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Route overview: Chicago to Portland (PDX) flight deals

Chicago → Portland

Dec 4, 2026 · return Dec 13, 2026

ORD → PDX1 adulteconomyRound trip

11 flight options · 4 airlines

Nonstop flights

Fri, Dec 4 – Sun, Dec 13

Alaska Airlines
2:07 pmORD
4h 43m
Nonstop
4:50 pmPDX
Alaska Airlines
7:00 amPDX
4h 8m
Nonstop
1:08 pmORD

Round-trip total · 1 adult · Taxes included

Fri, Dec 4 – Sun, Dec 13

American Airlines
9:44 amORD
4h 42m
Nonstop
12:26 pmPDX
American Airlines
1:22 pmPDX
4h 22m
Nonstop
7:44 pmORD

Round-trip total · 1 adult · Taxes included

Fri, Dec 4 – Sun, Dec 13

United Airlines
12:49 pmORD
4h 34m
Nonstop
3:23 pmPDX
United Airlines
2:34 pmPDX
4h 6m
Nonstop
8:40 pmORD

Round-trip total · 1 adult · Taxes included

Fri, Dec 4 – Sun, Dec 13

American Airlines
5:05 pmORD
4h 42m
Nonstop
7:47 pmPDX
American Airlines
1:22 pmPDX
4h 22m
Nonstop
7:44 pmORD

Round-trip total · 1 adult · Taxes included

Fri, Dec 4 – Sun, Dec 13

United Airlines
7:45 pmORD
4h 42m
Nonstop
10:27 pmPDX
United Airlines
2:34 pmPDX
4h 6m
Nonstop
8:40 pmORD

Round-trip total · 1 adult · Taxes included

One-stop flights

Fri, Dec 4 – Sun, Dec 13

Frontier Airlines
7:25 amORD
7h 38m
DEN · 1h 32m
1:03 pmPDX
United Airlines
2:34 pmPDX
4h 6m
Nonstop
8:40 pmORD

Round-trip total · 1 adult · Taxes included

Fri, Dec 4 – Sun, Dec 13

Alaska Airlines
3:19 pmORD
7h 31m
SEA · 1h 43m
8:50 pmPDX
Alaska Airlines
7:00 amPDX
4h 8m
Nonstop
1:08 pmORD

Round-trip total · 1 adult · Taxes included

Fri, Dec 4 – Sun, Dec 13

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 – Sun, Dec 13

American Airlines
11:11 amORD
7h 24m
GEG · 1h 51m
4:35 pmPDX
American Airlines
1:22 pmPDX
4h 22m
Nonstop
7:44 pmORD

Round-trip total · 1 adult · Taxes included

Fri, Dec 4 – Sun, Dec 13

United Airlines
8:40 amORD
6h 42m
DEN · 1h 3m
1:22 pmPDX
United Airlines
2:34 pmPDX
4h 6m
Nonstop
8:40 pmORD

Round-trip total · 1 adult · Taxes included

Fri, Dec 4 – Sun, Dec 13

United Airlines
8:58 amORD
7h 43m
YVR · 1h 40m
2:41 pmPDX
United Airlines
2:34 pmPDX
4h 6m
Nonstop
8:40 pmORD

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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Explore this route

All dates for this routeDec 3, 2026 → Dec 12, 2026Dec 5, 2026 → Dec 14, 2026
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.

Route overview: Chicago to Portland (PDX) flight deals

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-12-04 → 2026-12-13Alaska AirlinesAS325 / AS324$360.002026-10-29T01:53:14Z
2026-12-04 → 2026-12-13American AirlinesAA561 / AA562$370.002026-10-29T01:53:14Z
2026-12-04 → 2026-12-13United AirlinesUA2182 / UA2266$380.002026-10-29T01:53:14Z
2026-12-04 → 2026-12-13Frontier Airlines / United AirlinesF91483 + F92553 / UA2266$300.002026-10-29T01:53:14Z
2026-12-04 → 2026-12-13American AirlinesAA428 / AA562$370.002026-10-29T01:53:14Z
2026-12-04 → 2026-12-13United AirlinesUA1786 / UA2266$380.002026-10-29T01:53:14Z
2026-12-04 → 2026-12-13Alaska AirlinesAS407 + AS2239 / AS324$350.002026-10-29T01:53:14Z
2026-12-04 → 2026-12-13Alaska AirlinesAS325 / AS3355 + AA3186$350.002026-10-29T01:53:14Z
2026-12-04 → 2026-12-13American AirlinesAA677 + AS565 / AA562$360.002026-10-29T01:53:14Z
2026-12-04 → 2026-12-13United AirlinesUA2495 + UA644 / UA2266$370.002026-10-29T01:53:14Z
2026-12-04 → 2026-12-13United AirlinesUA1498 + AC8652 / UA2266$370.002026-10-29T01:53:14Z

2026-12-04 → 2026-12-13 · $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 2026-12-13 07:00:00 → ORD 2026-12-13 13:08:00; nonstop; 248 minutes. Local airport times.

2026-12-04 → 2026-12-13 · $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 AA562: PDX 2026-12-13 13:22:00 → ORD 2026-12-13 19:44:00; nonstop; 262 minutes. Local airport times.

2026-12-04 → 2026-12-13 · $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 UA2266: PDX 2026-12-13 14:34:00 → ORD 2026-12-13 20:40:00; nonstop; 246 minutes. Local airport times.

2026-12-04 → 2026-12-13 · $300.00

  • Frontier Airlines F91483 / F92553: ORD 2026-12-04 07:25:00 → PDX 2026-12-04 13:03:00; 1 stop(s) via DEN; 458 minutes. Local airport times.
    • F91483: ORD 2026-12-04 07:25:00 → DEN 2026-12-04 09:29:00; layover at DEN: 92 minutes.
    • F92553: DEN 2026-12-04 11:01:00 → PDX 2026-12-04 13:03:00.
  • United Airlines UA2266: PDX 2026-12-13 14:34:00 → ORD 2026-12-13 20:40:00; nonstop; 246 minutes. Local airport times.

2026-12-04 → 2026-12-13 · $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 AA562: PDX 2026-12-13 13:22:00 → ORD 2026-12-13 19:44:00; nonstop; 262 minutes. Local airport times.

2026-12-04 → 2026-12-13 · $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 UA2266: PDX 2026-12-13 14:34:00 → ORD 2026-12-13 20:40:00; nonstop; 246 minutes. Local airport times.

2026-12-04 → 2026-12-13 · $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 2026-12-13 07:00:00 → ORD 2026-12-13 13:08:00; nonstop; 248 minutes. Local airport times.

2026-12-04 → 2026-12-13 · $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 2026-12-13 07:16:00 → ORD 2026-12-13 16:00:00; 1 stop(s) via SLC; 404 minutes. Local airport times.
    • AS3355: PDX 2026-12-13 07:16:00 → SLC 2026-12-13 10:19:00; layover at SLC: 78 minutes.
    • AA3186: SLC 2026-12-13 11:37:00 → ORD 2026-12-13 16:00:00.

2026-12-04 → 2026-12-13 · $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 AA562: PDX 2026-12-13 13:22:00 → ORD 2026-12-13 19:44:00; nonstop; 262 minutes. Local airport times.

2026-12-04 → 2026-12-13 · $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 UA2266: PDX 2026-12-13 14:34:00 → ORD 2026-12-13 20:40:00; nonstop; 246 minutes. Local airport times.

2026-12-04 → 2026-12-13 · $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 UA2266: PDX 2026-12-13 14:34:00 → ORD 2026-12-13 20:40:00; nonstop; 246 minutes. Local airport times.

Explore this route