EYW - PDX

$399 Find Cheap Flights from Key West to Portland - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$399
Typical prices: $388-$542
American Airlines
Sun 12/2Wed 12/5
EYW - PDX • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Key West and Portland. You'll need to take a connecting flight to reach the destination.
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Top layover airports
Dallas/Fort Worth (DFW)
Cheapest • Avg $446 (round-trip)
Atlanta Hartsfield-Jackson (ATL)
Shortest trip • 9h 26m (one-way)
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Flight Deals

Cheap Flights from Key West to Portland (EYW-PDX)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Key West to Portland

Wed, Dec 2 - Sat, Dec 5
American Airlines Logo
6:35 pm - 12:13 amEYW  Key West-PDX Portland
8h 38m1 stop Miami
American Airlines Logo
11:10 pm - 9:44 amPDX  Portland-EYW Key West
7h 34m1 stop Miami
$399American Airlines
Sat, Nov 21 - Fri, Nov 27
American Airlines Logo
4:58 pm - 12:12 amEYW  Key West-PDX Portland
10h 14m1 stop Miami
American Airlines Logo
11:02 pm - 9:53 amPDX  Portland-EYW Key West
7h 51m1 stop Miami
$479American Airlines
Tue, Dec 1 - Sat, Dec 5
American Airlines Logo
4:43 pm - 12:12 amEYW  Key West-PDX Portland
10h 29m1 stop Miami
American Airlines Logo
11:13 pm - 12:07 pmPDX  Portland-EYW Key West
9h 54m1 stop Chicago O'Hare Intl
$497American Airlines
Tue, Dec 1 - Sat, Dec 5
American Airlines Logo
10:22 am - 9:00 pmEYW  Key West-PDX Portland
13h 38m2 stops Miami Charlotte Douglas
American Airlines Logo
11:10 pm - 10:56 amPDX  Portland-EYW Key West
8h 46m1 stop Miami
$561American Airlines
Sat, Nov 21 - Fri, Nov 27
American Airlines Logo
4:58 pm - 12:12 amEYW  Key West-PDX Portland
10h 14m1 stop Miami
American Airlines Logo
5:15 am - 6:53 pmPDX  Portland-EYW Key West
10h 38m2 stops Phoenix Sky Harbor Intl Miami
$637American Airlines
Tue, Dec 8 - Fri, Dec 11
American Airlines Logo
6:35 pm - 12:13 amEYW  Key West-PDX Portland
8h 38m1 stop Miami
American Airlines Logo
5:00 am - 4:52 pmPDX  Portland-EYW Key West
8h 52m1 stop Dallas/Fort Worth
$645American Airlines
Wed, Dec 2 - Sat, Dec 5
Delta Logo
2:09 pm - 11:39 pmEYW  Key West-PDX Portland
12h 30m2 stops Atlanta Hartsfield-Jackson Seattle/Tacoma Intl
Delta Logo
5:59 pm - 10:48 amPDX  Portland-EYW Key West
13h 49m2 stops Seattle/Tacoma Intl Atlanta Hartsfield-Jackson
$675Delta
Tue, Dec 1 - Sat, Dec 5
American Airlines Logo
10:22 am - 6:13 pmEYW  Key West-PDX Portland
10h 51m2 stops Miami Dallas/Fort Worth
American Airlines Logo
11:13 pm - 1:14 pmPDX  Portland-EYW Key West
11h 01m2 stops Chicago O'Hare Intl Miami
$723American Airlines
Tue, Dec 8 - Fri, Dec 11
American Airlines Logo
6:35 pm - 12:13 amEYW  Key West-PDX Portland
8h 38m1 stop Miami
American Airlines Logo
10:00 pm - 1:14 pmPDX  Portland-EYW Key West
12h 14m2 stops Charlotte Douglas Miami
$812American Airlines
Tue, Dec 8 - Fri, Dec 11
American Airlines Logo
11:26 am - 8:06 pmEYW  Key West-PDX Portland
11h 40m2 stops Miami Charlotte Douglas
American Airlines Logo
11:39 pm - 1:14 pmPDX  Portland-EYW Key West
10h 35m2 stops Dallas/Fort Worth Miami
$869American Airlines
Booking Insights

Price, demand and travel trends for Key West to Portland flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Key West to Portland?

Round-trip flights from Key West to Portland typically range from $388 to $542. The lowest price found in the past 5 days was $399, on American Airlines.

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Key details for Key West to Portland flights

Cheapest flight

$399
Round-trip flight from Key West to Portland

When to book flights from Key West to Portland

Are your dates flexible? Find out the best times to travel from Key West to Portland based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Key West to Portland flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What cabin classes can I book on flights from Key West to Portland?

    Only Economy Class is available on flights from Key West to Portland.

  • How long is a flight from Key West to Portland?

    A nonstop flight from Key West to Portland takes 00m, covering 2,685 miles.

  • Do I need a passport to fly from Key West to Portland?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a Key West to Portland flight?

    Round-trip flights from Key West to Portland range from $388 to $542, with an average of $462 over the past 12 months. Anything below $388 counts as a good deal.

  • Have flight prices from Key West to Portland changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $399 to $1,539. That means the highest observed fare was about 4x higher than the lowest one.

  • What car rental options are available at Portland Airport (PDX)?

    Portland Airport (PDX) hosts 5 major car rental companies, with daily rates averaging $57 for economy cars. Top options include:

    • Dollar
    • Thrifty
    • Hertz
    • Sixt
    • Payless

  • Which airports can I use when flying from Key West to Portland?

    Flights from Key West to Portland usually depart from Key West (EYW) and arrive at Portland (PDX).

  • Which airports do connecting flights from Key West to Portland pass through?

    Connecting flights from Key West to Portland most commonly pass through:

    • Dallas/Fort Worth (DFW) - 63% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 38% of one-stop connections

  • Can I save money by using flexible dates for flights from Key West to Portland?

    Yes. Flexible dates can save you up to 35% on flights from Key West to Portland. Friday is the cheapest departure day at $446 round-trip on average, while Wednesday is the most expensive at $676, a difference of $230.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • How much time can I save by choosing a different layover airport from Key West to Portland?

    Flying via Dallas/Fort Worth (DFW) gives the shortest average 1-stop total travel time at 8h 38m, compared with 9h 26m via Atlanta Hartsfield-Jackson (ATL).

  • What is the time difference between Key West and Portland?

    Portland is 3 hours behind Key West (Pacific Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Portland?

    Some of the most popular sights in Portland are Moda Center, Oregon Convention Center and Tom McCall Waterfront Park. These are among the most viewed places in Portland on KAYAK.

Your guide to booking Key West to Portland flights

Get tips on when to book, when to fly and what to know before your trip.

More options for your flight from Key West to Portland

Complete your trip to Portland with a hotel stay or car rental

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