What is the cheapest airline that flies from Key West to Oregon?

American Airlines and United Airlines are the most popular carriers operating from Key West to Oregon

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?

There is 1 operator available for flights from Key West Airport to Oregon as of February 2026.

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.

$187 Cheap Flights from Key West to Oregon in 2026

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Key West to Oregon

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

3:58 pm - 11:53 pm

EYW

PDX

10h 55m

1 stop

11:30 pm - 4:12 pm

PDX

EYW

13h 42m

2 stops

$334American Airlines

Thu, May 14 - Sat, May 23

3:58 pm - 11:53 pm

EYW

PDX

10h 55m

1 stop

10:30 pm - 1:42 pm

PDX

EYW

12h 12m

1 stop

$354American Airlines

Thu, May 14 - Sat, May 23

1:55 pm - 12:17 am

EYW

PDX

13h 22m

2 stops

9:44 pm - 11:11 am

PDX

EYW

10h 27m

1 stop

$394American Airlines

Tue, Feb 17 - Sat, Feb 21

1:55 pm - 12:17 am

EYW

PDX

13h 22m

2 stops

9:44 pm - 1:15 pm

PDX

EYW

12h 31m

2 stops

$399American Airlines

Tue, Feb 17 - Sat, Feb 21

3:58 pm - 11:53 pm

EYW

PDX

10h 55m

1 stop

10:30 pm - 1:42 pm

PDX

EYW

12h 12m

1 stop

$417American Airlines

Thu, May 14 - Sat, May 23

7:30 am - 7:23 pm

EYW

PDX

14h 53m

2 stops

5:51 pm - 10:53 am

PDX

EYW

14h 02m

2 stops

$429Delta

Thu, May 14 - Sat, May 23

7:30 am - 4:23 pm

EYW

PDX

11h 53m

2 stops

5:51 pm - 10:53 am

PDX

EYW

14h 02m

2 stops

$442Delta

Thu, May 14 - Sat, May 23

4:20 pm - 12:22 am

EYW

PDX

11h 02m

1 stop

6:22 am - 6:16 pm

PDX

EYW

8h 54m

1 stop

$476American Airlines

Sat, Apr 4 - Mon, Apr 13

3:51 pm - 11:50 pm

EYW

PDX

10h 59m

1 stop

9:44 pm - 11:11 am

PDX

EYW

10h 27m

1 stop

$478American Airlines

Tue, Feb 17 - Sat, Feb 21

4:20 pm - 12:22 am

EYW

PDX

11h 02m

1 stop

7:13 am - 10:58 pm

PDX

EYW

12h 45m

2 stops

$481American Airlines

Sat, Apr 4 - Mon, Apr 13

American Airlines flights from Key West to Oregon

Our best American Airlines deals on Key West to Oregon flight tickets

American Airlines

May 14

EYW3:58 pmKey West

10h 55m

1 stop

PDX11:53 pmPortland

May 23

PDX11:30 pmPortland

13h 42m

2 stops

EYW4:12 pmKey West

$334

American Airlines

May 14

EYW3:58 pmKey West

10h 55m

1 stop

PDX11:53 pmPortland

May 23

PDX10:30 pmPortland

12h 12m

1 stop

EYW1:42 pmKey West

$354

American Airlines

Feb 17

EYW1:55 pmKey West

13h 22m

2 stops

PDX12:17 amPortland

Feb 21

PDX9:44 pmPortland

10h 27m

1 stop

EYW11:11 amKey West

$394

United Airlines flights from Key West to Oregon

Our best United Airlines deals on Key West to Oregon flight tickets

United Airlines

Feb 13

EYW3:56 pmKey West

9h 44m

1 stop

PDX10:40 pmPortland

Feb 17

PDX10:38 pmPortland

11h 37m

1 stop

EYW1:15 pmKey West

$539

United Airlines

Feb 13

EYW6:40 pmKey West

31h 16m

2 stops

PDX10:56 pmPortland

Feb 17

PDX10:38 pmPortland

11h 37m

1 stop

EYW1:15 pmKey West

$594

United Airlines

Feb 13

EYW3:56 pmKey West

9h 44m

1 stop

PDX10:40 pmPortland

Feb 17

PDX7:57 pmPortland

23h 12m

2 stops

EYW10:09 pmKey West

$609

Fly from

Fly to

Route

Depart

Return

Price

Key WestPortland

EYW - PDX

EYWPDX

Key West

Thu 5/14

3:58 pm-11:53 pm

1 stop10h 55m

Portland

Sat 5/23

11:30 pm-4:12 pm

2 stops13h 42m

$334

Key WestPortland

EYW - PDX

EYWPDX

Key West

Thu 5/14

3:58 pm-11:53 pm

1 stop10h 55m

Portland

Sat 5/23

10:30 pm-1:42 pm

1 stop12h 12m

$354

Key WestPortland

EYW - PDX

EYWPDX

Key West

Tue 2/17

1:55 pm-12:17 am

2 stops13h 22m

Portland

Sat 2/21

9:44 pm-11:11 am

1 stop10h 27m

$394

Key WestPortland

EYW - PDX

EYWPDX

Key West

Tue 2/17

1:55 pm-12:17 am

2 stops13h 22m

Portland

Sat 2/21

9:44 pm-1:15 pm

2 stops12h 31m

$399

Key WestPortland

EYW - PDX

EYWPDX

Key West

Thu 5/14

3:58 pm-11:53 pm

1 stop10h 55m

Portland

Sat 5/23

10:30 pm-1:42 pm

1 stop12h 12m

$417

Key WestPortland

EYW - PDX

EYWPDX

Key West

Thu 5/14

7:30 am-7:23 pm

2 stops14h 53m

Portland

Sat 5/23

5:51 pm-10:53 am

2 stops14h 02m

$429

Key WestPortland

EYW - PDX

EYWPDX

Key West

Thu 5/14

7:30 am-4:23 pm

2 stops11h 53m

Portland

Sat 5/23

5:51 pm-10:53 am

2 stops14h 02m

$442

Key WestPortland

EYW - PDX

EYWPDX

Key West

Sat 4/4

4:20 pm-12:22 am

1 stop11h 02m

Portland

Mon 4/13

6:22 am-6:16 pm

1 stop8h 54m

$476

Key WestPortland

EYW - PDX

EYWPDX

Key West

Tue 2/17

3:51 pm-11:50 pm

1 stop10h 59m

Portland

Sat 2/21

9:44 pm-11:11 am

1 stop10h 27m

$478

Key WestPortland

EYW - PDX

EYWPDX

Key West

Sat 4/4

4:20 pm-12:22 am

1 stop11h 02m

Portland

Mon 4/13

7:13 am-10:58 pm

2 stops12h 45m

$481

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 resultsSorted by cheapest first

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

Prices

Airlines

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

You could potentially save up to 1% 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

Fastest flight time	9h 44m
Direct flights	None

The fastest flight from Key West to Oregon takes 9h 44m

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?
There is 1 operator available for flights from Key West Airport to Oregon as of February 2026.
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 Airlines	PriceFrom $344	Free Cancellation	Rating 7.2 11,216 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.