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Cheap flights from Portland to Key West from $429

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 11/7. 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

Discover deals from 900+ travel sites with momondo.

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
5:30 am - 4:29 pm
PDX
-
EYW
7h 59m
1 stop
American Airlines Logo
2:39 pm - 9:20 pm
EYW
-
PDX
9h 41m
1 stop
$429American Airlines
Sat, Nov 7 - Wed, Nov 11
Delta Logo
10:55 pm - 10:50 am
PDX
-
EYW
8h 55m
1 stop
Delta Logo
4:00 pm - 9:44 pm
EYW
-
PDX
8h 44m
1 stop
$482Delta
Thu, Aug 27 - Sat, Aug 29
American Airlines Logo
10:59 pm - 12:55 pm
PDX
-
EYW
10h 56m
1 stop
American Airlines Logo
1:50 pm - 7:48 pm
EYW
-
PDX
8h 58m
1 stop
$540American Airlines
Thu, Aug 27 - Sat, Aug 29
Delta Logo
10:57 pm - 10:47 am
PDX
-
EYW
8h 50m
1 stop
Delta Logo
2:00 pm - 9:47 pm
EYW
-
PDX
10h 47m
1 stop
$541Delta
Mon, Sep 28 - Sat, Oct 3
American Airlines Logo
5:30 am - 7:29 pm
PDX
-
EYW
10h 59m
2 stops
American Airlines Logo
2:39 pm - 9:20 pm
EYW
-
PDX
9h 41m
1 stop
$551American Airlines
Sat, Nov 7 - Wed, Nov 11
Delta Logo
5:30 am - 7:57 pm
PDX
-
EYW
11h 27m
2 stops
Delta Logo
4:00 pm - 9:44 pm
EYW
-
PDX
8h 44m
1 stop
$600Delta
Thu, Aug 27 - Sat, Aug 29
American Airlines Logo
10:59 pm - 12:55 pm
PDX
-
EYW
10h 56m
1 stop
American Airlines Logo
11:40 am - 11:09 pm
EYW
-
PDX
14h 29m
2 stops
$604American Airlines
Thu, Aug 27 - Sat, Aug 29
American Airlines Logo
10:45 pm - 11:08 am
PDX
-
EYW
9h 23m
1 stop
American Airlines Logo
4:26 pm - 11:51 pm
EYW
-
PDX
10h 25m
1 stop
$609American Airlines
Thu, Nov 12 - Mon, Nov 16
Delta Logo
10:55 pm - 10:50 am
PDX
-
EYW
8h 55m
1 stop
Delta Logo
1:31 pm - 6:55 pm
EYW
-
PDX
8h 24m
1 stop
$613Delta
Tue, Aug 11 - Sat, Aug 15
American Airlines Logo
5:07 am - 4:54 pm
PDX
-
EYW
8h 47m
1 stop
American Airlines Logo
2:21 pm - 9:29 pm
EYW
-
PDX
10h 08m
1 stop
$645American Airlines
Fri, Jul 17 - Tue, Jul 21

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Delta flights from Portland to Key West

Our best Delta deals on Portland to Key West flight tickets
Delta
Aug 27
PDX10:55 pmPortland
8h 55m
1 stop
EYW10:50 amKey West
Aug 29
EYW4:00 pmKey West
8h 44m
1 stop
PDX9:44 pmPortland
$482
Delta
Sep 28
PDX10:57 pmPortland
8h 50m
1 stop
EYW10:47 amKey West
Oct 3
EYW2:00 pmKey West
10h 47m
1 stop
PDX9:47 pmPortland
$541
Delta
Aug 27
PDX5:30 amPortland
11h 27m
2 stops
EYW7:57 pmKey West
Aug 29
EYW4:00 pmKey West
8h 44m
1 stop
PDX9:44 pmPortland
$600

American Airlines flights from Portland to Key West

Our best American Airlines deals on Portland to Key West flight tickets
American Airlines
Nov 7
PDX5:30 amPortland
7h 59m
1 stop
EYW4:29 pmKey West
Nov 11
EYW2:39 pmKey West
9h 41m
1 stop
PDX9:20 pmPortland
$429
American Airlines
Aug 27
PDX10:59 pmPortland
10h 56m
1 stop
EYW12:55 pmKey West
Aug 29
EYW1:50 pmKey West
8h 58m
1 stop
PDX7:48 pmPortland
$540
American Airlines
Nov 7
PDX5:30 amPortland
10h 59m
2 stops
EYW7:29 pmKey West
Nov 11
EYW2:39 pmKey West
9h 41m
1 stop
PDX9:20 pmPortland
$551

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 July 3, 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

Sat 11/7

5:30 am-4:29 pm

1 stop7h 59m

Key West

Wed 11/11

2:39 pm-9:20 pm

1 stop9h 41m

$429

PortlandKey West

PDX - EYW

PDXEYW

Portland

Thu 8/27

10:55 pm-10:50 am

1 stop8h 55m

Key West

Sat 8/29

4:00 pm-9:44 pm

1 stop8h 44m

$482

PortlandKey West

PDX - EYW

PDXEYW

Portland

Thu 8/27

10:59 pm-12:55 pm

1 stop10h 56m

Key West

Sat 8/29

1:50 pm-7:48 pm

1 stop8h 58m

$540

PortlandKey West

PDX - EYW

PDXEYW

Portland

Mon 9/28

10:57 pm-10:47 am

1 stop8h 50m

Key West

Sat 10/3

2:00 pm-9:47 pm

1 stop10h 47m

$541

PortlandKey West

PDX - EYW

PDXEYW

Portland

Sat 11/7

5:30 am-7:29 pm

2 stops10h 59m

Key West

Wed 11/11

2:39 pm-9:20 pm

1 stop9h 41m

$551

PortlandKey West

PDX - EYW

PDXEYW

Portland

Thu 8/27

5:30 am-7:57 pm

2 stops11h 27m

Key West

Sat 8/29

4:00 pm-9:44 pm

1 stop8h 44m

$600

PortlandKey West

PDX - EYW

PDXEYW

Portland

Thu 8/27

10:59 pm-12:55 pm

1 stop10h 56m

Key West

Sat 8/29

11:40 am-11:09 pm

2 stops14h 29m

$604

PortlandKey West

PDX - EYW

PDXEYW

Portland

Thu 11/12

10:45 pm-11:08 am

1 stop9h 23m

Key West

Mon 11/16

4:26 pm-11:51 pm

1 stop10h 25m

$609
Quickest round-trip

PortlandKey West

PDX - EYW

PDXEYW

Portland

Tue 8/11

10:55 pm-10:50 am

1 stop8h 55m

Key West

Sat 8/15

1:31 pm-6:55 pm

1 stop8h 24m

$613

PortlandKey West

PDX - EYW

PDXEYW

Portland

Fri 7/17

5:07 am-4:54 pm

1 stop8h 47m

Key West

Tue 7/21

2:21 pm-9:29 pm

1 stop10h 08m

$645

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, 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 $428. If you are unable to visit Key West during the month of April, then departing from Portland during the month January is also very affordable. Most momondo users find prices during this month for around $513.

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 07m

Direct flights

None
The fastest flight from Portland to Key West takes 8h 07m
There are no direct flights from Portland to Key West. There are no popular flight routes from Portland to Key West.
Search flight deals

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 8h 07m, 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
American AirlinesPriceFrom $353Free CancellationRating
7.1
11,770 reviews
Search American Airlines flights
DeltaPriceFrom $388Free CancellationRating
7.8
8,452 reviews
Search Delta 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.

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