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Cheap flight deals from Portland to Key West Starting at €237

For as little as €237, you can take your next adventure to Key West without breaking the bank. Choose between one-way and return tickets from Portland below.

  • One way
  • Round-trip
      • PDX21:39
        18h 16m
        1 stop
        EYW18:55
        Thu, Mar 6|Portland - Key West|Alaska Airlines
        €237€1,101
        78% OFF
        78% OFF
        €1,101€237

        Choose Alaska Airlines flights from Portland to Key West. The one-way connecting flight with Alaska Airlines departs from Portland International Airport on Thu, Mar 6, arriving at Key West International Airport. One-way Prices start from €237 including taxes and charges.

      • PDX07:04
        24h 6m
        1 stop
        EYW10:10
        Wed, Feb 26|Portland - Key West|Alaska Airlines
        €300€1,101
        73% OFF
        73% OFF
        €1,101€300

        Choose Alaska Airlines flights from Portland to Key West. The one-way connecting flight with Alaska Airlines departs from Portland International Airport on Wed, Feb 26, arriving at Key West International Airport. One-way Prices start from €300 including taxes and charges.

      • PDX23:10
        10h 49m
        1 stop
        EYW12:59
        Sat, Apr 5|Portland - Key West|United Airlines
        €309€1,101
        72% OFF
        72% OFF
        €1,101€309

        Choose United Airlines flights from Portland to Key West. The one-way connecting flight with United Airlines departs from Portland International Airport on Sat, Apr 5, arriving at Key West International Airport. One-way Prices start from €309 including taxes and charges.

      • PDX13:20
        27h 24m
        1 stop
        EYW19:44
        Thu, May 8|Portland - Key West|Delta Air Lines
        €342
        €342

        Choose Delta Air Lines flights from Portland to Key West. The one-way connecting flight with Delta Air Lines departs from Portland International Airport on Thu, May 8, arriving at Key West International Airport. One-way Prices start from €342 including taxes and charges.

      • PDX06:45
        10h 26m
        1 stop
        EYW20:11
        Wed, Feb 26|Portland - Key West|Delta Air Lines
        €346
        €346

        Choose Delta Air Lines flights from Portland to Key West. The one-way connecting flight with Delta Air Lines departs from Portland International Airport on Wed, Feb 26, arriving at Key West International Airport. One-way Prices start from €346 including taxes and charges.

      • PDX07:09
        24h 1m
        1 stop
        EYW10:10
        Thu, May 8|Portland - Key West|Hawaiian Airlines
        €486
        €486

        Choose Hawaiian Airlines flights from Portland to Key West. The one-way connecting flight with Hawaiian Airlines departs from Portland International Airport on Thu, May 8, arriving at Key West International Airport. One-way Prices start from €486 including taxes and charges.

      • PDX07:00
        29h 4m
        1 stop
        EYW15:04
        Sat, Apr 5|Portland - Key West|Alaska Airlines
        €575
        €575

        Choose Alaska Airlines flights from Portland to Key West. The one-way connecting flight with Alaska Airlines departs from Portland International Airport on Sat, Apr 5, arriving at Key West International Airport. One-way Prices start from €575 including taxes and charges.

      • PDX07:04
        24h 6m
        1 stop
        EYW10:10
        Fri, Mar 28|Portland - Key West|Alaska Airlines
        €837
        €837

        Choose Alaska Airlines flights from Portland to Key West. The one-way connecting flight with Alaska Airlines departs from Portland International Airport on Fri, Mar 28, arriving at Key West International Airport. One-way Prices start from €837 including taxes and charges.

      • PDX01:00 pm
        3h 5m
        Nonstop
        EYW02:00 pm
        Wed, Feb 26|Portland - Key West|Alaska Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Portland to Key West flight time & flight schedules

Flight info.
Departure
Arrival
Weekly Schedule

  1. DL2359

    Delta Air Lines

    00:40

    PDX

    3.4h

    06:02

    MSP

    SMTWTFS
    Search

  2. DL1052

    Delta Air Lines

    08:55

    MSP

    2.6h

    12:31

    ATL

    SMTWTFS

  3. DL2168

    Delta Air Lines

    15:18

    ATL

    1.9h

    17:13

    EYW

    SMTWTFS

  4. AA982

    American Airlines

    05:31

    PDX

    3.8h

    11:19

    DFW

    SMTWTFS
    Search

  5. AA1696

    American Airlines

    12:26

    DFW

    2.6h

    16:00

    CLT

    SMTWTFS

  6. AA642

    American Airlines

    16:47

    CLT

    2.1h

    18:55

    EYW

    SMTWTFS

  7. AA982

    American Airlines

    05:31

    PDX

    3.8h

    11:19

    DFW

    SMTWTFS
    Search

  8. AA1814

    American Airlines

    12:35

    DFW

    2.8h

    16:20

    EYW

    SMTWTFS

  9. DL662

    Delta Air Lines

    06:04

    PDX

    4.8h

    13:51

    ATL

    SMTWTFS
    Search

  10. DL2815

    Delta Air Lines

    17:50

    ATL

    1.9h

    19:44

    EYW

    SMTWTFS

  11. AS2082

    Alaska Airlines

    13:45

    PDX

    1.0h

    14:43

    SEA

    SMTWTFS
    Search

  12. AS360

    Alaska Airlines

    21:08

    SEA

    5.5h

    05:40

    TPA

    SMTWTFS

  13. UA3135

    United Airlines

    11:05

    TPA

    1.3h

    12:20

    EYW

    SMTWTFS

  14. AS2082

    Alaska Airlines

    13:45

    PDX

    1.0h

    14:43

    SEA

    SMTWTFS
    Search

  15. AS360

    Alaska Airlines

    21:08

    SEA

    5.5h

    05:40

    TPA

    SMTWTFS

  16. 3M135

    Silver Airways

    08:00

    TPA

    1.3h

    09:15

    EYW

    SMTWTFS

  17. DL2459

    Delta Air Lines

    19:55

    PDX

    2.5h

    22:25

    LAX

    S--WT-S
    Search

  18. DL320

    Delta Air Lines

    23:59

    LAX

    4.5h

    07:27

    ATL

    SMTWTFS

  19. DL1281

    Delta Air Lines

    09:55

    ATL

    1.9h

    11:49

    EYW

    SMTWTFS

  20. DL888

    Delta Air Lines

    22:45

    PDX

    4.8h

    06:32

    ATL

    SMTWTFS
    Search

  21. DL1227

    Delta Air Lines

    08:25

    ATL

    1.5h

    09:54

    TPA

    SMTWTFS

  22. UA3136

    United Airlines

    15:05

    TPA

    1.3h

    16:20

    EYW

    SMTWTFS

  23. UA1802

    United Airlines

    22:47

    PDX

    5.2h

    07:01

    EWR

    SMTWTFS
    Search

  24. UA1822

    United Airlines

    09:29

    EWR

    3.6h

    13:03

    EYW

    -----F-

  25. UA1802

    United Airlines

    22:47

    PDX

    5.2h

    07:01

    EWR

    SMTWTFS
    Search

  26. UA1610

    United Airlines

    08:57

    EWR

    3.5h

    12:27

    EYW

    SMTWT-S
Find more flights and airlines

When is the cheapest time to fly from Portland to Key West?

These price trend charts carefully monitor and predict how flight prices from Portland to Key West will change. Keep a close eye on them to understand when the best time to buy your tickets is.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

  • When are flight tickets from Portland (PDX) to Key West (EYW) the cheapest?

    Airlines adjust prices for flights from Portland to Key West based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Portland (PDX) to Key West (EYW) cost?

    According to Trip.com's data, the lowest price is around €533.

  • What is the transportation method from the main airport to downtown in Key West?

    • The distance from Key West International Airport to downtown is about 2 km, by taxi about 20 minutes.

  • How many airports are there in Key West (EYW)?

    There are 1 airport(s) near Key West (EYW): Key West International Airport.

How to find a cheap flight from Portland to Key West

If you don’t know some of the key things to look out for when buying flight tickets, prices can often end up sky high or, worse, sold out! We’ve carefully compiled our six most important steps to help ensure you’re getting the best deals when planning your next journey.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Info | Portland to Key West

Cheapest direct flight price€237
Off-season for travelJanuary
Peak season for travelMarch
Flight distance4,323.57 km
Popular airlineAlaska Airlines

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