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Chicago → Portland

Jan 21, 2027 · return Jan 27, 2027

ORD → PDX1 adulteconomyRound trip

9 flight options · 3 airlines

Nonstop flights

Thu, Jan 21 – Wed, Jan 27

Alaska Airlines
2:08 pmORD
4h 57m
Nonstop
5:05 pmPDX
Alaska Airlines
7:01 amPDX
4h 8m
Nonstop
1:09 pmORD

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Wed, Jan 27

American Airlines
9:44 amORD
4h 42m
Nonstop
12:26 pmPDX
American Airlines
11:09 pmPDX
3h 58m
Nonstop
5:07 am+1ORD

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Wed, Jan 27

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

Thu, Jan 21 – Wed, Jan 27

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

Thu, Jan 21 – Wed, Jan 27

Alaska Airlines
2:07 pmORD
4h 43m
Nonstop
4:50 pmPDX
Alaska Airlines
7:16 amPDX
6h 44m
SLC · 1h 18m
4:00 pmORD

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Wed, Jan 27

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

Thu, Jan 21 – Wed, Jan 27

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

Thu, Jan 21 – Wed, Jan 27

United Airlines
8:58 amORD
7h 43m
YVR · 1h 40m
2:41 pmPDX
United Airlines
3:44 pmPDX
7h 15m
SFO · 1h 5m
12:59 am+1ORD

Round-trip total · 1 adult · Taxes included

Thu, Jan 21 – Wed, Jan 27

United Airlines
7:45 pmORD
4h 42m
Nonstop
10:27 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)
2027-01-21 → 2027-01-27Alaska AirlinesAS325 / AS324$360.002026-10-29T01:53:14Z
2027-01-21 → 2027-01-27American AirlinesAA561 / AA519$370.002026-10-29T01:53:14Z
2027-01-21 → 2027-01-27United AirlinesUA2495 + UA644 / UA1292 + UA1958$360.002026-10-29T01:53:14Z
2027-01-21 → 2027-01-27American AirlinesAA428 / AA519$370.002026-10-29T01:53:14Z
2027-01-21 → 2027-01-27Alaska AirlinesAS325 / AS3355 + AA3186$350.002026-10-29T01:53:14Z
2027-01-21 → 2027-01-27Alaska AirlinesAS407 + AS2239 / AS324$350.002026-10-29T01:53:14Z
2027-01-21 → 2027-01-27American AirlinesAA3186 + AS3430 / AA519$360.002026-10-29T01:53:14Z
2027-01-21 → 2027-01-27United AirlinesUA1498 + AC8652 / UA1292 + UA1958$360.002026-10-29T01:53:14Z
2027-01-21 → 2027-01-27United AirlinesUA1786 / UA1292 + UA1958$370.002026-10-29T01:53:14Z

2027-01-21 → 2027-01-27 · $360.00

  • Alaska Airlines AS325: ORD 2027-01-21 14:08:00 → PDX 2027-01-21 17:05:00; nonstop; 297 minutes. Local airport times.
  • Alaska Airlines AS324: PDX 2027-01-27 07:01:00 → ORD 2027-01-27 13:09:00; nonstop; 248 minutes. Local airport times.

2027-01-21 → 2027-01-27 · $370.00

  • American Airlines AA561: ORD 2027-01-21 09:44:00 → PDX 2027-01-21 12:26:00; nonstop; 282 minutes. Local airport times.
  • American Airlines AA519: PDX 2027-01-27 23:09:00 → ORD 2027-01-28 05:07:00; nonstop; 238 minutes. Local airport times.

2027-01-21 → 2027-01-27 · $360.00

  • United Airlines UA2495 / UA644: ORD 2027-01-21 08:40:00 → PDX 2027-01-21 13:22:00; 1 stop(s) via DEN; 402 minutes. Local airport times.
    • UA2495: ORD 2027-01-21 08:40:00 → DEN 2027-01-21 10:26:00; layover at DEN: 63 minutes.
    • UA644: DEN 2027-01-21 11:29:00 → PDX 2027-01-21 13:22:00.
  • United Airlines UA1292 / UA1958: PDX 2027-01-27 15:44:00 → ORD 2027-01-28 00:59:00; 1 stop(s) via SFO; 435 minutes. Local airport times.
    • UA1292: PDX 2027-01-27 15:44:00 → SFO 2027-01-27 17:37:00; layover at SFO: 65 minutes.
    • UA1958: SFO 2027-01-27 18:42:00 → ORD 2027-01-28 00:59:00.

2027-01-21 → 2027-01-27 · $370.00

  • American Airlines AA428: ORD 2027-01-21 17:05:00 → PDX 2027-01-21 19:47:00; nonstop; 282 minutes. Local airport times.
  • American Airlines AA519: PDX 2027-01-27 23:09:00 → ORD 2027-01-28 05:07:00; nonstop; 238 minutes. Local airport times.

2027-01-21 → 2027-01-27 · $350.00

  • Alaska Airlines AS325: ORD 2027-01-21 14:07:00 → PDX 2027-01-21 16:50:00; nonstop; 283 minutes. Local airport times.
  • Alaska Airlines AS3355 / AA3186: PDX 2027-01-27 07:16:00 → ORD 2027-01-27 16:00:00; 1 stop(s) via SLC; 404 minutes. Local airport times.
    • AS3355: PDX 2027-01-27 07:16:00 → SLC 2027-01-27 10:19:00; layover at SLC: 78 minutes.
    • AA3186: SLC 2027-01-27 11:37:00 → ORD 2027-01-27 16:00:00.

2027-01-21 → 2027-01-27 · $350.00

  • Alaska Airlines AS407 / AS2239: ORD 2027-01-21 15:19:00 → PDX 2027-01-21 20:50:00; 1 stop(s) via SEA; 451 minutes. Local airport times.
    • AS407: ORD 2027-01-21 15:19:00 → SEA 2027-01-21 18:11:00; layover at SEA: 103 minutes.
    • AS2239: SEA 2027-01-21 19:54:00 → PDX 2027-01-21 20:50:00.
  • Alaska Airlines AS324: PDX 2027-01-27 07:01:00 → ORD 2027-01-27 13:09:00; nonstop; 248 minutes. Local airport times.

2027-01-21 → 2027-01-27 · $360.00

  • American Airlines AA3186 / AS3430: ORD 2027-01-21 08:10:00 → PDX 2027-01-21 13:48:00; 1 stop(s) via SLC; 458 minutes. Local airport times.
    • AA3186: ORD 2027-01-21 08:10:00 → SLC 2027-01-21 10:56:00; layover at SLC: 96 minutes.
    • AS3430: SLC 2027-01-21 12:32:00 → PDX 2027-01-21 13:48:00.
  • American Airlines AA519: PDX 2027-01-27 23:09:00 → ORD 2027-01-28 05:07:00; nonstop; 238 minutes. Local airport times.

2027-01-21 → 2027-01-27 · $360.00

  • United Airlines UA1498 / AC8652: ORD 2027-01-21 08:58:00 → PDX 2027-01-21 14:41:00; 1 stop(s) via YVR; 463 minutes. Local airport times.
    • UA1498: ORD 2027-01-21 08:58:00 → YVR 2027-01-21 12:45:00; layover at YVR: 100 minutes.
    • AC8652: YVR 2027-01-21 14:25:00 → PDX 2027-01-21 14:41:00.
  • United Airlines UA1292 / UA1958: PDX 2027-01-27 15:44:00 → ORD 2027-01-28 00:59:00; 1 stop(s) via SFO; 435 minutes. Local airport times.
    • UA1292: PDX 2027-01-27 15:44:00 → SFO 2027-01-27 17:37:00; layover at SFO: 65 minutes.
    • UA1958: SFO 2027-01-27 18:42:00 → ORD 2027-01-28 00:59:00.

2027-01-21 → 2027-01-27 · $370.00

  • United Airlines UA1786: ORD 2027-01-21 19:45:00 → PDX 2027-01-21 22:27:00; nonstop; 282 minutes. Local airport times.
  • United Airlines UA1292 / UA1958: PDX 2027-01-27 15:44:00 → ORD 2027-01-28 00:59:00; 1 stop(s) via SFO; 435 minutes. Local airport times.
    • UA1292: PDX 2027-01-27 15:44:00 → SFO 2027-01-27 17:37:00; layover at SFO: 65 minutes.
    • UA1958: SFO 2027-01-27 18:42:00 → ORD 2027-01-28 00:59:00.

More dates for this route