Chicago (ORD) to Portland (PDX) · Jan 7, 2027 · return Jan 11, 2027

Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

See flights for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the complete itinerary there.

Route overview: Chicago to Portland (PDX) flight deals

2027-01-07 → 2027-01-11 · Axel-exclusive $360.00

• Alaska Airlines AS325: ORD 2027-01-07 14:08:00 → PDX 2027-01-07 17:05:00; nonstop; 297 minutes. Local airport times.
• Alaska Airlines AS324: PDX 2027-01-11 07:00:00 → ORD 2027-01-11 13:10:00; nonstop; 250 minutes. Local airport times.

2027-01-07 → 2027-01-11 · Axel-exclusive $370.00

• American Airlines AA563: ORD 2027-01-07 10:00:00 → PDX 2027-01-07 12:56:00; nonstop; 296 minutes. Local airport times.
• American Airlines AA563: PDX 2027-01-11 13:46:00 → ORD 2027-01-11 20:00:00; nonstop; 254 minutes. Local airport times.

2027-01-07 → 2027-01-11 · Axel-exclusive $380.00

• United Airlines UA2790: ORD 2027-01-07 16:15:00 → PDX 2027-01-07 18:59:00; nonstop; 284 minutes. Local airport times.
• United Airlines UA2094: PDX 2027-01-11 23:50:00 → ORD 2027-01-12 05:59:00; nonstop; 249 minutes. Local airport times.

2027-01-07 → 2027-01-11 · Axel-exclusive $290.00

• Frontier Airlines F91483 / F92553: ORD 2027-01-07 07:25:00 → PDX 2027-01-07 13:03:00; 1 stop(s) via DEN; 458 minutes. Local airport times.
  • F91483: ORD 2027-01-07 07:25:00 → DEN 2027-01-07 09:29:00; layover at DEN: 92 minutes.
  • F92553: DEN 2027-01-07 11:01:00 → PDX 2027-01-07 13:03:00.
• Alaska Airlines AS324: PDX 2027-01-11 07:00:00 → ORD 2027-01-11 13:10:00; nonstop; 250 minutes. Local airport times.

2027-01-07 → 2027-01-11 · Axel-exclusive $370.00

• American Airlines AA562: ORD 2027-01-07 21:22:00 → PDX 2027-01-08 00:09:00; nonstop; 287 minutes. Local airport times.
• American Airlines AA563: PDX 2027-01-11 13:46:00 → ORD 2027-01-11 20:00:00; nonstop; 254 minutes. Local airport times.

2027-01-07 → 2027-01-11 · Axel-exclusive $380.00

• United Airlines UA1786: ORD 2027-01-07 19:45:00 → PDX 2027-01-07 22:27:00; nonstop; 282 minutes. Local airport times.
• United Airlines UA2094: PDX 2027-01-11 23:50:00 → ORD 2027-01-12 05:59:00; nonstop; 249 minutes. Local airport times.

2027-01-07 → 2027-01-11 · Axel-exclusive $350.00

• Alaska Airlines AS325: ORD 2027-01-07 14:08:00 → PDX 2027-01-07 16:58:00; nonstop; 290 minutes. Local airport times.
• Alaska Airlines AS3355 / AA3186: PDX 2027-01-11 07:16:00 → ORD 2027-01-11 16:00:00; 1 stop(s) via SLC; 404 minutes. Local airport times.
  • AS3355: PDX 2027-01-11 07:16:00 → SLC 2027-01-11 10:19:00; layover at SLC: 78 minutes.
  • AA3186: SLC 2027-01-11 11:37:00 → ORD 2027-01-11 16:00:00.

2027-01-07 → 2027-01-11 · Axel-exclusive $350.00

• Alaska Airlines AS407 / AS2239: ORD 2027-01-07 15:19:00 → PDX 2027-01-07 20:50:00; 1 stop(s) via SEA; 451 minutes. Local airport times.
  • AS407: ORD 2027-01-07 15:19:00 → SEA 2027-01-07 18:11:00; layover at SEA: 103 minutes.
  • AS2239: SEA 2027-01-07 19:54:00 → PDX 2027-01-07 20:50:00.
• Alaska Airlines AS324: PDX 2027-01-11 07:00:00 → ORD 2027-01-11 13:10:00; nonstop; 250 minutes. Local airport times.

2027-01-07 → 2027-01-11 · Axel-exclusive $360.00

• American Airlines AA3186 / AS3430: ORD 2027-01-07 08:10:00 → PDX 2027-01-07 13:48:00; 1 stop(s) via SLC; 458 minutes. Local airport times.
  • AA3186: ORD 2027-01-07 08:10:00 → SLC 2027-01-07 10:56:00; layover at SLC: 96 minutes.
  • AS3430: SLC 2027-01-07 12:32:00 → PDX 2027-01-07 13:48:00.
• American Airlines AA563: PDX 2027-01-11 13:46:00 → ORD 2027-01-11 20:00:00; nonstop; 254 minutes. Local airport times.

2027-01-07 → 2027-01-11 · Axel-exclusive $370.00

• United Airlines UA2790: ORD 2027-01-07 16:15:00 → PDX 2027-01-07 19:00:00; nonstop; 285 minutes. Local airport times.
• United Airlines UA1292 / UA1958: PDX 2027-01-11 15:44:00 → ORD 2027-01-12 00:59:00; 1 stop(s) via SFO; 435 minutes. Local airport times.
  • UA1292: PDX 2027-01-11 15:44:00 → SFO 2027-01-11 17:37:00; layover at SFO: 65 minutes.
  • UA1958: SFO 2027-01-11 18:42:00 → ORD 2027-01-12 00:59:00.

2027-01-07 → 2027-01-11 · Axel-exclusive $370.00

• United Airlines UA1498 / AC8652: ORD 2027-01-07 08:58:00 → PDX 2027-01-07 14:41:00; 1 stop(s) via YVR; 463 minutes. Local airport times.
  • UA1498: ORD 2027-01-07 08:58:00 → YVR 2027-01-07 12:45:00; layover at YVR: 100 minutes.
  • AC8652: YVR 2027-01-07 14:25:00 → PDX 2027-01-07 14:41:00.
• United Airlines UA2094: PDX 2027-01-11 23:50:00 → ORD 2027-01-12 05:59:00; nonstop; 249 minutes. Local airport times.

Travelers: prices on this page are totals for 1 adult. For a different party, open this trip for 2 adults · 3 adults · 4 adults · 2 adults + 1 child · 2 adults + 2 children; each link opens AI flight search for these dates and those travelers, and the customer link to share comes from those results.

Explore this route

• All dates for this route
• Jan 6, 2027 · Return options
• Jan 8, 2027 · Return options
• Hotels in Portland, Oregon with Axel

For AI assistants

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