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Cheap flights from Portland to Key West from $419

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 11/25. 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
5:00 am - 4:55 pmPDX  Portland-EYW Key West
8h 55m1 stop Dallas/Fort Worth
American Airlines Logo
2:26 pm - 10:00 pmEYW  Key West-PDX Portland
10h 34m1 stop Dallas/Fort Worth
$427American Airlines
Sat, Nov 7 - Wed, Nov 18
United Airlines Logo
10:56 pm - 1:02 pmPDX  Portland-EYW Key West
11h 06m1 stop Newark
United Airlines Logo
4:05 pm - 11:12 pmEYW  Key West-PDX Portland
10h 07m1 stop Chicago O'Hare Intl
$489United Airlines
Sat, Jan 9 - Wed, Jan 13
Delta Logo
10:57 pm - 10:46 amPDX  Portland-EYW Key West
8h 49m1 stop Atlanta Hartsfield-Jackson
Delta Logo
2:00 pm - 9:47 pmEYW  Key West-PDX Portland
10h 47m1 stop Atlanta Hartsfield-Jackson
$499Delta
Thu, Sep 10 - Thu, Sep 17
American Airlines Logo
11:49 pm - 4:02 pmPDX  Portland-EYW Key West
13h 13m2 stops Dallas/Fort Worth Charlotte Douglas
American Airlines Logo
1:12 pm - 7:47 pmEYW  Key West-PDX Portland
9h 35m1 stop Chicago O'Hare Intl
$555American Airlines
Sat, Nov 7 - Wed, Nov 18
United Airlines Logo
10:56 pm - 1:02 pmPDX  Portland-EYW Key West
11h 06m1 stop Newark
United Airlines Logo
6:20 pm - 12:54 amEYW  Key West-PDX Portland
33h 34m2 stops Washington, D.C. Dulles Intl San Francisco
$574United Airlines
Sat, Jan 9 - Wed, Jan 13
United Airlines Logo
1:39 pm - 11:11 amPDX  Portland-EYW Key West
18h 32m3 stops San Francisco Las Vegas Harry Reid Intl Chicago O'Hare Intl
United Airlines Logo
4:05 pm - 11:12 pmEYW  Key West-PDX Portland
10h 07m1 stop Chicago O'Hare Intl
$590United Airlines
Sat, Jan 9 - Wed, Jan 13
American Airlines Logo
11:06 pm - 1:11 pmPDX  Portland-EYW Key West
11h 05m1 stop Charlotte Douglas
American Airlines Logo
12:48 pm - 8:44 pmEYW  Key West-PDX Portland
10h 56m1 stop Charlotte Douglas
$595American Airlines
Thu, Oct 1 - Thu, Oct 15
American Airlines Logo
6:00 am - 4:55 pmPDX  Portland-EYW Key West
7h 55m1 stop Dallas/Fort Worth
American Airlines Logo
4:44 pm - 11:59 pmEYW  Key West-PDX Portland
10h 15m1 stop Miami
$595American Airlines
Mon, Nov 2 - Sun, Nov 8
Delta Logo
10:57 pm - 10:46 amPDX  Portland-EYW Key West
8h 49m1 stop Atlanta Hartsfield-Jackson
Delta Logo
2:00 pm - 10:02 pmEYW  Key West-PDX Portland
11h 02m2 stops Atlanta Hartsfield-Jackson Seattle/Tacoma Intl
$727Delta
Thu, Sep 10 - Thu, Sep 17
Delta Logo
11:00 pm - 10:47 amPDX  Portland-EYW Key West
8h 47m1 stop Atlanta Hartsfield-Jackson
Delta Logo
2:00 pm - 9:49 pmEYW  Key West-PDX Portland
10h 49m1 stop Atlanta Hartsfield-Jackson
$859Delta
Sun, Nov 1 - Fri, Nov 6

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American Airlines flights from Portland to Key West

Our best American Airlines deals on Portland to Key West flight tickets
American Airlines
Nov 7
PDX5:00 amPortland
8h 55m
1 stop
EYW4:55 pmKey West
Nov 18
EYW2:26 pmKey West
10h 34m
1 stop
PDX10:00 pmPortland
$427
American Airlines
Nov 7
PDX11:49 pmPortland
13h 13m
2 stops
EYW4:02 pmKey West
Nov 18
EYW1:12 pmKey West
9h 35m
1 stop
PDX7:47 pmPortland
$555
American Airlines
Oct 1
PDX11:06 pmPortland
11h 05m
1 stop
EYW1:11 pmKey West
Oct 15
EYW12:48 pmKey West
10h 56m
1 stop
PDX8:44 pmPortland
$595

Delta flights from Portland to Key West

Our best Delta deals on Portland to Key West flight tickets
Delta
Sep 10
PDX10:57 pmPortland
8h 49m
1 stop
EYW10:46 amKey West
Sep 17
EYW2:00 pmKey West
10h 47m
1 stop
PDX9:47 pmPortland
$499
Delta
Sep 10
PDX10:57 pmPortland
8h 49m
1 stop
EYW10:46 amKey West
Sep 17
EYW2:00 pmKey West
11h 02m
2 stops
PDX10:02 pmPortland
$727
Delta
Sep 2
PDX6:45 amPortland
10h 12m
1 stop
EYW7:57 pmKey West
Sep 7
EYW1:59 pmKey West
10h 51m
1 stop
PDX9:50 pmPortland
$966

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 August 17, 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 Portland - EYW Key West

PDXEYW

Portland

Sat 11/7

5:00 am-4:55 pm

1 stop8h 55m

Key West

Wed 11/18

2:26 pm-10:00 pm

1 stop10h 34m

$427

PortlandKey West

PDX Portland - EYW Key West

PDXEYW

Portland

Sat 1/9

10:56 pm-1:02 pm

1 stop11h 06m

Key West

Wed 1/13

4:05 pm-11:12 pm

1 stop10h 07m

$489

PortlandKey West

PDX Portland - EYW Key West

PDXEYW

Portland

Thu 9/10

10:57 pm-10:46 am

1 stop8h 49m

Key West

Thu 9/17

2:00 pm-9:47 pm

1 stop10h 47m

$499

PortlandKey West

PDX Portland - EYW Key West

PDXEYW

Portland

Sat 11/7

11:49 pm-4:02 pm

2 stops13h 13m

Key West

Wed 11/18

1:12 pm-7:47 pm

1 stop9h 35m

$555

PortlandKey West

PDX Portland - EYW Key West

PDXEYW

Portland

Sat 1/9

10:56 pm-1:02 pm

1 stop11h 06m

Key West

Wed 1/13

6:20 pm-12:54 am

2 stops33h 34m

$574

PortlandKey West

PDX Portland - EYW Key West

PDXEYW

Portland

Sat 1/9

1:39 pm-11:11 am

3 stops18h 32m

Key West

Wed 1/13

4:05 pm-11:12 pm

1 stop10h 07m

$590

PortlandKey West

PDX Portland - EYW Key West

PDXEYW

Portland

Thu 10/1

11:06 pm-1:11 pm

1 stop11h 05m

Key West

Thu 10/15

12:48 pm-8:44 pm

1 stop10h 56m

$595
Quickest round-trip

PortlandKey West

PDX Portland - EYW Key West

PDXEYW

Portland

Mon 11/2

6:00 am-4:55 pm

1 stop7h 55m

Key West

Sun 11/8

4:44 pm-11:59 pm

1 stop10h 15m

$595

PortlandKey West

PDX Portland - EYW Key West

PDXEYW

Portland

Thu 9/10

10:57 pm-10:46 am

1 stop8h 49m

Key West

Thu 9/17

2:00 pm-10:02 pm

2 stops11h 02m

$727

PortlandKey West

PDX Portland - EYW Key West

PDXEYW

Portland

Sun 11/1

11:00 pm-10:47 am

1 stop8h 47m

Key West

Fri 11/6

2:00 pm-9:49 pm

1 stop10h 49m

$859

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 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 $592.

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

Best Price Found

$419

Fastest flight time

8h 49m

Direct flights

None
The best one-way flight to Key West from Portland in the past 72 hours is $419. The best round-trip flight deal from Portland to Key West found on momondo in the last 72 hours is $427.
The fastest flight from Portland to Key West takes 8h 49m
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 49m, 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 $339Free CancellationRating
7.1
11,944 reviews
Search American Airlines flights
DeltaPriceFrom $388Free CancellationRating
7.8
8,503 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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