PDX - EYW

$152 Find Cheap Flights from Portland to Key West - Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$399
Typical prices: $496-$824
United Airlines
Mon 11/26Sun 12/2
PDX - EYW • 1 stop
Cheapest one-way
$152
Typical prices: $467-$555
Multiple Airlines
Fri 12/7
PDX - EYW • 2 stops
Nonstop flights
Not available
There are currently no direct flights between Portland and Key West. You'll need to take a connecting flight to reach the destination.
Insights
Insights
When to travel
January
Cheapest • 21% price drop
March
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Newark (EWR)
Cheapest • Avg $397 (round-trip)
Dallas/Fort Worth (DFW)
Shortest trip • 8h 29m (one-way)
Insights
Insights
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We hope you love your trip to Key West!
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Flight Deals

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

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

Recent round-trip flight deals from Portland to Key West

Thu, Nov 26 - Wed, Dec 2
United Airlines Logo
11:10 pm - 1:52 pmPDX  Portland-EYW Key West
11h 42m1 stop Newark
United Airlines Logo
12:05 pm - 6:43 pmEYW  Key West-PDX Portland
9h 38m1 stop Chicago O'Hare Intl
$399United Airlines
Tue, Apr 13 - Wed, Apr 21
United Airlines Logo
10:56 pm - 1:02 pmPDX  Portland-EYW Key West
11h 06m1 stop Newark
United Airlines Logo
4:05 pm - 10:18 pmEYW  Key West-PDX Portland
9h 13m1 stop Chicago O'Hare Intl
$399United Airlines
Tue, Nov 17 - Sat, Nov 21
American Airlines Logo
11:00 pm - 9:48 amPDX  Portland-EYW Key West
7h 48m1 stop Miami
American Airlines Logo
4:58 pm - 12:12 amEYW  Key West-PDX Portland
10h 14m1 stop Miami
$519American Airlines
Sat, Mar 27 - Fri, Apr 2
American Airlines Logo
10:00 pm - 11:01 amPDX  Portland-EYW Key West
10h 01m1 stop Miami
American Airlines Logo
4:08 pm - 11:59 pmEYW  Key West-PDX Portland
10h 51m1 stop Miami
$539American Airlines
Mon, Feb 1 - Sun, Feb 7
Delta Logo
10:33 pm - 10:53 amPDX  Portland-EYW Key West
9h 20m1 stop Atlanta Hartsfield-Jackson
Delta Logo
2:50 pm - 10:02 pmEYW  Key West-PDX Portland
10h 12m1 stop Atlanta Hartsfield-Jackson
$549Delta
Sun, Jan 17 - Sat, Jan 23
American Airlines Logo
6:00 am - 4:52 pmPDX  Portland-EYW Key West
7h 52m1 stop Dallas/Fort Worth
American Airlines Logo
9:58 am - 10:39 pmEYW  Key West-PDX Portland
15h 41m2 stops Miami Los Angeles
$561American Airlines
Thu, Nov 19 - Mon, Nov 23
Multiple Airlines Logo
12:31 pm - 10:19 amPDX  Portland-EYW Key West
18h 48m2 stops Las Vegas Harry Reid Intl Orlando
Multiple Airlines Logo
10:59 am - 10:28 amEYW  Key West-PDX Portland
26h 29m2 stops Orlando Los Angeles
$563Multiple Airlines
Fri, Apr 16 - Fri, Apr 23
United Airlines Logo
10:56 pm - 1:02 pmPDX  Portland-EYW Key West
11h 06m1 stop Newark
United Airlines Logo
4:05 pm - 10:18 pmEYW  Key West-PDX Portland
9h 13m1 stop Chicago O'Hare Intl
$563United Airlines
Tue, Apr 13 - Wed, Apr 21
American Airlines Logo
6:00 am - 5:02 pmPDX  Portland-EYW Key West
8h 02m1 stop Dallas/Fort Worth
American Airlines Logo
1:36 pm - 8:59 pmEYW  Key West-PDX Portland
10h 23m2 stops Miami Charlotte Douglas
$566American Airlines
Thu, Nov 26 - Wed, Dec 2
Delta Logo
11:10 pm - 10:48 amPDX  Portland-EYW Key West
8h 38m1 stop Atlanta Hartsfield-Jackson
Delta Logo
2:09 pm - 11:39 pmEYW  Key West-PDX Portland
12h 30m2 stops Atlanta Hartsfield-Jackson Seattle/Tacoma Intl
$622Delta
Booking Insights

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

Round-trip flights from Portland to Key West typically range from $496 to $824. The lowest price found in the past 5 days was $399, on United Airlines.

What's the cheapest day of the week to fly from Portland to Key West?

Based on deals KAYAK users found in the last 12 months, Wednesday is the cheapest day of the week to fly from Portland to Key West. It’s 15% cheaper than the average day, while Sunday is the most expensive, with prices 21% higher.

What’s the cheapest month to fly from Portland to Key West?

•January is the cheapest month to fly from Portland to Key West at $496 round-trip.
•September ($892) and June ($834) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 79% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

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Key details for Portland to Key West flights

Low season

August

Cheapest flight

$152
Beat the crowds with an average 42% drop in travelers.
The most popular month to fly with an average 46% increase in travelers.
One-way flight from Portland to Key West

When to book flights from Portland to Key West

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

Your Portland to Key West 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 Portland to Key West?

    Two cabin classes are available on flights from Portland to Key West:

    • Economy Class
    • First Class

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

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

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

    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 Portland to Key West flight?

    Round-trip flights from Portland to Key West range from $496 to $824, with an average of $631 over the past 12 months. Anything below $496 counts as a good deal.

  • Have flight prices from Portland to Key West 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 $1,985. That means the highest observed fare was about 5x higher than the lowest one.

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

    One-way fares from Portland to Key West are currently lower than usual. Average one-way flight prices are about $345, which is 29% below the typical average for this route.

  • What car rental options are available at Key West Airport (EYW)?

    Key West Airport (EYW) hosts 5 major car rental companies, with daily rates averaging $68 for economy cars. Top options include:

    • Hertz
    • Dollar
    • Budget
    • Enterprise Rent-A-Car
    • Alamo

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

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

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

    One-stop flights from Portland to Key West most commonly connect through:

    • Atlanta Hartsfield-Jackson (ATL) - 48% of one-stop connections
    • Dallas/Fort Worth (DFW) - 48% of one-stop connections
    • Newark (EWR) - 2% of one-stop connections
    • Miami (MIA) - 2% of one-stop connections

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

    Yes. Flexible dates can save you up to 30% on flights from Portland to Key West. Wednesday is the cheapest departure day at $538 round-trip on average, while Sunday is the most expensive at $764, a difference of $226.

    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 Portland to Key West?

    Flying via Dallas/Fort Worth (DFW) gives the shortest average 1-stop total travel time at 8h 29m, compared with 9h 02m via Atlanta Hartsfield-Jackson (ATL) and 10h via Miami (MIA).

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

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

  • What popular places can I visit in Key West?

    Some of the most popular sights in Key West are Duval Street, Key West Historic District and Mallory Square. These are among the most viewed places in Key West on KAYAK.

Your guide to booking Portland to Key West flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Wednesday departure and avoid flying on Sunday. On this route, Wednesday flights average $538, about $226 less than Sunday fares (30% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Portland to Key West trip for January. Fares historically average $496 round-trip in that month - typically $396 less than the most expensive month, which is September (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Key West Airport.

    • Parrot Key Hotel & Villas
    • Margaritaville Beach House Key West
    • Havana Cabana at Key West

More options for your flight from Portland to Key West

Complete your trip to Key West with a hotel stay or car rental

Car rentals in Key West
Hotels in Key West
Vacations in Key West