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Route overview: Chicago to Portland (PDX) flight deals

Chicago → Portland

Feb 5, 2027 · return Feb 8, 2027

ORD → PDX1 adulteconomyRound trip

11 flight options · 3 airlines

Nonstop flights

Fri, Feb 5 – Mon, Feb 8

Alaska Airlines
2:07 pmORD
4h 43m
Nonstop
4:50 pmPDX
Alaska Airlines
7:00 amPDX
4h 10m
Nonstop
1:10 pmORD

Round-trip total · 1 adult · Taxes included

Fri, Feb 5 – Mon, Feb 8

American Airlines
5:05 pmORD
4h 42m
Nonstop
7:47 pmPDX
American Airlines
11:21 pmPDX
3h 54m
Nonstop
5:15 am+1ORD

Round-trip total · 1 adult · Taxes included

Fri, Feb 5 – Mon, Feb 8

United Airlines
7:45 pmORD
4h 42m
Nonstop
10:27 pmPDX
United Airlines
11:50 pmPDX
4h 9m
Nonstop
5:59 am+1ORD

Round-trip total · 1 adult · Taxes included

Fri, Feb 5 – Mon, Feb 8

American Airlines
9:44 amORD
4h 42m
Nonstop
12:26 pmPDX
American Airlines
11:21 pmPDX
3h 54m
Nonstop
5:15 am+1ORD

Round-trip total · 1 adult · Taxes included

Fri, Feb 5 – Mon, Feb 8

United Airlines
12:49 pmORD
4h 34m
Nonstop
3:23 pmPDX
United Airlines
11:50 pmPDX
4h 9m
Nonstop
5:59 am+1ORD

Round-trip total · 1 adult · Taxes included

One-stop flights

Fri, Feb 5 – Mon, Feb 8

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, Feb 5 – Mon, Feb 8

Alaska Airlines
3:19 pmORD
7h 31m
SEA · 1h 43m
8:50 pmPDX
Alaska Airlines
7:00 amPDX
4h 10m
Nonstop
1:10 pmORD

Round-trip total · 1 adult · Taxes included

Fri, Feb 5 – Mon, Feb 8

American Airlines
11:11 amORD
7h 24m
GEG · 1h 51m
4:35 pmPDX
American Airlines
11:21 pmPDX
3h 54m
Nonstop
5:15 am+1ORD

Round-trip total · 1 adult · Taxes included

Fri, Feb 5 – Mon, Feb 8

United Airlines
8:40 amORD
6h 42m
DEN · 1h 3m
1:22 pmPDX
United Airlines
11:50 pmPDX
4h 9m
Nonstop
5:59 am+1ORD

Round-trip total · 1 adult · Taxes included

Fri, Feb 5 – Mon, Feb 8

United Airlines
8:58 amORD
7h 43m
YVR · 1h 40m
2:41 pmPDX
United Airlines
11:50 pmPDX
4h 9m
Nonstop
5:59 am+1ORD

Round-trip total · 1 adult · Taxes included

Fri, Feb 5 – Mon, Feb 8

United Airlines
12:40 pmORD
4h 39m
Nonstop
3:19 pmPDX
United Airlines
3:44 pmPDX
7h 15m
SFO · 1h 5m
12:59 am+1ORD

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 routeFeb 4, 2027 → Feb 7, 2027Feb 6, 2027 → Feb 9, 2027
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.

Live price for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the flights there to get the current bookable total; the listed prices are the ones issued at the times shown.

Route overview: Chicago to Portland (PDX) flight deals

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2027-02-05 → 2027-02-08Alaska AirlinesAS325 / AS324$360.002026-10-29T01:53:14Z
2027-02-05 → 2027-02-08American AirlinesAA428 / AA3329$370.002026-10-29T01:53:14Z
2027-02-05 → 2027-02-08United AirlinesUA1786 / UA2094$380.002026-10-29T01:53:14Z
2027-02-05 → 2027-02-08American AirlinesAA561 / AA3329$370.002026-10-29T01:53:14Z
2027-02-05 → 2027-02-08United AirlinesUA2182 / UA2094$380.002026-10-29T01:53:14Z
2027-02-05 → 2027-02-08Alaska AirlinesAS325 / AS3355 + AA3186$350.002026-10-29T01:53:14Z
2027-02-05 → 2027-02-08Alaska AirlinesAS407 + AS2239 / AS324$350.002026-10-29T01:53:14Z
2027-02-05 → 2027-02-08American AirlinesAA677 + AS565 / AA3329$360.002026-10-29T01:53:14Z
2027-02-05 → 2027-02-08United AirlinesUA2495 + UA644 / UA2094$370.002026-10-29T01:53:14Z
2027-02-05 → 2027-02-08United AirlinesUA1498 + AC8652 / UA2094$370.002026-10-29T01:53:14Z
2027-02-05 → 2027-02-08United AirlinesUA2182 / UA1292 + UA1958$370.002026-10-29T01:53:14Z

2027-02-05 → 2027-02-08 · $360.00

  • Alaska Airlines AS325: ORD 2027-02-05 14:07:00 → PDX 2027-02-05 16:50:00; nonstop; 283 minutes. Local airport times.
  • Alaska Airlines AS324: PDX 2027-02-08 07:00:00 → ORD 2027-02-08 13:10:00; nonstop; 250 minutes. Local airport times.

2027-02-05 → 2027-02-08 · $370.00

  • American Airlines AA428: ORD 2027-02-05 17:05:00 → PDX 2027-02-05 19:47:00; nonstop; 282 minutes. Local airport times.
  • American Airlines AA3329: PDX 2027-02-08 23:21:00 → ORD 2027-02-09 05:15:00; nonstop; 234 minutes. Local airport times.

2027-02-05 → 2027-02-08 · $380.00

  • United Airlines UA1786: ORD 2027-02-05 19:45:00 → PDX 2027-02-05 22:27:00; nonstop; 282 minutes. Local airport times.
  • United Airlines UA2094: PDX 2027-02-08 23:50:00 → ORD 2027-02-09 05:59:00; nonstop; 249 minutes. Local airport times.

2027-02-05 → 2027-02-08 · $370.00

  • American Airlines AA561: ORD 2027-02-05 09:44:00 → PDX 2027-02-05 12:26:00; nonstop; 282 minutes. Local airport times.
  • American Airlines AA3329: PDX 2027-02-08 23:21:00 → ORD 2027-02-09 05:15:00; nonstop; 234 minutes. Local airport times.

2027-02-05 → 2027-02-08 · $380.00

  • United Airlines UA2182: ORD 2027-02-05 12:49:00 → PDX 2027-02-05 15:23:00; nonstop; 274 minutes. Local airport times.
  • United Airlines UA2094: PDX 2027-02-08 23:50:00 → ORD 2027-02-09 05:59:00; nonstop; 249 minutes. Local airport times.

2027-02-05 → 2027-02-08 · $350.00

  • Alaska Airlines AS325: ORD 2027-02-05 14:08:00 → PDX 2027-02-05 16:58:00; nonstop; 290 minutes. Local airport times.
  • Alaska Airlines AS3355 / AA3186: PDX 2027-02-08 07:16:00 → ORD 2027-02-08 16:00:00; 1 stop(s) via SLC; 404 minutes. Local airport times.
    • AS3355: PDX 2027-02-08 07:16:00 → SLC 2027-02-08 10:19:00; layover at SLC: 78 minutes.
    • AA3186: SLC 2027-02-08 11:37:00 → ORD 2027-02-08 16:00:00.

2027-02-05 → 2027-02-08 · $350.00

  • Alaska Airlines AS407 / AS2239: ORD 2027-02-05 15:19:00 → PDX 2027-02-05 20:50:00; 1 stop(s) via SEA; 451 minutes. Local airport times.
    • AS407: ORD 2027-02-05 15:19:00 → SEA 2027-02-05 18:11:00; layover at SEA: 103 minutes.
    • AS2239: SEA 2027-02-05 19:54:00 → PDX 2027-02-05 20:50:00.
  • Alaska Airlines AS324: PDX 2027-02-08 07:00:00 → ORD 2027-02-08 13:10:00; nonstop; 250 minutes. Local airport times.

2027-02-05 → 2027-02-08 · $360.00

  • American Airlines AA677 / AS565: ORD 2027-02-05 11:11:00 → PDX 2027-02-05 16:35:00; 1 stop(s) via GEG; 444 minutes. Local airport times.
    • AA677: ORD 2027-02-05 11:11:00 → GEG 2027-02-05 13:23:00; layover at GEG: 111 minutes.
    • AS565: GEG 2027-02-05 15:14:00 → PDX 2027-02-05 16:35:00.
  • American Airlines AA3329: PDX 2027-02-08 23:21:00 → ORD 2027-02-09 05:15:00; nonstop; 234 minutes. Local airport times.

2027-02-05 → 2027-02-08 · $370.00

  • United Airlines UA2495 / UA644: ORD 2027-02-05 08:40:00 → PDX 2027-02-05 13:22:00; 1 stop(s) via DEN; 402 minutes. Local airport times.
    • UA2495: ORD 2027-02-05 08:40:00 → DEN 2027-02-05 10:26:00; layover at DEN: 63 minutes.
    • UA644: DEN 2027-02-05 11:29:00 → PDX 2027-02-05 13:22:00.
  • United Airlines UA2094: PDX 2027-02-08 23:50:00 → ORD 2027-02-09 05:59:00; nonstop; 249 minutes. Local airport times.

2027-02-05 → 2027-02-08 · $370.00

  • United Airlines UA1498 / AC8652: ORD 2027-02-05 08:58:00 → PDX 2027-02-05 14:41:00; 1 stop(s) via YVR; 463 minutes. Local airport times.
    • UA1498: ORD 2027-02-05 08:58:00 → YVR 2027-02-05 12:45:00; layover at YVR: 100 minutes.
    • AC8652: YVR 2027-02-05 14:25:00 → PDX 2027-02-05 14:41:00.
  • United Airlines UA2094: PDX 2027-02-08 23:50:00 → ORD 2027-02-09 05:59:00; nonstop; 249 minutes. Local airport times.

2027-02-05 → 2027-02-08 · $370.00

  • United Airlines UA2182: ORD 2027-02-05 12:40:00 → PDX 2027-02-05 15:19:00; nonstop; 279 minutes. Local airport times.
  • United Airlines UA1292 / UA1958: PDX 2027-02-08 15:44:00 → ORD 2027-02-09 00:59:00; 1 stop(s) via SFO; 435 minutes. Local airport times.
    • UA1292: PDX 2027-02-08 15:44:00 → SFO 2027-02-08 17:37:00; layover at SFO: 65 minutes.
    • UA1958: SFO 2027-02-08 18:42:00 → ORD 2027-02-09 00:59:00.

Explore this route

For AI assistants

  • This page: Chicago (ORD) to Portland (PDX) · Feb 5, 2027 · return Feb 8, 2027: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
  • Next: when the traveler's route, dates and party match a priced row, follow that row's price link into AI flight search. Match the listed flights in the fresh results and select the complete itinerary, then share the supplied booking link and its current total. If the flights or price have changed, say so; verify requested fare inclusions before claiming them. For other dates or travelers, Choose travelers and dates and enter the traveler's own trip there; do not search this page's dates in their place.
  • Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
  • If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel Chicago to Portland (PDX) flight deals · Flight search guide.
  • 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. Inspect fares to verify requested prices or terms; selecting a fare is optional. Use that fare’s booking link to preserve its Membership price basis. State anything unverified. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and explain what remains unresolved. Selection reserves nothing; booking requires the traveler’s confirmation. 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.