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Cheap flights from Portland to Key West from $389

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Portland to Key West departing on 8/12. 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
1 adult, Economy, 0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
10:30 pm - 1:42 pm
PDX
-
EYW
12h 12m
1 stop
American Airlines Logo
12:50 pm - 8:52 pm
EYW
-
PDX
11h 02m
1 stop
$389American Airlines
Wed, Aug 12 - Wed, Aug 19
Delta Logo
10:55 pm - 10:10 am
PDX
-
EYW
8h 15m
1 stop
Delta Logo
2:40 pm - 10:42 pm
EYW
-
PDX
11h 02m
2 stops
$394Delta
Sat, May 2 - Tue, May 5
Multiple Airlines Logo
2:38 pm - 9:14 am
PDX
-
EYW
15h 36m
1 stop
Multiple Airlines Logo
1:11 pm - 4:57 pm
EYW
-
PDX
30h 46m
2 stops
$397Multiple Airlines
Sun, Jun 7 - Fri, Jun 12
Delta Logo
6:05 pm - 10:46 am
PDX
-
EYW
13h 41m
2 stops
Delta Logo
7:30 am - 7:23 pm
EYW
-
PDX
14h 53m
2 stops
$399Delta
Sun, Apr 26 - Thu, May 7
American Airlines Logo
6:00 am - 5:02 pm
PDX
-
EYW
8h 02m
1 stop
American Airlines Logo
2:01 pm - 9:03 pm
EYW
-
PDX
10h 02m
1 stop
$409American Airlines
Wed, Apr 22 - Wed, Apr 29
Delta Logo
9:25 pm - 11:02 am
PDX
-
EYW
10h 37m
1 stop
Delta Logo
6:24 pm - 11:31 pm
EYW
-
PDX
8h 07m
1 stop
$414Delta
Sun, Jun 7 - Mon, Jun 15
American Airlines Logo
6:00 am - 5:02 pm
PDX
-
EYW
8h 02m
1 stop
American Airlines Logo
3:58 pm - 11:53 pm
EYW
-
PDX
10h 55m
1 stop
$419American Airlines
Sun, Apr 12 - Wed, Apr 22
Delta Logo
4:35 pm - 10:46 am
PDX
-
EYW
15h 11m
2 stops
Delta Logo
7:33 am - 5:10 pm
EYW
-
PDX
12h 37m
2 stops
$420Delta
Tue, Apr 28 - Wed, May 6
American Airlines Logo
11:40 pm - 3:40 pm
PDX
-
EYW
13h 00m
2 stops
American Airlines Logo
2:29 pm - 10:49 pm
EYW
-
PDX
11h 20m
1 stop
$424American Airlines
Sun, Apr 12 - Wed, Apr 22
American Airlines Logo
11:40 pm - 3:40 pm
PDX
-
EYW
13h 00m
2 stops
American Airlines Logo
2:01 pm - 11:03 pm
EYW
-
PDX
12h 02m
2 stops
$429American Airlines
Sun, Apr 12 - Wed, Apr 22

American Airlines flights from Portland to Key West

Our best American Airlines deals on Portland to Key West flight tickets
American Airlines
Aug 12
PDX10:30 pmPortland
12h 12m
1 stop
EYW1:42 pmKey West
Aug 19
EYW12:50 pmKey West
11h 02m
1 stop
PDX8:52 pmPortland
$389
American Airlines
Apr 22
PDX6:00 amPortland
8h 02m
1 stop
EYW5:02 pmKey West
Apr 29
EYW2:01 pmKey West
10h 02m
1 stop
PDX9:03 pmPortland
$409
American Airlines
Apr 12
PDX6:00 amPortland
8h 02m
1 stop
EYW5:02 pmKey West
Apr 22
EYW3:58 pmKey West
10h 55m
1 stop
PDX11:53 pmPortland
$419

Delta flights from Portland to Key West

Our best Delta deals on Portland to Key West flight tickets
Delta
May 2
PDX10:55 pmPortland
8h 15m
1 stop
EYW10:10 amKey West
May 5
EYW2:40 pmKey West
11h 02m
2 stops
PDX10:42 pmPortland
$394
Delta
Apr 26
PDX6:05 pmPortland
13h 41m
2 stops
EYW10:46 amKey West
May 7
EYW7:30 amKey West
14h 53m
2 stops
PDX7:23 pmPortland
$399
Delta
Jun 7
PDX9:25 pmPortland
10h 37m
1 stop
EYW11:02 amKey West
Jun 15
EYW6:24 pmKey West
8h 07m
1 stop
PDX11:31 pmPortland
$414

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 March 30, 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

Wed 8/12

10:30 pm-1:42 pm

1 stop12h 12m

Key West

Wed 8/19

12:50 pm-8:52 pm

1 stop11h 02m

$389

PortlandKey West

PDX - EYW

PDXEYW

Portland

Sat 5/2

10:55 pm-10:10 am

1 stop8h 15m

Key West

Tue 5/5

2:40 pm-10:42 pm

2 stops11h 02m

$394

PortlandKey West

PDX - EYW

PDXEYW

Portland

Sun 6/7

2:38 pm-9:14 am

1 stop15h 36m

Key West

Fri 6/12

1:11 pm-4:57 pm

2 stops30h 46m

$397

PortlandKey West

PDX - EYW

PDXEYW

Portland

Sun 4/26

6:05 pm-10:46 am

2 stops13h 41m

Key West

Thu 5/7

7:30 am-7:23 pm

2 stops14h 53m

$399
Quickest round-trip

PortlandKey West

PDX - EYW

PDXEYW

Portland

Wed 4/22

6:00 am-5:02 pm

1 stop8h 02m

Key West

Wed 4/29

2:01 pm-9:03 pm

1 stop10h 02m

$409

PortlandKey West

PDX - EYW

PDXEYW

Portland

Sun 6/7

9:25 pm-11:02 am

1 stop10h 37m

Key West

Mon 6/15

6:24 pm-11:31 pm

1 stop8h 07m

$414

PortlandKey West

PDX - EYW

PDXEYW

Portland

Sun 4/12

6:00 am-5:02 pm

1 stop8h 02m

Key West

Wed 4/22

3:58 pm-11:53 pm

1 stop10h 55m

$419

PortlandKey West

PDX - EYW

PDXEYW

Portland

Tue 4/28

4:35 pm-10:46 am

2 stops15h 11m

Key West

Wed 5/6

7:33 am-5:10 pm

2 stops12h 37m

$420

PortlandKey West

PDX - EYW

PDXEYW

Portland

Sun 4/12

11:40 pm-3:40 pm

2 stops13h 00m

Key West

Wed 4/22

2:29 pm-10:49 pm

1 stop11h 20m

$424

PortlandKey West

PDX - EYW

PDXEYW

Portland

Sun 4/12

11:40 pm-3:40 pm

2 stops13h 00m

Key West

Wed 4/22

2:01 pm-11:03 pm

2 stops12h 02m

$429

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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, September 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 $349. If you are unable to visit Key West during the month of September, then departing from Portland during the month April is also very affordable. Most momondo users find prices during this month for around $420.

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

9h 05m

Direct flights

None
The fastest flight from Portland to Key West takes 9h 05m
There are no direct flights from Portland to Key West. There are no popular flight routes from Portland to Key West.
Search flight deals

  • How far is Portland to Key West by plane?

    There are 2685.0 mi between Portland and Key West. Flights usually cover this in 9h 05m, 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
8,358 reviews
Search Delta flights
American AirlinesPriceFrom $308Free CancellationRating
7.1
11,530 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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