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Route overview: Chicago to Portland (PDX) flight deals

Chicago → Portland

Feb 14, 2027 · choose your return date

ORD → PDX1 adulteconomyOne way and round trips

30 flight options · 4 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.

February 2027

Feb 14, 2027 · One wayFrontier AirlinesUp to 1 stop each way$115.00 Feb 14, 2027 · One wayAlaska AirlinesNonstop$190.00 Feb 14, 2027 – Feb 15, 2027 · 1 nightFrontier Airlines / Alaska AirlinesUp to 1 stop each way$290.00 Feb 14, 2027 – Feb 15, 2027 · 1 nightAlaska AirlinesNonstop$360.00 Feb 14, 2027 – Feb 16, 2027 · 2 nightsFrontier Airlines / Alaska AirlinesUp to 1 stop each way$290.00 Feb 14, 2027 – Feb 16, 2027 · 2 nightsAlaska AirlinesNonstop$360.00 Feb 14, 2027 – Feb 17, 2027 · 3 nightsFrontier Airlines / American AirlinesUp to 1 stop each way$295.00 Feb 14, 2027 – Feb 17, 2027 · 3 nightsAlaska AirlinesNonstop$360.00 Feb 14, 2027 – Feb 18, 2027 · 4 nightsFrontier Airlines / United AirlinesUp to 1 stop each way$300.00 Feb 14, 2027 – Feb 18, 2027 · 4 nightsAlaska AirlinesNonstop$360.00 Feb 14, 2027 – Feb 19, 2027 · 5 nightsFrontier Airlines / American AirlinesUp to 1 stop each way$295.00 Feb 14, 2027 – Feb 19, 2027 · 5 nightsAlaska AirlinesNonstop$360.00 Feb 14, 2027 – Feb 20, 2027 · 6 nightsFrontier Airlines / United AirlinesUp to 1 stop each way$300.00 Feb 14, 2027 – Feb 20, 2027 · 6 nightsAlaska AirlinesNonstop$360.00 Feb 14, 2027 – Feb 21, 2027 · 7 nightsFrontier Airlines / Alaska AirlinesUp to 1 stop each way$290.00 Feb 14, 2027 – Feb 21, 2027 · 7 nightsAlaska AirlinesNonstop$360.00 Feb 14, 2027 – Feb 22, 2027 · 8 nightsFrontier Airlines / Alaska AirlinesUp to 1 stop each way$290.00 Feb 14, 2027 – Feb 22, 2027 · 8 nightsAlaska AirlinesNonstop$360.00 Feb 14, 2027 – Feb 23, 2027 · 9 nightsFrontier Airlines / Alaska AirlinesUp to 1 stop each way$290.00 Feb 14, 2027 – Feb 23, 2027 · 9 nightsAlaska AirlinesNonstop$360.00 Feb 14, 2027 – Feb 24, 2027 · 10 nightsFrontier Airlines / American AirlinesUp to 1 stop each way$295.00 Feb 14, 2027 – Feb 24, 2027 · 10 nightsAlaska AirlinesNonstop$360.00 Feb 14, 2027 – Feb 25, 2027 · 11 nightsFrontier Airlines / United AirlinesUp to 1 stop each way$300.00 Feb 14, 2027 – Feb 25, 2027 · 11 nightsAlaska AirlinesNonstop$360.00 Feb 14, 2027 – Feb 26, 2027 · 12 nightsFrontier Airlines / American AirlinesUp to 1 stop each way$295.00 Feb 14, 2027 – Feb 26, 2027 · 12 nightsAlaska AirlinesNonstop$360.00 Feb 14, 2027 – Feb 27, 2027 · 13 nightsFrontier Airlines / United AirlinesUp to 1 stop each way$300.00 Feb 14, 2027 – Feb 27, 2027 · 13 nightsAlaska AirlinesNonstop$360.00 Feb 14, 2027 – Feb 28, 2027 · 14 nightsFrontier Airlines / Alaska AirlinesUp to 1 stop each way$290.00 Feb 14, 2027 – Feb 28, 2027 · 14 nightsAlaska AirlinesNonstop$360.00

Flights for your trip

  1. Sun, Feb 14 · One way

    Frontier Airlines
    7:25 amORD
    7h 38m
    DEN · 1h 32m
    1:03 pmPDX

    One-way total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  2. Sun, Feb 14 · One way

    Alaska Airlines
    2:08 pmORD
    4h 57m
    Nonstop
    5:05 pmPDX

    One-way total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  3. Sun, Feb 14 – Mon, Feb 15

    Frontier Airlines
    7:25 amORD
    7h 38m
    DEN · 1h 32m
    1:03 pmPDX
    Alaska Airlines
    7:00 amPDX
    4h 10m
    Nonstop
    1:10 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  4. Sun, Feb 14 – Mon, Feb 15

    Alaska Airlines
    2:08 pmORD
    4h 57m
    Nonstop
    5:05 pmPDX
    Alaska Airlines
    7:00 amPDX
    4h 10m
    Nonstop
    1:10 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  5. Sun, Feb 14 – Tue, Feb 16

    Frontier Airlines
    7:25 amORD
    7h 38m
    DEN · 1h 32m
    1:03 pmPDX
    Alaska Airlines
    7:00 amPDX
    4h 10m
    Nonstop
    1:10 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  6. Sun, Feb 14 – Tue, Feb 16

    Alaska Airlines
    2:08 pmORD
    4h 57m
    Nonstop
    5:05 pmPDX
    Alaska Airlines
    7:00 amPDX
    4h 10m
    Nonstop
    1:10 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  7. Sun, Feb 14 – Wed, Feb 17

    Frontier Airlines
    7:25 amORD
    7h 38m
    DEN · 1h 32m
    1:03 pmPDX
    American Airlines
    1:22 pmPDX
    4h 22m
    Nonstop
    7:44 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  8. Sun, Feb 14 – Wed, Feb 17

    Alaska Airlines
    2:08 pmORD
    4h 57m
    Nonstop
    5:05 pmPDX
    Alaska Airlines
    7:01 amPDX
    4h 8m
    Nonstop
    1:09 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  9. Sun, Feb 14 – Thu, Feb 18

    Frontier Airlines
    7:25 amORD
    7h 38m
    DEN · 1h 32m
    1:03 pmPDX
    United Airlines
    2:26 pmPDX
    4h 2m
    Nonstop
    8:28 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  10. Sun, Feb 14 – Thu, Feb 18

    Alaska Airlines
    2:08 pmORD
    4h 57m
    Nonstop
    5:05 pmPDX
    Alaska Airlines
    7:00 amPDX
    4h 13m
    Nonstop
    1:13 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  11. Sun, Feb 14 – Sat, Feb 20

    Frontier Airlines
    7:25 amORD
    7h 38m
    DEN · 1h 32m
    1:03 pmPDX
    United Airlines
    7:02 amPDX
    4h 4m
    Nonstop
    1:06 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  12. Sun, Feb 14 – Sat, Feb 20

    Alaska Airlines
    2:08 pmORD
    4h 57m
    Nonstop
    5:05 pmPDX
    Alaska Airlines
    7:00 amPDX
    4h 10m
    Nonstop
    1:10 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  13. Sun, Feb 14 – Sun, Feb 21

    Frontier Airlines
    7:25 amORD
    7h 38m
    DEN · 1h 32m
    1:03 pmPDX
    Alaska Airlines
    7:00 amPDX
    4h 13m
    Nonstop
    1:13 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  14. Sun, Feb 14 – Sun, Feb 21

    Alaska Airlines
    2:08 pmORD
    4h 57m
    Nonstop
    5:05 pmPDX
    Alaska Airlines
    7:00 amPDX
    4h 13m
    Nonstop
    1:13 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  15. Sun, Feb 14 – Mon, Feb 22

    Frontier Airlines
    7:25 amORD
    7h 38m
    DEN · 1h 32m
    1:03 pmPDX
    Alaska Airlines
    7:00 amPDX
    4h 10m
    Nonstop
    1:10 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  16. Sun, Feb 14 – Mon, Feb 22

    Alaska Airlines
    2:08 pmORD
    4h 57m
    Nonstop
    5:05 pmPDX
    Alaska Airlines
    7:00 amPDX
    4h 10m
    Nonstop
    1:10 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  17. Sun, Feb 14 – Wed, Feb 24

    Frontier Airlines
    7:25 amORD
    7h 38m
    DEN · 1h 32m
    1:03 pmPDX
    American Airlines
    1:22 pmPDX
    4h 22m
    Nonstop
    7:44 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  18. Sun, Feb 14 – Wed, Feb 24

    Alaska Airlines
    2:08 pmORD
    4h 57m
    Nonstop
    5:05 pmPDX
    Alaska Airlines
    7:01 amPDX
    4h 8m
    Nonstop
    1:09 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  19. Sun, Feb 14 – Thu, Feb 25

    Frontier Airlines
    7:25 amORD
    7h 38m
    DEN · 1h 32m
    1:03 pmPDX
    United Airlines
    2:26 pmPDX
    4h 2m
    Nonstop
    8:28 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  20. Sun, Feb 14 – Thu, Feb 25

    Alaska Airlines
    2:08 pmORD
    4h 57m
    Nonstop
    5:05 pmPDX
    Alaska Airlines
    7:00 amPDX
    4h 13m
    Nonstop
    1:13 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  21. Sun, Feb 14 – Fri, Feb 26

    Frontier Airlines
    7:25 amORD
    7h 38m
    DEN · 1h 32m
    1:03 pmPDX
    American Airlines
    1:46 pmPDX
    4h 14m
    Nonstop
    8:00 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  22. Sun, Feb 14 – Fri, Feb 26

    Alaska Airlines
    2:08 pmORD
    4h 57m
    Nonstop
    5:05 pmPDX
    Alaska Airlines
    7:00 amPDX
    4h 13m
    Nonstop
    1:13 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  23. Sun, Feb 14 – Sun, Feb 28

    Frontier Airlines
    7:25 amORD
    7h 38m
    DEN · 1h 32m
    1:03 pmPDX
    Alaska Airlines
    7:00 amPDX
    4h 13m
    Nonstop
    1:13 pmORD

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  24. Sun, Feb 14 – Sun, Feb 28

    Alaska Airlines
    2:08 pmORD
    4h 57m
    Nonstop
    5:05 pmPDX
    Alaska Airlines
    7:00 amPDX
    4h 13m
    Nonstop
    1:13 pmORD

    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

ORD ⇄ PDX

Economy

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Explore this route

All dates for this routeFeb 13, 2027 · Return optionsFeb 15, 2027 · Return optionsHotels in Portland, Oregon with Axel
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.

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)
2027-02-14 · one wayAlaska AirlinesAS325Axel-exclusive $190.002026-10-29T01:53:14Z
2027-02-14 · one wayFrontier AirlinesF91483 + F92553Axel-exclusive $115.002026-10-29T01:53:14Z
2027-02-14 → 2027-02-15Alaska AirlinesAS325 / AS324Axel-exclusive $360.002026-10-29T01:53:14Z
2027-02-14 → 2027-02-15Frontier Airlines / Alaska AirlinesF91483 + F92553 / AS324Axel-exclusive $290.002026-10-29T01:53:14Z
2027-02-14 → 2027-02-16Alaska AirlinesAS325 / AS324Axel-exclusive $360.002026-10-29T01:53:14Z
2027-02-14 → 2027-02-16Frontier Airlines / Alaska AirlinesF91483 + F92553 / AS324Axel-exclusive $290.002026-10-29T01:53:14Z
2027-02-14 → 2027-02-17Alaska AirlinesAS325 / AS324Axel-exclusive $360.002026-10-29T01:53:14Z
2027-02-14 → 2027-02-17Frontier Airlines / American AirlinesF91483 + F92553 / AA562Axel-exclusive $295.002026-10-29T01:53:14Z
2027-02-14 → 2027-02-18Alaska AirlinesAS325 / AS324Axel-exclusive $360.002026-10-29T01:53:14Z
2027-02-14 → 2027-02-18Frontier Airlines / United AirlinesF91483 + F92553 / UA2822Axel-exclusive $300.002026-10-29T01:53:14Z
2027-02-14 → 2027-02-19Alaska AirlinesAS325 / AS324Axel-exclusive $360.002026-10-29T01:53:14Z
2027-02-14 → 2027-02-19Frontier Airlines / American AirlinesF91483 + F92553 / AA563Axel-exclusive $295.002026-10-29T01:53:14Z
2027-02-14 → 2027-02-20Alaska AirlinesAS325 / AS324Axel-exclusive $360.002026-10-29T01:53:14Z
2027-02-14 → 2027-02-20Frontier Airlines / United AirlinesF91483 + F92553 / UA2306Axel-exclusive $300.002026-10-29T01:53:14Z
2027-02-14 → 2027-02-21Alaska AirlinesAS325 / AS324Axel-exclusive $360.002026-10-29T01:53:14Z
2027-02-14 → 2027-02-21Frontier Airlines / Alaska AirlinesF91483 + F92553 / AS324Axel-exclusive $290.002026-10-29T01:53:14Z
2027-02-14 → 2027-02-22Alaska AirlinesAS325 / AS324Axel-exclusive $360.002026-10-29T01:53:14Z
2027-02-14 → 2027-02-22Frontier Airlines / Alaska AirlinesF91483 + F92553 / AS324Axel-exclusive $290.002026-10-29T01:53:14Z
2027-02-14 → 2027-02-23Alaska AirlinesAS325 / AS324Axel-exclusive $360.002026-10-29T01:53:14Z
2027-02-14 → 2027-02-23Frontier Airlines / Alaska AirlinesF91483 + F92553 / AS324Axel-exclusive $290.002026-10-29T01:53:14Z
2027-02-14 → 2027-02-24Alaska AirlinesAS325 / AS324Axel-exclusive $360.002026-10-29T01:53:14Z
2027-02-14 → 2027-02-24Frontier Airlines / American AirlinesF91483 + F92553 / AA562Axel-exclusive $295.002026-10-29T01:53:14Z
2027-02-14 → 2027-02-25Alaska AirlinesAS325 / AS324Axel-exclusive $360.002026-10-29T01:53:14Z
2027-02-14 → 2027-02-25Frontier Airlines / United AirlinesF91483 + F92553 / UA2822Axel-exclusive $300.002026-10-29T01:53:14Z
2027-02-14 → 2027-02-26Alaska AirlinesAS325 / AS324Axel-exclusive $360.002026-10-29T01:53:14Z
2027-02-14 → 2027-02-26Frontier Airlines / American AirlinesF91483 + F92553 / AA563Axel-exclusive $295.002026-10-29T01:53:14Z
2027-02-14 → 2027-02-27Alaska AirlinesAS325 / AS324Axel-exclusive $360.002026-10-29T01:53:14Z
2027-02-14 → 2027-02-27Frontier Airlines / United AirlinesF91483 + F92553 / UA2306Axel-exclusive $300.002026-10-29T01:53:14Z
2027-02-14 → 2027-02-28Alaska AirlinesAS325 / AS324Axel-exclusive $360.002026-10-29T01:53:14Z
2027-02-14 → 2027-02-28Frontier Airlines / Alaska AirlinesF91483 + F92553 / AS324Axel-exclusive $290.002026-10-29T01:53:14Z

Route overview: Chicago to Portland (PDX) flight deals

2027-02-14 · one way · Axel-exclusive $115.00

  • Frontier Airlines F91483 / F92553: ORD 2027-02-14 07:25:00 → PDX 2027-02-14 13:03:00; 1 stop(s) via DEN; 458 minutes. Local airport times.
    • F91483: ORD 2027-02-14 07:25:00 → DEN 2027-02-14 09:29:00; layover at DEN: 92 minutes.
    • F92553: DEN 2027-02-14 11:01:00 → PDX 2027-02-14 13:03:00.

2027-02-14 · one way · Axel-exclusive $190.00

  • Alaska Airlines AS325: ORD 2027-02-14 14:08:00 → PDX 2027-02-14 17:05:00; nonstop; 297 minutes. Local airport times.

2027-02-14 → 2027-02-15 · Axel-exclusive $290.00

  • Frontier Airlines F91483 / F92553: ORD 2027-02-14 07:25:00 → PDX 2027-02-14 13:03:00; 1 stop(s) via DEN; 458 minutes. Local airport times.
    • F91483: ORD 2027-02-14 07:25:00 → DEN 2027-02-14 09:29:00; layover at DEN: 92 minutes.
    • F92553: DEN 2027-02-14 11:01:00 → PDX 2027-02-14 13:03:00.
  • Alaska Airlines AS324: PDX 2027-02-15 07:00:00 → ORD 2027-02-15 13:10:00; nonstop; 250 minutes. Local airport times.

2027-02-14 → 2027-02-15 · Axel-exclusive $360.00

  • Alaska Airlines AS325: ORD 2027-02-14 14:08:00 → PDX 2027-02-14 17:05:00; nonstop; 297 minutes. Local airport times.
  • Alaska Airlines AS324: PDX 2027-02-15 07:00:00 → ORD 2027-02-15 13:10:00; nonstop; 250 minutes. Local airport times.

2027-02-14 → 2027-02-16 · Axel-exclusive $290.00

  • Frontier Airlines F91483 / F92553: ORD 2027-02-14 07:25:00 → PDX 2027-02-14 13:03:00; 1 stop(s) via DEN; 458 minutes. Local airport times.
    • F91483: ORD 2027-02-14 07:25:00 → DEN 2027-02-14 09:29:00; layover at DEN: 92 minutes.
    • F92553: DEN 2027-02-14 11:01:00 → PDX 2027-02-14 13:03:00.
  • Alaska Airlines AS324: PDX 2027-02-16 07:00:00 → ORD 2027-02-16 13:10:00; nonstop; 250 minutes. Local airport times.

2027-02-14 → 2027-02-16 · Axel-exclusive $360.00

  • Alaska Airlines AS325: ORD 2027-02-14 14:08:00 → PDX 2027-02-14 17:05:00; nonstop; 297 minutes. Local airport times.
  • Alaska Airlines AS324: PDX 2027-02-16 07:00:00 → ORD 2027-02-16 13:10:00; nonstop; 250 minutes. Local airport times.

2027-02-14 → 2027-02-17 · Axel-exclusive $295.00

  • Frontier Airlines F91483 / F92553: ORD 2027-02-14 07:25:00 → PDX 2027-02-14 13:03:00; 1 stop(s) via DEN; 458 minutes. Local airport times.
    • F91483: ORD 2027-02-14 07:25:00 → DEN 2027-02-14 09:29:00; layover at DEN: 92 minutes.
    • F92553: DEN 2027-02-14 11:01:00 → PDX 2027-02-14 13:03:00.
  • American Airlines AA562: PDX 2027-02-17 13:22:00 → ORD 2027-02-17 19:44:00; nonstop; 262 minutes. Local airport times.

2027-02-14 → 2027-02-17 · Axel-exclusive $360.00

  • Alaska Airlines AS325: ORD 2027-02-14 14:08:00 → PDX 2027-02-14 17:05:00; nonstop; 297 minutes. Local airport times.
  • Alaska Airlines AS324: PDX 2027-02-17 07:01:00 → ORD 2027-02-17 13:09:00; nonstop; 248 minutes. Local airport times.

2027-02-14 → 2027-02-18 · Axel-exclusive $300.00

  • Frontier Airlines F91483 / F92553: ORD 2027-02-14 07:25:00 → PDX 2027-02-14 13:03:00; 1 stop(s) via DEN; 458 minutes. Local airport times.
    • F91483: ORD 2027-02-14 07:25:00 → DEN 2027-02-14 09:29:00; layover at DEN: 92 minutes.
    • F92553: DEN 2027-02-14 11:01:00 → PDX 2027-02-14 13:03:00.
  • United Airlines UA2822: PDX 2027-02-18 14:26:00 → ORD 2027-02-18 20:28:00; nonstop; 242 minutes. Local airport times.

2027-02-14 → 2027-02-18 · Axel-exclusive $360.00

  • Alaska Airlines AS325: ORD 2027-02-14 14:08:00 → PDX 2027-02-14 17:05:00; nonstop; 297 minutes. Local airport times.
  • Alaska Airlines AS324: PDX 2027-02-18 07:00:00 → ORD 2027-02-18 13:13:00; nonstop; 253 minutes. Local airport times.

2027-02-14 → 2027-02-20 · Axel-exclusive $300.00

  • Frontier Airlines F91483 / F92553: ORD 2027-02-14 07:25:00 → PDX 2027-02-14 13:03:00; 1 stop(s) via DEN; 458 minutes. Local airport times.
    • F91483: ORD 2027-02-14 07:25:00 → DEN 2027-02-14 09:29:00; layover at DEN: 92 minutes.
    • F92553: DEN 2027-02-14 11:01:00 → PDX 2027-02-14 13:03:00.
  • United Airlines UA2306: PDX 2027-02-20 07:02:00 → ORD 2027-02-20 13:06:00; nonstop; 244 minutes. Local airport times.

2027-02-14 → 2027-02-20 · Axel-exclusive $360.00

  • Alaska Airlines AS325: ORD 2027-02-14 14:08:00 → PDX 2027-02-14 17:05:00; nonstop; 297 minutes. Local airport times.
  • Alaska Airlines AS324: PDX 2027-02-20 07:00:00 → ORD 2027-02-20 13:10:00; nonstop; 250 minutes. Local airport times.

2027-02-14 → 2027-02-21 · Axel-exclusive $290.00

  • Frontier Airlines F91483 / F92553: ORD 2027-02-14 07:25:00 → PDX 2027-02-14 13:03:00; 1 stop(s) via DEN; 458 minutes. Local airport times.
    • F91483: ORD 2027-02-14 07:25:00 → DEN 2027-02-14 09:29:00; layover at DEN: 92 minutes.
    • F92553: DEN 2027-02-14 11:01:00 → PDX 2027-02-14 13:03:00.
  • Alaska Airlines AS324: PDX 2027-02-21 07:00:00 → ORD 2027-02-21 13:13:00; nonstop; 253 minutes. Local airport times.

2027-02-14 → 2027-02-21 · Axel-exclusive $360.00

  • Alaska Airlines AS325: ORD 2027-02-14 14:08:00 → PDX 2027-02-14 17:05:00; nonstop; 297 minutes. Local airport times.
  • Alaska Airlines AS324: PDX 2027-02-21 07:00:00 → ORD 2027-02-21 13:13:00; nonstop; 253 minutes. Local airport times.

2027-02-14 → 2027-02-22 · Axel-exclusive $290.00

  • Frontier Airlines F91483 / F92553: ORD 2027-02-14 07:25:00 → PDX 2027-02-14 13:03:00; 1 stop(s) via DEN; 458 minutes. Local airport times.
    • F91483: ORD 2027-02-14 07:25:00 → DEN 2027-02-14 09:29:00; layover at DEN: 92 minutes.
    • F92553: DEN 2027-02-14 11:01:00 → PDX 2027-02-14 13:03:00.
  • Alaska Airlines AS324: PDX 2027-02-22 07:00:00 → ORD 2027-02-22 13:10:00; nonstop; 250 minutes. Local airport times.

2027-02-14 → 2027-02-22 · Axel-exclusive $360.00

  • Alaska Airlines AS325: ORD 2027-02-14 14:08:00 → PDX 2027-02-14 17:05:00; nonstop; 297 minutes. Local airport times.
  • Alaska Airlines AS324: PDX 2027-02-22 07:00:00 → ORD 2027-02-22 13:10:00; nonstop; 250 minutes. Local airport times.

2027-02-14 → 2027-02-24 · Axel-exclusive $295.00

  • Frontier Airlines F91483 / F92553: ORD 2027-02-14 07:25:00 → PDX 2027-02-14 13:03:00; 1 stop(s) via DEN; 458 minutes. Local airport times.
    • F91483: ORD 2027-02-14 07:25:00 → DEN 2027-02-14 09:29:00; layover at DEN: 92 minutes.
    • F92553: DEN 2027-02-14 11:01:00 → PDX 2027-02-14 13:03:00.
  • American Airlines AA562: PDX 2027-02-24 13:22:00 → ORD 2027-02-24 19:44:00; nonstop; 262 minutes. Local airport times.

2027-02-14 → 2027-02-24 · Axel-exclusive $360.00

  • Alaska Airlines AS325: ORD 2027-02-14 14:08:00 → PDX 2027-02-14 17:05:00; nonstop; 297 minutes. Local airport times.
  • Alaska Airlines AS324: PDX 2027-02-24 07:01:00 → ORD 2027-02-24 13:09:00; nonstop; 248 minutes. Local airport times.

2027-02-14 → 2027-02-25 · Axel-exclusive $300.00

  • Frontier Airlines F91483 / F92553: ORD 2027-02-14 07:25:00 → PDX 2027-02-14 13:03:00; 1 stop(s) via DEN; 458 minutes. Local airport times.
    • F91483: ORD 2027-02-14 07:25:00 → DEN 2027-02-14 09:29:00; layover at DEN: 92 minutes.
    • F92553: DEN 2027-02-14 11:01:00 → PDX 2027-02-14 13:03:00.
  • United Airlines UA2822: PDX 2027-02-25 14:26:00 → ORD 2027-02-25 20:28:00; nonstop; 242 minutes. Local airport times.

2027-02-14 → 2027-02-25 · Axel-exclusive $360.00

  • Alaska Airlines AS325: ORD 2027-02-14 14:08:00 → PDX 2027-02-14 17:05:00; nonstop; 297 minutes. Local airport times.
  • Alaska Airlines AS324: PDX 2027-02-25 07:00:00 → ORD 2027-02-25 13:13:00; nonstop; 253 minutes. Local airport times.

2027-02-14 → 2027-02-26 · Axel-exclusive $295.00

  • Frontier Airlines F91483 / F92553: ORD 2027-02-14 07:25:00 → PDX 2027-02-14 13:03:00; 1 stop(s) via DEN; 458 minutes. Local airport times.
    • F91483: ORD 2027-02-14 07:25:00 → DEN 2027-02-14 09:29:00; layover at DEN: 92 minutes.
    • F92553: DEN 2027-02-14 11:01:00 → PDX 2027-02-14 13:03:00.
  • American Airlines AA563: PDX 2027-02-26 13:46:00 → ORD 2027-02-26 20:00:00; nonstop; 254 minutes. Local airport times.

2027-02-14 → 2027-02-26 · Axel-exclusive $360.00

  • Alaska Airlines AS325: ORD 2027-02-14 14:08:00 → PDX 2027-02-14 17:05:00; nonstop; 297 minutes. Local airport times.
  • Alaska Airlines AS324: PDX 2027-02-26 07:00:00 → ORD 2027-02-26 13:13:00; nonstop; 253 minutes. Local airport times.

2027-02-14 → 2027-02-28 · Axel-exclusive $290.00

  • Frontier Airlines F91483 / F92553: ORD 2027-02-14 07:25:00 → PDX 2027-02-14 13:03:00; 1 stop(s) via DEN; 458 minutes. Local airport times.
    • F91483: ORD 2027-02-14 07:25:00 → DEN 2027-02-14 09:29:00; layover at DEN: 92 minutes.
    • F92553: DEN 2027-02-14 11:01:00 → PDX 2027-02-14 13:03:00.
  • Alaska Airlines AS324: PDX 2027-02-28 07:00:00 → ORD 2027-02-28 13:13:00; nonstop; 253 minutes. Local airport times.

2027-02-14 → 2027-02-28 · Axel-exclusive $360.00

  • Alaska Airlines AS325: ORD 2027-02-14 14:08:00 → PDX 2027-02-14 17:05:00; nonstop; 297 minutes. Local airport times.
  • Alaska Airlines AS324: PDX 2027-02-28 07:00:00 → ORD 2027-02-28 13:13:00; nonstop; 253 minutes. Local airport times.

Explore this route

For AI assistants

  • This page: Chicago (ORD) to Portland (PDX) · Feb 14, 2027 · 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 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. 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.