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

American Airlines is the most popular carrier operating from Oregon to Key West

What airlines fly to Key West?

American Airlines, Delta and United Airlines are the top three most popular airlines that fly to Key West from Oregon according to our data. American Airlines is the first choice among our users, with 68% of people opting to fly with this airline when traveling to Key West. Keep in mind that there are 3 different airlines that fly to Key West on a routine basis, so you have a few additional options to choose from.

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?

As of October 2025, there are 3 operators available to choose from 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.

$326 Cheap Flights from Oregon to Key West in 2025/26

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Find the cheapest flights from Oregon to Key West

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

5:30 am - 4:07 pmPDX-EYW

7h 37m1 stop

4:20 pm - 11:52 pmEYW-PDX

10h 32m1 stop

$389American Airlines

Find Deal

sáb, dez 6 - sáb, dez 13

11:59 pm - 4:57 pmPDX-EYW

13h 58m2 stops

4:59 pm - 11:23 pmEYW-PDX

9h 24m1 stop

$394American Airlines

Find Deal

sáb, dez 6 - sáb, dez 13

11:21 pm - 2:06 pmPDX-EYW

11h 45m1 stop

3:53 pm - 10:15 pmEYW-PDX

9h 22m1 stop

$409United Airlines

Find Deal

sáb, dez 6 - qui, dez 11

5:15 pm - 11:42 amPDX-EYW

15h 27m2 stops

7:40 am - 6:59 pmEYW-PDX

14h 19m2 stops

$413Delta

Find Deal

sáb, dez 6 - qua, dez 10

5:55 am - 4:05 pmPDX-EYW

7h 10m1 stop

4:02 pm - 11:02 pmEYW-PDX

10h 00m1 stop

$432American Airlines

Find Deal

qua, abr 1 - sex, mai 1

2:23 pm - 11:42 amPDX-EYW

18h 19m2 stops

3:02 pm - 12:15 amEYW-PDX

12h 13m2 stops

$433Delta

Find Deal

sáb, dez 6 - qui, dez 11

2:23 pm - 11:42 amPDX-EYW

18h 19m2 stops

3:02 pm - 10:19 pmEYW-PDX

10h 17m1 stop

$451Delta

Find Deal

sáb, dez 6 - qui, dez 11

5:30 pm - 11:42 amPDX-EYW

15h 12m2 stops

6:10 pm - 9:50 amEYW-PDX

18h 40m2 stops

$452Delta

Find Deal

sáb, dez 6 - sex, dez 12

11:21 pm - 2:06 pmPDX-EYW

11h 45m1 stop

3:53 pm - 10:15 pmEYW-PDX

9h 22m1 stop

$484United Airlines

Find Deal

sáb, dez 6 - qua, dez 10

1:51 pm - 11:34 amPDX-EYW

18h 43m2 stops

11:18 am - 4:49 pmEYW-PDX

32h 31m2 stops

$796Alaska Airlines

Find Deal

dom, jan 4 - sex, jan 9

American Airlines flights from Oregon to Key West

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

American Airlines

Dec 6

PDX5:30 amPortland

7h 37m

1 stop

EYW4:07 pmKey West

Dec 13

EYW4:20 pmKey West

10h 32m

1 stop

PDX11:52 pmPortland

$389

Find similar

American Airlines

Dec 6

PDX11:59 pmPortland

13h 58m

2 stops

EYW4:57 pmKey West

Dec 13

EYW4:59 pmKey West

9h 24m

1 stop

PDX11:23 pmPortland

$394

Find similar

American Airlines

Apr 1

PDX5:55 amPortland

7h 10m

1 stop

EYW4:05 pmKey West

May 1

EYW4:02 pmKey West

10h 00m

1 stop

PDX11:02 pmPortland

$432

Find similar

United Airlines flights from Oregon to Key West

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

United Airlines

Dec 6

PDX11:21 pmPortland

11h 45m

1 stop

EYW2:06 pmKey West

Dec 11

EYW3:53 pmKey West

9h 22m

1 stop

PDX10:15 pmPortland

$409

Find similar

United Airlines

Dec 6

PDX11:21 pmPortland

11h 45m

1 stop

EYW2:06 pmKey West

Dec 10

EYW3:53 pmKey West

9h 22m

1 stop

PDX10:15 pmPortland

$484

Find similar

United Airlines

Jan 4

PDX11:55 pmPortland

9h 25m

1 stop

EYW12:20 pmKey West

Jan 9

EYW6:05 pmKey West

21h 28m

2 stops

PDX12:33 pmPortland

$502

Find similar

Fly from

Fly to

Route

Depart

Return

Price

PortlandKey West

PDX - EYW

PDXEYW

Portland

sáb 12/6

5:30 am-4:07 pm

1 stop7h 37m

Key West

sáb 12/13

4:20 pm-11:52 pm

1 stop10h 32m

$389

PortlandKey West

PDX - EYW

PDXEYW

Portland

sáb 12/6

11:59 pm-4:57 pm

2 stops13h 58m

Key West

sáb 12/13

4:59 pm-11:23 pm

1 stop9h 24m

$394

PortlandKey West

PDX - EYW

PDXEYW

Portland

sáb 12/6

11:21 pm-2:06 pm

1 stop11h 45m

Key West

qui 12/11

3:53 pm-10:15 pm

1 stop9h 22m

$409

PortlandKey West

PDX - EYW

PDXEYW

Portland

sáb 12/6

5:15 pm-11:42 am

2 stops15h 27m

Key West

qua 12/10

7:40 am-6:59 pm

2 stops14h 19m

$413

PortlandKey West

PDX - EYW

PDXEYW

Portland

qua 4/1

5:55 am-4:05 pm

1 stop7h 10m

Key West

sex 5/1

4:02 pm-11:02 pm

1 stop10h 00m

$432

PortlandKey West

PDX - EYW

PDXEYW

Portland

sáb 12/6

2:23 pm-11:42 am

2 stops18h 19m

Key West

qui 12/11

3:02 pm-12:15 am

2 stops12h 13m

$433

PortlandKey West

PDX - EYW

PDXEYW

Portland

sáb 12/6

2:23 pm-11:42 am

2 stops18h 19m

Key West

qui 12/11

3:02 pm-10:19 pm

1 stop10h 17m

$451

PortlandKey West

PDX - EYW

PDXEYW

Portland

sáb 12/6

5:30 pm-11:42 am

2 stops15h 12m

Key West

sex 12/12

6:10 pm-9:50 am

2 stops18h 40m

$452

PortlandKey West

PDX - EYW

PDXEYW

Portland

sáb 12/6

11:21 pm-2:06 pm

1 stop11h 45m

Key West

qua 12/10

3:53 pm-10:15 pm

1 stop9h 22m

$484

PortlandKey West

PDX - EYW

PDXEYW

Portland

dom 1/4

1:51 pm-11:34 am

2 stops18h 43m

Key West

sex 1/9

11:18 am-4:49 pm

2 stops32h 31m

$796

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first

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

Prices

Airlines

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 $381. If you are unable to visit Key West during the month of September, then departing from Oregon during the month January is also very affordable. Most momondo users find prices during this month for around $438.

What is the cheapest day to depart on your flight to Key West?

On average, the least expensive day to fly to Key West from Oregon is on a Monday. momondo users have found tickets for Monday departures for as low as $463. However, this price may fluctuate depending on the airline, the season, and holidays. When flying out on a Friday, the most expensive travel day of the week, you can expect to see flight prices from Oregon to Key West for around $611.

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

According to our data, the cheapest time of day to fly to Key West is in the evening. momondo users have found flights departing from Oregon to Key West in the evening for as low as $518. 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 Key West are more costly in the morning, with an average ticket price of $559. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.

How far in advance should I book a flight to Key West?

You are more likely to see cheaper flights to Key West from Oregon when booking weeks ahead of your departure date. In general, you can expect to find flights to Key West for around $637 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Key West from Oregon for as low as $324 on momondo.

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

You could potentially save up to 43% 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

Direct flights	None

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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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?
As of October 2025, there are 3 operators available to choose from 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
Delta	PriceFrom $261	Free Cancellation	Rating 7.9 7,969 reviews	Search Delta flights
American Airlines	PriceFrom $288	Free Cancellation	Rating 7.2 11,041 reviews	Search American Airlines flights
United Airlines	PriceFrom $347	Free Cancellation	Rating 7.4 8,957 reviews	Search United Airlines flights

Big Pine Key

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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.