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Cheap flights from Oregon to Key West from $218

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Oregon to Key West departing on 6/6. 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

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Find the cheapest flights from Oregon to Key West

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
10:28 pm - 10:54 am
PDX
-
EYW
9h 26m
1 stop
American Airlines Logo
2:29 pm - 9:38 pm
EYW
-
PDX
10h 09m
1 stop
$349American Airlines
Sat, Apr 25 - Wed, Apr 29
American Airlines Logo
7:23 am - 10:36 pm
PDX
-
EYW
12h 13m
2 stops
American Airlines Logo
2:29 pm - 10:49 pm
EYW
-
PDX
11h 20m
1 stop
$354American Airlines
Wed, Apr 22 - Wed, Apr 29
American Airlines Logo
12:59 am - 4:30 pm
PDX
-
EYW
12h 31m
2 stops
American Airlines Logo
11:24 am - 9:38 pm
EYW
-
PDX
13h 14m
2 stops
$359American Airlines
Fri, Apr 24 - Wed, Apr 29
American Airlines Logo
11:47 pm - 12:38 pm
PDX
-
EYW
9h 51m
1 stop
American Airlines Logo
3:58 pm - 11:53 pm
EYW
-
PDX
10h 55m
1 stop
$369American Airlines
Sat, Apr 11 - Thu, Apr 16
American Airlines Logo
11:47 pm - 12:38 pm
PDX
-
EYW
9h 51m
1 stop
American Airlines Logo
6:45 am - 4:59 pm
EYW
-
PDX
13h 14m
2 stops
$374American Airlines
Sat, Apr 11 - Thu, Apr 16
American Airlines Logo
7:23 am - 10:36 pm
PDX
-
EYW
12h 13m
2 stops
American Airlines Logo
2:01 pm - 11:57 pm
EYW
-
PDX
12h 56m
2 stops
$379American Airlines
Wed, Apr 22 - Wed, Apr 29
United Airlines Logo
10:15 pm - 1:45 pm
PDX
-
EYW
12h 30m
1 stop
United Airlines Logo
4:47 pm - 10:59 pm
EYW
-
PDX
9h 12m
1 stop
$429United Airlines
Fri, May 1 - Tue, May 5
Delta Logo
11:39 pm - 10:53 am
BOI
-
EYW
9h 14m
1 stop
Delta Logo
6:19 pm - 2:34 pm
EYW
-
BOI
22h 15m
2 stops
$507Delta
Mon, May 25 - Wed, Jun 3
Delta Logo
11:30 pm - 10:58 am
BOI
-
EYW
9h 28m
1 stop
Delta Logo
2:35 pm - 10:38 pm
EYW
-
BOI
10h 03m
1 stop
$509Delta
Sun, Jul 26 - Sun, Aug 2
Delta Logo
11:30 pm - 10:58 am
BOI
-
EYW
9h 28m
1 stop
Delta Logo
2:35 pm - 10:38 pm
EYW
-
BOI
10h 03m
1 stop
$528Delta
Sun, Jul 26 - Sun, Aug 2

American Airlines flights from Oregon to Key West

Our best American Airlines deals on Oregon to Key West flight tickets
American Airlines
Apr 25
PDX10:28 pmPortland
9h 26m
1 stop
EYW10:54 amKey West
Apr 29
EYW2:29 pmKey West
10h 09m
1 stop
PDX9:38 pmPortland
$349
American Airlines
Apr 22
PDX7:23 amPortland
12h 13m
2 stops
EYW10:36 pmKey West
Apr 29
EYW2:29 pmKey West
11h 20m
1 stop
PDX10:49 pmPortland
$354
American Airlines
Apr 24
PDX12:59 amPortland
12h 31m
2 stops
EYW4:30 pmKey West
Apr 29
EYW11:24 amKey West
13h 14m
2 stops
PDX9:38 pmPortland
$359

Delta flights from Oregon to Key West

Our best Delta deals on Oregon to Key West flight tickets
Delta
May 25
BOI11:39 pmBoise Air Term. Gowen Fld
9h 14m
1 stop
EYW10:53 amKey West
Jun 3
EYW6:19 pmKey West
22h 15m
2 stops
BOI2:34 pmBoise Air Term. Gowen Fld
$507
Delta
Jul 26
BOI11:30 pmBoise Air Term. Gowen Fld
9h 28m
1 stop
EYW10:58 amKey West
Aug 2
EYW2:35 pmKey West
10h 03m
1 stop
BOI10:38 pmBoise Air Term. Gowen Fld
$509
Delta
Mar 30
PDX6:30 amPortland
10h 11m
1 stop
EYW7:41 pmKey West
Apr 8
EYW11:43 amKey West
10h 17m
1 stop
PDX7:00 pmPortland
$514

momondo Fare Finder

 
Customize your flight search to find flights from Oregon to Key West 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 11, 2026.
Use the filters below to find and compare flights from Oregon to Key West that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandKey West

PDX - EYW

PDXEYW

Portland

Sat 4/25

10:28 pm-10:54 am

1 stop9h 26m

Key West

Wed 4/29

2:29 pm-9:38 pm

1 stop10h 09m

$349

PortlandKey West

PDX - EYW

PDXEYW

Portland

Wed 4/22

7:23 am-10:36 pm

2 stops12h 13m

Key West

Wed 4/29

2:29 pm-10:49 pm

1 stop11h 20m

$354

PortlandKey West

PDX - EYW

PDXEYW

Portland

Fri 4/24

12:59 am-4:30 pm

2 stops12h 31m

Key West

Wed 4/29

11:24 am-9:38 pm

2 stops13h 14m

$359

PortlandKey West

PDX - EYW

PDXEYW

Portland

Sat 4/11

11:47 pm-12:38 pm

1 stop9h 51m

Key West

Thu 4/16

3:58 pm-11:53 pm

1 stop10h 55m

$369

PortlandKey West

PDX - EYW

PDXEYW

Portland

Sat 4/11

11:47 pm-12:38 pm

1 stop9h 51m

Key West

Thu 4/16

6:45 am-4:59 pm

2 stops13h 14m

$374

PortlandKey West

PDX - EYW

PDXEYW

Portland

Wed 4/22

7:23 am-10:36 pm

2 stops12h 13m

Key West

Wed 4/29

2:01 pm-11:57 pm

2 stops12h 56m

$379

PortlandKey West

PDX - EYW

PDXEYW

Portland

Fri 5/1

10:15 pm-1:45 pm

1 stop12h 30m

Key West

Tue 5/5

4:47 pm-10:59 pm

1 stop9h 12m

$429

BoiseKey West

BOI - EYW

BOIEYW

Boise Air Term. Gowen Fld

Mon 5/25

11:39 pm-10:53 am

1 stop9h 14m

Key West

Wed 6/3

6:19 pm-2:34 pm

2 stops22h 15m

$507
Quickest round-trip

BoiseKey West

BOI - EYW

BOIEYW

Boise Air Term. Gowen Fld

Sun 7/26

11:30 pm-10:58 am

1 stop9h 28m

Key West

Sun 8/2

2:35 pm-10:38 pm

1 stop10h 03m

$509

BoiseKey West

BOI - EYW

BOIEYW

Boise Air Term. Gowen Fld

Sun 7/26

11:30 pm-10:58 am

1 stop9h 28m

Key West

Sun 8/2

2:35 pm-10:38 pm

1 stop10h 03m

$528

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Key West from

How to get the cheapest flight ticket from Oregon to Key West

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 month to fly to Key West?

In general, September is the cheapest month to fly from Oregon to Key West. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $349. If you are unable to visit Key West during the month of September, then departing from Oregon during the month April is also very affordable. Most momondo users find prices during this month for around $420.

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

You could potentially save up to 49% on your flight if you consider stops on a Oregon to Key West flight.

Cheap Oregon to Key West flight deals and tips

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

Fastest flight time

8h 10m

Direct flights

None
The fastest flight from Oregon to Key West takes 8h 10m
There are no direct flights from Oregon to Key West. There are no popular flight routes from Oregon to Key West.
Search flight deals

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

    Prices for flights from Oregon to Key West Airport were last updated today.

  • How many operators does momondo search for flights from Oregon to Key West Airport?

  • How old do you have to be to fly from Oregon to Key West Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Oregon to Key West Airport.

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

    The travel and health documents required for your trip to Key West 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 Key West Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Oregon to Key West

Compare and see reviews for airlines that fly from Oregon to Key West with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $242Free CancellationRating
7.9
8,286 reviews
Search Delta flights
American AirlinesPriceFrom $308Free CancellationRating
7.1
11,435 reviews
Search American Airlines flights
United AirlinesPriceFrom $333Free CancellationRating
7.4
9,418 reviews
Search United Airlines flights

Traveling to a place near Key West?

Book flights to Key West if you plan to visit one of these locations
Big Pine Key
Little Torch Key

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Oregon to Key West. Millions of users trust and use momondo every year so you are in good hands.

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

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

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Oregon to Key West.

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

Yes momondo offers price alerts on flights to Key West from Oregon. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Key West trip

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