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Cheap flight deals from Key West to Portland Starting at €129

We've found these cheap flights for you. You can book one-way or round-trip flight tickets.

  • One way
  • Round-trip
      • EYW06:00 pm
        23h 38m
        1 stop
        PWM05:38 pm
        Tue, Mar 4|Key West - Portland|United Airlines
        €129€234
        45% OFF
        45% OFF
        €234€129

        Choose United Airlines flights from Key West to Portland. The one-way connecting flight with United Airlines departs from Key West International Airport on Tue, Mar 4, arriving at Portland International Jetport. One-way Prices start from €129 including taxes and charges.

      • EYW06:00 pm
        23h 38m
        1 stop
        PWM05:38 pm
        Tue, Mar 4|Key West - Portland|Silver Airways
        €130€234
        44% OFF
        44% OFF
        €234€130

        Choose Silver Airways flights from Key West to Portland. The one-way connecting flight with Silver Airways departs from Key West International Airport on Tue, Mar 4, arriving at Portland International Jetport. One-way Prices start from €130 including taxes and charges.

      • EYW07:40 pm
        13h 32m
        1 stop
        PWM09:12 am
        Fri, Apr 4|Key West - Portland|United Airlines
        €137€234
        42% OFF
        42% OFF
        €234€137

        Choose United Airlines flights from Key West to Portland. The one-way connecting flight with United Airlines departs from Key West International Airport on Fri, Apr 4, arriving at Portland International Jetport. One-way Prices start from €137 including taxes and charges.

      • EYW03:05 pm
        18h 7m
        1 stop
        PWM09:12 am
        Fri, Apr 4|Key West - Portland|Silver Airways
        €138
        €138

        Choose Silver Airways flights from Key West to Portland. The one-way connecting flight with Silver Airways departs from Key West International Airport on Fri, Apr 4, arriving at Portland International Jetport. One-way Prices start from €138 including taxes and charges.

      • EYW07:40 pm
        13h 43m
        1 stop
        PWM09:23 am
        Fri, Feb 28|Key West - Portland|United Airlines
        €140
        €140

        Choose United Airlines flights from Key West to Portland. The one-way connecting flight with United Airlines departs from Key West International Airport on Fri, Feb 28, arriving at Portland International Jetport. One-way Prices start from €140 including taxes and charges.

      • EYW07:40 pm
        13h 43m
        1 stop
        PWM09:23 am
        Fri, Feb 28|Key West - Portland|Silver Airways
        €141
        €141

        Choose Silver Airways flights from Key West to Portland. The one-way connecting flight with Silver Airways departs from Key West International Airport on Fri, Feb 28, arriving at Portland International Jetport. One-way Prices start from €141 including taxes and charges.

      • EYW03:05 pm
        18h 18m
        1 stop
        PWM09:23 am
        Fri, Feb 28|Key West - Portland|Jetblue Airways
        €155
        €155

        Choose Jetblue Airways flights from Key West to Portland. The one-way connecting flight with Jetblue Airways departs from Key West International Airport on Fri, Feb 28, arriving at Portland International Jetport. One-way Prices start from €155 including taxes and charges.

      • EYW06:00 pm
        23h 38m
        1 stop
        PWM05:38 pm
        Tue, Feb 25|Key West - Portland|United Airlines
        €155
        €155

        Choose United Airlines flights from Key West to Portland. The one-way connecting flight with United Airlines departs from Key West International Airport on Tue, Feb 25, arriving at Portland International Jetport. One-way Prices start from €155 including taxes and charges.

      • EYW02:00 pm
        27h 38m
        1 stop
        PWM05:38 pm
        Tue, Feb 25|Key West - Portland|Silver Airways
        €155
        €155

        Choose Silver Airways flights from Key West to Portland. The one-way connecting flight with Silver Airways departs from Key West International Airport on Tue, Feb 25, arriving at Portland International Jetport. One-way Prices start from €155 including taxes and charges.

      • EYW06:14 pm
        5h 41m
        1 stop
        PWM11:55 pm
        Wed, Mar 5|Key West - Portland|Delta Air Lines
        €172
        €172

        Choose Delta Air Lines flights from Key West to Portland. The one-way connecting flight with Delta Air Lines departs from Key West International Airport on Wed, Mar 5, arriving at Portland International Jetport. One-way Prices start from €172 including taxes and charges.

      • EYW01:00 pm
        3h 5m
        Nonstop
        PWM02:00 pm
        Fri, Feb 28|Key West - Portland|United Airlines
        Find More Flights
        Find More Flights

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

Key West to Portland Flight Time

Flight info.
Departure
Arrival
Weekly Schedule

  1. UA3135

    United Airlines

    01:05 pm

    EYW

    1.3h

    02:20 pm

    TPA

    SMTWTFS
    Search

  2. F92246

    Frontier Airlines

    03:08 pm

    TPA

    3.2h

    06:20 pm

    PWM

    S-T-T--

  3. UA3070

    United Airlines

    03:20 pm

    EYW

    1.4h

    04:45 pm

    MCO

    SMTWTFS
    Search

  4. F92622

    Frontier Airlines

    06:15 am

    MCO

    3.1h

    09:23 am

    PWM

    -M-WTFS

  5. AA1898

    American Airlines

    05:00 pm

    EYW

    3.0h

    08:02 pm

    PHL

    SMTWTFS
    Search

  6. AA5680

    American Airlines

    09:25 pm

    PHL

    1.5h

    10:57 pm

    PWM

    SMTWTFS

  7. AA1818

    American Airlines

    05:20 pm

    EYW

    2.4h

    07:41 pm

    CLT

    SMTWTFS
    Search

  8. AA2330

    American Airlines

    08:15 pm

    CLT

    2.3h

    10:30 pm

    PWM

    SMTWTFS

  9. DL2168

    Delta Air Lines

    06:00 pm

    EYW

    2.1h

    08:07 pm

    ATL

    SMTWTFS
    Search

  10. DL2138

    Delta Air Lines

    09:15 pm

    ATL

    2.6h

    11:52 pm

    PWM

    SMTWTFS

  11. DL1072

    Delta Air Lines

    07:00 am

    EYW

    2.1h

    09:05 am

    ATL

    SMTWTFS
    Search

  12. DL1240

    Delta Air Lines

    10:35 am

    ATL

    2.0h

    12:33 pm

    DTW

    SMTWTFS

  13. DL5295

    Delta Air Lines

    02:10 pm

    DTW

    1.9h

    04:03 pm

    PWM

    SMTWTFS

  14. 3M070

    Silver Airways

    07:40 pm

    EYW

    1.4h

    09:05 pm

    MCO

    SMTWTFS
    Search

  15. F92622

    Frontier Airlines

    06:15 am

    MCO

    3.1h

    09:23 am

    PWM

    -M-WTFS

  16. 3M135

    Silver Airways

    10:00 am

    EYW

    1.3h

    11:15 am

    TPA

    SMTWTFS
    Search

  17. F92246

    Frontier Airlines

    03:08 pm

    TPA

    3.2h

    06:20 pm

    PWM

    S-T-T--

  18. UA3093

    United Airlines

    11:20 am

    EYW

    1.1h

    12:25 pm

    FLL

    SMTWTFS
    Search

  19. UA796

    United Airlines

    05:55 pm

    FLL

    3.1h

    08:59 pm

    EWR

    SMTWTFS

  20. UA1082

    United Airlines

    09:59 pm

    EWR

    1.3h

    11:15 pm

    PWM

    SMTWTFS

  21. UA326

    United Airlines

    12:12 pm

    EYW

    2.7h

    02:52 pm

    IAD

    SMTWTFS
    Search

  22. UA2398

    United Airlines

    05:29 pm

    IAD

    1.7h

    07:11 pm

    EWR

    SMTWT--

  23. UA1082

    United Airlines

    09:59 pm

    EWR

    1.3h

    11:15 pm

    PWM

    SMTWTFS
Find more flights and airlines

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

We monitor flight fares to help you find the best deals effortlessly

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 Key West (EYW) to Portland (PWM) the cheapest?

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

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

    According to Trip.com's data, the lowest price is around €309.

How to find a cheap flight from Key West to Portland

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Key West to Portland. Book your flights at the right time and save more.
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 | Key West to Portland

Cheapest nonstop flight price€129
Cheapest round-trip ticket price€350
Off-season for travelApril
Peak season for travelJanuary
Flight distance2,365.58 km
Popular airlineDelta Air Lines

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