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Cheap flights from Key West to Portland from $224

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Key West to Portland departing on 9/2. 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
1 adult, Economy, 0 bags

Find the cheapest flights from Key West to Portland

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
1:50 pm - 7:48 pm
EYW
-
PDX
8h 58m
1 stop
American Airlines Logo
3:00 pm - 9:41 am
PDX
-
EYW
15h 41m
2 stops
$510American Airlines
Wed, Sep 2 - Wed, Sep 16
Delta Logo
7:40 am - 10:12 pm
EYW
-
PDX
17h 32m
2 stops
Delta Logo
6:45 am - 7:57 pm
PDX
-
EYW
10h 12m
1 stop
$527Delta
Tue, Aug 25 - Mon, Aug 31
Delta Logo
1:59 pm - 9:44 pm
EYW
-
PDX
10h 45m
1 stop
Delta Logo
10:55 pm - 10:50 am
PDX
-
EYW
8h 55m
1 stop
$531Delta
Tue, Aug 25 - Mon, Aug 31
Delta Logo
1:59 pm - 6:55 pm
EYW
-
PDX
7h 56m
1 stop
Delta Logo
10:55 pm - 10:50 am
PDX
-
EYW
8h 55m
1 stop
$535Delta
Thu, Aug 27 - Sun, Aug 30
Delta Logo
7:40 am - 12:58 pm
EYW
-
PDX
8h 18m
1 stop
Delta Logo
5:30 am - 7:50 pm
PDX
-
EYW
11h 20m
2 stops
$537Delta
Wed, Sep 2 - Wed, Sep 16
Delta Logo
6:15 pm - 4:33 pm
EYW
-
PDX
25h 18m
2 stops
Delta Logo
10:55 pm - 10:50 am
PDX
-
EYW
8h 55m
1 stop
$541Delta
Wed, Aug 26 - Sun, Aug 30
Delta Logo
6:15 pm - 12:24 pm
EYW
-
PDX
21h 09m
2 stops
Delta Logo
10:55 pm - 10:50 am
PDX
-
EYW
8h 55m
1 stop
$546Delta
Mon, Aug 24 - Sun, Aug 30
Delta Logo
1:59 pm - 9:44 pm
EYW
-
PDX
10h 45m
1 stop
Delta Logo
7:00 am - 7:50 pm
PDX
-
EYW
9h 50m
1 stop
$556Delta
Wed, Sep 2 - Wed, Sep 16
Delta Logo
6:15 pm - 9:51 am
EYW
-
PDX
18h 36m
2 stops
Delta Logo
6:45 am - 7:57 pm
PDX
-
EYW
10h 12m
1 stop
$560Delta
Thu, Aug 27 - Mon, Aug 31
Delta Logo
6:15 pm - 10:27 am
EYW
-
PDX
19h 12m
1 stop
Delta Logo
6:45 am - 5:20 pm
PDX
-
EYW
7h 35m
1 stop
$580Delta
Mon, Aug 24 - Mon, Aug 31

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Delta flights from Key West to Portland

Our best Delta deals on Key West to Portland flight tickets
Delta
Sep 2
EYW1:59 pmKey West
10h 45m
1 stop
PDX9:44 pmPortland
Sep 16
PDX7:00 amPortland
9h 50m
1 stop
EYW7:50 pmKey West
$508
Delta
Aug 25
EYW7:40 amKey West
17h 32m
2 stops
PDX10:12 pmPortland
Aug 31
PDX6:45 amPortland
10h 12m
1 stop
EYW7:57 pmKey West
$527
Delta
Aug 25
EYW1:59 pmKey West
10h 45m
1 stop
PDX9:44 pmPortland
Aug 31
PDX10:55 pmPortland
8h 55m
1 stop
EYW10:50 amKey West
$531

United Airlines flights from Key West to Portland

Our best United Airlines deals on Key West to Portland flight tickets
United Airlines
Aug 28
EYW2:20 pmKey West
10h 43m
1 stop
PDX10:03 pmPortland
Sep 1
PDX11:17 pmPortland
11h 12m
1 stop
EYW1:29 pmKey West
$827
United Airlines
Aug 28
EYW2:20 pmKey West
27h 45m
2 stops
PDX3:05 pmPortland
Sep 1
PDX11:17 pmPortland
11h 12m
1 stop
EYW1:29 pmKey West
$935
United Airlines
Aug 28
EYW2:20 pmKey West
10h 43m
1 stop
PDX10:03 pmPortland
Sep 1
PDX11:17 pmPortland
11h 12m
1 stop
EYW1:29 pmKey West
$936

momondo Fare Finder

 
Customize your flight search to find flights from Key West to Portland 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 June 14, 2026.
Use the filters below to find and compare flights from Key West to Portland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Key WestPortland

EYW - PDX

EYWPDX

Key West

Wed 9/2

1:50 pm-7:48 pm

1 stop8h 58m

Portland

Wed 9/16

3:00 pm-9:41 am

2 stops15h 41m

$510

Key WestPortland

EYW - PDX

EYWPDX

Key West

Tue 8/25

7:40 am-10:12 pm

2 stops17h 32m

Portland

Mon 8/31

6:45 am-7:57 pm

1 stop10h 12m

$527

Key WestPortland

EYW - PDX

EYWPDX

Key West

Tue 8/25

1:59 pm-9:44 pm

1 stop10h 45m

Portland

Mon 8/31

10:55 pm-10:50 am

1 stop8h 55m

$531
Quickest round-trip

Key WestPortland

EYW - PDX

EYWPDX

Key West

Thu 8/27

1:59 pm-6:55 pm

1 stop7h 56m

Portland

Sun 8/30

10:55 pm-10:50 am

1 stop8h 55m

$535

Key WestPortland

EYW - PDX

EYWPDX

Key West

Wed 9/2

7:40 am-12:58 pm

1 stop8h 18m

Portland

Wed 9/16

5:30 am-7:50 pm

2 stops11h 20m

$537

Key WestPortland

EYW - PDX

EYWPDX

Key West

Wed 8/26

6:15 pm-4:33 pm

2 stops25h 18m

Portland

Sun 8/30

10:55 pm-10:50 am

1 stop8h 55m

$541

Key WestPortland

EYW - PDX

EYWPDX

Key West

Mon 8/24

6:15 pm-12:24 pm

2 stops21h 09m

Portland

Sun 8/30

10:55 pm-10:50 am

1 stop8h 55m

$546

Key WestPortland

EYW - PDX

EYWPDX

Key West

Wed 9/2

1:59 pm-9:44 pm

1 stop10h 45m

Portland

Wed 9/16

7:00 am-7:50 pm

1 stop9h 50m

$556

Key WestPortland

EYW - PDX

EYWPDX

Key West

Thu 8/27

6:15 pm-9:51 am

2 stops18h 36m

Portland

Mon 8/31

6:45 am-7:57 pm

1 stop10h 12m

$560

Key WestPortland

EYW - PDX

EYWPDX

Key West

Mon 8/24

6:15 pm-10:27 am

1 stop19h 12m

Portland

Mon 8/31

6:45 am-5:20 pm

1 stop7h 35m

$580

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Key West to Portland

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

Can stopping save me money on Key West to Portland flights?

You could potentially save up to 21% on your flight if you consider stops on a Key West to Portland flight.

When to book flights from Key West to Portland

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

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

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

Fastest flight time

8h 18m

Direct flights

None
The fastest flight from Key West to Portland takes 8h 18m
There are no direct flights from Key West to Portland. There are no popular flight routes from Key West to Portland.
Search flight deals

Frequently asked questions about flying from Key West to Portland

  • How far is Key West to Portland by plane?

    The straight-line distance from Key West to Portland is 2685.0 mi. Typically, this will take 8h 18m by plane in normal conditions.

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

    Prices for flights from Key West Airport to Portland Airport refresh daily.

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

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

    The travel and health documents required for your trip to Portland Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Portland Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Lincoln City
Seaside
Cannon Beach
Vancouver
Salem
Astoria
Long Beach
Rockaway Beach
Beaverton
Depoe Bay
Hillsboro
Tigard
Longview
Hood River
Troutdale
Newberg
Clackamas
The Dalles
Gresham
Pacific City

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Portland from Key West.

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

Yes. momondo allows you to filter the results for Key West to Portland flights to just show those with flexible booking policies.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Portland from Key West.

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

Of course. momondo tracks the price of Key West to Portland flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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