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Chicago → Portland

Dec 22, 2026 · return Dec 29, 2026

ORD → PDX1 adulteconomyRound trip

11 flight options · 4 airlines

Nonstop flights

Tue, Dec 22 – Tue, Dec 29

Alaska Airlines
2:07 pmORD
4h 43m
Nonstop
4:50 pmPDX
Alaska Airlines
7:01 amPDX
4h 8m
Nonstop
1:09 pmORD

Round-trip total · 1 adult · Taxes included

Tue, Dec 22 – Tue, Dec 29

American Airlines
9:44 amORD
4h 42m
Nonstop
12:26 pmPDX
American Airlines
11:21 pmPDX
3h 54m
Nonstop
5:15 am+1ORD

Round-trip total · 1 adult · Taxes included

Tue, Dec 22 – Tue, Dec 29

United Airlines
7:45 pmORD
4h 42m
Nonstop
10:27 pmPDX
United Airlines
11:30 pmPDX
3h 49m
Nonstop
5:19 am+1ORD

Round-trip total · 1 adult · Taxes included

Tue, Dec 22 – Tue, Dec 29

American Airlines
5:05 pmORD
4h 42m
Nonstop
7:47 pmPDX
American Airlines
11:21 pmPDX
3h 54m
Nonstop
5:15 am+1ORD

Round-trip total · 1 adult · Taxes included

Tue, Dec 22 – Tue, Dec 29

United Airlines
12:49 pmORD
4h 34m
Nonstop
3:23 pmPDX
United Airlines
11:30 pmPDX
3h 49m
Nonstop
5:19 am+1ORD

Round-trip total · 1 adult · Taxes included

One-stop flights

Tue, Dec 22 – Tue, Dec 29

Frontier Airlines
7:25 amORD
7h 38m
DEN · 1h 32m
1:03 pmPDX
United Airlines
11:30 pmPDX
3h 49m
Nonstop
5:19 am+1ORD

Round-trip total · 1 adult · Taxes included

Tue, Dec 22 – Tue, Dec 29

Alaska Airlines
3:19 pmORD
7h 31m
SEA · 1h 43m
8:50 pmPDX
Alaska Airlines
7:01 amPDX
4h 8m
Nonstop
1:09 pmORD

Round-trip total · 1 adult · Taxes included

Tue, Dec 22 – Tue, Dec 29

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

Tue, Dec 22 – Tue, Dec 29

American Airlines
11:11 amORD
7h 24m
GEG · 1h 51m
4:35 pmPDX
American Airlines
11:21 pmPDX
3h 54m
Nonstop
5:15 am+1ORD

Round-trip total · 1 adult · Taxes included

Tue, Dec 22 – Tue, Dec 29

American Airlines
8:10 amORD
7h 38m
SLC · 1h 36m
1:48 pmPDX
American Airlines
11:21 pmPDX
3h 54m
Nonstop
5:15 am+1ORD

Round-trip total · 1 adult · Taxes included

Tue, Dec 22 – Tue, Dec 29

United Airlines
8:40 amORD
6h 42m
DEN · 1h 3m
1:22 pmPDX
United Airlines
11:30 pmPDX
3h 49m
Nonstop
5:19 am+1ORD

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 24, 2026 → Nov 29, 2026Dec 22, 2026 → Dec 27, 2026Dec 30, 2026 → Jan 2, 2027Jan 15, 2027 → Jan 18, 2027Oct 30, 2026 → Nov 2, 2026Oct 31, 2026 → Nov 7, 2026Nov 27, 2026 → Nov 30, 2026Nov 28, 2026 → Dec 5, 2026Dec 25, 2026 → Dec 28, 2026Dec 26, 2026 → Jan 2, 2027Jan 22, 2027 → Jan 25, 2027Oct 30, 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)
2026-12-22 → 2026-12-29Alaska AirlinesAS325 / AS324$486.002026-10-29T01:53:14Z
2026-12-22 → 2026-12-29American AirlinesAA561 / AA3329$499.502026-10-29T01:53:14Z
2026-12-22 → 2026-12-29United AirlinesUA1786 / UA2094$513.002026-10-29T01:53:14Z
2026-12-22 → 2026-12-29Frontier Airlines / United AirlinesF91483 + F92553 / UA2094$401.002026-10-29T01:53:14Z
2026-12-22 → 2026-12-29American AirlinesAA428 / AA3329$499.502026-10-29T01:53:14Z
2026-12-22 → 2026-12-29United AirlinesUA2182 / UA2094$513.002026-10-29T01:53:14Z
2026-12-22 → 2026-12-29Alaska AirlinesAS407 + AS2239 / AS324$472.002026-10-29T01:53:14Z
2026-12-22 → 2026-12-29Alaska AirlinesAS325 / AS3355 + AA3186$473.002026-10-29T01:53:14Z
2026-12-22 → 2026-12-29American AirlinesAA677 + AS565 / AA3329$485.502026-10-29T01:53:14Z
2026-12-22 → 2026-12-29American AirlinesAA3186 + AS3430 / AA3329$485.502026-10-29T01:53:14Z
2026-12-22 → 2026-12-29United AirlinesUA2495 + UA644 / UA2094$499.002026-10-29T01:53:14Z

2026-12-22 → 2026-12-29 · $486.00

  • Alaska Airlines AS325: ORD 2026-12-22 14:07:00 → PDX 2026-12-22 16:50:00; nonstop; 283 minutes. Local airport times.
  • Alaska Airlines AS324: PDX 2026-12-29 07:01:00 → ORD 2026-12-29 13:09:00; nonstop; 248 minutes. Local airport times.

2026-12-22 → 2026-12-29 · $499.50

  • American Airlines AA561: ORD 2026-12-22 09:44:00 → PDX 2026-12-22 12:26:00; nonstop; 282 minutes. Local airport times.
  • American Airlines AA3329: PDX 2026-12-29 23:21:00 → ORD 2026-12-30 05:15:00; nonstop; 234 minutes. Local airport times.

2026-12-22 → 2026-12-29 · $513.00

  • United Airlines UA1786: ORD 2026-12-22 19:45:00 → PDX 2026-12-22 22:27:00; nonstop; 282 minutes. Local airport times.
  • United Airlines UA2094: PDX 2026-12-29 23:30:00 → ORD 2026-12-30 05:19:00; nonstop; 229 minutes. Local airport times.

2026-12-22 → 2026-12-29 · $401.00

  • Frontier Airlines F91483 / F92553: ORD 2026-12-22 07:25:00 → PDX 2026-12-22 13:03:00; 1 stop(s) via DEN; 458 minutes. Local airport times.
    • F91483: ORD 2026-12-22 07:25:00 → DEN 2026-12-22 09:29:00; layover at DEN: 92 minutes.
    • F92553: DEN 2026-12-22 11:01:00 → PDX 2026-12-22 13:03:00.
  • United Airlines UA2094: PDX 2026-12-29 23:30:00 → ORD 2026-12-30 05:19:00; nonstop; 229 minutes. Local airport times.

2026-12-22 → 2026-12-29 · $499.50

  • American Airlines AA428: ORD 2026-12-22 17:05:00 → PDX 2026-12-22 19:47:00; nonstop; 282 minutes. Local airport times.
  • American Airlines AA3329: PDX 2026-12-29 23:21:00 → ORD 2026-12-30 05:15:00; nonstop; 234 minutes. Local airport times.

2026-12-22 → 2026-12-29 · $513.00

  • United Airlines UA2182: ORD 2026-12-22 12:49:00 → PDX 2026-12-22 15:23:00; nonstop; 274 minutes. Local airport times.
  • United Airlines UA2094: PDX 2026-12-29 23:30:00 → ORD 2026-12-30 05:19:00; nonstop; 229 minutes. Local airport times.

2026-12-22 → 2026-12-29 · $472.00

  • Alaska Airlines AS407 / AS2239: ORD 2026-12-22 15:19:00 → PDX 2026-12-22 20:50:00; 1 stop(s) via SEA; 451 minutes. Local airport times.
    • AS407: ORD 2026-12-22 15:19:00 → SEA 2026-12-22 18:11:00; layover at SEA: 103 minutes.
    • AS2239: SEA 2026-12-22 19:54:00 → PDX 2026-12-22 20:50:00.
  • Alaska Airlines AS324: PDX 2026-12-29 07:01:00 → ORD 2026-12-29 13:09:00; nonstop; 248 minutes. Local airport times.

2026-12-22 → 2026-12-29 · $473.00

  • Alaska Airlines AS325: ORD 2026-12-22 14:08:00 → PDX 2026-12-22 17:05:00; nonstop; 297 minutes. Local airport times.
  • Alaska Airlines AS3355 / AA3186: PDX 2026-12-29 07:16:00 → ORD 2026-12-29 16:00:00; 1 stop(s) via SLC; 404 minutes. Local airport times.
    • AS3355: PDX 2026-12-29 07:16:00 → SLC 2026-12-29 10:19:00; layover at SLC: 78 minutes.
    • AA3186: SLC 2026-12-29 11:37:00 → ORD 2026-12-29 16:00:00.

2026-12-22 → 2026-12-29 · $485.50

  • American Airlines AA677 / AS565: ORD 2026-12-22 11:11:00 → PDX 2026-12-22 16:35:00; 1 stop(s) via GEG; 444 minutes. Local airport times.
    • AA677: ORD 2026-12-22 11:11:00 → GEG 2026-12-22 13:23:00; layover at GEG: 111 minutes.
    • AS565: GEG 2026-12-22 15:14:00 → PDX 2026-12-22 16:35:00.
  • American Airlines AA3329: PDX 2026-12-29 23:21:00 → ORD 2026-12-30 05:15:00; nonstop; 234 minutes. Local airport times.

2026-12-22 → 2026-12-29 · $485.50

  • American Airlines AA3186 / AS3430: ORD 2026-12-22 08:10:00 → PDX 2026-12-22 13:48:00; 1 stop(s) via SLC; 458 minutes. Local airport times.
    • AA3186: ORD 2026-12-22 08:10:00 → SLC 2026-12-22 10:56:00; layover at SLC: 96 minutes.
    • AS3430: SLC 2026-12-22 12:32:00 → PDX 2026-12-22 13:48:00.
  • American Airlines AA3329: PDX 2026-12-29 23:21:00 → ORD 2026-12-30 05:15:00; nonstop; 234 minutes. Local airport times.

2026-12-22 → 2026-12-29 · $499.00

  • United Airlines UA2495 / UA644: ORD 2026-12-22 08:40:00 → PDX 2026-12-22 13:22:00; 1 stop(s) via DEN; 402 minutes. Local airport times.
    • UA2495: ORD 2026-12-22 08:40:00 → DEN 2026-12-22 10:26:00; layover at DEN: 63 minutes.
    • UA644: DEN 2026-12-22 11:29:00 → PDX 2026-12-22 13:22:00.
  • United Airlines UA2094: PDX 2026-12-29 23:30:00 → ORD 2026-12-30 05:19:00; nonstop; 229 minutes. Local airport times.

More dates for this route