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Chicago → Portland

Dec 4, 2026 · return Dec 14, 2026

ORD → PDX1 adulteconomyRound trip

11 flight options · 3 airlines

Nonstop flights

Fri, Dec 4 – Mon, Dec 14

Alaska Airlines
2:07 pmORD
4h 43m
Nonstop
4:50 pmPDX
Alaska Airlines
7:00 amPDX
4h 10m
Nonstop
1:10 pmORD

Round-trip total · 1 adult · Taxes included

Fri, Dec 4 – Mon, Dec 14

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

Fri, Dec 4 – Mon, Dec 14

United Airlines
12:49 pmORD
4h 34m
Nonstop
3:23 pmPDX
United Airlines
11:50 pmPDX
4h 9m
Nonstop
5:59 am+1ORD

Round-trip total · 1 adult · Taxes included

Fri, Dec 4 – Mon, Dec 14

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

Fri, Dec 4 – Mon, Dec 14

United Airlines
7:45 pmORD
4h 42m
Nonstop
10:27 pmPDX
United Airlines
11:50 pmPDX
4h 9m
Nonstop
5:59 am+1ORD

Round-trip total · 1 adult · Taxes included

One-stop flights

Fri, Dec 4 – Mon, Dec 14

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

Fri, Dec 4 – Mon, Dec 14

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

Fri, Dec 4 – Mon, Dec 14

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

Fri, Dec 4 – Mon, Dec 14

United Airlines
8:40 amORD
6h 42m
DEN · 1h 3m
1:22 pmPDX
United Airlines
11:50 pmPDX
4h 9m
Nonstop
5:59 am+1ORD

Round-trip total · 1 adult · Taxes included

Fri, Dec 4 – Mon, Dec 14

United Airlines
12:40 pmORD
4h 39m
Nonstop
3:19 pmPDX
United Airlines
3:44 pmPDX
7h 15m
SFO · 1h 5m
12:59 am+1ORD

Round-trip total · 1 adult · Taxes included

Fri, Dec 4 – Mon, Dec 14

United Airlines
8:58 amORD
7h 43m
YVR · 1h 40m
2:41 pmPDX
United Airlines
11:50 pmPDX
4h 9m
Nonstop
5:59 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 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)
2026-12-04 → 2026-12-14Alaska AirlinesAS325 / AS324$360.002026-10-29T01:53:14Z
2026-12-04 → 2026-12-14American AirlinesAA428 / AA3329$370.002026-10-29T01:53:14Z
2026-12-04 → 2026-12-14United AirlinesUA2182 / UA2094$380.002026-10-29T01:53:14Z
2026-12-04 → 2026-12-14American AirlinesAA561 / AA3329$370.002026-10-29T01:53:14Z
2026-12-04 → 2026-12-14United AirlinesUA1786 / UA2094$380.002026-10-29T01:53:14Z
2026-12-04 → 2026-12-14Alaska AirlinesAS407 + AS2239 / AS324$350.002026-10-29T01:53:14Z
2026-12-04 → 2026-12-14Alaska AirlinesAS325 / AS3355 + AA3186$350.002026-10-29T01:53:14Z
2026-12-04 → 2026-12-14American AirlinesAA677 + AS565 / AA3329$360.002026-10-29T01:53:14Z
2026-12-04 → 2026-12-14United AirlinesUA2495 + UA644 / UA2094$370.002026-10-29T01:53:14Z
2026-12-04 → 2026-12-14United AirlinesUA2182 / UA1292 + UA1958$370.002026-10-29T01:53:14Z
2026-12-04 → 2026-12-14United AirlinesUA1498 + AC8652 / UA2094$370.002026-10-29T01:53:14Z

2026-12-04 → 2026-12-14 · $360.00

  • Alaska Airlines AS325: ORD 2026-12-04 14:07:00 → PDX 2026-12-04 16:50:00; nonstop; 283 minutes. Local airport times.
  • Alaska Airlines AS324: PDX 2026-12-14 07:00:00 → ORD 2026-12-14 13:10:00; nonstop; 250 minutes. Local airport times.

2026-12-04 → 2026-12-14 · $370.00

  • American Airlines AA428: ORD 2026-12-04 17:05:00 → PDX 2026-12-04 19:47:00; nonstop; 282 minutes. Local airport times.
  • American Airlines AA3329: PDX 2026-12-14 23:21:00 → ORD 2026-12-15 05:15:00; nonstop; 234 minutes. Local airport times.

2026-12-04 → 2026-12-14 · $380.00

  • United Airlines UA2182: ORD 2026-12-04 12:49:00 → PDX 2026-12-04 15:23:00; nonstop; 274 minutes. Local airport times.
  • United Airlines UA2094: PDX 2026-12-14 23:50:00 → ORD 2026-12-15 05:59:00; nonstop; 249 minutes. Local airport times.

2026-12-04 → 2026-12-14 · $370.00

  • American Airlines AA561: ORD 2026-12-04 09:44:00 → PDX 2026-12-04 12:26:00; nonstop; 282 minutes. Local airport times.
  • American Airlines AA3329: PDX 2026-12-14 23:21:00 → ORD 2026-12-15 05:15:00; nonstop; 234 minutes. Local airport times.

2026-12-04 → 2026-12-14 · $380.00

  • United Airlines UA1786: ORD 2026-12-04 19:45:00 → PDX 2026-12-04 22:27:00; nonstop; 282 minutes. Local airport times.
  • United Airlines UA2094: PDX 2026-12-14 23:50:00 → ORD 2026-12-15 05:59:00; nonstop; 249 minutes. Local airport times.

2026-12-04 → 2026-12-14 · $350.00

  • Alaska Airlines AS407 / AS2239: ORD 2026-12-04 15:19:00 → PDX 2026-12-04 20:50:00; 1 stop(s) via SEA; 451 minutes. Local airport times.
    • AS407: ORD 2026-12-04 15:19:00 → SEA 2026-12-04 18:11:00; layover at SEA: 103 minutes.
    • AS2239: SEA 2026-12-04 19:54:00 → PDX 2026-12-04 20:50:00.
  • Alaska Airlines AS324: PDX 2026-12-14 07:00:00 → ORD 2026-12-14 13:10:00; nonstop; 250 minutes. Local airport times.

2026-12-04 → 2026-12-14 · $350.00

  • Alaska Airlines AS325: ORD 2026-12-04 14:08:00 → PDX 2026-12-04 16:58:00; nonstop; 290 minutes. Local airport times.
  • Alaska Airlines AS3355 / AA3186: PDX 2026-12-14 07:16:00 → ORD 2026-12-14 16:00:00; 1 stop(s) via SLC; 404 minutes. Local airport times.
    • AS3355: PDX 2026-12-14 07:16:00 → SLC 2026-12-14 10:19:00; layover at SLC: 78 minutes.
    • AA3186: SLC 2026-12-14 11:37:00 → ORD 2026-12-14 16:00:00.

2026-12-04 → 2026-12-14 · $360.00

  • American Airlines AA677 / AS565: ORD 2026-12-04 11:11:00 → PDX 2026-12-04 16:35:00; 1 stop(s) via GEG; 444 minutes. Local airport times.
    • AA677: ORD 2026-12-04 11:11:00 → GEG 2026-12-04 13:23:00; layover at GEG: 111 minutes.
    • AS565: GEG 2026-12-04 15:14:00 → PDX 2026-12-04 16:35:00.
  • American Airlines AA3329: PDX 2026-12-14 23:21:00 → ORD 2026-12-15 05:15:00; nonstop; 234 minutes. Local airport times.

2026-12-04 → 2026-12-14 · $370.00

  • United Airlines UA2495 / UA644: ORD 2026-12-04 08:40:00 → PDX 2026-12-04 13:22:00; 1 stop(s) via DEN; 402 minutes. Local airport times.
    • UA2495: ORD 2026-12-04 08:40:00 → DEN 2026-12-04 10:26:00; layover at DEN: 63 minutes.
    • UA644: DEN 2026-12-04 11:29:00 → PDX 2026-12-04 13:22:00.
  • United Airlines UA2094: PDX 2026-12-14 23:50:00 → ORD 2026-12-15 05:59:00; nonstop; 249 minutes. Local airport times.

2026-12-04 → 2026-12-14 · $370.00

  • United Airlines UA2182: ORD 2026-12-04 12:40:00 → PDX 2026-12-04 15:19:00; nonstop; 279 minutes. Local airport times.
  • United Airlines UA1292 / UA1958: PDX 2026-12-14 15:44:00 → ORD 2026-12-15 00:59:00; 1 stop(s) via SFO; 435 minutes. Local airport times.
    • UA1292: PDX 2026-12-14 15:44:00 → SFO 2026-12-14 17:37:00; layover at SFO: 65 minutes.
    • UA1958: SFO 2026-12-14 18:42:00 → ORD 2026-12-15 00:59:00.

2026-12-04 → 2026-12-14 · $370.00

  • United Airlines UA1498 / AC8652: ORD 2026-12-04 08:58:00 → PDX 2026-12-04 14:41:00; 1 stop(s) via YVR; 463 minutes. Local airport times.
    • UA1498: ORD 2026-12-04 08:58:00 → YVR 2026-12-04 12:45:00; layover at YVR: 100 minutes.
    • AC8652: YVR 2026-12-04 14:25:00 → PDX 2026-12-04 14:41:00.
  • United Airlines UA2094: PDX 2026-12-14 23:50:00 → ORD 2026-12-15 05:59:00; nonstop; 249 minutes. Local airport times.

More dates for this route