EYW - PDX

$293 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
$443
Typical prices: $388-$542
American Airlines
Sun 10/7Sat 10/13
EYW - PDX • 1 stop
Cheapest one-way
$293
Typical prices: $402-$514
American Airlines
Fri 2/9
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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Insights
Top layover airports
Dallas/Fort Worth (DFW)
Cheapest • Avg $388 (round-trip)
Atlanta Hartsfield-Jackson (ATL)
Shortest trip • 9h 23m (one-way)
Insights
Insights
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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, Oct 7 - Tue, Oct 13
American Airlines Logo
2:34 pm - 9:11 pmEYW  Key West-PDX Portland
9h 37m1 stop Dallas/Fort Worth
American Airlines Logo
5:20 am - 4:54 pmPDX  Portland-EYW Key West
8h 34m1 stop Dallas/Fort Worth
$443American Airlines
Fri, Oct 23 - Fri, Oct 30
American Airlines Logo
12:48 pm - 8:44 pmEYW  Key West-PDX Portland
10h 56m1 stop Charlotte Douglas
American Airlines Logo
6:30 am - 4:54 pmPDX  Portland-EYW Key West
7h 24m1 stop Dallas/Fort Worth
$447American Airlines
Wed, Oct 7 - Tue, Oct 13
American Airlines Logo
12:48 pm - 11:59 pmEYW  Key West-PDX Portland
14h 11m2 stops Charlotte Douglas Chicago O'Hare Intl
American Airlines Logo
5:20 am - 4:54 pmPDX  Portland-EYW Key West
8h 34m1 stop Dallas/Fort Worth
$561American Airlines
Fri, Oct 23 - Fri, Oct 30
Delta Logo
2:00 pm - 11:59 pmEYW  Key West-PDX Portland
12h 59m2 stops Atlanta Hartsfield-Jackson Seattle/Tacoma Intl
Delta Logo
6:50 am - 8:01 pmPDX  Portland-EYW Key West
10h 11m1 stop Atlanta Hartsfield-Jackson
$620Delta
Fri, Oct 23 - Fri, Oct 30
American Airlines Logo
1:43 pm - 11:59 pmEYW  Key West-PDX Portland
13h 16m2 stops Miami Chicago O'Hare Intl
American Airlines Logo
5:20 am - 4:54 pmPDX  Portland-EYW Key West
8h 34m1 stop Dallas/Fort Worth
$641American Airlines
Wed, Oct 7 - Tue, Oct 13
American Airlines Logo
1:43 pm - 11:05 pmEYW  Key West-PDX Portland
12h 22m2 stops Miami Philadelphia
American Airlines Logo
9:44 pm - 1:03 pmPDX  Portland-EYW Key West
12h 19m2 stops Charlotte Douglas Miami
$683American Airlines
Fri, Oct 23 - Fri, Oct 30
Delta Logo
2:00 pm - 11:59 pmEYW  Key West-PDX Portland
12h 59m2 stops Atlanta Hartsfield-Jackson Seattle/Tacoma Intl
Delta Logo
5:49 pm - 10:47 amPDX  Portland-EYW Key West
13h 58m2 stops Seattle/Tacoma Intl Atlanta Hartsfield-Jackson
$729Delta
Fri, Oct 23 - Fri, Oct 30
American Airlines Logo
10:24 am - 9:11 pmEYW  Key West-PDX Portland
13h 47m2 stops Miami Dallas/Fort Worth
American Airlines Logo
10:55 pm - 4:58 pmPDX  Portland-EYW Key West
15h 03m2 stops Chicago O'Hare Intl Miami
$740American Airlines
Wed, Oct 21 - Sat, Oct 24
United Airlines Logo
2:15 pm - 3:05 pmEYW  Key West-PDX Portland
27h 50m2 stops Newark Denver Intl
United Airlines Logo
10:33 pm - 1:54 pmPDX  Portland-EYW Key West
12h 21m1 stop Newark
$1,005United Airlines
Wed, Oct 21 - Sat, Oct 24
United Airlines Logo
2:15 pm - 9:27 pmEYW  Key West-PDX Portland
10h 12m1 stop Newark
United Airlines Logo
10:33 pm - 1:54 pmPDX  Portland-EYW Key West
12h 21m1 stop Newark
$1,054United 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 from Key West to Portland with more confidence.

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

Round-trip flights from Key West to Portland start at $443. Prices are typical for this route right now, with typical round-trip fares ranging from $388 to $542. The lowest price found in the past 5 days was $443 on American Airlines.

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Key details for Key West to Portland flights

Cheapest flight

$293
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 route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • 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).

  • 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.

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

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

    • Atlanta Hartsfield-Jackson (ATL) - 50% of one-stop connections
    • Dallas/Fort Worth (DFW) - 50% of one-stop connections
    Together, these airports account for 100% of one-stop bookings on this route.

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

    Yes. Being flexible with your travel dates can save you up to 46% on the Key West to Portland route. Friday is the cheapest departure day at $388 round-trip on average, while Wednesday is the most expensive at $708, a difference of $320. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What popular places can I visit in Portland?

    Some of the most popular sights in Portland are Moda Center, Oregon Convention Center and OHSU Center for Health and Healing. These are among the most viewed places in Portland on KAYAK.

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

    A nonstop flight from Key West to Portland takes 0h 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.

  • 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 $443 to $1,237. That means the highest observed fare was about 3x higher than the lowest one.

  • How are flight prices from Key West to Portland looking right now?

    One-way fares from Key West to Portland are currently higher than usual. Average one-way flight prices are about $603, which is 24% above the typical average for this route.

  • 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 51m, compared with 9h 23m 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 car rental options are available at Portland Airport (PDX)?

    Portland Airport (PDX) hosts 5 major car rental companies, with daily rates starting from around $24 for economy cars. Top options include:
    • Thrifty
    • Dollar
    • Hertz
    • Sixt
    • Payless

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

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