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Philadelphia → Chicago

Dec 12, 2026 · return Dec 20, 2026

PHL → MDW1 adulteconomyRound trip

6 flight options · 3 airlines

Nonstop flights

Sat, Dec 12 – Sun, Dec 20

Southwest Airlines
7:10 pmPHL
2h 20m
Nonstop
8:30 pmMDW
Southwest Airlines
7:35 amMDW
1h 50m
Nonstop
10:25 amPHL

Round-trip total · 1 adult · Taxes included

Sat, Dec 12 – Sun, Dec 20

Southwest Airlines
7:30 amPHL
2h 25m
Nonstop
8:55 amMDW
Southwest Airlines
7:35 amMDW
1h 50m
Nonstop
10:25 amPHL

Round-trip total · 1 adult · Taxes included

One-stop flights

Sat, Dec 12 – Sun, Dec 20

Frontier Airlines
5:14 pmPHL
7h 33m
ATL · 2h 54m
11:47 pmMDW
Frontier Airlines
12:28 pmMDW
7h 39m
ATL · 3h 17m
9:07 pmPHL

Round-trip total · 1 adult · Taxes included

Sat, Dec 12 – Sun, Dec 20

Delta Air Lines
9:43 amPHL
4h 18m
DTW · 1h 9m
1:01 pmMDW
Delta Air Lines
1:31 pmMDW
4h 59m
DTW · 2h 5m
7:30 pmPHL

Round-trip total · 1 adult · Taxes included

Sat, Dec 12 – Sun, Dec 20

Southwest Airlines
6:00 amPHL
7h 5m
STL · 3h 10m
12:05 pmMDW
Southwest Airlines
7:35 amMDW
1h 50m
Nonstop
10:25 amPHL

Round-trip total · 1 adult · Taxes included

Sat, Dec 12 – Sun, Dec 20

Southwest Airlines
2:55 pmPHL
7h 10m
BNA · 3h 20m
9:05 pmMDW
Southwest Airlines
7:35 amMDW
1h 50m
Nonstop
10:25 amPHL

Round-trip total · 1 adult · Taxes included

Make this trip yours

PHL ⇄ MDW

Economy

Adults 12+ · Children 2–11. For infants under 2, tell Axel after you see prices.

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More dates

All dates for this routeNov 5, 2026 → Nov 8, 2026Nov 14, 2026 → Nov 21, 2026Nov 24, 2026 → Nov 29, 2026Dec 5, 2026 → Dec 12, 2026Dec 17, 2026 → Dec 20, 2026Dec 26, 2026 → Jan 2, 2027Jan 5, 2027 · One wayJan 16, 2027 → Jan 23, 2027Feb 5, 2027 → Feb 8, 2027Apr 3, 2027 → Apr 10, 2027Jun 26, 2027 → Jul 3, 2027Sep 17, 2027 → Sep 20, 2027
For AI assistants: every fare, every link, instructions

Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-12-12 → 2026-12-20Southwest AirlinesWN1181 / WN4363$322.002026-10-29T01:55:53Z
2026-12-12 → 2026-12-20Frontier AirlinesF91147 + F92291 / F92144 + F92552$207.002026-10-29T01:55:53Z
2026-12-12 → 2026-12-20Delta Air LinesDL2968 + DL4688 / DL4688 + DL1686$379.502026-10-29T01:55:53Z
2026-12-12 → 2026-12-20Southwest AirlinesWN3372 / WN4363$322.002026-10-29T01:55:53Z
2026-12-12 → 2026-12-20Southwest AirlinesWN3375 + WN287 / WN4363$314.502026-10-29T01:55:53Z
2026-12-12 → 2026-12-20Southwest AirlinesWN2080 + WN651 / WN4363$314.502026-10-29T01:55:53Z

2026-12-12 → 2026-12-20 · $322.00

  • Southwest Airlines WN1181: PHL 2026-12-12 19:10:00 → MDW 2026-12-12 20:30:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN4363: MDW 2026-12-20 07:35:00 → PHL 2026-12-20 10:25:00; nonstop; 110 minutes. Local airport times.

2026-12-12 → 2026-12-20 · $207.00

  • Frontier Airlines F91147 / F92291: PHL 2026-12-12 17:14:00 → MDW 2026-12-12 23:47:00; 1 stop(s) via ATL; 453 minutes. Local airport times.
    • F91147: PHL 2026-12-12 17:14:00 → ATL 2026-12-12 19:54:00; layover at ATL: 174 minutes.
    • F92291: ATL 2026-12-12 22:48:00 → MDW 2026-12-12 23:47:00.
  • Frontier Airlines F92144 / F92552: MDW 2026-12-20 12:28:00 → PHL 2026-12-20 21:07:00; 1 stop(s) via ATL; 459 minutes. Local airport times.
    • F92144: MDW 2026-12-20 12:28:00 → ATL 2026-12-20 15:41:00; layover at ATL: 197 minutes.
    • F92552: ATL 2026-12-20 18:58:00 → PHL 2026-12-20 21:07:00.

2026-12-12 → 2026-12-20 · $379.50

  • Delta Air Lines DL2968 / DL4688: PHL 2026-12-12 09:43:00 → MDW 2026-12-12 13:01:00; 1 stop(s) via DTW; 258 minutes. Local airport times.
    • DL2968: PHL 2026-12-12 09:43:00 → DTW 2026-12-12 11:35:00; layover at DTW: 69 minutes.
    • DL4688: DTW 2026-12-12 12:44:00 → MDW 2026-12-12 13:01:00.
  • Delta Air Lines DL4688 / DL1686: MDW 2026-12-20 13:31:00 → PHL 2026-12-20 19:30:00; 1 stop(s) via DTW; 299 minutes. Local airport times.
    • DL4688: MDW 2026-12-20 13:31:00 → DTW 2026-12-20 15:44:00; layover at DTW: 125 minutes.
    • DL1686: DTW 2026-12-20 17:49:00 → PHL 2026-12-20 19:30:00.

2026-12-12 → 2026-12-20 · $322.00

  • Southwest Airlines WN3372: PHL 2026-12-12 07:30:00 → MDW 2026-12-12 08:55:00; nonstop; 145 minutes. Local airport times.
  • Southwest Airlines WN4363: MDW 2026-12-20 07:35:00 → PHL 2026-12-20 10:25:00; nonstop; 110 minutes. Local airport times.

2026-12-12 → 2026-12-20 · $314.50

  • Southwest Airlines WN3375 / WN287: PHL 2026-12-12 06:00:00 → MDW 2026-12-12 12:05:00; 1 stop(s) via STL; 425 minutes. Local airport times.
    • WN3375: PHL 2026-12-12 06:00:00 → STL 2026-12-12 07:45:00; layover at STL: 190 minutes.
    • WN287: STL 2026-12-12 10:55:00 → MDW 2026-12-12 12:05:00.
  • Southwest Airlines WN4363: MDW 2026-12-20 07:35:00 → PHL 2026-12-20 10:25:00; nonstop; 110 minutes. Local airport times.

2026-12-12 → 2026-12-20 · $314.50

  • Southwest Airlines WN2080 / WN651: PHL 2026-12-12 14:55:00 → MDW 2026-12-12 21:05:00; 1 stop(s) via BNA; 430 minutes. Local airport times.
    • WN2080: PHL 2026-12-12 14:55:00 → BNA 2026-12-12 16:10:00; layover at BNA: 200 minutes.
    • WN651: BNA 2026-12-12 19:30:00 → MDW 2026-12-12 21:05:00.
  • Southwest Airlines WN4363: MDW 2026-12-20 07:35:00 → PHL 2026-12-20 10:25:00; nonstop; 110 minutes. Local airport times.

More dates for this route