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Cheap flights from Portland to Key West from $333

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Portland to Key West departing on 5/21. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Portland to Key West

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
10:56 pm - 1:02 pm
PDX
-
EYW
11h 06m
1 stop
United Airlines Logo
4:05 pm - 10:18 pm
EYW
-
PDX
9h 13m
1 stop
$390United Airlines
Sun, Nov 1 - Sat, Nov 7
American Airlines Logo
5:49 am - 6:49 pm
PDX
-
EYW
10h 00m
1 stop
American Airlines Logo
4:44 pm - 11:59 pm
EYW
-
PDX
10h 15m
1 stop
$404American Airlines
Wed, Jun 10 - Wed, Jun 17
American Airlines Logo
5:49 am - 6:49 pm
PDX
-
EYW
10h 00m
1 stop
American Airlines Logo
1:39 pm - 11:59 pm
EYW
-
PDX
13h 20m
2 stops
$409American Airlines
Wed, Jun 10 - Wed, Jun 17
American Airlines Logo
11:20 pm - 1:45 pm
PDX
-
EYW
11h 25m
2 stops
American Airlines Logo
1:50 pm - 7:48 pm
EYW
-
PDX
8h 58m
1 stop
$429American Airlines
Wed, Aug 12 - Wed, Aug 19
American Airlines Logo
5:06 am - 6:49 pm
PDX
-
EYW
10h 43m
2 stops
American Airlines Logo
1:39 pm - 11:59 pm
EYW
-
PDX
13h 20m
2 stops
$439American Airlines
Wed, Jun 10 - Wed, Jun 17
United Airlines Logo
10:52 pm - 1:30 pm
PDX
-
EYW
11h 38m
1 stop
United Airlines Logo
2:26 pm - 9:42 pm
EYW
-
PDX
10h 16m
1 stop
$463United Airlines
Tue, Jun 9 - Tue, Jun 16
American Airlines Logo
10:59 pm - 1:45 pm
PDX
-
EYW
11h 46m
1 stop
American Airlines Logo
1:49 pm - 11:56 pm
EYW
-
PDX
13h 07m
2 stops
$474American Airlines
Thu, Aug 13 - Wed, Aug 19
American Airlines Logo
10:45 pm - 11:08 am
PDX
-
EYW
9h 23m
1 stop
American Airlines Logo
12:40 pm - 9:15 pm
EYW
-
PDX
11h 35m
1 stop
$482American Airlines
Sun, Nov 1 - Sat, Nov 7
American Airlines Logo
11:59 pm - 4:39 pm
PDX
-
EYW
13h 40m
2 stops
American Airlines Logo
4:26 pm - 11:51 pm
EYW
-
PDX
10h 25m
1 stop
$487American Airlines
Sun, Nov 1 - Sat, Nov 7
American Airlines Logo
5:10 am - 7:10 pm
PDX
-
EYW
11h 00m
2 stops
American Airlines Logo
4:44 pm - 11:59 pm
EYW
-
PDX
10h 15m
1 stop
$498American Airlines
Tue, Jun 9 - Tue, Jun 16

American Airlines flights from Portland to Key West

Our best American Airlines deals on Portland to Key West flight tickets
American Airlines
Jun 10
PDX5:49 amPortland
10h 00m
1 stop
EYW6:49 pmKey West
Jun 17
EYW4:44 pmKey West
10h 15m
1 stop
PDX11:59 pmPortland
$404
American Airlines
Jun 10
PDX5:49 amPortland
10h 00m
1 stop
EYW6:49 pmKey West
Jun 17
EYW1:39 pmKey West
13h 20m
2 stops
PDX11:59 pmPortland
$409
American Airlines
Aug 12
PDX11:20 pmPortland
11h 25m
2 stops
EYW1:45 pmKey West
Aug 19
EYW1:50 pmKey West
8h 58m
1 stop
PDX7:48 pmPortland
$429

Delta flights from Portland to Key West

Our best Delta deals on Portland to Key West flight tickets
Delta
Jun 8
PDX8:28 pmPortland
11h 34m
2 stops
EYW11:02 amKey West
Jun 15
EYW11:59 amKey West
13h 23m
2 stops
PDX10:22 pmPortland
$529
Delta
Sep 2
PDX6:04 amPortland
10h 41m
1 stop
EYW7:45 pmKey West
Sep 7
EYW7:00 amKey West
9h 06m
1 stop
PDX1:06 pmPortland
$689
Delta
Sep 2
PDX6:04 amPortland
10h 41m
1 stop
EYW7:45 pmKey West
Sep 7
EYW7:00 amKey West
9h 06m
1 stop
PDX1:06 pmPortland
$714

momondo Fare Finder

 
Customize your flight search to find flights from Portland to Key West that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated May 16, 2026.
Use the filters below to find and compare flights from Portland to Key West that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandKey West

PDX - EYW

PDXEYW

Portland

Sun 11/1

10:56 pm-1:02 pm

1 stop11h 06m

Key West

Sat 11/7

4:05 pm-10:18 pm

1 stop9h 13m

$390
Quickest round-trip

PortlandKey West

PDX - EYW

PDXEYW

Portland

Wed 6/10

5:49 am-6:49 pm

1 stop10h 00m

Key West

Wed 6/17

4:44 pm-11:59 pm

1 stop10h 15m

$404

PortlandKey West

PDX - EYW

PDXEYW

Portland

Wed 6/10

5:49 am-6:49 pm

1 stop10h 00m

Key West

Wed 6/17

1:39 pm-11:59 pm

2 stops13h 20m

$409

PortlandKey West

PDX - EYW

PDXEYW

Portland

Wed 8/12

11:20 pm-1:45 pm

2 stops11h 25m

Key West

Wed 8/19

1:50 pm-7:48 pm

1 stop8h 58m

$429

PortlandKey West

PDX - EYW

PDXEYW

Portland

Wed 6/10

5:06 am-6:49 pm

2 stops10h 43m

Key West

Wed 6/17

1:39 pm-11:59 pm

2 stops13h 20m

$439

PortlandKey West

PDX - EYW

PDXEYW

Portland

Tue 6/9

10:52 pm-1:30 pm

1 stop11h 38m

Key West

Tue 6/16

2:26 pm-9:42 pm

1 stop10h 16m

$463

PortlandKey West

PDX - EYW

PDXEYW

Portland

Thu 8/13

10:59 pm-1:45 pm

1 stop11h 46m

Key West

Wed 8/19

1:49 pm-11:56 pm

2 stops13h 07m

$474

PortlandKey West

PDX - EYW

PDXEYW

Portland

Sun 11/1

10:45 pm-11:08 am

1 stop9h 23m

Key West

Sat 11/7

12:40 pm-9:15 pm

1 stop11h 35m

$482

PortlandKey West

PDX - EYW

PDXEYW

Portland

Sun 11/1

11:59 pm-4:39 pm

2 stops13h 40m

Key West

Sat 11/7

4:26 pm-11:51 pm

1 stop10h 25m

$487

PortlandKey West

PDX - EYW

PDXEYW

Portland

Tue 6/9

5:10 am-7:10 pm

2 stops11h 00m

Key West

Tue 6/16

4:44 pm-11:59 pm

1 stop10h 15m

$498

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 resultsSorted by cheapest first
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See travel insights to Key West from

How to get the cheapest flight ticket from Portland to Key West

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Portland and Key West?

What is the cheapest month to fly to Key West?

In general, April is the cheapest month to fly from Portland to Key West. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $425. If you are unable to visit Key West during the month of April, then departing from Portland during the month December is also very affordable. Most momondo users find prices during this month for around $483.

When to book flights from Portland to Key West

Are you open to changing your travel dates? Check out the ideal times to fly from Portland to Key West according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Portland to Key West (PDX to EYW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Portland to Key West

Fastest flight time

7h 48m

Direct flights

None
The fastest flight from Portland to Key West takes 7h 48m
There are no direct flights from Portland to Key West. There are no popular flight routes from Portland to Key West.
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Frequently asked questions about flying from Portland to Key West

  • How far is Portland to Key West by plane?

    There are 2685.0 mi between Portland and Key West. Flights usually cover this in 7h 48m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Portland Airport to Key West Airport?

    Prices for flights from Portland Airport to Key West Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Portland Airport to Key West Airport?

  • How old do you have to be to fly from Portland Airport to Key West Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Portland Airport to Key West Airport.

  • What documentation or ID do you need to fly to Key West Airport?

    The travel and health documents you'll need for your trip to Key West Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Key West Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Portland to Key West?

Best airlines flying from Portland to Key West

Compare and see reviews for airlines that fly from Portland to Key West with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $242Free CancellationRating
7.9
8,455 reviews
Search Delta flights
American AirlinesPriceFrom $339Free CancellationRating
7.1
11,662 reviews
Search American Airlines flights

Traveling to a place near Key West?

Book flights to Key West if you plan to visit one of these locations
Big Pine Key
Little Torch Key

Why use momondo?

Why should I use momondo to find a flight deal from Portland to Key West?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Portland to Key West for you.

Can I find flights from Portland to Key West with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Key West from Portland with this policy.

How can momondo help me find flights from Portland to Key West?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Portland to Key West.

I’m not ready to book a flight from Portland to Key West right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Key West from Portland. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Key West trip

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