Chicago (ORD) to Portland (PDX) · Jan 9, 2027 · return Jan 19, 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

2027-01-09 → 2027-01-19 · Axel-exclusive $360.00

• Alaska Airlines AS325: ORD 2027-01-09 14:08:00 → PDX 2027-01-09 16:58:00; nonstop; 290 minutes. Local airport times.
• Alaska Airlines AS324: PDX 2027-01-19 07:00:00 → ORD 2027-01-19 13:10:00; nonstop; 250 minutes. Local airport times.

2027-01-09 → 2027-01-19 · Axel-exclusive $370.00

• American Airlines AA563: ORD 2027-01-09 10:05:00 → PDX 2027-01-09 13:01:00; nonstop; 296 minutes. Local airport times.
• American Airlines AA3329: PDX 2027-01-19 23:31:00 → ORD 2027-01-20 05:25:00; nonstop; 234 minutes. Local airport times.

2027-01-09 → 2027-01-19 · Axel-exclusive $380.00

• United Airlines UA2243: ORD 2027-01-09 19:57:00 → PDX 2027-01-09 22:47:00; nonstop; 290 minutes. Local airport times.
• United Airlines UA2094: PDX 2027-01-19 23:50:00 → ORD 2027-01-20 05:59:00; nonstop; 249 minutes. Local airport times.

2027-01-09 → 2027-01-19 · Axel-exclusive $290.00

• Frontier Airlines F91483 / F92553: ORD 2027-01-09 07:25:00 → PDX 2027-01-09 13:03:00; 1 stop(s) via DEN; 458 minutes. Local airport times.
  • F91483: ORD 2027-01-09 07:25:00 → DEN 2027-01-09 09:29:00; layover at DEN: 92 minutes.
  • F92553: DEN 2027-01-09 11:01:00 → PDX 2027-01-09 13:03:00.
• Alaska Airlines AS324: PDX 2027-01-19 07:00:00 → ORD 2027-01-19 13:10:00; nonstop; 250 minutes. Local airport times.

2027-01-09 → 2027-01-19 · Axel-exclusive $370.00

• American Airlines AA562: ORD 2027-01-09 19:29:00 → PDX 2027-01-09 22:22:00; nonstop; 293 minutes. Local airport times.
• American Airlines AA3329: PDX 2027-01-19 23:31:00 → ORD 2027-01-20 05:25:00; nonstop; 234 minutes. Local airport times.

2027-01-09 → 2027-01-19 · Axel-exclusive $380.00

• United Airlines UA2182: ORD 2027-01-09 12:40:00 → PDX 2027-01-09 15:26:00; nonstop; 286 minutes. Local airport times.
• United Airlines UA2094: PDX 2027-01-19 23:50:00 → ORD 2027-01-20 05:59:00; nonstop; 249 minutes. Local airport times.

2027-01-09 → 2027-01-19 · Axel-exclusive $350.00

• Alaska Airlines AS407 / AS2239: ORD 2027-01-09 15:19:00 → PDX 2027-01-09 20:50:00; 1 stop(s) via SEA; 451 minutes. Local airport times.
  • AS407: ORD 2027-01-09 15:19:00 → SEA 2027-01-09 18:11:00; layover at SEA: 103 minutes.
  • AS2239: SEA 2027-01-09 19:54:00 → PDX 2027-01-09 20:50:00.
• Alaska Airlines AS324: PDX 2027-01-19 07:00:00 → ORD 2027-01-19 13:10:00; nonstop; 250 minutes. Local airport times.

2027-01-09 → 2027-01-19 · Axel-exclusive $350.00

• Alaska Airlines AS325: ORD 2027-01-09 14:08:00 → PDX 2027-01-09 17:05:00; nonstop; 297 minutes. Local airport times.
• Alaska Airlines AS3355 / AA3186: PDX 2027-01-19 07:16:00 → ORD 2027-01-19 16:00:00; 1 stop(s) via SLC; 404 minutes. Local airport times.
  • AS3355: PDX 2027-01-19 07:16:00 → SLC 2027-01-19 10:19:00; layover at SLC: 78 minutes.
  • AA3186: SLC 2027-01-19 11:37:00 → ORD 2027-01-19 16:00:00.

2027-01-09 → 2027-01-19 · Axel-exclusive $360.00

• American Airlines AA3186 / AS3430: ORD 2027-01-09 08:10:00 → PDX 2027-01-09 13:48:00; 1 stop(s) via SLC; 458 minutes. Local airport times.
  • AA3186: ORD 2027-01-09 08:10:00 → SLC 2027-01-09 10:56:00; layover at SLC: 96 minutes.
  • AS3430: SLC 2027-01-09 12:32:00 → PDX 2027-01-09 13:48:00.
• American Airlines AA3329: PDX 2027-01-19 23:31:00 → ORD 2027-01-20 05:25:00; nonstop; 234 minutes. Local airport times.

2027-01-09 → 2027-01-19 · Axel-exclusive $370.00

• United Airlines UA1498 / AC8652: ORD 2027-01-09 08:58:00 → PDX 2027-01-09 14:41:00; 1 stop(s) via YVR; 463 minutes. Local airport times.
  • UA1498: ORD 2027-01-09 08:58:00 → YVR 2027-01-09 12:45:00; layover at YVR: 100 minutes.
  • AC8652: YVR 2027-01-09 14:25:00 → PDX 2027-01-09 14:41:00.
• United Airlines UA2094: PDX 2027-01-19 23:50:00 → ORD 2027-01-20 05:59:00; nonstop; 249 minutes. Local airport times.

2027-01-09 → 2027-01-19 · Axel-exclusive $370.00

• United Airlines UA2495 / UA644: ORD 2027-01-09 08:40:00 → PDX 2027-01-09 13:22:00; 1 stop(s) via DEN; 402 minutes. Local airport times.
  • UA2495: ORD 2027-01-09 08:40:00 → DEN 2027-01-09 10:26:00; layover at DEN: 63 minutes.
  • UA644: DEN 2027-01-09 11:29:00 → PDX 2027-01-09 13:22:00.
• United Airlines UA2094: PDX 2027-01-19 23:50:00 → ORD 2027-01-20 05:59:00; nonstop; 249 minutes. Local airport times.

Explore this route

• All dates for this route
• Jan 8, 2027 · Return options
• Jan 10, 2027 · Return options
• Hotels in Portland, Oregon with Axel

For AI assistants

• This page: Chicago (ORD) to Portland (PDX) · Jan 9, 2027 · return Jan 19, 2027: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
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• Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Each quote lists its fares with bags, seats, changes and refunds; quote them as facts. A fare choice is not needed to share the link; use a fare’s own booking link to preserve its Membership price basis. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and say what is still to choose. If no supplied link matches the latest trip, construct https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallback using IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace /return/YYYY-MM-DD with /trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.

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