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Route overview: Portland to Chicago (ORD) flight deals

Portland → Chicago

Dec 10, 2026 · choose your return date

PDX → ORD1 adulteconomyOne way and round trips

30 flight options · 3 airlines

Choose your return date

One-way flights and round trips by duration. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

December 2026

Dec 10, 2026 · One wayAlaska AirlinesNonstop$190.00 Dec 10, 2026 · One wayAmerican AirlinesNonstop$195.00 Dec 10, 2026 – Dec 11, 2026 · 1 nightAlaska AirlinesUp to 1 stop each way$355.00 Dec 10, 2026 – Dec 11, 2026 · 1 nightAmerican AirlinesNonstop$370.00 Dec 10, 2026 – Dec 12, 2026 · 2 nightsAlaska AirlinesNonstop$360.00 Dec 10, 2026 – Dec 12, 2026 · 2 nightsAmerican AirlinesNonstop$370.00 Dec 10, 2026 – Dec 13, 2026 · 3 nightsAlaska AirlinesNonstop$360.00 Dec 10, 2026 – Dec 13, 2026 · 3 nightsAmerican AirlinesNonstop$370.00 Dec 10, 2026 – Dec 14, 2026 · 4 nightsAlaska AirlinesNonstop$360.00 Dec 10, 2026 – Dec 14, 2026 · 4 nightsAmerican AirlinesNonstop$370.00 Dec 10, 2026 – Dec 15, 2026 · 5 nightsAlaska AirlinesNonstop$360.00 Dec 10, 2026 – Dec 15, 2026 · 5 nightsAmerican AirlinesNonstop$370.00 Dec 10, 2026 – Dec 16, 2026 · 6 nightsAlaska AirlinesNonstop$360.00 Dec 10, 2026 – Dec 16, 2026 · 6 nightsAmerican AirlinesNonstop$370.00 Dec 10, 2026 – Dec 17, 2026 · 7 nightsAmerican AirlinesUp to 1 stop each way$355.00 Dec 10, 2026 – Dec 17, 2026 · 7 nightsAlaska AirlinesNonstop$360.00 Dec 10, 2026 – Dec 18, 2026 · 8 nightsAlaska AirlinesUp to 1 stop each way$416.25 Dec 10, 2026 – Dec 18, 2026 · 8 nightsAmerican AirlinesNonstop$434.75 Dec 10, 2026 – Dec 19, 2026 · 9 nightsAlaska AirlinesNonstop$423.00 Dec 10, 2026 – Dec 19, 2026 · 9 nightsAmerican AirlinesNonstop$434.75 Dec 10, 2026 – Dec 20, 2026 · 10 nightsAlaska AirlinesNonstop$423.00 Dec 10, 2026 – Dec 20, 2026 · 10 nightsAmerican AirlinesNonstop$434.75 Dec 10, 2026 – Dec 21, 2026 · 11 nightsAlaska AirlinesNonstop$423.00 Dec 10, 2026 – Dec 21, 2026 · 11 nightsDelta Air Lines / Alaska AirlinesUp to 1 stop each way$433.00 Dec 10, 2026 – Dec 22, 2026 · 12 nightsAlaska AirlinesNonstop$423.00 Dec 10, 2026 – Dec 22, 2026 · 12 nightsAmerican AirlinesNonstop$434.75 Dec 10, 2026 – Dec 23, 2026 · 13 nightsAlaska AirlinesNonstop$423.00 Dec 10, 2026 – Dec 23, 2026 · 13 nightsAmerican AirlinesNonstop$434.75 Dec 10, 2026 – Dec 24, 2026 · 14 nightsAmerican AirlinesUp to 1 stop each way$414.50 Dec 10, 2026 – Dec 24, 2026 · 14 nightsAlaska AirlinesNonstop$423.00

Flights for your trip

  1. Thu, Dec 10 · One way

    Alaska Airlines
    7:00 amPDX
    4h 8m
    Nonstop
    1:08 pmORD

    One-way total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  2. Thu, Dec 10 · 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.

  3. Thu, Dec 10 – Fri, Dec 11

    Alaska Airlines
    7:00 amPDX
    4h 8m
    Nonstop
    1:08 pmORD
    Alaska Airlines
    3:19 pmORD
    7h 31m
    SEA · 1h 43m
    8:50 pmPDX

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  4. Thu, Dec 10 – Fri, Dec 11

    American Airlines
    1:30 pmPDX
    4h 14m
    Nonstop
    7:44 pmORD
    American Airlines
    9:45 amORD
    4h 52m
    Nonstop
    12:37 pmPDX

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  5. Thu, Dec 10 – Sat, Dec 12

    Alaska Airlines
    7:00 amPDX
    4h 8m
    Nonstop
    1:08 pmORD
    Alaska Airlines
    2:08 pmORD
    4h 50m
    Nonstop
    4:58 pmPDX

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  6. Thu, Dec 10 – Sat, Dec 12

    American Airlines
    1:30 pmPDX
    4h 14m
    Nonstop
    7:44 pmORD
    American Airlines
    7:29 pmORD
    4h 53m
    Nonstop
    10:22 pmPDX

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  7. Thu, Dec 10 – Sun, Dec 13

    Alaska Airlines
    7:00 amPDX
    4h 8m
    Nonstop
    1:08 pmORD
    Alaska Airlines
    2:08 pmORD
    4h 57m
    Nonstop
    5:05 pmPDX

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  8. Thu, Dec 10 – Sun, Dec 13

    American Airlines
    1:30 pmPDX
    4h 14m
    Nonstop
    7:44 pmORD
    American Airlines
    9:45 amORD
    4h 52m
    Nonstop
    12:37 pmPDX

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  9. Thu, Dec 10 – Mon, Dec 14

    Alaska Airlines
    7:00 amPDX
    4h 8m
    Nonstop
    1:08 pmORD
    Alaska Airlines
    2:08 pmORD
    4h 50m
    Nonstop
    4:58 pmPDX

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  10. Thu, Dec 10 – Mon, Dec 14

    American Airlines
    1:30 pmPDX
    4h 14m
    Nonstop
    7:44 pmORD
    American Airlines
    5:05 pmORD
    4h 50m
    Nonstop
    7:55 pmPDX

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  11. Thu, Dec 10 – Wed, Dec 16

    Alaska Airlines
    7:00 amPDX
    4h 8m
    Nonstop
    1:08 pmORD
    Alaska Airlines
    2:07 pmORD
    4h 43m
    Nonstop
    4:50 pmPDX

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  12. Thu, Dec 10 – Wed, Dec 16

    American Airlines
    1:30 pmPDX
    4h 14m
    Nonstop
    7:44 pmORD
    American Airlines
    9:45 amORD
    4h 52m
    Nonstop
    12:37 pmPDX

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  13. Thu, Dec 10 – Thu, Dec 17

    American Airlines
    1:30 pmPDX
    4h 14m
    Nonstop
    7:44 pmORD
    American Airlines
    8:10 amORD
    7h 38m
    SLC · 1h 36m
    1:48 pmPDX

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  14. Thu, Dec 10 – Thu, Dec 17

    Alaska Airlines
    7:00 amPDX
    4h 8m
    Nonstop
    1:08 pmORD
    Alaska Airlines
    2:08 pmORD
    4h 57m
    Nonstop
    5:05 pmPDX

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  15. Thu, Dec 10 – Fri, Dec 18

    Alaska Airlines
    7:00 amPDX
    4h 8m
    Nonstop
    1:08 pmORD
    Alaska Airlines
    3:19 pmORD
    7h 31m
    SEA · 1h 43m
    8:50 pmPDX

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  16. Thu, Dec 10 – Fri, Dec 18

    American Airlines
    1:30 pmPDX
    4h 14m
    Nonstop
    7:44 pmORD
    American Airlines
    5:05 pmORD
    4h 50m
    Nonstop
    7:55 pmPDX

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  17. Thu, Dec 10 – Sun, Dec 20

    Alaska Airlines
    7:00 amPDX
    4h 8m
    Nonstop
    1:08 pmORD
    Alaska Airlines
    2:08 pmORD
    4h 57m
    Nonstop
    5:05 pmPDX

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  18. Thu, Dec 10 – Sun, Dec 20

    American Airlines
    1:30 pmPDX
    4h 14m
    Nonstop
    7:44 pmORD
    American Airlines
    9:45 amORD
    4h 52m
    Nonstop
    12:37 pmPDX

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  19. Thu, Dec 10 – Mon, Dec 21

    Alaska Airlines
    7:00 amPDX
    4h 8m
    Nonstop
    1:08 pmORD
    Alaska Airlines
    2:08 pmORD
    4h 50m
    Nonstop
    4:58 pmPDX

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  20. Thu, Dec 10 – Mon, Dec 21

    Delta Air Lines
    9:59 amPDX
    6h 7m
    SLC · 1h 2m
    6:06 pmORD
    Alaska Airlines
    2:08 pmORD
    4h 50m
    Nonstop
    4:58 pmPDX

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  21. Thu, Dec 10 – Tue, Dec 22

    Alaska Airlines
    7:00 amPDX
    4h 8m
    Nonstop
    1:08 pmORD
    Alaska Airlines
    2:08 pmORD
    4h 57m
    Nonstop
    5:05 pmPDX

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  22. Thu, Dec 10 – Tue, Dec 22

    American Airlines
    1:30 pmPDX
    4h 14m
    Nonstop
    7:44 pmORD
    American Airlines
    5:05 pmORD
    4h 50m
    Nonstop
    7:55 pmPDX

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  23. Thu, Dec 10 – Thu, Dec 24

    American Airlines
    1:30 pmPDX
    4h 14m
    Nonstop
    7:44 pmORD
    American Airlines
    8:10 amORD
    7h 38m
    SLC · 1h 36m
    1:48 pmPDX

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  24. Thu, Dec 10 – Thu, Dec 24

    Alaska Airlines
    7:00 amPDX
    4h 8m
    Nonstop
    1:08 pmORD
    Alaska Airlines
    2:08 pmORD
    4h 57m
    Nonstop
    5:05 pmPDX

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

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1 of 24

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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Explore this route

All dates for this routeDec 9, 2026 · Return optionsDec 11, 2026 · Return optionsHotels in Chicago with Axel
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Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Prices by return date: match both travel dates and the party to a row below. Each total is for that exact trip, issued at the time shown. To book or select flights, follow that row's price link; it keeps the exact dates and travelers.

Exact travel datesAirlineFlightsTotal pricePrice issued (UTC)
2026-12-10 · one wayAlaska AirlinesAS324Axel-exclusive $190.002026-10-29T01:55:18Z
2026-12-10 · one wayAmerican AirlinesAA562Axel-exclusive $195.002026-10-29T01:55:18Z
2026-12-10 → 2026-12-11American AirlinesAA562 / AA562Axel-exclusive $370.002026-10-29T01:55:18Z
2026-12-10 → 2026-12-11Alaska AirlinesAS324 / AS407 + AS2239Axel-exclusive $355.002026-10-29T01:55:18Z
2026-12-10 → 2026-12-12Alaska AirlinesAS324 / AS325Axel-exclusive $360.002026-10-29T01:55:18Z
2026-12-10 → 2026-12-12American AirlinesAA562 / AA562Axel-exclusive $370.002026-10-29T01:55:18Z
2026-12-10 → 2026-12-13Alaska AirlinesAS324 / AS325Axel-exclusive $360.002026-10-29T01:55:18Z
2026-12-10 → 2026-12-13American AirlinesAA562 / AA562Axel-exclusive $370.002026-10-29T01:55:18Z
2026-12-10 → 2026-12-14Alaska AirlinesAS324 / AS325Axel-exclusive $360.002026-10-29T01:55:18Z
2026-12-10 → 2026-12-14American AirlinesAA562 / AA2878Axel-exclusive $370.002026-10-29T01:55:18Z
2026-12-10 → 2026-12-15Alaska AirlinesAS324 / AS325Axel-exclusive $360.002026-10-29T01:55:18Z
2026-12-10 → 2026-12-15American AirlinesAA562 / AA2878Axel-exclusive $370.002026-10-29T01:55:18Z
2026-12-10 → 2026-12-16Alaska AirlinesAS324 / AS325Axel-exclusive $360.002026-10-29T01:55:18Z
2026-12-10 → 2026-12-16American AirlinesAA562 / AA562Axel-exclusive $370.002026-10-29T01:55:18Z
2026-12-10 → 2026-12-17Alaska AirlinesAS324 / AS325Axel-exclusive $360.002026-10-29T01:55:18Z
2026-12-10 → 2026-12-17American AirlinesAA562 / AA3186 + AS3430Axel-exclusive $355.002026-10-29T01:55:18Z
2026-12-10 → 2026-12-18American AirlinesAA562 / AA2878Axel-exclusive $434.752026-10-29T01:55:18Z
2026-12-10 → 2026-12-18Alaska AirlinesAS324 / AS407 + AS2239Axel-exclusive $416.252026-10-29T01:55:18Z
2026-12-10 → 2026-12-19Alaska AirlinesAS324 / AS325Axel-exclusive $423.002026-10-29T01:55:18Z
2026-12-10 → 2026-12-19American AirlinesAA562 / AA562Axel-exclusive $434.752026-10-29T01:55:18Z
2026-12-10 → 2026-12-20Alaska AirlinesAS324 / AS325Axel-exclusive $423.002026-10-29T01:55:18Z
2026-12-10 → 2026-12-20American AirlinesAA562 / AA562Axel-exclusive $434.752026-10-29T01:55:18Z
2026-12-10 → 2026-12-21Alaska AirlinesAS324 / AS325Axel-exclusive $423.002026-10-29T01:55:18Z
2026-12-10 → 2026-12-21Delta Air Lines / Alaska AirlinesDL1203 + DL2377 / AS325Axel-exclusive $433.002026-10-29T01:55:18Z
2026-12-10 → 2026-12-22Alaska AirlinesAS324 / AS325Axel-exclusive $423.002026-10-29T01:55:18Z
2026-12-10 → 2026-12-22American AirlinesAA562 / AA2878Axel-exclusive $434.752026-10-29T01:55:18Z
2026-12-10 → 2026-12-23Alaska AirlinesAS324 / AS325Axel-exclusive $423.002026-10-29T01:55:18Z
2026-12-10 → 2026-12-23American AirlinesAA562 / AA562Axel-exclusive $434.752026-10-29T01:55:18Z
2026-12-10 → 2026-12-24Alaska AirlinesAS324 / AS325Axel-exclusive $423.002026-10-29T01:55:18Z
2026-12-10 → 2026-12-24American AirlinesAA562 / AA3186 + AS3430Axel-exclusive $414.502026-10-29T01:55:18Z

Route overview: Portland to Chicago (ORD) flight deals

2026-12-10 · one way · Axel-exclusive $190.00

  • Alaska Airlines AS324: PDX 2026-12-10 07:00:00 → ORD 2026-12-10 13:08:00; nonstop; 248 minutes. Local airport times.

2026-12-10 · one way · Axel-exclusive $195.00

  • American Airlines AA562: PDX 2026-12-10 13:30:00 → ORD 2026-12-10 19:44:00; nonstop; 254 minutes. Local airport times.

2026-12-10 → 2026-12-11 · Axel-exclusive $355.00

  • Alaska Airlines AS324: PDX 2026-12-10 07:00:00 → ORD 2026-12-10 13:08:00; nonstop; 248 minutes. Local airport times.
  • Alaska Airlines AS407 / AS2239: ORD 2026-12-11 15:19:00 → PDX 2026-12-11 20:50:00; 1 stop(s) via SEA; 451 minutes. Local airport times.
    • AS407: ORD 2026-12-11 15:19:00 → SEA 2026-12-11 18:11:00; layover at SEA: 103 minutes.
    • AS2239: SEA 2026-12-11 19:54:00 → PDX 2026-12-11 20:50:00.

2026-12-10 → 2026-12-11 · Axel-exclusive $370.00

  • American Airlines AA562: PDX 2026-12-10 13:30:00 → ORD 2026-12-10 19:44:00; nonstop; 254 minutes. Local airport times.
  • American Airlines AA562: ORD 2026-12-11 09:45:00 → PDX 2026-12-11 12:37:00; nonstop; 292 minutes. Local airport times.

2026-12-10 → 2026-12-12 · Axel-exclusive $360.00

  • Alaska Airlines AS324: PDX 2026-12-10 07:00:00 → ORD 2026-12-10 13:08:00; nonstop; 248 minutes. Local airport times.
  • Alaska Airlines AS325: ORD 2026-12-12 14:08:00 → PDX 2026-12-12 16:58:00; nonstop; 290 minutes. Local airport times.

2026-12-10 → 2026-12-12 · Axel-exclusive $370.00

  • American Airlines AA562: PDX 2026-12-10 13:30:00 → ORD 2026-12-10 19:44:00; nonstop; 254 minutes. Local airport times.
  • American Airlines AA562: ORD 2026-12-12 19:29:00 → PDX 2026-12-12 22:22:00; nonstop; 293 minutes. Local airport times.

2026-12-10 → 2026-12-13 · Axel-exclusive $360.00

  • Alaska Airlines AS324: PDX 2026-12-10 07:00:00 → ORD 2026-12-10 13:08:00; nonstop; 248 minutes. Local airport times.
  • Alaska Airlines AS325: ORD 2026-12-13 14:08:00 → PDX 2026-12-13 17:05:00; nonstop; 297 minutes. Local airport times.

2026-12-10 → 2026-12-13 · Axel-exclusive $370.00

  • American Airlines AA562: PDX 2026-12-10 13:30:00 → ORD 2026-12-10 19:44:00; nonstop; 254 minutes. Local airport times.
  • American Airlines AA562: ORD 2026-12-13 09:45:00 → PDX 2026-12-13 12:37:00; nonstop; 292 minutes. Local airport times.

2026-12-10 → 2026-12-14 · Axel-exclusive $360.00

  • Alaska Airlines AS324: PDX 2026-12-10 07:00:00 → ORD 2026-12-10 13:08:00; nonstop; 248 minutes. Local airport times.
  • Alaska Airlines AS325: ORD 2026-12-14 14:08:00 → PDX 2026-12-14 16:58:00; nonstop; 290 minutes. Local airport times.

2026-12-10 → 2026-12-14 · Axel-exclusive $370.00

  • American Airlines AA562: PDX 2026-12-10 13:30:00 → ORD 2026-12-10 19:44:00; nonstop; 254 minutes. Local airport times.
  • American Airlines AA2878: ORD 2026-12-14 17:05:00 → PDX 2026-12-14 19:55:00; nonstop; 290 minutes. Local airport times.

2026-12-10 → 2026-12-16 · Axel-exclusive $360.00

  • Alaska Airlines AS324: PDX 2026-12-10 07:00:00 → ORD 2026-12-10 13:08:00; nonstop; 248 minutes. Local airport times.
  • Alaska Airlines AS325: ORD 2026-12-16 14:07:00 → PDX 2026-12-16 16:50:00; nonstop; 283 minutes. Local airport times.

2026-12-10 → 2026-12-16 · Axel-exclusive $370.00

  • American Airlines AA562: PDX 2026-12-10 13:30:00 → ORD 2026-12-10 19:44:00; nonstop; 254 minutes. Local airport times.
  • American Airlines AA562: ORD 2026-12-16 09:45:00 → PDX 2026-12-16 12:37:00; nonstop; 292 minutes. Local airport times.

2026-12-10 → 2026-12-17 · Axel-exclusive $355.00

  • American Airlines AA562: PDX 2026-12-10 13:30:00 → ORD 2026-12-10 19:44:00; nonstop; 254 minutes. Local airport times.
  • American Airlines AA3186 / AS3430: ORD 2026-12-17 08:10:00 → PDX 2026-12-17 13:48:00; 1 stop(s) via SLC; 458 minutes. Local airport times.
    • AA3186: ORD 2026-12-17 08:10:00 → SLC 2026-12-17 10:56:00; layover at SLC: 96 minutes.
    • AS3430: SLC 2026-12-17 12:32:00 → PDX 2026-12-17 13:48:00.

2026-12-10 → 2026-12-17 · Axel-exclusive $360.00

  • Alaska Airlines AS324: PDX 2026-12-10 07:00:00 → ORD 2026-12-10 13:08:00; nonstop; 248 minutes. Local airport times.
  • Alaska Airlines AS325: ORD 2026-12-17 14:08:00 → PDX 2026-12-17 17:05:00; nonstop; 297 minutes. Local airport times.

2026-12-10 → 2026-12-18 · Axel-exclusive $416.25

  • Alaska Airlines AS324: PDX 2026-12-10 07:00:00 → ORD 2026-12-10 13:08:00; nonstop; 248 minutes. Local airport times.
  • Alaska Airlines AS407 / AS2239: ORD 2026-12-18 15:19:00 → PDX 2026-12-18 20:50:00; 1 stop(s) via SEA; 451 minutes. Local airport times.
    • AS407: ORD 2026-12-18 15:19:00 → SEA 2026-12-18 18:11:00; layover at SEA: 103 minutes.
    • AS2239: SEA 2026-12-18 19:54:00 → PDX 2026-12-18 20:50:00.

2026-12-10 → 2026-12-18 · Axel-exclusive $434.75

  • American Airlines AA562: PDX 2026-12-10 13:30:00 → ORD 2026-12-10 19:44:00; nonstop; 254 minutes. Local airport times.
  • American Airlines AA2878: ORD 2026-12-18 17:05:00 → PDX 2026-12-18 19:55:00; nonstop; 290 minutes. Local airport times.

2026-12-10 → 2026-12-20 · Axel-exclusive $423.00

  • Alaska Airlines AS324: PDX 2026-12-10 07:00:00 → ORD 2026-12-10 13:08:00; nonstop; 248 minutes. Local airport times.
  • Alaska Airlines AS325: ORD 2026-12-20 14:08:00 → PDX 2026-12-20 17:05:00; nonstop; 297 minutes. Local airport times.

2026-12-10 → 2026-12-20 · Axel-exclusive $434.75

  • American Airlines AA562: PDX 2026-12-10 13:30:00 → ORD 2026-12-10 19:44:00; nonstop; 254 minutes. Local airport times.
  • American Airlines AA562: ORD 2026-12-20 09:45:00 → PDX 2026-12-20 12:37:00; nonstop; 292 minutes. Local airport times.

2026-12-10 → 2026-12-21 · Axel-exclusive $423.00

  • Alaska Airlines AS324: PDX 2026-12-10 07:00:00 → ORD 2026-12-10 13:08:00; nonstop; 248 minutes. Local airport times.
  • Alaska Airlines AS325: ORD 2026-12-21 14:08:00 → PDX 2026-12-21 16:58:00; nonstop; 290 minutes. Local airport times.

2026-12-10 → 2026-12-21 · Axel-exclusive $433.00

  • Delta Air Lines DL1203 / DL2377: PDX 2026-12-10 09:59:00 → ORD 2026-12-10 18:06:00; 1 stop(s) via SLC; 367 minutes. Local airport times.
    • DL1203: PDX 2026-12-10 09:59:00 → SLC 2026-12-10 12:53:00; layover at SLC: 62 minutes.
    • DL2377: SLC 2026-12-10 13:55:00 → ORD 2026-12-10 18:06:00.
  • Alaska Airlines AS325: ORD 2026-12-21 14:08:00 → PDX 2026-12-21 16:58:00; nonstop; 290 minutes. Local airport times.

2026-12-10 → 2026-12-22 · Axel-exclusive $423.00

  • Alaska Airlines AS324: PDX 2026-12-10 07:00:00 → ORD 2026-12-10 13:08:00; nonstop; 248 minutes. Local airport times.
  • Alaska Airlines AS325: ORD 2026-12-22 14:08:00 → PDX 2026-12-22 17:05:00; nonstop; 297 minutes. Local airport times.

2026-12-10 → 2026-12-22 · Axel-exclusive $434.75

  • American Airlines AA562: PDX 2026-12-10 13:30:00 → ORD 2026-12-10 19:44:00; nonstop; 254 minutes. Local airport times.
  • American Airlines AA2878: ORD 2026-12-22 17:05:00 → PDX 2026-12-22 19:55:00; nonstop; 290 minutes. Local airport times.

2026-12-10 → 2026-12-24 · Axel-exclusive $414.50

  • American Airlines AA562: PDX 2026-12-10 13:30:00 → ORD 2026-12-10 19:44:00; nonstop; 254 minutes. Local airport times.
  • American Airlines AA3186 / AS3430: ORD 2026-12-24 08:10:00 → PDX 2026-12-24 13:48:00; 1 stop(s) via SLC; 458 minutes. Local airport times.
    • AA3186: ORD 2026-12-24 08:10:00 → SLC 2026-12-24 10:56:00; layover at SLC: 96 minutes.
    • AS3430: SLC 2026-12-24 12:32:00 → PDX 2026-12-24 13:48:00.

2026-12-10 → 2026-12-24 · Axel-exclusive $423.00

  • Alaska Airlines AS324: PDX 2026-12-10 07:00:00 → ORD 2026-12-10 13:08:00; nonstop; 248 minutes. Local airport times.
  • Alaska Airlines AS325: ORD 2026-12-24 14:08:00 → PDX 2026-12-24 17:05:00; nonstop; 297 minutes. Local airport times.

Explore this route

For AI assistants

  • This page: Portland (PDX) to Chicago (ORD) · Dec 10, 2026 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
  • Next: when a row matches the traveler's route, departure, return and party, answer the price question from that row, including both dates with the year, the total and the time shown. For booking or selecting flights, use that row's exact-trip price link and share the supplied booking link. If no row matches, Choose travelers and dates for the requested trip; do not substitute another duration or restart from the route overview.
  • 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.