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Cheap flights from Key West to Portland from $187

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 3/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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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
3:58 pm - 11:53 pm
EYW
-
PDX
10h 55m
1 stop
American Airlines Logo
11:30 pm - 4:12 pm
PDX
-
EYW
13h 42m
2 stops
$334American Airlines
Thu, May 14 - Sat, May 23
American Airlines Logo
1:55 pm - 12:17 am
EYW
-
PDX
13h 22m
2 stops
American Airlines Logo
11:59 pm - 3:57 pm
PDX
-
EYW
12h 58m
2 stops
$339American Airlines
Thu, Mar 5 - Sun, Mar 15
American Airlines Logo
3:58 pm - 11:53 pm
EYW
-
PDX
10h 55m
1 stop
American Airlines Logo
10:30 pm - 1:42 pm
PDX
-
EYW
12h 12m
1 stop
$354American Airlines
Thu, May 14 - Sat, May 23
American Airlines Logo
2:06 pm - 8:44 pm
EYW
-
PDX
9h 38m
1 stop
American Airlines Logo
11:59 pm - 12:54 pm
PDX
-
EYW
9h 55m
1 stop
$359American Airlines
Thu, Mar 5 - Sun, Mar 15
American Airlines Logo
6:45 am - 4:59 pm
EYW
-
PDX
13h 14m
2 stops
American Airlines Logo
11:30 pm - 4:12 pm
PDX
-
EYW
13h 42m
2 stops
$369American Airlines
Thu, May 14 - Sat, May 23
American Airlines Logo
1:55 pm - 12:17 am
EYW
-
PDX
13h 22m
2 stops
American Airlines Logo
9:44 pm - 11:11 am
PDX
-
EYW
10h 27m
1 stop
$394American Airlines
Tue, Feb 17 - Sat, Feb 21
American Airlines Logo
1:55 pm - 12:17 am
EYW
-
PDX
13h 22m
2 stops
American Airlines Logo
9:44 pm - 1:15 pm
PDX
-
EYW
12h 31m
2 stops
$399American Airlines
Tue, Feb 17 - Sat, Feb 21
American Airlines Logo
3:58 pm - 11:53 pm
EYW
-
PDX
10h 55m
1 stop
American Airlines Logo
10:30 pm - 1:42 pm
PDX
-
EYW
12h 12m
1 stop
$417American Airlines
Thu, May 14 - Sat, May 23
Delta Logo
7:30 am - 7:23 pm
EYW
-
PDX
14h 53m
2 stops
Delta Logo
5:51 pm - 10:53 am
PDX
-
EYW
14h 02m
2 stops
$429Delta
Thu, May 14 - Sat, May 23
Delta Logo
7:30 am - 4:23 pm
EYW
-
PDX
11h 53m
2 stops
Delta Logo
5:51 pm - 10:53 am
PDX
-
EYW
14h 02m
2 stops
$442Delta
Thu, May 14 - Sat, May 23

American Airlines flights from Key West to Portland

Our best American Airlines deals on Key West to Portland flight tickets
American Airlines
May 14
EYW3:58 pmKey West
10h 55m
1 stop
PDX11:53 pmPortland
May 23
PDX11:30 pmPortland
13h 42m
2 stops
EYW4:12 pmKey West
$334
American Airlines
Mar 5
EYW1:55 pmKey West
13h 22m
2 stops
PDX12:17 amPortland
Mar 15
PDX11:59 pmPortland
12h 58m
2 stops
EYW3:57 pmKey West
$339
American Airlines
May 14
EYW3:58 pmKey West
10h 55m
1 stop
PDX11:53 pmPortland
May 23
PDX10:30 pmPortland
12h 12m
1 stop
EYW1:42 pmKey West
$354

Delta flights from Key West to Portland

Our best Delta deals on Key West to Portland flight tickets
Delta
May 14
EYW7:30 amKey West
14h 53m
2 stops
PDX7:23 pmPortland
May 23
PDX5:51 pmPortland
14h 02m
2 stops
EYW10:53 amKey West
$429
Delta
May 14
EYW7:30 amKey West
11h 53m
2 stops
PDX4:23 pmPortland
May 23
PDX5:51 pmPortland
14h 02m
2 stops
EYW10:53 amKey West
$442

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 February 5, 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

Key WestPortland

EYW - PDX

EYWPDX

Key West

Thu 5/14

3:58 pm-11:53 pm

1 stop10h 55m

Portland

Sat 5/23

11:30 pm-4:12 pm

2 stops13h 42m

$334

Key WestPortland

EYW - PDX

EYWPDX

Key West

Thu 3/5

1:55 pm-12:17 am

2 stops13h 22m

Portland

Sun 3/15

11:59 pm-3:57 pm

2 stops12h 58m

$339

Key WestPortland

EYW - PDX

EYWPDX

Key West

Thu 5/14

3:58 pm-11:53 pm

1 stop10h 55m

Portland

Sat 5/23

10:30 pm-1:42 pm

1 stop12h 12m

$354

Key WestPortland

EYW - PDX

EYWPDX

Key West

Thu 3/5

2:06 pm-8:44 pm

1 stop9h 38m

Portland

Sun 3/15

11:59 pm-12:54 pm

1 stop9h 55m

$359

Key WestPortland

EYW - PDX

EYWPDX

Key West

Thu 5/14

6:45 am-4:59 pm

2 stops13h 14m

Portland

Sat 5/23

11:30 pm-4:12 pm

2 stops13h 42m

$369

Key WestPortland

EYW - PDX

EYWPDX

Key West

Tue 2/17

1:55 pm-12:17 am

2 stops13h 22m

Portland

Sat 2/21

9:44 pm-11:11 am

1 stop10h 27m

$394

Key WestPortland

EYW - PDX

EYWPDX

Key West

Tue 2/17

1:55 pm-12:17 am

2 stops13h 22m

Portland

Sat 2/21

9:44 pm-1:15 pm

2 stops12h 31m

$399

Key WestPortland

EYW - PDX

EYWPDX

Key West

Thu 5/14

3:58 pm-11:53 pm

1 stop10h 55m

Portland

Sat 5/23

10:30 pm-1:42 pm

1 stop12h 12m

$417

Key WestPortland

EYW - PDX

EYWPDX

Key West

Thu 5/14

7:30 am-7:23 pm

2 stops14h 53m

Portland

Sat 5/23

5:51 pm-10:53 am

2 stops14h 02m

$429

Key WestPortland

EYW - PDX

EYWPDX

Key West

Thu 5/14

7:30 am-4:23 pm

2 stops11h 53m

Portland

Sat 5/23

5:51 pm-10:53 am

2 stops14h 02m

$442

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 Portland from

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

What is the cheapest airline that flies from Key West to Portland?

American Airlines and United Airlines are the most popular carriers operating from Key West to Portland

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

9h 44m

Direct flights

None
The fastest flight from Key West to Portland takes 9h 44m
There are no direct flights from Key West to Portland. There are no popular flight routes from Key West to Portland.
Search flight deals

  • 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 9h 44m 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 many operators does momondo search for flights from Key West Airport to Portland Airport?

  • 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.

  • What is the most popular airline from Key West to Portland?

Best airlines flying from Key West to Portland

Compare and see reviews for airlines that fly from Key West to Portland with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $344Free CancellationRating
7.2
11,237 reviews
Search American Airlines flights

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
Depoe Bay
Rockaway Beach
Beaverton
Hillsboro
Hood River
Tigard
Longview
McMinnville
Gresham
Pacific City
The Dalles
Manzanita
Newberg

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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