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Route overview: Portland to Chicago (ORD) flight deals

Portland (PDX) to Chicago (ORD), Nov 28, 2026: from $243 one way

Portland (PDX) to Chicago (ORD), Nov 28, 2026: from $243 one way on Axel, checked Oct 29, 2026. Lowest published fare: $243 one way, Axel-exclusive, American Airlines, 1 stop, Nov 28, 2026, 1 adult, economy, checked Oct 29, 2026.

PDX → ORD1 adulteconomyOne way

11 flight options · 4 airlines

Nonstop flights

Sat, Nov 28 · One way

Alaska Airlines
7:00 amPDX
4h 10m
Nonstop
1:10 pmORD

One-way total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Nov 28 · One way

American Airlines
11:11 pmPDX
4h 4m
Nonstop
5:15 am+1ORD

One-way total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Nov 28 · One way

United Airlines
2:37 pmPDX
4h 8m
Nonstop
8:45 pmORD

One-way total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Nov 28 · One way

American Airlines
1:30 pmPDX
4h 14m
Nonstop
7:44 pmORD

One-way total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Nov 28 · One way

United Airlines
10:47 amPDX
4h 6m
Nonstop
4:53 pmORD

One-way total · 1 adult · Taxes included

Availability is checked when you select these flights.

One-stop flights

Sat, Nov 28 · One way

Delta Air Lines
9:59 amPDX
6h 7m
SLC · 1h 2m
6:06 pmORD

One-way total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Nov 28 · One way

American Airlines
2:36 pmPDX
7h 23m
DFW · 1h 2m
11:59 pmORD

One-way total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Nov 28 · One way

Alaska Airlines
7:16 amPDX
6h 44m
SLC · 1h 18m
4:00 pmORD

One-way total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Nov 28 · One way

Alaska Airlines
10:30 amPDX
7h 37m
GEG · 2h 32m
8:07 pmORD

One-way total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Nov 28 · One way

United Airlines
5:00 amPDX
6h 35m
DEN · 1h 27m
1:35 pmORD

One-way total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Nov 28 · One way

United Airlines
3:44 pmPDX
7h 15m
SFO · 1h 5m
12:59 am+1ORD

One-way total · 1 adult · Taxes included

Availability is checked when you select these flights.

Make this trip yours

PDX ⇄ ORD

Economy

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

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All dates for this routeNov 27, 2026 · Return optionsNov 29, 2026 · Return optionsHotels in Chicago with Axel
For AI assistants: every fare, every link, instructions

Portland (PDX) to Chicago (ORD), Nov 28, 2026: from $243 one way on Axel, checked Oct 29, 2026. Lowest published fare: $243 one way, Axel-exclusive, American Airlines, 1 stop, Nov 28, 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.

Exact travel datesAirlineFlightsTimes, duration, stopsTotal pricePrice issued (UTC)
2026-11-28 · one wayAlaska AirlinesAS32407:00:00→13:10:00 4h 10m nonstopAxel-exclusive $256.502026-10-29T01:55:18Z
2026-11-28 · one wayAmerican AirlinesAA332923:11:00→05:15:00 4h 04m nonstopAxel-exclusive $263.252026-10-29T01:55:18Z
2026-11-28 · one wayUnited AirlinesUA226614:37:00→20:45:00 4h 08m nonstopAxel-exclusive $276.752026-10-29T01:55:18Z
2026-11-28 · one wayDelta Air LinesDL1203 + DL237709:59:00→18:06:00 6h 07m 1 stop via SLCAxel-exclusive $270.002026-10-29T01:55:18Z
2026-11-28 · one wayAmerican AirlinesAA56213:30:00→19:44:00 4h 14m nonstopAxel-exclusive $263.252026-10-29T01:55:18Z
2026-11-28 · one wayUnited AirlinesUA192310:47:00→16:53:00 4h 06m nonstopAxel-exclusive $276.752026-10-29T01:55:18Z
2026-11-28 · one wayAmerican AirlinesAA2496 + AA222114:36:00→23:59:00 7h 23m 1 stop via DFWAxel-exclusive $243.002026-10-29T01:55:18Z
2026-11-28 · one wayAlaska AirlinesAS3355 + AA318607:16:00→16:00:00 6h 44m 1 stop via SLCAxel-exclusive $249.752026-10-29T01:55:18Z
2026-11-28 · one wayAlaska AirlinesAS250 + AA67710:30:00→20:07:00 7h 37m 1 stop via GEGAxel-exclusive $249.752026-10-29T01:55:18Z
2026-11-28 · one wayUnited AirlinesUA459 + UA232905:00:00→13:35:00 6h 35m 1 stop via DENAxel-exclusive $256.502026-10-29T01:55:18Z
2026-11-28 · one wayUnited AirlinesUA1292 + UA195815:44:00→00:59:00 7h 15m 1 stop via SFOAxel-exclusive $256.502026-10-29T01:55:18Z

Route overview: Portland to Chicago (ORD) flight deals

2026-11-28 · one way · Axel-exclusive $256.50

  • Alaska Airlines AS324: PDX 2026-11-28 07:00:00 → ORD 2026-11-28 13:10:00; nonstop; 250 minutes. Local airport times.

2026-11-28 · one way · Axel-exclusive $263.25

  • American Airlines AA3329: PDX 2026-11-28 23:11:00 → ORD 2026-11-29 05:15:00; nonstop; 244 minutes. Local airport times.

2026-11-28 · one way · Axel-exclusive $276.75

  • United Airlines UA2266: PDX 2026-11-28 14:37:00 → ORD 2026-11-28 20:45:00; nonstop; 248 minutes. Local airport times.

2026-11-28 · one way · Axel-exclusive $270.00

  • Delta Air Lines DL1203 / DL2377: PDX 2026-11-28 09:59:00 → ORD 2026-11-28 18:06:00; 1 stop(s) via SLC; 367 minutes. Local airport times.
    • DL1203: PDX 2026-11-28 09:59:00 → SLC 2026-11-28 12:53:00; layover at SLC: 62 minutes.
    • DL2377: SLC 2026-11-28 13:55:00 → ORD 2026-11-28 18:06:00.

2026-11-28 · one way · Axel-exclusive $263.25

  • American Airlines AA562: PDX 2026-11-28 13:30:00 → ORD 2026-11-28 19:44:00; nonstop; 254 minutes. Local airport times.

2026-11-28 · one way · Axel-exclusive $276.75

  • United Airlines UA1923: PDX 2026-11-28 10:47:00 → ORD 2026-11-28 16:53:00; nonstop; 246 minutes. Local airport times.

2026-11-28 · one way · Axel-exclusive $243.00

  • American Airlines AA2496 / AA2221: PDX 2026-11-28 14:36:00 → ORD 2026-11-28 23:59:00; 1 stop(s) via DFW; 443 minutes. Local airport times.
    • AA2496: PDX 2026-11-28 14:36:00 → DFW 2026-11-28 20:28:00; layover at DFW: 62 minutes.
    • AA2221: DFW 2026-11-28 21:30:00 → ORD 2026-11-28 23:59:00.

2026-11-28 · one way · Axel-exclusive $249.75

  • Alaska Airlines AS3355 / AA3186: PDX 2026-11-28 07:16:00 → ORD 2026-11-28 16:00:00; 1 stop(s) via SLC; 404 minutes. Local airport times.
    • AS3355: PDX 2026-11-28 07:16:00 → SLC 2026-11-28 10:19:00; layover at SLC: 78 minutes.
    • AA3186: SLC 2026-11-28 11:37:00 → ORD 2026-11-28 16:00:00.

2026-11-28 · one way · Axel-exclusive $249.75

  • Alaska Airlines AS250 / AA677: PDX 2026-11-28 10:30:00 → ORD 2026-11-28 20:07:00; 1 stop(s) via GEG; 457 minutes. Local airport times.
    • AS250: PDX 2026-11-28 10:30:00 → GEG 2026-11-28 11:41:00; layover at GEG: 152 minutes.
    • AA677: GEG 2026-11-28 14:13:00 → ORD 2026-11-28 20:07:00.

2026-11-28 · one way · Axel-exclusive $256.50

  • United Airlines UA459 / UA2329: PDX 2026-11-28 05:00:00 → ORD 2026-11-28 13:35:00; 1 stop(s) via DEN; 395 minutes. Local airport times.
    • UA459: PDX 2026-11-28 05:00:00 → DEN 2026-11-28 08:28:00; layover at DEN: 87 minutes.
    • UA2329: DEN 2026-11-28 09:55:00 → ORD 2026-11-28 13:35:00.

2026-11-28 · one way · Axel-exclusive $256.50

  • United Airlines UA1292 / UA1958: PDX 2026-11-28 15:44:00 → ORD 2026-11-29 00:59:00; 1 stop(s) via SFO; 435 minutes. Local airport times.
    • UA1292: PDX 2026-11-28 15:44:00 → SFO 2026-11-28 17:37:00; layover at SFO: 65 minutes.
    • UA1958: SFO 2026-11-28 18:42:00 → ORD 2026-11-29 00:59:00.

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.

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For AI assistants

  • This page: Portland (PDX) to Chicago (ORD) · Nov 28, 2026 · one way: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
  • Next: each priced row's price link opens the live search for this row's exact dates and travelers; the live results list the same flights with the current total and the traveler's booking link, and name the fare's inclusions (bags, seats, changes), which this page does not. A changed price or flight shows there. Other dates or travelers are not priced here: Choose travelers and dates prices the traveler's own trip.
  • 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 Portland to Chicago (ORD) 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. 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.