Portland (PDX) to Chicago (ORD) · Dec 14, 2026 · one way

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

See flights for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the complete itinerary there.

Route overview: Portland to Chicago (ORD) flight deals

2026-12-14 · one way · Axel-exclusive $190.00

• Alaska Airlines AS324: PDX 2026-12-14 07:00:00 → ORD 2026-12-14 13:10:00; nonstop; 250 minutes. Local airport times.

2026-12-14 · one way · Axel-exclusive $195.00

• American Airlines AA563: PDX 2026-12-14 13:46:00 → ORD 2026-12-14 20:00:00; nonstop; 254 minutes. Local airport times.

2026-12-14 · one way · Axel-exclusive $205.00

• United Airlines UA1923: PDX 2026-12-14 10:49:00 → ORD 2026-12-14 16:57:00; nonstop; 248 minutes. Local airport times.

2026-12-14 · one way · Axel-exclusive $200.00

• Delta Air Lines DL1203 / DL2377: PDX 2026-12-14 09:59:00 → ORD 2026-12-14 18:06:00; 1 stop(s) via SLC; 367 minutes. Local airport times.
  • DL1203: PDX 2026-12-14 09:59:00 → SLC 2026-12-14 12:53:00; layover at SLC: 62 minutes.
  • DL2377: SLC 2026-12-14 13:55:00 → ORD 2026-12-14 18:06:00.

2026-12-14 · one way · Axel-exclusive $195.00

• American Airlines AA3329: PDX 2026-12-14 23:31:00 → ORD 2026-12-15 05:25:00; nonstop; 234 minutes. Local airport times.

2026-12-14 · one way · Axel-exclusive $205.00

• United Airlines UA2094: PDX 2026-12-14 23:50:00 → ORD 2026-12-15 05:59:00; nonstop; 249 minutes. Local airport times.

2026-12-14 · one way · Axel-exclusive $180.00

• American Airlines AA2496 / AA2221: PDX 2026-12-14 14:36:00 → ORD 2026-12-14 23:59:00; 1 stop(s) via DFW; 443 minutes. Local airport times.
  • AA2496: PDX 2026-12-14 14:36:00 → DFW 2026-12-14 20:28:00; layover at DFW: 62 minutes.
  • AA2221: DFW 2026-12-14 21:30:00 → ORD 2026-12-14 23:59:00.

2026-12-14 · one way · Axel-exclusive $185.00

• Alaska Airlines AS3355 / AA3186: PDX 2026-12-14 07:16:00 → ORD 2026-12-14 16:00:00; 1 stop(s) via SLC; 404 minutes. Local airport times.
  • AS3355: PDX 2026-12-14 07:16:00 → SLC 2026-12-14 10:19:00; layover at SLC: 78 minutes.
  • AA3186: SLC 2026-12-14 11:37:00 → ORD 2026-12-14 16:00:00.

2026-12-14 · one way · Axel-exclusive $185.00

• Alaska Airlines AS250 / AA677: PDX 2026-12-14 10:30:00 → ORD 2026-12-14 20:07:00; 1 stop(s) via GEG; 457 minutes. Local airport times.
  • AS250: PDX 2026-12-14 10:30:00 → GEG 2026-12-14 11:41:00; layover at GEG: 152 minutes.
  • AA677: GEG 2026-12-14 14:13:00 → ORD 2026-12-14 20:07:00.

2026-12-14 · one way · Axel-exclusive $190.00

• United Airlines UA459 / UA2329: PDX 2026-12-14 05:00:00 → ORD 2026-12-14 13:35:00; 1 stop(s) via DEN; 395 minutes. Local airport times.
  • UA459: PDX 2026-12-14 05:00:00 → DEN 2026-12-14 08:28:00; layover at DEN: 87 minutes.
  • UA2329: DEN 2026-12-14 09:55:00 → ORD 2026-12-14 13:35:00.

2026-12-14 · one way · Axel-exclusive $190.00

• United Airlines UA1292 / UA1958: PDX 2026-12-14 15:44:00 → ORD 2026-12-15 00:59:00; 1 stop(s) via SFO; 435 minutes. Local airport times.
  • UA1292: PDX 2026-12-14 15:44:00 → SFO 2026-12-14 17:37:00; layover at SFO: 65 minutes.
  • UA1958: SFO 2026-12-14 18:42:00 → ORD 2026-12-15 00:59:00.

Travelers: prices on this page are totals for 1 adult. For a different party, open this trip for 2 adults · 3 adults · 4 adults · 2 adults + 1 child · 2 adults + 2 children; each link opens AI flight search for these dates and those travelers, and the customer link to share comes from those results.

Explore this route

• All dates for this route
• Dec 13, 2026 · Return options
• Dec 15, 2026 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Portland (PDX) to Chicago (ORD) · Dec 14, 2026 · one way: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
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