Chicago (ORD) to Portland (PDX), Dec 25–27, 2026: from $161 one way

Chicago (ORD) to Portland (PDX), Dec 25–27, 2026: from $161 one way on Axel, checked Oct 29, 2026. Lowest published fare: $161 one way, Axel-exclusive, Frontier Airlines, 1 stop, Dec 25, 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: Chicago to Portland (PDX) flight deals

2026-12-25 · one way · Axel-exclusive $266.00

• Alaska Airlines AS325: ORD 2026-12-25 14:08:00 → PDX 2026-12-25 16:58:00; nonstop; 290 minutes. Local airport times.

2026-12-27 · one way · Axel-exclusive $273.00

• American Airlines AA562: ORD 2026-12-27 21:22:00 → PDX 2026-12-28 00:09:00; nonstop; 287 minutes. Local airport times.

2026-12-27 · one way · Axel-exclusive $280.00

• United Airlines UA2790: ORD 2026-12-27 16:08:00 → PDX 2026-12-27 18:53:00; nonstop; 285 minutes. Local airport times.

2026-12-27 · one way · Axel-exclusive $161.00

• Frontier Airlines F91483 / F92553: ORD 2026-12-27 07:25:00 → PDX 2026-12-27 13:03:00; 1 stop(s) via DEN; 458 minutes. Local airport times.
  • F91483: ORD 2026-12-27 07:25:00 → DEN 2026-12-27 09:29:00; layover at DEN: 92 minutes.
  • F92553: DEN 2026-12-27 11:01:00 → PDX 2026-12-27 13:03:00.

2026-12-26 · one way · Axel-exclusive $266.00

• Alaska Airlines AS325: ORD 2026-12-26 14:08:00 → PDX 2026-12-26 16:58:00; nonstop; 290 minutes. Local airport times.

2026-12-27 · one way · Axel-exclusive $266.00

• Alaska Airlines AS325: ORD 2026-12-27 14:08:00 → PDX 2026-12-27 17:05:00; nonstop; 297 minutes. Local airport times.

2026-12-26 · one way · Axel-exclusive $273.00

• American Airlines AA562: ORD 2026-12-26 19:29:00 → PDX 2026-12-26 22:22:00; nonstop; 293 minutes. Local airport times.

2026-12-25 · one way · Axel-exclusive $273.00

• American Airlines AA562: ORD 2026-12-25 19:29:00 → PDX 2026-12-25 22:22:00; nonstop; 293 minutes. Local airport times.

2026-12-25 · one way · Axel-exclusive $273.00

• American Airlines AA563: ORD 2026-12-25 10:05:00 → PDX 2026-12-25 13:01:00; nonstop; 296 minutes. Local airport times.

2026-12-27 · one way · Axel-exclusive $273.00

• American Airlines AA563: ORD 2026-12-27 10:00:00 → PDX 2026-12-27 12:56:00; nonstop; 296 minutes. Local airport times.

2026-12-26 · one way · Axel-exclusive $273.00

• American Airlines AA563: ORD 2026-12-26 10:05:00 → PDX 2026-12-26 13:01:00; nonstop; 296 minutes. Local airport times.

2026-12-26 · one way · Axel-exclusive $280.00

• United Airlines UA2243: ORD 2026-12-26 19:58:00 → PDX 2026-12-26 22:47:00; nonstop; 289 minutes. Local airport times.

2026-12-25 · one way · Axel-exclusive $280.00

• United Airlines UA1786: ORD 2026-12-25 19:45:00 → PDX 2026-12-25 22:27:00; nonstop; 282 minutes. Local airport times.

2026-12-26 · one way · Axel-exclusive $280.00

• United Airlines UA2182: ORD 2026-12-26 12:40:00 → PDX 2026-12-26 15:26:00; nonstop; 286 minutes. Local airport times.

2026-12-27 · one way · Axel-exclusive $280.00

• United Airlines UA2243: ORD 2026-12-27 20:17:00 → PDX 2026-12-27 23:06:00; nonstop; 289 minutes. Local airport times.

2026-12-25 · one way · Axel-exclusive $280.00

• United Airlines UA2182: ORD 2026-12-25 12:40:00 → PDX 2026-12-25 15:26:00; nonstop; 286 minutes. Local airport times.

2026-12-25 · one way · Axel-exclusive $161.00

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

2026-12-26 · one way · Axel-exclusive $161.00

• Frontier Airlines F91483 / F92553: ORD 2026-12-26 07:25:00 → PDX 2026-12-26 13:03:00; 1 stop(s) via DEN; 458 minutes. Local airport times.
  • F91483: ORD 2026-12-26 07:25:00 → DEN 2026-12-26 09:29:00; layover at DEN: 92 minutes.
  • F92553: DEN 2026-12-26 11:01:00 → PDX 2026-12-26 13:03:00.

2026-12-26 · one way · Axel-exclusive $252.00

• Alaska Airlines AS407 / AS2239: ORD 2026-12-26 15:19:00 → PDX 2026-12-26 20:50:00; 1 stop(s) via SEA; 451 minutes. Local airport times.
  • AS407: ORD 2026-12-26 15:19:00 → SEA 2026-12-26 18:11:00; layover at SEA: 103 minutes.
  • AS2239: SEA 2026-12-26 19:54:00 → PDX 2026-12-26 20:50:00.

2026-12-27 · one way · Axel-exclusive $252.00

• Alaska Airlines AS407 / AS2239: ORD 2026-12-27 15:19:00 → PDX 2026-12-27 20:50:00; 1 stop(s) via SEA; 451 minutes. Local airport times.
  • AS407: ORD 2026-12-27 15:19:00 → SEA 2026-12-27 18:11:00; layover at SEA: 103 minutes.
  • AS2239: SEA 2026-12-27 19:54:00 → PDX 2026-12-27 20:50:00.

2026-12-25 · one way · Axel-exclusive $252.00

• Alaska Airlines AS407 / AS2239: ORD 2026-12-25 15:19:00 → PDX 2026-12-25 20:50:00; 1 stop(s) via SEA; 451 minutes. Local airport times.
  • AS407: ORD 2026-12-25 15:19:00 → SEA 2026-12-25 18:11:00; layover at SEA: 103 minutes.
  • AS2239: SEA 2026-12-25 19:54:00 → PDX 2026-12-25 20:50:00.

2026-12-25 · one way · Axel-exclusive $259.00

• American Airlines AA677 / AS565: ORD 2026-12-25 11:11:00 → PDX 2026-12-25 16:35:00; 1 stop(s) via GEG; 444 minutes. Local airport times.
  • AA677: ORD 2026-12-25 11:11:00 → GEG 2026-12-25 13:23:00; layover at GEG: 111 minutes.
  • AS565: GEG 2026-12-25 15:14:00 → PDX 2026-12-25 16:35:00.

2026-12-27 · one way · Axel-exclusive $259.00

• American Airlines AA3186 / AS3430: ORD 2026-12-27 08:10:00 → PDX 2026-12-27 13:48:00; 1 stop(s) via SLC; 458 minutes. Local airport times.
  • AA3186: ORD 2026-12-27 08:10:00 → SLC 2026-12-27 10:56:00; layover at SLC: 96 minutes.
  • AS3430: SLC 2026-12-27 12:32:00 → PDX 2026-12-27 13:48:00.

2026-12-26 · one way · Axel-exclusive $259.00

• American Airlines AA3186 / AS3430: ORD 2026-12-26 08:10:00 → PDX 2026-12-26 13:48:00; 1 stop(s) via SLC; 458 minutes. Local airport times.
  • AA3186: ORD 2026-12-26 08:10:00 → SLC 2026-12-26 10:56:00; layover at SLC: 96 minutes.
  • AS3430: SLC 2026-12-26 12:32:00 → PDX 2026-12-26 13:48:00.

2026-12-26 · one way · Axel-exclusive $259.00

• American Airlines AA677 / AS565: ORD 2026-12-26 11:11:00 → PDX 2026-12-26 16:35:00; 1 stop(s) via GEG; 444 minutes. Local airport times.
  • AA677: ORD 2026-12-26 11:11:00 → GEG 2026-12-26 13:23:00; layover at GEG: 111 minutes.
  • AS565: GEG 2026-12-26 15:14:00 → PDX 2026-12-26 16:35:00.

2026-12-27 · one way · Axel-exclusive $259.00

• American Airlines AA677 / AS565: ORD 2026-12-27 11:11:00 → PDX 2026-12-27 16:35:00; 1 stop(s) via GEG; 444 minutes. Local airport times.
  • AA677: ORD 2026-12-27 11:11:00 → GEG 2026-12-27 13:23:00; layover at GEG: 111 minutes.
  • AS565: GEG 2026-12-27 15:14:00 → PDX 2026-12-27 16:35:00.

2026-12-25 · one way · Axel-exclusive $259.00

• American Airlines AA3186 / AS3430: ORD 2026-12-25 08:10:00 → PDX 2026-12-25 13:48:00; 1 stop(s) via SLC; 458 minutes. Local airport times.
  • AA3186: ORD 2026-12-25 08:10:00 → SLC 2026-12-25 10:56:00; layover at SLC: 96 minutes.
  • AS3430: SLC 2026-12-25 12:32:00 → PDX 2026-12-25 13:48:00.

2026-12-25 · one way · Axel-exclusive $266.00

• United Airlines UA2495 / UA644: ORD 2026-12-25 08:40:00 → PDX 2026-12-25 13:22:00; 1 stop(s) via DEN; 402 minutes. Local airport times.
  • UA2495: ORD 2026-12-25 08:40:00 → DEN 2026-12-25 10:26:00; layover at DEN: 63 minutes.
  • UA644: DEN 2026-12-25 11:29:00 → PDX 2026-12-25 13:22:00.

2026-12-27 · one way · Axel-exclusive $266.00

• United Airlines UA1498 / AC8652: ORD 2026-12-27 08:58:00 → PDX 2026-12-27 14:41:00; 1 stop(s) via YVR; 463 minutes. Local airport times.
  • UA1498: ORD 2026-12-27 08:58:00 → YVR 2026-12-27 12:45:00; layover at YVR: 100 minutes.
  • AC8652: YVR 2026-12-27 14:25:00 → PDX 2026-12-27 14:41:00.

2026-12-26 · one way · Axel-exclusive $266.00

• United Airlines UA1498 / AC8652: ORD 2026-12-26 08:58:00 → PDX 2026-12-26 14:41:00; 1 stop(s) via YVR; 463 minutes. Local airport times.
  • UA1498: ORD 2026-12-26 08:58:00 → YVR 2026-12-26 12:45:00; layover at YVR: 100 minutes.
  • AC8652: YVR 2026-12-26 14:25:00 → PDX 2026-12-26 14:41:00.

2026-12-25 · one way · Axel-exclusive $266.00

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

2026-12-27 · one way · Axel-exclusive $266.00

• United Airlines UA2495 / UA644: ORD 2026-12-27 08:40:00 → PDX 2026-12-27 13:22:00; 1 stop(s) via DEN; 402 minutes. Local airport times.
  • UA2495: ORD 2026-12-27 08:40:00 → DEN 2026-12-27 10:26:00; layover at DEN: 63 minutes.
  • UA644: DEN 2026-12-27 11:29:00 → PDX 2026-12-27 13:22:00.

2026-12-26 · one way · Axel-exclusive $266.00

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

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.

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