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Cheap flights from Oregon to Key West from $220

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 7/26. 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

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Oregon to Key West

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
10:56 pm - 1:02 pm
PDX
-
EYW
11h 06m
1 stop
United Airlines Logo
4:05 pm - 10:18 pm
EYW
-
PDX
9h 13m
1 stop
$468United Airlines
Fri, Nov 6 - Thu, Nov 12
American Airlines Logo
5:07 am - 4:54 pm
PDX
-
EYW
8h 47m
1 stop
American Airlines Logo
4:41 pm - 11:55 pm
EYW
-
PDX
10h 14m
1 stop
$482American Airlines
Sat, Jul 4 - Fri, Jul 10
Delta Logo
6:45 am - 7:57 pm
PDX
-
EYW
10h 12m
1 stop
Delta Logo
7:40 am - 12:58 pm
EYW
-
PDX
8h 18m
1 stop
$508Delta
Wed, Sep 2 - Sun, Sep 6
Delta Logo
6:45 am - 7:57 pm
PDX
-
EYW
10h 12m
1 stop
Delta Logo
7:40 am - 12:58 pm
EYW
-
PDX
8h 18m
1 stop
$518Delta
Wed, Aug 12 - Wed, Aug 19
American Airlines Logo
6:44 am - 4:22 pm
BOI
-
EYW
7h 38m
1 stop
American Airlines Logo
2:31 pm - 10:03 pm
EYW
-
BOI
9h 32m
1 stop
$518American Airlines
Tue, Dec 8 - Sat, Dec 12
American Airlines Logo
6:39 am - 9:45 pm
BOI
-
EYW
13h 06m
2 stops
American Airlines Logo
2:31 pm - 10:03 pm
EYW
-
BOI
9h 32m
1 stop
$523American Airlines
Tue, Dec 8 - Sat, Dec 12
Multiple Airlines Logo
2:48 pm - 11:07 am
PDX
-
EYW
17h 19m
1 stop
Multiple Airlines Logo
9:31 pm - 4:54 pm
EYW
-
PDX
22h 23m
2 stops
$534Multiple Airlines
Sun, Aug 2 - Sun, Aug 9
American Airlines Logo
5:30 am - 4:29 pm
PDX
-
EYW
7h 59m
1 stop
American Airlines Logo
2:39 pm - 10:59 pm
EYW
-
PDX
11h 20m
1 stop
$535American Airlines
Fri, Nov 6 - Thu, Nov 12
American Airlines Logo
5:07 am - 4:54 pm
PDX
-
EYW
8h 47m
1 stop
American Airlines Logo
2:21 pm - 9:29 pm
EYW
-
PDX
10h 08m
1 stop
$546American Airlines
Wed, Jul 8 - Wed, Jul 15
American Airlines Logo
5:18 am - 7:39 pm
PDX
-
EYW
11h 21m
2 stops
American Airlines Logo
1:50 pm - 7:48 pm
EYW
-
PDX
8h 58m
1 stop
$551American Airlines
Wed, Aug 12 - Wed, Aug 19

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Delta flights from Oregon to Key West

Our best Delta deals on Oregon to Key West flight tickets
Delta
Sep 2
PDX6:45 amPortland
10h 12m
1 stop
EYW7:57 pmKey West
Sep 6
EYW7:40 amKey West
8h 18m
1 stop
PDX12:58 pmPortland
$508
Delta
Aug 12
PDX6:45 amPortland
10h 12m
1 stop
EYW7:57 pmKey West
Aug 19
EYW7:40 amKey West
8h 18m
1 stop
PDX12:58 pmPortland
$518
Delta
Sep 18
PDX5:30 amPortland
11h 20m
2 stops
EYW7:50 pmKey West
Sep 23
EYW1:57 pmKey West
10h 48m
1 stop
PDX9:45 pmPortland
$600

American Airlines flights from Oregon to Key West

Our best American Airlines deals on Oregon to Key West flight tickets
American Airlines
Jul 4
PDX5:07 amPortland
8h 47m
1 stop
EYW4:54 pmKey West
Jul 10
EYW4:41 pmKey West
10h 14m
1 stop
PDX11:55 pmPortland
$482
American Airlines
Dec 8
BOI6:44 amBoise Air Term. Gowen Fld
7h 38m
1 stop
EYW4:22 pmKey West
Dec 12
EYW2:31 pmKey West
9h 32m
1 stop
BOI10:03 pmBoise Air Term. Gowen Fld
$518
American Airlines
Dec 8
BOI6:39 amBoise Air Term. Gowen Fld
13h 06m
2 stops
EYW9:45 pmKey West
Dec 12
EYW2:31 pmKey West
9h 32m
1 stop
BOI10:03 pmBoise Air Term. Gowen Fld
$523

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 June 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

Fri 11/6

10:56 pm-1:02 pm

1 stop11h 06m

Key West

Thu 11/12

4:05 pm-10:18 pm

1 stop9h 13m

$468

PortlandKey West

PDX - EYW

PDXEYW

Portland

Sat 7/4

5:07 am-4:54 pm

1 stop8h 47m

Key West

Fri 7/10

4:41 pm-11:55 pm

1 stop10h 14m

$482

PortlandKey West

PDX - EYW

PDXEYW

Portland

Wed 9/2

6:45 am-7:57 pm

1 stop10h 12m

Key West

Sun 9/6

7:40 am-12:58 pm

1 stop8h 18m

$508

PortlandKey West

PDX - EYW

PDXEYW

Portland

Wed 8/12

6:45 am-7:57 pm

1 stop10h 12m

Key West

Wed 8/19

7:40 am-12:58 pm

1 stop8h 18m

$518
Quickest round-trip

BoiseKey West

BOI - EYW

BOIEYW

Boise Air Term. Gowen Fld

Tue 12/8

6:44 am-4:22 pm

1 stop7h 38m

Key West

Sat 12/12

2:31 pm-10:03 pm

1 stop9h 32m

$518

BoiseKey West

BOI - EYW

BOIEYW

Boise Air Term. Gowen Fld

Tue 12/8

6:39 am-9:45 pm

2 stops13h 06m

Key West

Sat 12/12

2:31 pm-10:03 pm

1 stop9h 32m

$523

PortlandKey West

PDX - EYW

PDXEYW

Portland

Sun 8/2

2:48 pm-11:07 am

1 stop17h 19m

Key West

Sun 8/9

9:31 pm-4:54 pm

2 stops22h 23m

$534

PortlandKey West

PDX - EYW

PDXEYW

Portland

Fri 11/6

5:30 am-4:29 pm

1 stop7h 59m

Key West

Thu 11/12

2:39 pm-10:59 pm

1 stop11h 20m

$535

PortlandKey West

PDX - EYW

PDXEYW

Portland

Wed 7/8

5:07 am-4:54 pm

1 stop8h 47m

Key West

Wed 7/15

2:21 pm-9:29 pm

1 stop10h 08m

$546

PortlandKey West

PDX - EYW

PDXEYW

Portland

Wed 8/12

5:18 am-7:39 pm

2 stops11h 21m

Key West

Wed 8/19

1:50 pm-7:48 pm

1 stop8h 58m

$551

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, January 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 $314. If you are unable to visit Key West during the month of January, then departing from Oregon during the month November is also very affordable. Most momondo users find prices during this month for around $328.

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

You could potentially save up to 52% 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

7h 52m

Direct flights

None
The fastest flight from Oregon to Key West takes 7h 52m
There are no direct flights from Oregon to Key West. There are no popular flight routes from Oregon to Key West.
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Frequently asked questions about flying from Oregon to Key West

  • 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
American AirlinesPriceFrom $339Free CancellationRating
7.1
11,640 reviews
Search American Airlines flights
DeltaPriceFrom $388Free CancellationRating
7.9
8,399 reviews
Search Delta flights
United AirlinesPriceFrom $648Free CancellationRating
7.4
9,805 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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