Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Portland to Key West from $329

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 3/2. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Portland to Key West

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
5:40 am - 4:24 pm
PDX
-
EYW
7h 44m
1 stop
American Airlines Logo
3:56 pm - 11:44 pm
EYW
-
PDX
10h 48m
1 stop
$329American Airlines
Mon, Mar 2 - Tue, Mar 10
American Airlines Logo
11:40 pm - 3:57 pm
PDX
-
EYW
13h 17m
2 stops
American Airlines Logo
3:56 pm - 11:44 pm
EYW
-
PDX
10h 48m
1 stop
$334American Airlines
Mon, Mar 2 - Tue, Mar 10
American Airlines Logo
11:59 pm - 1:45 pm
PDX
-
EYW
10h 46m
2 stops
American Airlines Logo
3:20 pm - 12:20 am
EYW
-
PDX
12h 00m
2 stops
$339American Airlines
Tue, Mar 10 - Tue, Mar 17
Delta Logo
10:55 pm - 10:10 am
PDX
-
EYW
8h 15m
1 stop
Delta Logo
7:30 am - 7:23 pm
EYW
-
PDX
14h 53m
2 stops
$344Delta
Sat, May 2 - Thu, May 14
Delta Logo
12:30 am - 5:23 pm
PDX
-
EYW
13h 53m
2 stops
Delta Logo
7:30 am - 7:23 pm
EYW
-
PDX
14h 53m
2 stops
$349Delta
Sat, May 2 - Wed, May 13
American Airlines Logo
10:30 pm - 1:42 pm
PDX
-
EYW
12h 12m
1 stop
American Airlines Logo
2:31 pm - 9:17 pm
EYW
-
PDX
9h 46m
1 stop
$359American Airlines
Sat, Aug 8 - Fri, Aug 14
American Airlines Logo
10:30 pm - 1:42 pm
PDX
-
EYW
12h 12m
1 stop
American Airlines Logo
3:00 pm - 11:59 pm
EYW
-
PDX
11h 59m
2 stops
$364American Airlines
Sat, Aug 8 - Fri, Aug 14
Delta Logo
10:55 pm - 10:10 am
PDX
-
EYW
8h 15m
1 stop
Delta Logo
6:22 pm - 12:28 pm
EYW
-
PDX
21h 06m
2 stops
$368Delta
Sat, May 2 - Tue, May 12
American Airlines Logo
11:35 pm - 3:57 pm
PDX
-
EYW
13h 22m
2 stops
American Airlines Logo
1:55 pm - 12:17 am
EYW
-
PDX
13h 22m
2 stops
$369American Airlines
Sat, Feb 28 - Thu, Mar 5
Delta Logo
4:35 pm - 10:10 am
PDX
-
EYW
14h 35m
2 stops
Delta Logo
7:30 am - 7:23 pm
EYW
-
PDX
14h 53m
2 stops
$374Delta
Sat, May 2 - Wed, May 13

United Airlines flights from Portland to Key West

Our best United Airlines deals on Portland to Key West flight tickets
United Airlines
Mar 4
PDX10:38 pmPortland
11h 45m
1 stop
EYW1:23 pmKey West
Mar 10
EYW2:24 pmKey West
10h 28m
1 stop
PDX9:52 pmPortland
$389
United Airlines
Apr 13
PDX11:15 pmPortland
11h 16m
1 stop
EYW1:31 pmKey West
Apr 20
EYW3:47 pmKey West
11h 11m
1 stop
PDX11:58 pmPortland
$406
United Airlines
May 4
PDX10:16 pmPortland
12h 29m
1 stop
EYW1:45 pmKey West
May 13
EYW4:00 pmKey West
9h 30m
1 stop
PDX10:30 pmPortland
$429

American Airlines flights from Portland to Key West

Our best American Airlines deals on Portland to Key West flight tickets
American Airlines
Mar 2
PDX5:40 amPortland
7h 44m
1 stop
EYW4:24 pmKey West
Mar 10
EYW3:56 pmKey West
10h 48m
1 stop
PDX11:44 pmPortland
$329
American Airlines
Mar 2
PDX11:40 pmPortland
13h 17m
2 stops
EYW3:57 pmKey West
Mar 10
EYW3:56 pmKey West
10h 48m
1 stop
PDX11:44 pmPortland
$334
American Airlines
Mar 10
PDX11:59 pmPortland
10h 46m
2 stops
EYW1:45 pmKey West
Mar 17
EYW3:20 pmKey West
12h 00m
2 stops
PDX12:20 amPortland
$339

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 February 12, 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

PortlandKey West

PDX - EYW

PDXEYW

Portland

Mon 3/2

5:40 am-4:24 pm

1 stop7h 44m

Key West

Tue 3/10

3:56 pm-11:44 pm

1 stop10h 48m

$329

PortlandKey West

PDX - EYW

PDXEYW

Portland

Mon 3/2

11:40 pm-3:57 pm

2 stops13h 17m

Key West

Tue 3/10

3:56 pm-11:44 pm

1 stop10h 48m

$334

PortlandKey West

PDX - EYW

PDXEYW

Portland

Tue 3/10

11:59 pm-1:45 pm

2 stops10h 46m

Key West

Tue 3/17

3:20 pm-12:20 am

2 stops12h 00m

$339

PortlandKey West

PDX - EYW

PDXEYW

Portland

Sat 5/2

10:55 pm-10:10 am

1 stop8h 15m

Key West

Thu 5/14

7:30 am-7:23 pm

2 stops14h 53m

$344

PortlandKey West

PDX - EYW

PDXEYW

Portland

Sat 5/2

12:30 am-5:23 pm

2 stops13h 53m

Key West

Wed 5/13

7:30 am-7:23 pm

2 stops14h 53m

$349

PortlandKey West

PDX - EYW

PDXEYW

Portland

Sat 8/8

10:30 pm-1:42 pm

1 stop12h 12m

Key West

Fri 8/14

2:31 pm-9:17 pm

1 stop9h 46m

$359

PortlandKey West

PDX - EYW

PDXEYW

Portland

Sat 8/8

10:30 pm-1:42 pm

1 stop12h 12m

Key West

Fri 8/14

3:00 pm-11:59 pm

2 stops11h 59m

$364

PortlandKey West

PDX - EYW

PDXEYW

Portland

Sat 5/2

10:55 pm-10:10 am

1 stop8h 15m

Key West

Tue 5/12

6:22 pm-12:28 pm

2 stops21h 06m

$368

PortlandKey West

PDX - EYW

PDXEYW

Portland

Sat 2/28

11:35 pm-3:57 pm

2 stops13h 22m

Key West

Thu 3/5

1:55 pm-12:17 am

2 stops13h 22m

$369

PortlandKey West

PDX - EYW

PDXEYW

Portland

Sat 5/2

4:35 pm-10:10 am

2 stops14h 35m

Key West

Wed 5/13

7:30 am-7:23 pm

2 stops14h 53m

$374

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 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 $381. If you are unable to visit Key West during the month of September, then departing from Portland during the month December is also very affordable. Most momondo users find prices during this month for around $464.

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

8h 13m

Direct flights

None
The fastest flight from Portland to Key West takes 8h 13m
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 8h 13m, 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
8,180 reviews
Search Delta flights
American AirlinesPriceFrom $308Free CancellationRating
7.2
11,271 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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 3/14
Sat 3/21
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States