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Cheap flights from Key West to Portland from $343

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Key West to Portland departing on 4/30. 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.
Multiple Airlines Logo
9:58 am - 11:42 am
EYW
-
PDX
52h 44m
2 stops
Multiple Airlines Logo
2:44 pm - 11:02 am
PDX
-
EYW
17h 18m
1 stop
$343Multiple Airlines
Thu, Apr 30 - Thu, May 28
Multiple Airlines Logo
9:58 am - 11:42 am
EYW
-
PDX
52h 44m
2 stops
Multiple Airlines Logo
2:44 pm - 11:02 am
PDX
-
EYW
17h 18m
1 stop
$357Multiple Airlines
Thu, Apr 30 - Thu, May 28
Delta Logo
7:00 am - 1:06 pm
EYW
-
PDX
9h 06m
1 stop
Delta Logo
9:45 pm - 10:58 am
PDX
-
EYW
10h 13m
1 stop
$389Delta
Wed, Sep 2 - Mon, Sep 14
Delta Logo
7:00 am - 1:06 pm
EYW
-
PDX
9h 06m
1 stop
Delta Logo
5:10 pm - 10:58 am
PDX
-
EYW
14h 48m
2 stops
$394Delta
Wed, Sep 2 - Tue, Sep 15
Delta Logo
7:00 am - 4:10 pm
EYW
-
PDX
12h 10m
2 stops
Delta Logo
5:10 pm - 10:58 am
PDX
-
EYW
14h 48m
2 stops
$399Delta
Wed, Sep 2 - Mon, Sep 14
American Airlines Logo
2:29 pm - 10:50 pm
EYW
-
PDX
11h 21m
1 stop
American Airlines Logo
10:59 pm - 1:41 pm
PDX
-
EYW
11h 42m
2 stops
$414American Airlines
Thu, May 14 - Sat, May 23
American Airlines Logo
3:58 pm - 10:50 pm
EYW
-
PDX
9h 52m
2 stops
American Airlines Logo
10:59 pm - 4:07 pm
PDX
-
EYW
14h 08m
2 stops
$419American Airlines
Thu, May 14 - Sat, May 23
Delta Logo
11:48 am - 6:38 pm
EYW
-
PDX
9h 50m
1 stop
Delta Logo
9:39 pm - 10:53 am
PDX
-
EYW
10h 14m
1 stop
$452Delta
Thu, May 14 - Sat, May 23
Delta Logo
2:35 pm - 9:54 pm
EYW
-
PDX
10h 19m
1 stop
Delta Logo
10:55 pm - 5:14 pm
PDX
-
EYW
15h 19m
2 stops
$457Delta
Thu, Sep 3 - Mon, Sep 14
Delta Logo
7:00 am - 4:10 pm
EYW
-
PDX
12h 10m
2 stops
Delta Logo
5:30 am - 7:45 pm
PDX
-
EYW
11h 15m
2 stops
$462Delta
Wed, Sep 2 - Wed, Sep 16

United Airlines flights from Key West to Portland

Our best United Airlines deals on Key West to Portland flight tickets
United Airlines
Apr 4
EYW4:38 pmKey West
9h 20m
1 stop
PDX10:58 pmPortland
Apr 13
PDX11:15 pmPortland
11h 16m
1 stop
EYW1:31 pmKey West
$529
United Airlines
May 14
EYW4:47 pmKey West
19h 51m
2 stops
PDX9:38 amPortland
May 23
PDX8:35 amPortland
27h 32m
3 stops
EYW3:07 pmKey West
$778
United Airlines
Aug 26
EYW2:20 pmKey West
10h 43m
1 stop
PDX10:03 pmPortland
Aug 29
PDX8:29 amPortland
10h 42m
1 stop
EYW10:11 pmKey West
$1,670

Alaska Airlines flights from Key West to Portland

Our best Alaska Airlines deals on Key West to Portland flight tickets
Alaska Airlines
Apr 30
EYW12:04 pmKey West
31h 45m
2 stops
PDX4:49 pmPortland
May 28
PDX5:46 pmPortland
16h 55m
2 stops
EYW1:41 pmKey West
$741
Alaska Airlines
Apr 30
EYW12:04 pmKey West
11h 13m
1 stop
PDX8:17 pmPortland
May 28
PDX7:40 amPortland
27h 01m
1 stop
EYW1:41 pmKey West
$1,969
Alaska Airlines
Apr 30
EYW12:04 pmKey West
11h 13m
1 stop
PDX8:17 pmPortland
May 28
PDX7:40 amPortland
27h 01m
1 stop
EYW1:41 pmKey West
$2,032

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 March 26, 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

Thu 4/30

9:58 am-11:42 am

2 stops52h 44m

Portland

Thu 5/28

2:44 pm-11:02 am

1 stop17h 18m

$343

Key WestPortland

EYW - PDX

EYWPDX

Key West

Thu 4/30

9:58 am-11:42 am

2 stops52h 44m

Portland

Thu 5/28

2:44 pm-11:02 am

1 stop17h 18m

$357
Quickest round-trip

Key WestPortland

EYW - PDX

EYWPDX

Key West

Wed 9/2

7:00 am-1:06 pm

1 stop9h 06m

Portland

Mon 9/14

9:45 pm-10:58 am

1 stop10h 13m

$389

Key WestPortland

EYW - PDX

EYWPDX

Key West

Wed 9/2

7:00 am-1:06 pm

1 stop9h 06m

Portland

Tue 9/15

5:10 pm-10:58 am

2 stops14h 48m

$394

Key WestPortland

EYW - PDX

EYWPDX

Key West

Wed 9/2

7:00 am-4:10 pm

2 stops12h 10m

Portland

Mon 9/14

5:10 pm-10:58 am

2 stops14h 48m

$399

Key WestPortland

EYW - PDX

EYWPDX

Key West

Thu 5/14

2:29 pm-10:50 pm

1 stop11h 21m

Portland

Sat 5/23

10:59 pm-1:41 pm

2 stops11h 42m

$414

Key WestPortland

EYW - PDX

EYWPDX

Key West

Thu 5/14

3:58 pm-10:50 pm

2 stops9h 52m

Portland

Sat 5/23

10:59 pm-4:07 pm

2 stops14h 08m

$419

Key WestPortland

EYW - PDX

EYWPDX

Key West

Thu 5/14

11:48 am-6:38 pm

1 stop9h 50m

Portland

Sat 5/23

9:39 pm-10:53 am

1 stop10h 14m

$452

Key WestPortland

EYW - PDX

EYWPDX

Key West

Thu 9/3

2:35 pm-9:54 pm

1 stop10h 19m

Portland

Mon 9/14

10:55 pm-5:14 pm

2 stops15h 19m

$457

Key WestPortland

EYW - PDX

EYWPDX

Key West

Wed 9/2

7:00 am-4:10 pm

2 stops12h 10m

Portland

Wed 9/16

5:30 am-7:45 pm

2 stops11h 15m

$462

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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 24m

Direct flights

None
The fastest flight from Key West to Portland takes 8h 24m
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 8h 24m 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
7.1
11,495 reviews
Search American Airlines flights

  • How do I get Price Alerts for flights from Key West to Portland?

    You can take advantage of momondo’s Price Alerts by first searching for your flights to Key West from Portland. Flight offers will be shown to you in real-time. From there you can create a Price Alert by using our on-site widget.

  • How can I save money on flights from Key West to Portland with momondo?

    With “Price Forecast”, learn how soon you should book your flight in advance. Down to the day of week and time of day, our information can inform you on the ideal time to book to save on your travel. Our “Price Calendar” shows you at a quick glance when to book your travel for lower rates. By setting “Price Alerts” you can monitor changes in price and target the ideal time to book. Search for your trip destination by budget amount via our “Explore” feature. Whether you’re looking for ideas for your next travel adventure or cost-cutting tips, our “Discover” content is a great place to start.

  • How does momondo find its flight prices?

    We aggregate our prices from over 700+ competitors from airlines to OTAs. We operate in over 30 markets worldwide to show you a wide range of travel options.

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
Depoe Bay
Beaverton
Hillsboro
Tigard
Hood River
Longview
Troutdale
Newberg
McMinnville
The Dalles
Manzanita
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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