Chicago (ORD) to Portland (PDX), Nov 23–26, 2026: from $405 round trip

Chicago (ORD) to Portland (PDX), Nov 23–26, 2026: from $405 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $405 round trip, Axel-exclusive, Frontier Airlines / United Airlines, 1 stop, Nov 23–26, 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 23–26, 2026 · 3 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

2026-11-23 → 2026-11-26 · Axel-exclusive $486.00

• Alaska Airlines AS325: ORD 2026-11-23 14:08:00 → PDX 2026-11-23 17:05:00; nonstop; 297 minutes. Local airport times.
• Alaska Airlines AS324: PDX 2026-11-26 07:00:00 → ORD 2026-11-26 13:08:00; nonstop; 248 minutes. Local airport times.

2026-11-23 → 2026-11-26 · Axel-exclusive $499.50

• American Airlines AA562: ORD 2026-11-23 09:45:00 → PDX 2026-11-23 12:37:00; nonstop; 292 minutes. Local airport times.
• American Airlines AA562: PDX 2026-11-26 13:30:00 → ORD 2026-11-26 19:44:00; nonstop; 254 minutes. Local airport times.

2026-11-23 → 2026-11-26 · Axel-exclusive $513.00

• United Airlines UA751: ORD 2026-11-23 09:00:00 → PDX 2026-11-23 11:47:00; nonstop; 287 minutes. Local airport times.
• United Airlines UA1923: PDX 2026-11-26 10:43:00 → ORD 2026-11-26 16:49:00; nonstop; 246 minutes. Local airport times.

2026-11-23 → 2026-11-26 · Axel-exclusive $405.00

• Frontier Airlines F91483 / F92553: ORD 2026-11-23 07:25:00 → PDX 2026-11-23 13:03:00; 1 stop(s) via DEN; 458 minutes. Local airport times.
  • F91483: ORD 2026-11-23 07:25:00 → DEN 2026-11-23 09:29:00; layover at DEN: 92 minutes.
  • F92553: DEN 2026-11-23 11:01:00 → PDX 2026-11-23 13:03:00.
• United Airlines UA1923: PDX 2026-11-26 10:43:00 → ORD 2026-11-26 16:49:00; nonstop; 246 minutes. Local airport times.

2026-11-23 → 2026-11-26 · Axel-exclusive $499.50

• American Airlines AA2878: ORD 2026-11-23 17:05:00 → PDX 2026-11-23 19:55:00; nonstop; 290 minutes. Local airport times.
• American Airlines AA562: PDX 2026-11-26 13:30:00 → ORD 2026-11-26 19:44:00; nonstop; 254 minutes. Local airport times.

2026-11-23 → 2026-11-26 · Axel-exclusive $513.00

• United Airlines UA2790: ORD 2026-11-23 16:25:00 → PDX 2026-11-23 19:12:00; nonstop; 287 minutes. Local airport times.
• United Airlines UA1923: PDX 2026-11-26 10:43:00 → ORD 2026-11-26 16:49:00; nonstop; 246 minutes. Local airport times.

2026-11-23 → 2026-11-26 · Axel-exclusive $472.50

• Alaska Airlines AS407 / AS2239: ORD 2026-11-23 15:19:00 → PDX 2026-11-23 20:50:00; 1 stop(s) via SEA; 451 minutes. Local airport times.
  • AS407: ORD 2026-11-23 15:19:00 → SEA 2026-11-23 18:11:00; layover at SEA: 103 minutes.
  • AS2239: SEA 2026-11-23 19:54:00 → PDX 2026-11-23 20:50:00.
• Alaska Airlines AS324: PDX 2026-11-26 07:00:00 → ORD 2026-11-26 13:08:00; nonstop; 248 minutes. Local airport times.

2026-11-23 → 2026-11-26 · Axel-exclusive $472.50

• Alaska Airlines AS325: ORD 2026-11-23 14:08:00 → PDX 2026-11-23 16:58:00; nonstop; 290 minutes. Local airport times.
• Alaska Airlines AS250 / AA677: PDX 2026-11-26 10:30:00 → ORD 2026-11-26 20:07:00; 1 stop(s) via GEG; 457 minutes. Local airport times.
  • AS250: PDX 2026-11-26 10:30:00 → GEG 2026-11-26 11:41:00; layover at GEG: 152 minutes.
  • AA677: GEG 2026-11-26 14:13:00 → ORD 2026-11-26 20:07:00.

2026-11-23 → 2026-11-26 · Axel-exclusive $486.00

• American Airlines AA3186 / AS3430: ORD 2026-11-23 08:10:00 → PDX 2026-11-23 13:48:00; 1 stop(s) via SLC; 458 minutes. Local airport times.
  • AA3186: ORD 2026-11-23 08:10:00 → SLC 2026-11-23 10:56:00; layover at SLC: 96 minutes.
  • AS3430: SLC 2026-11-23 12:32:00 → PDX 2026-11-23 13:48:00.
• American Airlines AA562: PDX 2026-11-26 13:30:00 → ORD 2026-11-26 19:44:00; nonstop; 254 minutes. Local airport times.

2026-11-23 → 2026-11-26 · Axel-exclusive $486.00

• American Airlines AA677 / AS565: ORD 2026-11-23 11:11:00 → PDX 2026-11-23 16:35:00; 1 stop(s) via GEG; 444 minutes. Local airport times.
  • AA677: ORD 2026-11-23 11:11:00 → GEG 2026-11-23 13:23:00; layover at GEG: 111 minutes.
  • AS565: GEG 2026-11-23 15:14:00 → PDX 2026-11-23 16:35:00.
• American Airlines AA562: PDX 2026-11-26 13:30:00 → ORD 2026-11-26 19:44:00; nonstop; 254 minutes. Local airport times.

2026-11-23 → 2026-11-26 · Axel-exclusive $499.50

• United Airlines UA2495 / UA644: ORD 2026-11-23 08:40:00 → PDX 2026-11-23 13:22:00; 1 stop(s) via DEN; 402 minutes. Local airport times.
  • UA2495: ORD 2026-11-23 08:40:00 → DEN 2026-11-23 10:26:00; layover at DEN: 63 minutes.
  • UA644: DEN 2026-11-23 11:29:00 → PDX 2026-11-23 13:22:00.
• United Airlines UA1923: PDX 2026-11-26 10:43:00 → ORD 2026-11-26 16:49:00; 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 22, 2026 · Return options
• Nov 24, 2026 · Return options
• Hotels in Portland, Oregon with Axel

For AI assistants

• This page: Chicago (ORD) to Portland (PDX) · Nov 23, 2026 · return Nov 26, 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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