EYW - PDX

$166 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
$479
Typical prices: $388-$542
American Airlines
Sat 11/17Wed 11/21
EYW - PDX • 1 stop
Cheapest one-way
$166
Typical prices: $430-$569
Multiple Airlines
Tue 12/18
EYW - PDX • 2 stops
Nonstop flights
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
Cheapest • Avg $446 (round-trip)
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

Tue, Nov 17 - Sat, Nov 21
American Airlines Logo
6:35 pm - 11:59 pmEYW  Key West-PDX Portland
8h 24m1 stop Miami
American Airlines Logo
11:01 pm - 9:52 amPDX  Portland-EYW Key West
7h 51m1 stop Miami
$479American Airlines
Tue, Nov 17 - Sat, Nov 21
American Airlines Logo
6:35 pm - 11:59 pmEYW  Key West-PDX Portland
8h 24m1 stop Miami
American Airlines Logo
11:01 pm - 9:52 amPDX  Portland-EYW Key West
7h 51m1 stop Miami
$489American 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 - 10:55 amPDX  Portland-EYW Key West
8h 53m1 stop Miami
$519American Airlines
Tue, Nov 17 - Sat, Nov 21
American Airlines Logo
11:14 am - 10:10 pmEYW  Key West-PDX Portland
13h 56m2 stops Miami Dallas/Fort Worth
American Airlines Logo
11:01 pm - 9:52 amPDX  Portland-EYW Key West
7h 51m1 stop Miami
$601American Airlines
Tue, Nov 17 - Sat, Nov 21
American Airlines Logo
11:14 am - 10:10 pmEYW  Key West-PDX Portland
13h 56m2 stops Miami Dallas/Fort Worth
American Airlines Logo
11:01 pm - 9:52 amPDX  Portland-EYW Key West
7h 51m1 stop Miami
$606American 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
$677American Airlines
Sat, Nov 21 - Fri, Nov 27
American Airlines Logo
11:25 am - 10:01 pmEYW  Key West-PDX Portland
13h 36m2 stops Miami Philadelphia
American Airlines Logo
11:11 pm - 1:07 pmPDX  Portland-EYW Key West
10h 56m2 stops Chicago O'Hare Intl Miami
$878American Airlines
Sat, Jan 30 - Tue, Feb 2
United Airlines Logo
3:15 pm - 2:36 pmEYW  Key West-PDX Portland
26h 21m2 stops Newark San Francisco
United Airlines Logo
7:00 am - 2:13 pmPDX  Portland-EYW Key West
28h 13m2 stops San Francisco Newark
$954United Airlines
Sat, Jan 30 - Tue, Feb 2
United Airlines Logo
4:09 pm - 6:11 pmEYW  Key West-PDX Portland
29h 02m2 stops Chicago O'Hare Intl San Francisco
United Airlines Logo
1:18 pm - 2:13 pmPDX  Portland-EYW Key West
21h 55m2 stops San Francisco Newark
$959United Airlines
Sat, Jan 30 - Tue, Feb 2
United Airlines Logo
4:09 pm - 6:59 pmEYW  Key West-PDX Portland
29h 50m1 stop Chicago O'Hare Intl
United Airlines Logo
1:18 pm - 2:13 pmPDX  Portland-EYW Key West
21h 55m2 stops San Francisco Newark
$1,009United 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 $479, on American Airlines.

Key details for Key West to Portland flights

Cheapest flight

$166
One-way 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 $479 to $1,115. That means the highest observed fare was about 2x 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 lower than usual. Average one-way flight prices are about $264, which is 46% below the typical average for this route.

  • 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