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Cheap flights from Key West to Portland from $318

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 12/31. 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
0 bags

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Cheap round-trip flights

American Airlines Logo
12:50 pm - 9:04 pmEYW-PDX
11h 14m1 stop
American Airlines Logo
11:59 pm - 5:16 pmPDX-EYW
14h 17m2 stops
$473American Airlines
Find Deal
Fri, Oct 10 - Tue, Oct 14
American Airlines Logo
11:22 am - 9:04 pmEYW-PDX
12h 42m2 stops
American Airlines Logo
11:59 pm - 5:16 pmPDX-EYW
14h 17m2 stops
$478American Airlines
Find Deal
Fri, Oct 10 - Tue, Oct 14
Delta Logo
6:00 pm - 10:39 pmEYW-PDX
31h 39m1 stop
Delta Logo
6:04 am - 5:12 pmPDX-EYW
8h 08m1 stop
$487Delta
Find Deal
Fri, Mar 6 - Tue, Mar 10
Delta Logo
6:00 pm - 7:18 pmEYW-PDX
28h 18m1 stop
Delta Logo
5:10 pm - 11:03 amPDX-EYW
14h 53m2 stops
$492Delta
Find Deal
Fri, Mar 6 - Tue, Mar 10
American Airlines Logo
2:32 pm - 9:36 pmEYW-PDX
10h 04m1 stop
American Airlines Logo
5:34 am - 4:18 pmPDX-EYW
7h 44m1 stop
$537American Airlines
Find Deal
Fri, Oct 10 - Tue, Oct 14
American Airlines Logo
12:10 pm - 8:24 pmEYW-PDX
11h 14m2 stops
American Airlines Logo
8:01 am - 11:59 pmPDX-EYW
12h 58m2 stops
$578American Airlines
Find Deal
Fri, Mar 6 - Tue, Mar 10
American Airlines Logo
12:10 pm - 8:24 pmEYW-PDX
11h 14m2 stops
American Airlines Logo
8:01 am - 11:59 pmPDX-EYW
12h 58m2 stops
$596American Airlines
Find Deal
Fri, Mar 6 - Tue, Mar 10
Delta Logo
2:35 pm - 10:39 pmEYW-PDX
11h 04m1 stop
Delta Logo
12:55 am - 5:12 pmPDX-EYW
13h 17m2 stops
$752Delta
Find Deal
Fri, Mar 6 - Mon, Mar 9
Delta Logo
1:57 pm - 10:08 pmEYW-PDX
11h 11m1 stop
Delta Logo
12:40 am - 1:02 pmPDX-EYW
9h 22m2 stops
$758Delta
Find Deal
Fri, Oct 10 - Mon, Oct 13
Delta Logo
1:57 pm - 10:40 pmEYW-PDX
11h 43m2 stops
Delta Logo
12:40 am - 1:02 pmPDX-EYW
9h 22m2 stops
$909Delta
Find Deal
Fri, Oct 10 - Mon, Oct 13

Delta flights from Key West to Portland

Our best Delta deals on Key West to Portland flight tickets
Delta
Mar 6
EYW6:00 pmKey West
31h 39m
1 stop
PDX10:39 pmPortland
Mar 10
PDX6:04 amPortland
8h 08m
1 stop
EYW5:12 pmKey West
$487
Find similar
Delta
Mar 6
EYW6:00 pmKey West
28h 18m
1 stop
PDX7:18 pmPortland
Mar 10
PDX5:10 pmPortland
14h 53m
2 stops
EYW11:03 amKey West
$492
Find similar
Delta
Mar 6
EYW2:35 pmKey West
11h 04m
1 stop
PDX10:39 pmPortland
Mar 9
PDX12:55 amPortland
13h 17m
2 stops
EYW5:12 pmKey West
$752
Find similar

American Airlines flights from Key West to Portland

Our best American Airlines deals on Key West to Portland flight tickets
American Airlines
Oct 10
EYW12:50 pmKey West
11h 14m
1 stop
PDX9:04 pmPortland
Oct 14
PDX11:59 pmPortland
14h 17m
2 stops
EYW5:16 pmKey West
$473
Find similar
American Airlines
Oct 10
EYW11:22 amKey West
12h 42m
2 stops
PDX9:04 pmPortland
Oct 14
PDX11:59 pmPortland
14h 17m
2 stops
EYW5:16 pmKey West
$478
Find similar
American Airlines
Oct 10
EYW2:32 pmKey West
10h 04m
1 stop
PDX9:36 pmPortland
Oct 14
PDX5:34 amPortland
7h 44m
1 stop
EYW4:18 pmKey West
$537
Find similar

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 September 16, 2025.
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

Fri 10/10

12:50 pm-9:04 pm

1 stop11h 14m

Portland

Tue 10/14

11:59 pm-5:16 pm

2 stops14h 17m

$473

Key WestPortland

EYW - PDX

EYWPDX

Key West

Fri 10/10

11:22 am-9:04 pm

2 stops12h 42m

Portland

Tue 10/14

11:59 pm-5:16 pm

2 stops14h 17m

$478

Key WestPortland

EYW - PDX

EYWPDX

Key West

Fri 3/6

6:00 pm-10:39 pm

1 stop31h 39m

Portland

Tue 3/10

6:04 am-5:12 pm

1 stop8h 08m

$487

Key WestPortland

EYW - PDX

EYWPDX

Key West

Fri 3/6

6:00 pm-7:18 pm

1 stop28h 18m

Portland

Tue 3/10

5:10 pm-11:03 am

2 stops14h 53m

$492

Key WestPortland

EYW - PDX

EYWPDX

Key West

Fri 10/10

2:32 pm-9:36 pm

1 stop10h 04m

Portland

Tue 10/14

5:34 am-4:18 pm

1 stop7h 44m

$537

Key WestPortland

EYW - PDX

EYWPDX

Key West

Fri 3/6

12:10 pm-8:24 pm

2 stops11h 14m

Portland

Tue 3/10

8:01 am-11:59 pm

2 stops12h 58m

$578

Key WestPortland

EYW - PDX

EYWPDX

Key West

Fri 3/6

12:10 pm-8:24 pm

2 stops11h 14m

Portland

Tue 3/10

8:01 am-11:59 pm

2 stops12h 58m

$596

Key WestPortland

EYW - PDX

EYWPDX

Key West

Fri 3/6

2:35 pm-10:39 pm

1 stop11h 04m

Portland

Mon 3/9

12:55 am-5:12 pm

2 stops13h 17m

$752

Key WestPortland

EYW - PDX

EYWPDX

Key West

Fri 10/10

1:57 pm-10:08 pm

1 stop11h 11m

Portland

Mon 10/13

12:40 am-1:02 pm

2 stops9h 22m

$758

Key WestPortland

EYW - PDX

EYWPDX

Key West

Fri 10/10

1:57 pm-10:40 pm

2 stops11h 43m

Portland

Mon 10/13

12:40 am-1:02 pm

2 stops9h 22m

$909

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 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 day to depart on your flight to Portland?

The cheapest day to depart on your flight to Portland is on a Thursday when prices can be found for as low as $313. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to Portland is Monday, with ticket prices averaging around $498.

What is the cheapest time of day to depart on your flight to Portland?

The cheapest time of day to fly to Portland is at noon when flights can be purchased for as low as $358. In the morning is when there is more demand to fly to Portland, so prices are often more expensive at around $498 per ticket.

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

Direct flights

None
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 10h 04m 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
10,000 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
Gresham
McMinnville
Longview
Tigard
The Dalles
Pacific City
Tillamook
Manzanita

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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