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Chicago → Portland

Dec 9, 2026 · return Dec 23, 2026

ORD → PDX1 adulteconomyRound trip

10 flight options · 3 airlines

Nonstop flights

Wed, Dec 9 – Wed, Dec 23

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

Wed, Dec 9 – Wed, Dec 23

American Airlines
9:45 amORD
4h 52m
Nonstop
12:37 pmPDX
American Airlines
11:09 pmPDX
3h 58m
Nonstop
5:07 am+1ORD

Round-trip total · 1 adult · Taxes included

Wed, Dec 9 – Wed, Dec 23

United Airlines
12:40 pmORD
4h 39m
Nonstop
3:19 pmPDX
United Airlines
11:30 pmPDX
3h 49m
Nonstop
5:19 am+1ORD

Round-trip total · 1 adult · Taxes included

Wed, Dec 9 – Wed, Dec 23

American Airlines
5:05 pmORD
4h 42m
Nonstop
7:47 pmPDX
American Airlines
11:09 pmPDX
3h 58m
Nonstop
5:07 am+1ORD

Round-trip total · 1 adult · Taxes included

One-stop flights

Wed, Dec 9 – Wed, Dec 23

Alaska Airlines
2:08 pmORD
4h 50m
Nonstop
4:58 pmPDX
Alaska Airlines
7:16 amPDX
6h 44m
SLC · 1h 18m
4:00 pmORD

Round-trip total · 1 adult · Taxes included

Wed, Dec 9 – Wed, Dec 23

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

Wed, Dec 9 – Wed, Dec 23

United Airlines
8:40 amORD
6h 42m
DEN · 1h 3m
1:22 pmPDX
United Airlines
3:44 pmPDX
7h 15m
SFO · 1h 5m
12:59 am+1ORD

Round-trip total · 1 adult · Taxes included

Wed, Dec 9 – Wed, Dec 23

American Airlines
11:11 amORD
7h 24m
GEG · 1h 51m
4:35 pmPDX
American Airlines
11:09 pmPDX
3h 58m
Nonstop
5:07 am+1ORD

Round-trip total · 1 adult · Taxes included

Wed, Dec 9 – Wed, Dec 23

American Airlines
8:10 amORD
7h 38m
SLC · 1h 36m
1:48 pmPDX
American Airlines
11:09 pmPDX
3h 58m
Nonstop
5:07 am+1ORD

Round-trip total · 1 adult · Taxes included

Wed, Dec 9 – Wed, Dec 23

United Airlines
12:49 pmORD
4h 34m
Nonstop
3:23 pmPDX
United Airlines
3:44 pmPDX
7h 15m
SFO · 1h 5m
12:59 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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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)
2026-12-09 → 2026-12-23Alaska AirlinesAS325 / AS324$432.002026-10-29T01:53:14Z
2026-12-09 → 2026-12-23American AirlinesAA562 / AA519$444.002026-10-29T01:53:14Z
2026-12-09 → 2026-12-23United AirlinesUA2182 / UA2094$456.002026-10-29T01:53:14Z
2026-12-09 → 2026-12-23American AirlinesAA428 / AA519$444.002026-10-29T01:53:14Z
2026-12-09 → 2026-12-23Alaska AirlinesAS325 / AS3355 + AA3186$418.002026-10-29T01:53:14Z
2026-12-09 → 2026-12-23Alaska AirlinesAS407 + AS2239 / AS324$422.002026-10-29T01:53:14Z
2026-12-09 → 2026-12-23United AirlinesUA2495 + UA644 / UA1292 + UA1958$432.002026-10-29T01:53:14Z
2026-12-09 → 2026-12-23American AirlinesAA677 + AS565 / AA519$434.002026-10-29T01:53:14Z
2026-12-09 → 2026-12-23American AirlinesAA3186 + AS3430 / AA519$434.002026-10-29T01:53:14Z
2026-12-09 → 2026-12-23United AirlinesUA2182 / UA1292 + UA1958$442.002026-10-29T01:53:14Z

2026-12-09 → 2026-12-23 · $432.00

  • Alaska Airlines AS325: ORD 2026-12-09 14:07:00 → PDX 2026-12-09 16:50:00; nonstop; 283 minutes. Local airport times.
  • Alaska Airlines AS324: PDX 2026-12-23 07:01:00 → ORD 2026-12-23 13:09:00; nonstop; 248 minutes. Local airport times.

2026-12-09 → 2026-12-23 · $444.00

  • American Airlines AA562: ORD 2026-12-09 09:45:00 → PDX 2026-12-09 12:37:00; nonstop; 292 minutes. Local airport times.
  • American Airlines AA519: PDX 2026-12-23 23:09:00 → ORD 2026-12-24 05:07:00; nonstop; 238 minutes. Local airport times.

2026-12-09 → 2026-12-23 · $456.00

  • United Airlines UA2182: ORD 2026-12-09 12:40:00 → PDX 2026-12-09 15:19:00; nonstop; 279 minutes. Local airport times.
  • United Airlines UA2094: PDX 2026-12-23 23:30:00 → ORD 2026-12-24 05:19:00; nonstop; 229 minutes. Local airport times.

2026-12-09 → 2026-12-23 · $444.00

  • American Airlines AA428: ORD 2026-12-09 17:05:00 → PDX 2026-12-09 19:47:00; nonstop; 282 minutes. Local airport times.
  • American Airlines AA519: PDX 2026-12-23 23:09:00 → ORD 2026-12-24 05:07:00; nonstop; 238 minutes. Local airport times.

2026-12-09 → 2026-12-23 · $418.00

  • Alaska Airlines AS325: ORD 2026-12-09 14:08:00 → PDX 2026-12-09 16:58:00; nonstop; 290 minutes. Local airport times.
  • Alaska Airlines AS3355 / AA3186: PDX 2026-12-23 07:16:00 → ORD 2026-12-23 16:00:00; 1 stop(s) via SLC; 404 minutes. Local airport times.
    • AS3355: PDX 2026-12-23 07:16:00 → SLC 2026-12-23 10:19:00; layover at SLC: 78 minutes.
    • AA3186: SLC 2026-12-23 11:37:00 → ORD 2026-12-23 16:00:00.

2026-12-09 → 2026-12-23 · $422.00

  • Alaska Airlines AS407 / AS2239: ORD 2026-12-09 15:19:00 → PDX 2026-12-09 20:50:00; 1 stop(s) via SEA; 451 minutes. Local airport times.
    • AS407: ORD 2026-12-09 15:19:00 → SEA 2026-12-09 18:11:00; layover at SEA: 103 minutes.
    • AS2239: SEA 2026-12-09 19:54:00 → PDX 2026-12-09 20:50:00.
  • Alaska Airlines AS324: PDX 2026-12-23 07:01:00 → ORD 2026-12-23 13:09:00; nonstop; 248 minutes. Local airport times.

2026-12-09 → 2026-12-23 · $432.00

  • United Airlines UA2495 / UA644: ORD 2026-12-09 08:40:00 → PDX 2026-12-09 13:22:00; 1 stop(s) via DEN; 402 minutes. Local airport times.
    • UA2495: ORD 2026-12-09 08:40:00 → DEN 2026-12-09 10:26:00; layover at DEN: 63 minutes.
    • UA644: DEN 2026-12-09 11:29:00 → PDX 2026-12-09 13:22:00.
  • United Airlines UA1292 / UA1958: PDX 2026-12-23 15:44:00 → ORD 2026-12-24 00:59:00; 1 stop(s) via SFO; 435 minutes. Local airport times.
    • UA1292: PDX 2026-12-23 15:44:00 → SFO 2026-12-23 17:37:00; layover at SFO: 65 minutes.
    • UA1958: SFO 2026-12-23 18:42:00 → ORD 2026-12-24 00:59:00.

2026-12-09 → 2026-12-23 · $434.00

  • American Airlines AA677 / AS565: ORD 2026-12-09 11:11:00 → PDX 2026-12-09 16:35:00; 1 stop(s) via GEG; 444 minutes. Local airport times.
    • AA677: ORD 2026-12-09 11:11:00 → GEG 2026-12-09 13:23:00; layover at GEG: 111 minutes.
    • AS565: GEG 2026-12-09 15:14:00 → PDX 2026-12-09 16:35:00.
  • American Airlines AA519: PDX 2026-12-23 23:09:00 → ORD 2026-12-24 05:07:00; nonstop; 238 minutes. Local airport times.

2026-12-09 → 2026-12-23 · $434.00

  • American Airlines AA3186 / AS3430: ORD 2026-12-09 08:10:00 → PDX 2026-12-09 13:48:00; 1 stop(s) via SLC; 458 minutes. Local airport times.
    • AA3186: ORD 2026-12-09 08:10:00 → SLC 2026-12-09 10:56:00; layover at SLC: 96 minutes.
    • AS3430: SLC 2026-12-09 12:32:00 → PDX 2026-12-09 13:48:00.
  • American Airlines AA519: PDX 2026-12-23 23:09:00 → ORD 2026-12-24 05:07:00; nonstop; 238 minutes. Local airport times.

2026-12-09 → 2026-12-23 · $442.00

  • United Airlines UA2182: ORD 2026-12-09 12:49:00 → PDX 2026-12-09 15:23:00; nonstop; 274 minutes. Local airport times.
  • United Airlines UA1292 / UA1958: PDX 2026-12-23 15:44:00 → ORD 2026-12-24 00:59:00; 1 stop(s) via SFO; 435 minutes. Local airport times.
    • UA1292: PDX 2026-12-23 15:44:00 → SFO 2026-12-23 17:37:00; layover at SFO: 65 minutes.
    • UA1958: SFO 2026-12-23 18:42:00 → ORD 2026-12-24 00:59:00.

More dates for this route