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Cheap flights from Key West to Oregon from $214

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 Oregon departing on 10/21. 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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Find the cheapest flights from Key West to Oregon

Cheap round-trip flights

American Airlines Logo
2:14 pm - 8:17 pmEYW-PDX
9h 03m1 stop
American Airlines Logo
9:52 pm - 12:10 pmPDX-EYW
11h 18m1 stop
$465American Airlines
Find Deal
Tue, Oct 7 - Sat, Oct 11
American Airlines Logo
2:14 pm - 11:29 pmEYW-PDX
12h 15m2 stops
American Airlines Logo
9:52 pm - 12:10 pmPDX-EYW
11h 18m1 stop
$470American Airlines
Find Deal
Tue, Oct 7 - Sat, Oct 11
American Airlines Logo
2:39 pm - 9:20 pmEYW-PDX
9h 41m1 stop
American Airlines Logo
10:45 pm - 11:22 amPDX-EYW
9h 37m1 stop
$475American Airlines
Find Deal
Fri, Nov 21 - Fri, Nov 28
American Airlines Logo
4:10 pm - 12:50 amEYW-PDX
11h 40m2 stops
American Airlines Logo
10:45 pm - 11:22 amPDX-EYW
9h 37m1 stop
$480American Airlines
Find Deal
Fri, Nov 21 - Fri, Nov 28
Delta Logo
7:40 am - 5:43 pmEYW-PDX
13h 03m2 stops
Delta Logo
5:30 am - 7:53 pmPDX-EYW
11h 23m2 stops
$485Delta
Find Deal
Fri, Nov 21 - Fri, Nov 28
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
11:22 am - 9:49 pmEYW-PDX
13h 27m2 stops
American Airlines Logo
5:05 am - 7:22 pmPDX-EYW
11h 17m2 stops
$506American Airlines
Find Deal
Tue, Oct 7 - Sat, Oct 11
United Airlines Logo
1:30 pm - 8:50 pmEYW-PDX
10h 20m1 stop
United Airlines Logo
10:56 pm - 12:46 pmPDX-EYW
10h 50m1 stop
$514United Airlines
Find Deal
Fri, Mar 6 - Tue, Mar 10
American Airlines Logo
2:56 pm - 11:06 pmEYW-PDX
11h 10m2 stops
American Airlines Logo
11:58 pm - 12:51 pmPDX-EYW
10h 53m1 stop
$517American Airlines
Find Deal
Sat, Oct 18 - Sat, Nov 1
Delta Logo
6:00 pm - 7:18 pmEYW-PDX
28h 18m1 stop
Delta Logo
6:04 am - 5:12 pmPDX-EYW
8h 08m1 stop
$525Delta
Find Deal
Fri, Mar 6 - Tue, Mar 10

American Airlines flights from Key West to Oregon

Our best American Airlines deals on Key West to Oregon flight tickets
American Airlines
Oct 7
EYW2:14 pmKey West
9h 03m
1 stop
PDX8:17 pmPortland
Oct 11
PDX9:52 pmPortland
11h 18m
1 stop
EYW12:10 pmKey West
$465
Find similar
American Airlines
Oct 7
EYW2:14 pmKey West
12h 15m
2 stops
PDX11:29 pmPortland
Oct 11
PDX9:52 pmPortland
11h 18m
1 stop
EYW12:10 pmKey West
$470
Find similar
American Airlines
Nov 21
EYW2:39 pmKey West
9h 41m
1 stop
PDX9:20 pmPortland
Nov 28
PDX10:45 pmPortland
9h 37m
1 stop
EYW11:22 amKey West
$475
Find similar

Delta flights from Key West to Oregon

Our best Delta deals on Key West to Oregon flight tickets
Delta
Nov 21
EYW7:40 amKey West
13h 03m
2 stops
PDX5:43 pmPortland
Nov 28
PDX5:30 amPortland
11h 23m
2 stops
EYW7:53 pmKey West
$485
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
EYW6:00 pmKey West
28h 18m
1 stop
PDX7:18 pmPortland
Mar 10
PDX6:04 amPortland
8h 08m
1 stop
EYW5:12 pmKey West
$525
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Key West to Oregon 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 24, 2025.
Use the filters below to find and compare flights from Key West to Oregon that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Key WestPortland

EYW - PDX

EYWPDX

Key West

Tue 10/7

2:14 pm-8:17 pm

1 stop9h 03m

Portland

Sat 10/11

9:52 pm-12:10 pm

1 stop11h 18m

$465

Key WestPortland

EYW - PDX

EYWPDX

Key West

Tue 10/7

2:14 pm-11:29 pm

2 stops12h 15m

Portland

Sat 10/11

9:52 pm-12:10 pm

1 stop11h 18m

$470

Key WestPortland

EYW - PDX

EYWPDX

Key West

Fri 11/21

2:39 pm-9:20 pm

1 stop9h 41m

Portland

Fri 11/28

10:45 pm-11:22 am

1 stop9h 37m

$475

Key WestPortland

EYW - PDX

EYWPDX

Key West

Fri 11/21

4:10 pm-12:50 am

2 stops11h 40m

Portland

Fri 11/28

10:45 pm-11:22 am

1 stop9h 37m

$480

Key WestPortland

EYW - PDX

EYWPDX

Key West

Fri 11/21

7:40 am-5:43 pm

2 stops13h 03m

Portland

Fri 11/28

5:30 am-7:53 pm

2 stops11h 23m

$485

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

Tue 10/7

11:22 am-9:49 pm

2 stops13h 27m

Portland

Sat 10/11

5:05 am-7:22 pm

2 stops11h 17m

$506

Key WestPortland

EYW - PDX

EYWPDX

Key West

Fri 3/6

1:30 pm-8:50 pm

1 stop10h 20m

Portland

Tue 3/10

10:56 pm-12:46 pm

1 stop10h 50m

$514

Key WestPortland

EYW - PDX

EYWPDX

Key West

Sat 10/18

2:56 pm-11:06 pm

2 stops11h 10m

Portland

Sat 11/1

11:58 pm-12:51 pm

1 stop10h 53m

$517

Key WestPortland

EYW - PDX

EYWPDX

Key West

Fri 3/6

6:00 pm-7:18 pm

1 stop28h 18m

Portland

Tue 3/10

6:04 am-5:12 pm

1 stop8h 08m

$525

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 resultsSorted by cheapest first
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See travel insights to Oregon from

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

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 Oregon?

On average, the least expensive day to fly to Oregon from Key West is on a Thursday. momondo users have found tickets for Thursday departures for as low as $313. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Oregon is Monday, with ticket prices averaging around $498.

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

According to our data, the cheapest time of day to fly to Oregon is at noon. momondo users have found flights departing from Key West to Oregon at noon for as low as $358. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights to Oregon are more costly in the morning, with an average ticket price of $498. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.

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

You could potentially save up to 25% on your flight if you consider stops on a Key West to Oregon flight.

Cheap Key West to Oregon flight deals and tips

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

Direct flights

None
There are no direct flights from Key West to Oregon. There are no popular flight routes from Key West to Oregon.
Search flight deals

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

    Prices for flights from Key West Airport to Oregon are refreshed on a daily basis.

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

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

    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 Key West Airport to Oregon.

  • What documentation or ID do you need to fly to Oregon?

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

Best airlines flying from Key West to Oregon

Compare and see reviews for airlines that fly from Key West to Oregon with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $344Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Key West to Oregon. momondo saves you time and could save you money on your trip.

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

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

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

momondo helps you find the best flight between Key West and Oregon by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

If you are simply researching potential flights to Oregon, momondo offers a useful price alert feature which will track prices for flights to Oregon from Key West and alert you when they change.

An easier way to manage your Oregon trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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Fri 10/24
Fri 10/31
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