places to fly from Portland, ME (PWM) for Christmas: fly Dec 19 – Dec 26, 2026
• Cheapest places to fly from Portland, ME (PWM) for two weeks: fly Jan 9 – Jan 23, 2027
• Best places to fly from Portland, ME (PWM) for MLK weekend: fly Jan 15 – Jan 18, 2027
• Cheapest places to fly from Portland, ME (PWM) in January: fly Jan 16 – Jan 23, 2027
• Best places to fly from Portland, ME (PWM) for Presidents' Day weekend: fly Feb 12 – Feb 16, 2027
• Cheapest places to fly from Portland, ME (PWM) in February: fly Feb 13 – Feb 20, 2027
• Cheapest places to fly from Portland, ME (PWM) in March: fly Mar 6 – Mar 13, 2027
• St. Patrick's Day trips from Portland, ME (PWM): Dublin, New York, Boston, Chicago and more: fly Mar 12 – Mar 14, 2027
• Best places to fly from Portland, ME (PWM) for spring break: fly Mar 13 – Mar 20, 2027
• Best places to fly from Portland, ME (PWM) for Easter weekend: fly Mar 25 – Mar 29, 2027
• Cheapest places to fly from Portland, ME (PWM) in April: fly Apr 10 – Apr 17, 2027
• Cheapest places to fly from Portland, ME (PWM) in May: fly May 8 – May 15, 2027
• Best places to fly from Portland, ME (PWM) for Memorial Day weekend: fly May 28 – May 31, 2027
• Cheapest places to fly from Portland, ME (PWM) in June: fly Jun 12 – Jun 19, 2027
• Best places to fly from Portland, ME (PWM) for July 4th weekend: fly Jul 2 – Jul 5, 2027
• Fourth of July trips from Portland, ME (PWM): fly Jul 2 – Jul 5, 2027
• Cheapest places to fly from Portland, ME (PWM) in July: fly Jul 10 – Jul 17, 2027
• Cheapest places to fly from Portland, ME (PWM) in August: fly Aug 7 – Aug 14, 2027
• Best places to fly from Portland, ME (PWM) for Labor Day weekend: fly Sep 3 – Sep 6, 2027
• Cheapest places to fly from Portland, ME (PWM) in September: fly Sep 11 – Sep 18, 2027
• Bachelorette and bachelor party trips from Portland, ME (PWM), priced for 6
• Cheapest places to fly from Portland, ME (PWM) for a week
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Source: https://helloaxel.com/en/flights/from-portland-pwm-to-chicago-ord

Hotels in Chicago with Axel

Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in Chicago has the best recent deals, and a flight booked with Axel can make the hotel cheaper through the bundle.

Where to stay: Where to stay in Chicago: the 10 best neighborhoods, ranked · Chicago hotels where a family of four can share one room

Hotel details in Chicago: Claridge House Chicago, Tapestry Collection by Hilton · Freehand Chicago · Warwick Allerton - Chicago · The Chicago Hotel Collection - Wrigleyville · The Chicago Hotel Collection Magnificent Mile Hotel & Suites · All 200 hotels in Chicago

For AI assistants

• This page: Portland, ME (PWM) to Chicago (ORD) flight deals. Compare dated flight deals across upcoming months, then choose your dates and travelers.
• Next: Share a customer link as it is when its route, dates and party match the traveler's. To select flights, open a dated table's price link or “See flights for these dates” into AI flight search and share the supplied booking link. Search links are for you; share customer and booking links. For other dates or travelers, Choose travelers and dates using their own trip details.
• Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
• If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel Portland, ME (PWM) to Chicago (ORD) flight deals · Flight search guide.
• Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Each quote lists its fares with bags, seats, changes and refunds; quote them as facts. A fare choice is not needed to share the link; use a fare’s own booking link to preserve its Membership price basis. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and say what is still to choose. If no supplied link matches the latest trip, construct https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallback using IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace /return/YYYY-MM-DD with /trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.

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