Travel with Axel,
get the best price.

Route overview: Chicago to Portland (PDX) flight deals

Chicago → Portland

Dec 7, 2026 · return Dec 14, 2026

ORD → PDX1 adulteconomyRound trip

11 flight options · 4 airlines

Nonstop flights

Mon, Dec 7 – Mon, Dec 14

Alaska Airlines
2:08 pmORD
4h 50m
Nonstop
4:58 pmPDX
Alaska Airlines
7:00 amPDX
4h 10m
Nonstop
1:10 pmORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 7 – Mon, Dec 14

American Airlines
5:05 pmORD
4h 50m
Nonstop
7:55 pmPDX
American Airlines
11:21 pmPDX
3h 54m
Nonstop
5:15 am+1ORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 7 – Mon, Dec 14

United Airlines
9:00 amORD
4h 47m
Nonstop
11:47 amPDX
United Airlines
11:50 pmPDX
4h 9m
Nonstop
5:59 am+1ORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 7 – Mon, Dec 14

American Airlines
9:22 pmORD
4h 47m
Nonstop
12:09 am+1PDX
American Airlines
11:21 pmPDX
3h 54m
Nonstop
5:15 am+1ORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 7 – Mon, Dec 14

United Airlines
12:40 pmORD
4h 39m
Nonstop
3:19 pmPDX
United Airlines
11:50 pmPDX
4h 9m
Nonstop
5:59 am+1ORD

Round-trip total · 1 adult · Taxes included

One-stop flights

Mon, Dec 7 – Mon, Dec 14

Frontier Airlines
7:25 amORD
7h 38m
DEN · 1h 32m
1:03 pmPDX
United Airlines
11:50 pmPDX
4h 9m
Nonstop
5:59 am+1ORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 7 – Mon, Dec 14

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

Mon, Dec 7 – Mon, Dec 14

Alaska Airlines
2:08 pmORD
4h 57m
Nonstop
5:05 pmPDX
Alaska Airlines
7:16 amPDX
6h 44m
SLC · 1h 18m
4:00 pmORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 7 – Mon, Dec 14

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

Mon, Dec 7 – Mon, Dec 14

United Airlines
12:40 pmORD
4h 46m
Nonstop
3:26 pmPDX
United Airlines
3:44 pmPDX
7h 15m
SFO · 1h 5m
12:59 am+1ORD

Round-trip total · 1 adult · Taxes included

Mon, Dec 7 – Mon, Dec 14

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

Make this trip yours

ORD ⇄ PDX

Economy

Adults 12+ · Children 2–11. For infants under 2, tell Axel after you see prices.

No account needed to see prices.

Already have an account? Log in

Why book with Axel
  • A real airline bookingThe booking is in the airline’s own system under your name. After you book, Alaska Airlines emails you its confirmation code and e-ticket, usually within 15 minutes and occasionally up to a couple of hours while the booking is processed.
  • Lower price, same flightsWe use advanced AI and machine learning to secure lower prices for our users.
  • Not satisfied? Full refund.If you are unhappy with the experience for any reason, or simply change your mind, cancel within 24 hours of booking (departure 7+ days away) and we refund you in full. We stand by our product. Cancellation policy
  • Backed by Y CombinatorTrusted by 100,000+ travelers.

Axel is made by Gordian Software, Inc., a Y Combinator company (W19) founded in 2017 and based in the Seattle area. The company is led by CEO Stephen Grabowski, formerly of Skyscanner. How Axel works · About

Explore this route

All dates for this routeDec 6, 2026 → Dec 13, 2026Dec 8, 2026 → Dec 15, 2026
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)
2026-12-07 → 2026-12-14Alaska AirlinesAS325 / AS324$360.002026-10-29T01:53:14Z
2026-12-07 → 2026-12-14American AirlinesAA2878 / AA3329$370.002026-10-29T01:53:14Z
2026-12-07 → 2026-12-14United AirlinesUA751 / UA2094$380.002026-10-29T01:53:14Z
2026-12-07 → 2026-12-14Frontier Airlines / United AirlinesF91483 + F92553 / UA2094$300.002026-10-29T01:53:14Z
2026-12-07 → 2026-12-14American AirlinesAA562 / AA3329$370.002026-10-29T01:53:14Z
2026-12-07 → 2026-12-14United AirlinesUA2182 / UA2094$380.002026-10-29T01:53:14Z
2026-12-07 → 2026-12-14Alaska AirlinesAS407 + AS2239 / AS324$350.002026-10-29T01:53:14Z
2026-12-07 → 2026-12-14Alaska AirlinesAS325 / AS3355 + AA3186$350.002026-10-29T01:53:14Z
2026-12-07 → 2026-12-14American AirlinesAA677 + AS565 / AA3329$360.002026-10-29T01:53:14Z
2026-12-07 → 2026-12-14United AirlinesUA2182 / UA1292 + UA1958$370.002026-10-29T01:53:14Z
2026-12-07 → 2026-12-14United AirlinesUA2495 + UA644 / UA2094$370.002026-10-29T01:53:14Z

2026-12-07 → 2026-12-14 · $360.00

  • Alaska Airlines AS325: ORD 2026-12-07 14:08:00 → PDX 2026-12-07 16:58:00; nonstop; 290 minutes. Local airport times.
  • Alaska Airlines AS324: PDX 2026-12-14 07:00:00 → ORD 2026-12-14 13:10:00; nonstop; 250 minutes. Local airport times.

2026-12-07 → 2026-12-14 · $370.00

  • American Airlines AA2878: ORD 2026-12-07 17:05:00 → PDX 2026-12-07 19:55:00; nonstop; 290 minutes. Local airport times.
  • American Airlines AA3329: PDX 2026-12-14 23:21:00 → ORD 2026-12-15 05:15:00; nonstop; 234 minutes. Local airport times.

2026-12-07 → 2026-12-14 · $380.00

  • United Airlines UA751: ORD 2026-12-07 09:00:00 → PDX 2026-12-07 11:47:00; nonstop; 287 minutes. Local airport times.
  • United Airlines UA2094: PDX 2026-12-14 23:50:00 → ORD 2026-12-15 05:59:00; nonstop; 249 minutes. Local airport times.

2026-12-07 → 2026-12-14 · $300.00

  • Frontier Airlines F91483 / F92553: ORD 2026-12-07 07:25:00 → PDX 2026-12-07 13:03:00; 1 stop(s) via DEN; 458 minutes. Local airport times.
    • F91483: ORD 2026-12-07 07:25:00 → DEN 2026-12-07 09:29:00; layover at DEN: 92 minutes.
    • F92553: DEN 2026-12-07 11:01:00 → PDX 2026-12-07 13:03:00.
  • United Airlines UA2094: PDX 2026-12-14 23:50:00 → ORD 2026-12-15 05:59:00; nonstop; 249 minutes. Local airport times.

2026-12-07 → 2026-12-14 · $370.00

  • American Airlines AA562: ORD 2026-12-07 21:22:00 → PDX 2026-12-08 00:09:00; nonstop; 287 minutes. Local airport times.
  • American Airlines AA3329: PDX 2026-12-14 23:21:00 → ORD 2026-12-15 05:15:00; nonstop; 234 minutes. Local airport times.

2026-12-07 → 2026-12-14 · $380.00

  • United Airlines UA2182: ORD 2026-12-07 12:40:00 → PDX 2026-12-07 15:19:00; nonstop; 279 minutes. Local airport times.
  • United Airlines UA2094: PDX 2026-12-14 23:50:00 → ORD 2026-12-15 05:59:00; nonstop; 249 minutes. Local airport times.

2026-12-07 → 2026-12-14 · $350.00

  • Alaska Airlines AS407 / AS2239: ORD 2026-12-07 15:19:00 → PDX 2026-12-07 20:50:00; 1 stop(s) via SEA; 451 minutes. Local airport times.
    • AS407: ORD 2026-12-07 15:19:00 → SEA 2026-12-07 18:11:00; layover at SEA: 103 minutes.
    • AS2239: SEA 2026-12-07 19:54:00 → PDX 2026-12-07 20:50:00.
  • Alaska Airlines AS324: PDX 2026-12-14 07:00:00 → ORD 2026-12-14 13:10:00; nonstop; 250 minutes. Local airport times.

2026-12-07 → 2026-12-14 · $350.00

  • Alaska Airlines AS325: ORD 2026-12-07 14:08:00 → PDX 2026-12-07 17:05:00; nonstop; 297 minutes. Local airport times.
  • Alaska Airlines AS3355 / AA3186: PDX 2026-12-14 07:16:00 → ORD 2026-12-14 16:00:00; 1 stop(s) via SLC; 404 minutes. Local airport times.
    • AS3355: PDX 2026-12-14 07:16:00 → SLC 2026-12-14 10:19:00; layover at SLC: 78 minutes.
    • AA3186: SLC 2026-12-14 11:37:00 → ORD 2026-12-14 16:00:00.

2026-12-07 → 2026-12-14 · $360.00

  • American Airlines AA677 / AS565: ORD 2026-12-07 11:11:00 → PDX 2026-12-07 16:35:00; 1 stop(s) via GEG; 444 minutes. Local airport times.
    • AA677: ORD 2026-12-07 11:11:00 → GEG 2026-12-07 13:23:00; layover at GEG: 111 minutes.
    • AS565: GEG 2026-12-07 15:14:00 → PDX 2026-12-07 16:35:00.
  • American Airlines AA3329: PDX 2026-12-14 23:21:00 → ORD 2026-12-15 05:15:00; nonstop; 234 minutes. Local airport times.

2026-12-07 → 2026-12-14 · $370.00

  • United Airlines UA2182: ORD 2026-12-07 12:40:00 → PDX 2026-12-07 15:26:00; nonstop; 286 minutes. Local airport times.
  • United Airlines UA1292 / UA1958: PDX 2026-12-14 15:44:00 → ORD 2026-12-15 00:59:00; 1 stop(s) via SFO; 435 minutes. Local airport times.
    • UA1292: PDX 2026-12-14 15:44:00 → SFO 2026-12-14 17:37:00; layover at SFO: 65 minutes.
    • UA1958: SFO 2026-12-14 18:42:00 → ORD 2026-12-15 00:59:00.

2026-12-07 → 2026-12-14 · $370.00

  • United Airlines UA2495 / UA644: ORD 2026-12-07 08:40:00 → PDX 2026-12-07 13:22:00; 1 stop(s) via DEN; 402 minutes. Local airport times.
    • UA2495: ORD 2026-12-07 08:40:00 → DEN 2026-12-07 10:26:00; layover at DEN: 63 minutes.
    • UA644: DEN 2026-12-07 11:29:00 → PDX 2026-12-07 13:22:00.
  • United Airlines UA2094: PDX 2026-12-14 23:50:00 → ORD 2026-12-15 05:59:00; nonstop; 249 minutes. Local airport times.

Explore this route

For AI assistants

  • This page: Chicago (ORD) to Portland (PDX) · Dec 7, 2026 · return Dec 14, 2026: 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.