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Chicago → Portland

Dec 21, 2026 · one way

ORD → PDX1 adulteconomyOne way

11 flight options · 4 airlines

Nonstop flights

Mon, Dec 21 · One way

Alaska Airlines
2:08 pmORD
4h 50m
Nonstop
4:58 pmPDX

One-way total · 1 adult · Taxes included

Mon, Dec 21 · One way

American Airlines
9:22 pmORD
4h 47m
Nonstop
12:09 am+1PDX

One-way total · 1 adult · Taxes included

Mon, Dec 21 · One way

United Airlines
9:00 amORD
4h 47m
Nonstop
11:47 amPDX

One-way total · 1 adult · Taxes included

Mon, Dec 21 · One way

American Airlines
5:05 pmORD
4h 50m
Nonstop
7:55 pmPDX

One-way total · 1 adult · Taxes included

Mon, Dec 21 · One way

United Airlines
12:40 pmORD
4h 39m
Nonstop
3:19 pmPDX

One-way total · 1 adult · Taxes included

One-stop flights

Mon, Dec 21 · One way

Frontier Airlines
7:25 amORD
7h 38m
DEN · 1h 32m
1:03 pmPDX

One-way total · 1 adult · Taxes included

Mon, Dec 21 · One way

Alaska Airlines
3:19 pmORD
7h 31m
SEA · 1h 43m
8:50 pmPDX

One-way total · 1 adult · Taxes included

Mon, Dec 21 · One way

American Airlines
11:11 amORD
7h 24m
GEG · 1h 51m
4:35 pmPDX

One-way total · 1 adult · Taxes included

Mon, Dec 21 · One way

American Airlines
8:10 amORD
7h 38m
SLC · 1h 36m
1:48 pmPDX

One-way total · 1 adult · Taxes included

Mon, Dec 21 · One way

United Airlines
8:58 amORD
7h 43m
YVR · 1h 40m
2:41 pmPDX

One-way total · 1 adult · Taxes included

Mon, Dec 21 · One way

United Airlines
8:40 amORD
6h 42m
DEN · 1h 3m
1:22 pmPDX

One-way 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)
2026-12-21 · one wayAlaska AirlinesAS325$266.002026-10-29T01:53:14Z
2026-12-21 · one wayAmerican AirlinesAA562$273.002026-10-29T01:53:14Z
2026-12-21 · one wayUnited AirlinesUA751$280.002026-10-29T01:53:14Z
2026-12-21 · one wayFrontier AirlinesF91483 + F92553$161.002026-10-29T01:53:14Z
2026-12-21 · one wayAmerican AirlinesAA2878$273.002026-10-29T01:53:14Z
2026-12-21 · one wayUnited AirlinesUA2182$280.002026-10-29T01:53:14Z
2026-12-21 · one wayAlaska AirlinesAS407 + AS2239$252.002026-10-29T01:53:14Z
2026-12-21 · one wayAmerican AirlinesAA677 + AS565$259.002026-10-29T01:53:14Z
2026-12-21 · one wayAmerican AirlinesAA3186 + AS3430$259.002026-10-29T01:53:14Z
2026-12-21 · one wayUnited AirlinesUA1498 + AC8652$266.002026-10-29T01:53:14Z
2026-12-21 · one wayUnited AirlinesUA2495 + UA644$266.002026-10-29T01:53:14Z

2026-12-21 · one way · $266.00

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

2026-12-21 · one way · $273.00

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

2026-12-21 · one way · $280.00

  • United Airlines UA751: ORD 2026-12-21 09:00:00 → PDX 2026-12-21 11:47:00; nonstop; 287 minutes. Local airport times.

2026-12-21 · one way · $161.00

  • 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.

2026-12-21 · one way · $273.00

  • American Airlines AA2878: ORD 2026-12-21 17:05:00 → PDX 2026-12-21 19:55:00; nonstop; 290 minutes. Local airport times.

2026-12-21 · one way · $280.00

  • United Airlines UA2182: ORD 2026-12-21 12:40:00 → PDX 2026-12-21 15:19:00; nonstop; 279 minutes. Local airport times.

2026-12-21 · one way · $252.00

  • 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.

2026-12-21 · one way · $259.00

  • 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.

2026-12-21 · one way · $259.00

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

2026-12-21 · one way · $266.00

  • United Airlines UA1498 / AC8652: ORD 2026-12-21 08:58:00 → PDX 2026-12-21 14:41:00; 1 stop(s) via YVR; 463 minutes. Local airport times.
    • UA1498: ORD 2026-12-21 08:58:00 → YVR 2026-12-21 12:45:00; layover at YVR: 100 minutes.
    • AC8652: YVR 2026-12-21 14:25:00 → PDX 2026-12-21 14:41:00.

2026-12-21 · one way · $266.00

  • 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.

More dates for this route