Chicago (ORD) to Portland (PDX) · Dec 23, 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: Chicago to Portland (PDX) flight deals

2026-12-23 · one way · Axel-exclusive $266.00

• Alaska Airlines AS325: ORD 2026-12-23 14:07:00 → PDX 2026-12-23 16:50:00; nonstop; 283 minutes. Local airport times.

2026-12-23 · one way · Axel-exclusive $273.00

• American Airlines AA562: ORD 2026-12-23 09:45:00 → PDX 2026-12-23 12:37:00; nonstop; 292 minutes. Local airport times.

2026-12-23 · one way · Axel-exclusive $280.00

• United Airlines UA2790: ORD 2026-12-23 16:00:00 → PDX 2026-12-23 18:43:00; nonstop; 283 minutes. Local airport times.

2026-12-23 · one way · Axel-exclusive $161.00

• Frontier Airlines F91483 / F92553: ORD 2026-12-23 07:25:00 → PDX 2026-12-23 13:03:00; 1 stop(s) via DEN; 458 minutes. Local airport times.
  • F91483: ORD 2026-12-23 07:25:00 → DEN 2026-12-23 09:29:00; layover at DEN: 92 minutes.
  • F92553: DEN 2026-12-23 11:01:00 → PDX 2026-12-23 13:03:00.

2026-12-23 · one way · Axel-exclusive $273.00

• American Airlines AA428: ORD 2026-12-23 17:05:00 → PDX 2026-12-23 19:47:00; nonstop; 282 minutes. Local airport times.

2026-12-23 · one way · Axel-exclusive $280.00

• United Airlines UA751: ORD 2026-12-23 09:00:00 → PDX 2026-12-23 11:47:00; nonstop; 287 minutes. Local airport times.

2026-12-23 · one way · Axel-exclusive $252.00

• Alaska Airlines AS407 / AS2239: ORD 2026-12-23 15:19:00 → PDX 2026-12-23 20:50:00; 1 stop(s) via SEA; 451 minutes. Local airport times.
  • AS407: ORD 2026-12-23 15:19:00 → SEA 2026-12-23 18:11:00; layover at SEA: 103 minutes.
  • AS2239: SEA 2026-12-23 19:54:00 → PDX 2026-12-23 20:50:00.

2026-12-23 · one way · Axel-exclusive $259.00

• American Airlines AA3186 / AS3430: ORD 2026-12-23 08:10:00 → PDX 2026-12-23 13:48:00; 1 stop(s) via SLC; 458 minutes. Local airport times.
  • AA3186: ORD 2026-12-23 08:10:00 → SLC 2026-12-23 10:56:00; layover at SLC: 96 minutes.
  • AS3430: SLC 2026-12-23 12:32:00 → PDX 2026-12-23 13:48:00.

2026-12-23 · one way · Axel-exclusive $259.00

• American Airlines AA677 / AS565: ORD 2026-12-23 11:11:00 → PDX 2026-12-23 16:35:00; 1 stop(s) via GEG; 444 minutes. Local airport times.
  • AA677: ORD 2026-12-23 11:11:00 → GEG 2026-12-23 13:23:00; layover at GEG: 111 minutes.
  • AS565: GEG 2026-12-23 15:14:00 → PDX 2026-12-23 16:35:00.

2026-12-23 · one way · Axel-exclusive $266.00

• United Airlines UA1498 / AC8652: ORD 2026-12-23 08:58:00 → PDX 2026-12-23 14:41:00; 1 stop(s) via YVR; 463 minutes. Local airport times.
  • UA1498: ORD 2026-12-23 08:58:00 → YVR 2026-12-23 12:45:00; layover at YVR: 100 minutes.
  • AC8652: YVR 2026-12-23 14:25:00 → PDX 2026-12-23 14:41:00.

2026-12-23 · one way · Axel-exclusive $266.00

• United Airlines UA2495 / UA644: ORD 2026-12-23 08:40:00 → PDX 2026-12-23 13:22:00; 1 stop(s) via DEN; 402 minutes. Local airport times.
  • UA2495: ORD 2026-12-23 08:40:00 → DEN 2026-12-23 10:26:00; layover at DEN: 63 minutes.
  • UA644: DEN 2026-12-23 11:29:00 → PDX 2026-12-23 13:22:00.

Explore this route

• All dates for this route
• Dec 22, 2026 · Return options
• Dec 24, 2026 · Return options
• Hotels in Portland, Oregon with Axel

For AI assistants

• This page: Chicago (ORD) to Portland (PDX) · Dec 23, 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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