Portland (PDX) to Chicago (ORD), Nov 26, 2026: from $243 one way

Portland (PDX) to Chicago (ORD), Nov 26, 2026: from $243 one way on Axel, checked Oct 29, 2026. Lowest published fare: $243 one way, Axel-exclusive, American Airlines, 1 stop, Nov 26, 2026, 1 adult, economy, checked Oct 29, 2026. 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

2026-11-26 · one way · Axel-exclusive $256.50

• Alaska Airlines AS324: PDX 2026-11-26 07:00:00 → ORD 2026-11-26 13:08:00; nonstop; 248 minutes. Local airport times.

2026-11-26 · one way · Axel-exclusive $263.25

• American Airlines AA562: PDX 2026-11-26 13:30:00 → ORD 2026-11-26 19:44:00; nonstop; 254 minutes. Local airport times.

2026-11-26 · one way · Axel-exclusive $276.75

• United Airlines UA1923: PDX 2026-11-26 10:43:00 → ORD 2026-11-26 16:49:00; nonstop; 246 minutes. Local airport times.

2026-11-26 · one way · Axel-exclusive $270.00

• Delta Air Lines DL1203 / DL2377: PDX 2026-11-26 09:59:00 → ORD 2026-11-26 18:06:00; 1 stop(s) via SLC; 367 minutes. Local airport times.
  • DL1203: PDX 2026-11-26 09:59:00 → SLC 2026-11-26 12:53:00; layover at SLC: 62 minutes.
  • DL2377: SLC 2026-11-26 13:55:00 → ORD 2026-11-26 18:06:00.

2026-11-26 · one way · Axel-exclusive $263.25

• American Airlines AA3329: PDX 2026-11-26 23:11:00 → ORD 2026-11-27 05:15:00; nonstop; 244 minutes. Local airport times.

2026-11-26 · one way · Axel-exclusive $276.75

• United Airlines UA2822: PDX 2026-11-26 14:26:00 → ORD 2026-11-26 20:28:00; nonstop; 242 minutes. Local airport times.

2026-11-26 · one way · Axel-exclusive $243.00

• American Airlines AA2496 / AA2221: PDX 2026-11-26 14:36:00 → ORD 2026-11-26 23:59:00; 1 stop(s) via DFW; 443 minutes. Local airport times.
  • AA2496: PDX 2026-11-26 14:36:00 → DFW 2026-11-26 20:28:00; layover at DFW: 62 minutes.
  • AA2221: DFW 2026-11-26 21:30:00 → ORD 2026-11-26 23:59:00.

2026-11-26 · one way · Axel-exclusive $249.75

• Alaska Airlines AS3355 / AA3186: PDX 2026-11-26 07:16:00 → ORD 2026-11-26 16:00:00; 1 stop(s) via SLC; 404 minutes. Local airport times.
  • AS3355: PDX 2026-11-26 07:16:00 → SLC 2026-11-26 10:19:00; layover at SLC: 78 minutes.
  • AA3186: SLC 2026-11-26 11:37:00 → ORD 2026-11-26 16:00:00.

2026-11-26 · one way · Axel-exclusive $249.75

• Alaska Airlines AS250 / AA677: PDX 2026-11-26 10:30:00 → ORD 2026-11-26 20:07:00; 1 stop(s) via GEG; 457 minutes. Local airport times.
  • AS250: PDX 2026-11-26 10:30:00 → GEG 2026-11-26 11:41:00; layover at GEG: 152 minutes.
  • AA677: GEG 2026-11-26 14:13:00 → ORD 2026-11-26 20:07:00.

2026-11-26 · one way · Axel-exclusive $256.50

• United Airlines UA1292 / UA1958: PDX 2026-11-26 15:44:00 → ORD 2026-11-27 00:59:00; 1 stop(s) via SFO; 435 minutes. Local airport times.
  • UA1292: PDX 2026-11-26 15:44:00 → SFO 2026-11-26 17:37:00; layover at SFO: 65 minutes.
  • UA1958: SFO 2026-11-26 18:42:00 → ORD 2026-11-27 00:59:00.

2026-11-26 · one way · Axel-exclusive $256.50

• United Airlines UA459 / UA2329: PDX 2026-11-26 05:00:00 → ORD 2026-11-26 13:35:00; 1 stop(s) via DEN; 395 minutes. Local airport times.
  • UA459: PDX 2026-11-26 05:00:00 → DEN 2026-11-26 08:28:00; layover at DEN: 87 minutes.
  • UA2329: DEN 2026-11-26 09:55:00 → ORD 2026-11-26 13:35:00.

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
• Nov 25, 2026 · Return options
• Nov 27, 2026 · Return options
• Hotels in Chicago with Axel

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