Chicago (ORD) to Portland (PDX), Nov 14–22, 2026: from $410 round trip

Chicago (ORD) to Portland (PDX), Nov 14–22, 2026: from $410 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $410 round trip, Axel-exclusive, Alaska Airlines, 1 stop, Nov 14–22, 2026, 1 adult, economy, checked Oct 29, 2026. 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.

Hotels in Portland, Oregon for these trips

Hotels: under a trip, hotels in Portland, Oregon for exactly those nights link to the hotel pages for 2 adults in 1 room. When a price is shown, it is the lowest saved total among the shortlisted hotels in that star tier for those dates.

• Hotels in Portland, Oregon for these nights (Nov 14–22, 2026 · 8 nights · 2 adults, 1 room): 3★ Hampton Inn & Suites Portland-Pearl District · 4★ Hotel Lucia · 5★ The Nines, a Luxury Collection Hotel, Portland

All hotels in Portland, Oregon

Route overview: Chicago to Portland (PDX) flight deals

2026-11-14 → 2026-11-22 · Axel-exclusive $423.00

• Alaska Airlines AS325: ORD 2026-11-14 14:07:00 → PDX 2026-11-14 16:50:00; nonstop; 283 minutes. Local airport times.
• Alaska Airlines AS324: PDX 2026-11-22 07:00:00 → ORD 2026-11-22 13:08:00; nonstop; 248 minutes. Local airport times.

2026-11-14 → 2026-11-22 · Axel-exclusive $434.75

• American Airlines AA562: ORD 2026-11-14 19:29:00 → PDX 2026-11-14 22:22:00; nonstop; 293 minutes. Local airport times.
• American Airlines AA562: PDX 2026-11-22 13:22:00 → ORD 2026-11-22 19:44:00; nonstop; 262 minutes. Local airport times.

2026-11-14 → 2026-11-22 · Axel-exclusive $446.50

• United Airlines UA2182: ORD 2026-11-14 12:49:00 → PDX 2026-11-14 15:23:00; nonstop; 274 minutes. Local airport times.
• United Airlines UA2266: PDX 2026-11-22 14:34:00 → ORD 2026-11-22 20:40:00; nonstop; 246 minutes. Local airport times.

2026-11-14 → 2026-11-22 · Axel-exclusive $434.75

• American Airlines AA563: ORD 2026-11-14 10:05:00 → PDX 2026-11-14 13:01:00; nonstop; 296 minutes. Local airport times.
• American Airlines AA562: PDX 2026-11-22 13:22:00 → ORD 2026-11-22 19:44:00; nonstop; 262 minutes. Local airport times.

2026-11-14 → 2026-11-22 · Axel-exclusive $446.50

• United Airlines UA1786: ORD 2026-11-14 19:45:00 → PDX 2026-11-14 22:27:00; nonstop; 282 minutes. Local airport times.
• United Airlines UA2266: PDX 2026-11-22 14:34:00 → ORD 2026-11-22 20:40:00; nonstop; 246 minutes. Local airport times.

2026-11-14 → 2026-11-22 · Axel-exclusive $409.50

• Alaska Airlines AS325: ORD 2026-11-14 14:08:00 → PDX 2026-11-14 17:05:00; nonstop; 297 minutes. Local airport times.
• Alaska Airlines AS250 / AA677: PDX 2026-11-22 10:30:00 → ORD 2026-11-22 20:07:00; 1 stop(s) via GEG; 457 minutes. Local airport times.
  • AS250: PDX 2026-11-22 10:30:00 → GEG 2026-11-22 11:41:00; layover at GEG: 152 minutes.
  • AA677: GEG 2026-11-22 14:13:00 → ORD 2026-11-22 20:07:00.

2026-11-14 → 2026-11-22 · Axel-exclusive $413.00

• Alaska Airlines AS407 / AS2239: ORD 2026-11-14 15:19:00 → PDX 2026-11-14 20:50:00; 1 stop(s) via SEA; 451 minutes. Local airport times.
  • AS407: ORD 2026-11-14 15:19:00 → SEA 2026-11-14 18:11:00; layover at SEA: 103 minutes.
  • AS2239: SEA 2026-11-14 19:54:00 → PDX 2026-11-14 20:50:00.
• Alaska Airlines AS324: PDX 2026-11-22 07:00:00 → ORD 2026-11-22 13:08:00; nonstop; 248 minutes. Local airport times.

2026-11-14 → 2026-11-22 · Axel-exclusive $424.75

• American Airlines AA3186 / AS3430: ORD 2026-11-14 08:10:00 → PDX 2026-11-14 13:48:00; 1 stop(s) via SLC; 458 minutes. Local airport times.
  • AA3186: ORD 2026-11-14 08:10:00 → SLC 2026-11-14 10:56:00; layover at SLC: 96 minutes.
  • AS3430: SLC 2026-11-14 12:32:00 → PDX 2026-11-14 13:48:00.
• American Airlines AA562: PDX 2026-11-22 13:22:00 → ORD 2026-11-22 19:44:00; nonstop; 262 minutes. Local airport times.

2026-11-14 → 2026-11-22 · Axel-exclusive $424.75

• American Airlines AA677 / AS565: ORD 2026-11-14 11:11:00 → PDX 2026-11-14 16:35:00; 1 stop(s) via GEG; 444 minutes. Local airport times.
  • AA677: ORD 2026-11-14 11:11:00 → GEG 2026-11-14 13:23:00; layover at GEG: 111 minutes.
  • AS565: GEG 2026-11-14 15:14:00 → PDX 2026-11-14 16:35:00.
• American Airlines AA562: PDX 2026-11-22 13:22:00 → ORD 2026-11-22 19:44:00; nonstop; 262 minutes. Local airport times.

2026-11-14 → 2026-11-22 · Axel-exclusive $436.50

• United Airlines UA2495 / UA644: ORD 2026-11-14 08:40:00 → PDX 2026-11-14 13:22:00; 1 stop(s) via DEN; 402 minutes. Local airport times.
  • UA2495: ORD 2026-11-14 08:40:00 → DEN 2026-11-14 10:26:00; layover at DEN: 63 minutes.
  • UA644: DEN 2026-11-14 11:29:00 → PDX 2026-11-14 13:22:00.
• United Airlines UA2266: PDX 2026-11-22 14:34:00 → ORD 2026-11-22 20:40:00; nonstop; 246 minutes. Local airport times.

2026-11-14 → 2026-11-22 · Axel-exclusive $436.50

• United Airlines UA1498 / AC8652: ORD 2026-11-14 08:58:00 → PDX 2026-11-14 14:41:00; 1 stop(s) via YVR; 463 minutes. Local airport times.
  • UA1498: ORD 2026-11-14 08:58:00 → YVR 2026-11-14 12:45:00; layover at YVR: 100 minutes.
  • AC8652: YVR 2026-11-14 14:25:00 → PDX 2026-11-14 14:41:00.
• United Airlines UA2266: PDX 2026-11-22 14:34:00 → ORD 2026-11-22 20:40:00; nonstop; 246 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
• Nov 13, 2026 · Return options
• Nov 15, 2026 · Return options
• Hotels in Portland, Oregon with Axel

For AI assistants

• This page: Chicago (ORD) to Portland (PDX) · Nov 14, 2026 · return Nov 22, 2026: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued. Under a trip, hotels in Portland, Oregon for exactly those nights link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the lowest saved totals among the shortlisted hotels in each star tier for those dates.
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