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Chicago → Portland

Dec 21, 2026 · return Dec 26, 2026

ORD → PDX1 adulteconomyRound trip

11 flight options · 4 airlines

Nonstop flights

Mon, Dec 21 – Sat, Dec 26

Alaska Airlines
2:08 pmORD
4h 50m
Nonstop
4:58 pmPDX
Alaska Airlines
7:00 amPDX
4h 10m
Nonstop
1:10 pmORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Sat, Dec 26

American Airlines
5:05 pmORD
4h 50m
Nonstop
7:55 pmPDX
American Airlines
11:11 pmPDX
4h 4m
Nonstop
5:15 am+1ORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Sat, Dec 26

United Airlines
9:00 amORD
4h 47m
Nonstop
11:47 amPDX
United Airlines
7:02 amPDX
4h 4m
Nonstop
1:06 pmORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Sat, Dec 26

American Airlines
9:22 pmORD
4h 47m
Nonstop
12:09 am+1PDX
American Airlines
11:11 pmPDX
4h 4m
Nonstop
5:15 am+1ORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Sat, Dec 26

United Airlines
12:40 pmORD
4h 39m
Nonstop
3:19 pmPDX
United Airlines
7:02 amPDX
4h 4m
Nonstop
1:06 pmORD

Round-trip total · 1 adult · Taxes included

One-stop flights

Mon, Dec 21 – Sat, Dec 26

Frontier Airlines
7:25 amORD
7h 38m
DEN · 1h 32m
1:03 pmPDX
United Airlines
7:02 amPDX
4h 4m
Nonstop
1:06 pmORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Sat, Dec 26

Alaska Airlines
2:08 pmORD
4h 57m
Nonstop
5:05 pmPDX
Alaska Airlines
7:16 amPDX
6h 44m
SLC · 1h 18m
4:00 pmORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Sat, Dec 26

Alaska Airlines
3:19 pmORD
7h 31m
SEA · 1h 43m
8:50 pmPDX
Alaska Airlines
7:00 amPDX
4h 10m
Nonstop
1:10 pmORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Sat, Dec 26

American Airlines
11:11 amORD
7h 24m
GEG · 1h 51m
4:35 pmPDX
American Airlines
11:11 pmPDX
4h 4m
Nonstop
5:15 am+1ORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Sat, Dec 26

American Airlines
9:45 amORD
4h 52m
Nonstop
12:37 pmPDX
American Airlines
2:36 pmPDX
7h 23m
DFW · 1h 2m
11:59 pmORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 21 – Sat, Dec 26

United Airlines
8:40 amORD
6h 42m
DEN · 1h 3m
1:22 pmPDX
United Airlines
7:02 amPDX
4h 4m
Nonstop
1:06 pmORD

Round-trip total · 1 adult · Taxes included

Make this trip yours

ORD ⇄ PDX

Economy

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

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Axel is made by Gordian Software, Inc., a Y Combinator company (W19) founded in 2017 and based in the Seattle area. The company is led by CEO Stephen Grabowski, formerly of Skyscanner. How Axel works · About

More dates

All dates for this routeNov 20, 2026 → Nov 23, 2026Nov 27, 2026 → Dec 4, 2026Nov 20, 2026 · One way
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)
2026-12-21 → 2026-12-26Alaska AirlinesAS325 / AS324$504.002026-10-29T01:53:14Z
2026-12-21 → 2026-12-26American AirlinesAA2878 / AA3329$518.002026-10-29T01:53:14Z
2026-12-21 → 2026-12-26United AirlinesUA751 / UA2306$532.002026-10-29T01:53:14Z
2026-12-21 → 2026-12-26Frontier Airlines / United AirlinesF91483 + F92553 / UA2306$420.002026-10-29T01:53:14Z
2026-12-21 → 2026-12-26American AirlinesAA562 / AA3329$518.002026-10-29T01:53:14Z
2026-12-21 → 2026-12-26United AirlinesUA2182 / UA2306$532.002026-10-29T01:53:14Z
2026-12-21 → 2026-12-26Alaska AirlinesAS325 / AS3355 + AA3186$490.002026-10-29T01:53:14Z
2026-12-21 → 2026-12-26Alaska AirlinesAS407 + AS2239 / AS324$490.002026-10-29T01:53:14Z
2026-12-21 → 2026-12-26American AirlinesAA677 + AS565 / AA3329$504.002026-10-29T01:53:14Z
2026-12-21 → 2026-12-26American AirlinesAA562 / AA2496 + AA2221$504.002026-10-29T01:53:14Z
2026-12-21 → 2026-12-26United AirlinesUA2495 + UA644 / UA2306$518.002026-10-29T01:53:14Z

2026-12-21 → 2026-12-26 · $504.00

  • Alaska Airlines AS325: ORD 2026-12-21 14:08:00 → PDX 2026-12-21 16:58:00; nonstop; 290 minutes. Local airport times.
  • Alaska Airlines AS324: PDX 2026-12-26 07:00:00 → ORD 2026-12-26 13:10:00; nonstop; 250 minutes. Local airport times.

2026-12-21 → 2026-12-26 · $518.00

  • American Airlines AA2878: ORD 2026-12-21 17:05:00 → PDX 2026-12-21 19:55:00; nonstop; 290 minutes. Local airport times.
  • American Airlines AA3329: PDX 2026-12-26 23:11:00 → ORD 2026-12-27 05:15:00; nonstop; 244 minutes. Local airport times.

2026-12-21 → 2026-12-26 · $532.00

  • United Airlines UA751: ORD 2026-12-21 09:00:00 → PDX 2026-12-21 11:47:00; nonstop; 287 minutes. Local airport times.
  • United Airlines UA2306: PDX 2026-12-26 07:02:00 → ORD 2026-12-26 13:06:00; nonstop; 244 minutes. Local airport times.

2026-12-21 → 2026-12-26 · $420.00

  • Frontier Airlines F91483 / F92553: ORD 2026-12-21 07:25:00 → PDX 2026-12-21 13:03:00; 1 stop(s) via DEN; 458 minutes. Local airport times.
    • F91483: ORD 2026-12-21 07:25:00 → DEN 2026-12-21 09:29:00; layover at DEN: 92 minutes.
    • F92553: DEN 2026-12-21 11:01:00 → PDX 2026-12-21 13:03:00.
  • United Airlines UA2306: PDX 2026-12-26 07:02:00 → ORD 2026-12-26 13:06:00; nonstop; 244 minutes. Local airport times.

2026-12-21 → 2026-12-26 · $518.00

  • American Airlines AA562: ORD 2026-12-21 21:22:00 → PDX 2026-12-22 00:09:00; nonstop; 287 minutes. Local airport times.
  • American Airlines AA3329: PDX 2026-12-26 23:11:00 → ORD 2026-12-27 05:15:00; nonstop; 244 minutes. Local airport times.

2026-12-21 → 2026-12-26 · $532.00

  • United Airlines UA2182: ORD 2026-12-21 12:40:00 → PDX 2026-12-21 15:19:00; nonstop; 279 minutes. Local airport times.
  • United Airlines UA2306: PDX 2026-12-26 07:02:00 → ORD 2026-12-26 13:06:00; nonstop; 244 minutes. Local airport times.

2026-12-21 → 2026-12-26 · $490.00

  • Alaska Airlines AS325: ORD 2026-12-21 14:08:00 → PDX 2026-12-21 17:05:00; nonstop; 297 minutes. Local airport times.
  • Alaska Airlines AS3355 / AA3186: PDX 2026-12-26 07:16:00 → ORD 2026-12-26 16:00:00; 1 stop(s) via SLC; 404 minutes. Local airport times.
    • AS3355: PDX 2026-12-26 07:16:00 → SLC 2026-12-26 10:19:00; layover at SLC: 78 minutes.
    • AA3186: SLC 2026-12-26 11:37:00 → ORD 2026-12-26 16:00:00.

2026-12-21 → 2026-12-26 · $490.00

  • Alaska Airlines AS407 / AS2239: ORD 2026-12-21 15:19:00 → PDX 2026-12-21 20:50:00; 1 stop(s) via SEA; 451 minutes. Local airport times.
    • AS407: ORD 2026-12-21 15:19:00 → SEA 2026-12-21 18:11:00; layover at SEA: 103 minutes.
    • AS2239: SEA 2026-12-21 19:54:00 → PDX 2026-12-21 20:50:00.
  • Alaska Airlines AS324: PDX 2026-12-26 07:00:00 → ORD 2026-12-26 13:10:00; nonstop; 250 minutes. Local airport times.

2026-12-21 → 2026-12-26 · $504.00

  • American Airlines AA677 / AS565: ORD 2026-12-21 11:11:00 → PDX 2026-12-21 16:35:00; 1 stop(s) via GEG; 444 minutes. Local airport times.
    • AA677: ORD 2026-12-21 11:11:00 → GEG 2026-12-21 13:23:00; layover at GEG: 111 minutes.
    • AS565: GEG 2026-12-21 15:14:00 → PDX 2026-12-21 16:35:00.
  • American Airlines AA3329: PDX 2026-12-26 23:11:00 → ORD 2026-12-27 05:15:00; nonstop; 244 minutes. Local airport times.

2026-12-21 → 2026-12-26 · $504.00

  • American Airlines AA562: ORD 2026-12-21 09:45:00 → PDX 2026-12-21 12:37:00; nonstop; 292 minutes. Local airport times.
  • American Airlines AA2496 / AA2221: PDX 2026-12-26 14:36:00 → ORD 2026-12-26 23:59:00; 1 stop(s) via DFW; 443 minutes. Local airport times.
    • AA2496: PDX 2026-12-26 14:36:00 → DFW 2026-12-26 20:28:00; layover at DFW: 62 minutes.
    • AA2221: DFW 2026-12-26 21:30:00 → ORD 2026-12-26 23:59:00.

2026-12-21 → 2026-12-26 · $518.00

  • United Airlines UA2495 / UA644: ORD 2026-12-21 08:40:00 → PDX 2026-12-21 13:22:00; 1 stop(s) via DEN; 402 minutes. Local airport times.
    • UA2495: ORD 2026-12-21 08:40:00 → DEN 2026-12-21 10:26:00; layover at DEN: 63 minutes.
    • UA644: DEN 2026-12-21 11:29:00 → PDX 2026-12-21 13:22:00.
  • United Airlines UA2306: PDX 2026-12-26 07:02:00 → ORD 2026-12-26 13:06:00; nonstop; 244 minutes. Local airport times.

More dates for this route