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Cheap flights from Key West to Portland from $205

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.
Delta Logo
7:40 am - 12:58 pmEYW  Key West-PDX Portland
8h 18m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:45 am - 8:00 pmPDX  Portland-EYW Key West
10h 15m1 stop Atlanta Hartsfield-Jackson
$439Delta
Wed, Sep 2 - Wed, Sep 16
Delta Logo
1:59 pm - 6:55 pmEYW  Key West-PDX Portland
7h 56m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:45 am - 8:00 pmPDX  Portland-EYW Key West
10h 15m1 stop Atlanta Hartsfield-Jackson
$497Delta
Wed, Sep 2 - Wed, Sep 16
Delta Logo
7:40 am - 12:58 pmEYW  Key West-PDX Portland
8h 18m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:45 am - 8:00 pmPDX  Portland-EYW Key West
10h 15m1 stop Atlanta Hartsfield-Jackson
$518Delta
Wed, Sep 2 - Wed, Sep 16
American Airlines Logo
4:56 pm - 11:59 pmEYW  Key West-PDX Portland
10h 03m1 stop Chicago O'Hare Intl
American Airlines Logo
3:00 pm - 9:51 amPDX  Portland-EYW Key West
15h 51m2 stops Phoenix Sky Harbor Intl Miami
$544American Airlines
Wed, Sep 2 - Wed, Sep 16
American Airlines Logo
4:56 pm - 11:59 pmEYW  Key West-PDX Portland
10h 03m1 stop Chicago O'Hare Intl
American Airlines Logo
3:00 pm - 9:51 amPDX  Portland-EYW Key West
15h 51m2 stops Phoenix Sky Harbor Intl Miami
$612American Airlines
Wed, Sep 2 - Wed, Sep 16
American Airlines Logo
1:49 pm - 11:09 pmEYW  Key West-PDX Portland
12h 20m2 stops Miami Dallas/Fort Worth
American Airlines Logo
3:00 pm - 9:51 amPDX  Portland-EYW Key West
15h 51m2 stops Phoenix Sky Harbor Intl Miami
$667American Airlines
Wed, Sep 2 - Wed, Sep 16
American Airlines Logo
1:49 pm - 11:09 pmEYW  Key West-PDX Portland
12h 20m2 stops Miami Dallas/Fort Worth
American Airlines Logo
3:00 pm - 9:51 amPDX  Portland-EYW Key West
15h 51m2 stops Phoenix Sky Harbor Intl Miami
$677American Airlines
Wed, Sep 2 - Wed, Sep 16
United Airlines Logo
2:50 pm - 12:47 pmEYW  Key West-PDX Portland
24h 57m2 stops Newark Chicago O'Hare Intl
United Airlines Logo
11:10 pm - 1:52 pmPDX  Portland-EYW Key West
11h 42m1 stop Newark
$823United Airlines
Sat, Oct 31 - Tue, Nov 3
United Airlines Logo
2:50 pm - 12:47 pmEYW  Key West-PDX Portland
24h 57m2 stops Newark Chicago O'Hare Intl
United Airlines Logo
3:40 pm - 3:29 pmPDX  Portland-EYW Key West
20h 49m2 stops San Francisco Chicago O'Hare Intl
$840United Airlines
Sat, Oct 31 - Tue, Nov 3
United Airlines Logo
2:50 pm - 12:47 pmEYW  Key West-PDX Portland
24h 57m2 stops Newark Chicago O'Hare Intl
United Airlines Logo
11:10 pm - 1:52 pmPDX  Portland-EYW Key West
11h 42m1 stop Newark
$874United Airlines
Sat, Oct 31 - Tue, Nov 3

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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
EYW7:40 amKey West
8h 18m
1 stop
PDX12:58 pmPortland
Sep 16
PDX6:45 amPortland
10h 15m
1 stop
EYW8:00 pmKey West
$439
Delta
Sep 2
EYW1:59 pmKey West
7h 56m
1 stop
PDX6:55 pmPortland
Sep 16
PDX6:45 amPortland
10h 15m
1 stop
EYW8:00 pmKey West
$497
Delta
Sep 2
EYW7:40 amKey West
8h 18m
1 stop
PDX12:58 pmPortland
Sep 16
PDX6:45 amPortland
10h 15m
1 stop
EYW8:00 pmKey West
$518

American Airlines flights from Key West to Portland

Our best American Airlines deals on Key West to Portland flight tickets
American Airlines
Sep 2
EYW4:56 pmKey West
10h 03m
1 stop
PDX11:59 pmPortland
Sep 16
PDX3:00 pmPortland
15h 51m
2 stops
EYW9:51 amKey West
$544
American Airlines
Sep 2
EYW4:56 pmKey West
10h 03m
1 stop
PDX11:59 pmPortland
Sep 16
PDX3:00 pmPortland
15h 51m
2 stops
EYW9:51 amKey West
$612
American Airlines
Sep 2
EYW1:49 pmKey West
12h 20m
2 stops
PDX11:09 pmPortland
Sep 16
PDX3:00 pmPortland
15h 51m
2 stops
EYW9:51 amKey West
$667

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 August 6, 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 Key West - PDX Portland

EYWPDX

Key West

Wed 9/2

7:40 am-12:58 pm

1 stop8h 18m

Portland

Wed 9/16

6:45 am-8:00 pm

1 stop10h 15m

$439
Quickest round-trip

Key WestPortland

EYW Key West - PDX Portland

EYWPDX

Key West

Wed 9/2

1:59 pm-6:55 pm

1 stop7h 56m

Portland

Wed 9/16

6:45 am-8:00 pm

1 stop10h 15m

$497

Key WestPortland

EYW Key West - PDX Portland

EYWPDX

Key West

Wed 9/2

7:40 am-12:58 pm

1 stop8h 18m

Portland

Wed 9/16

6:45 am-8:00 pm

1 stop10h 15m

$518

Key WestPortland

EYW Key West - PDX Portland

EYWPDX

Key West

Wed 9/2

4:56 pm-11:59 pm

1 stop10h 03m

Portland

Wed 9/16

3:00 pm-9:51 am

2 stops15h 51m

$544

Key WestPortland

EYW Key West - PDX Portland

EYWPDX

Key West

Wed 9/2

4:56 pm-11:59 pm

1 stop10h 03m

Portland

Wed 9/16

3:00 pm-9:51 am

2 stops15h 51m

$612

Key WestPortland

EYW Key West - PDX Portland

EYWPDX

Key West

Wed 9/2

1:49 pm-11:09 pm

2 stops12h 20m

Portland

Wed 9/16

3:00 pm-9:51 am

2 stops15h 51m

$667

Key WestPortland

EYW Key West - PDX Portland

EYWPDX

Key West

Wed 9/2

1:49 pm-11:09 pm

2 stops12h 20m

Portland

Wed 9/16

3:00 pm-9:51 am

2 stops15h 51m

$677

Key WestPortland

EYW Key West - PDX Portland

EYWPDX

Key West

Sat 10/31

2:50 pm-12:47 pm

2 stops24h 57m

Portland

Tue 11/3

11:10 pm-1:52 pm

1 stop11h 42m

$823

Key WestPortland

EYW Key West - PDX Portland

EYWPDX

Key West

Sat 10/31

2:50 pm-12:47 pm

2 stops24h 57m

Portland

Tue 11/3

3:40 pm-3:29 pm

2 stops20h 49m

$840

Key WestPortland

EYW Key West - PDX Portland

EYWPDX

Key West

Sat 10/31

2:50 pm-12:47 pm

2 stops24h 57m

Portland

Tue 11/3

11:10 pm-1:52 pm

1 stop11h 42m

$874

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 22% 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

7h 56m

Direct flights

None
The fastest flight from Key West to Portland takes 7h 56m
There are no direct flights from Key West to Portland. There are no popular flight routes from Key West to Portland.
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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 7h 56m 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
Vancouver
Cannon Beach
Salem
Astoria
Long Beach
Beaverton
Rockaway Beach
Hillsboro
Tigard
Depoe Bay
Longview
Hood River
Newberg
Clackamas
Troutdale
Gresham
Kelso
Wilsonville

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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