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 Portland according to our data. American Airlines is the first choice among our users, with 76% 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.

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

United Airlines and Delta are the most popular carriers operating from Portland to Key West

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

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

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

The number of operators available for flights from Portland Airport to Key West Airport is 3 as of August 2025.

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

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Portland Airport to Key West Airport.

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

The travel and health documents you'll need for your trip to Key West Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Key West Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$264 Cheap Flights from Portland to Key West in 2025

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Find the cheapest flights from Portland to Key West

Round-trip

One-way

Last minute

Cheap round-trip flights

10:05 pm - 10:55 amPDX-EYW

9h 50m1 stop

2:00 pm - 9:47 pmEYW-PDX

10h 47m1 stop

$309Delta

Find Deal

Fri, Sep 26 - Fri, Oct 3

7:55 pm - 10:55 amPDX-EYW

12h 00m2 stops

2:00 pm - 9:47 pmEYW-PDX

10h 47m1 stop

$314Delta

Find Deal

Tue, Sep 23 - Fri, Oct 3

7:55 pm - 10:55 amPDX-EYW

12h 00m2 stops

2:00 pm - 10:39 pmEYW-PDX

11h 39m2 stops

$319Delta

Find Deal

Tue, Sep 23 - Fri, Oct 3

10:05 pm - 10:55 amPDX-EYW

9h 50m1 stop

7:00 am - 12:38 pmEYW-PDX

8h 38m1 stop

$334Delta

Find Deal

Mon, Sep 22 - Mon, Sep 29

10:55 pm - 11:00 amPDX-EYW

9h 05m1 stop

3:55 pm - 11:29 pmEYW-PDX

10h 34m1 stop

$364American Airlines

Find Deal

Thu, Jan 22 - Mon, Jan 26

5:53 am - 6:32 pmPDX-EYW

9h 39m2 stops

3:55 pm - 11:29 pmEYW-PDX

10h 34m1 stop

$369American Airlines

Find Deal

Thu, Jan 22 - Mon, Jan 26

5:22 am - 6:35 pmPDX-EYW

10h 13m2 stops

1:24 pm - 11:00 pmEYW-PDX

12h 36m2 stops

$429American Airlines

Find Deal

Thu, Jan 22 - Mon, Jan 26

9:56 pm - 11:13 amPDX-EYW

10h 17m1 stop

12:00 pm - 8:28 pmEYW-PDX

11h 28m1 stop

$473American Airlines

Find Deal

Thu, Sep 25 - Tue, Sep 30

11:19 pm - 2:06 pmPDX-EYW

11h 47m1 stop

3:02 pm - 9:38 amEYW-PDX

21h 36m2 stops

$489United Airlines

Find Deal

Mon, Dec 8 - Fri, Dec 12

11:19 pm - 2:06 pmPDX-EYW

11h 47m1 stop

3:02 pm - 11:03 amEYW-PDX

23h 01m3 stops

$494United Airlines

Find Deal

Mon, Dec 8 - Fri, Dec 12

Delta flights from Portland to Key West

Our best Delta deals on Portland to Key West flight tickets

Delta

Sep 26

PDX10:05 pmPortland

9h 50m

1 stop

EYW10:55 amKey West

Oct 3

EYW2:00 pmKey West

10h 47m

1 stop

PDX9:47 pmPortland

$309

Find similar

Delta

Sep 23

PDX7:55 pmPortland

12h 00m

2 stops

EYW10:55 amKey West

Oct 3

EYW2:00 pmKey West

10h 47m

1 stop

PDX9:47 pmPortland

$314

Find similar

Delta

Sep 23

PDX7:55 pmPortland

12h 00m

2 stops

EYW10:55 amKey West

Oct 3

EYW2:00 pmKey West

11h 39m

2 stops

PDX10:39 pmPortland

$319

Find similar

American Airlines flights from Portland to Key West

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

American Airlines

Jan 22

PDX10:55 pmPortland

9h 05m

1 stop

EYW11:00 amKey West

Jan 26

EYW3:55 pmKey West

10h 34m

1 stop

PDX11:29 pmPortland

$364

Find similar

American Airlines

Jan 22

PDX5:53 amPortland

9h 39m

2 stops

EYW6:32 pmKey West

Jan 26

EYW3:55 pmKey West

10h 34m

1 stop

PDX11:29 pmPortland

$369

Find similar

American Airlines

Jan 22

PDX5:22 amPortland

10h 13m

2 stops

EYW6:35 pmKey West

Jan 26

EYW1:24 pmKey West

12h 36m

2 stops

PDX11:00 pmPortland

$429

Find similar

Fly from

Fly to

Route

Depart

Return

Price

PortlandKey West

PDX - EYW

PDXEYW

Portland

Fri 9/26

10:05 pm-10:55 am

1 stop9h 50m

Key West

Fri 10/3

2:00 pm-9:47 pm

1 stop10h 47m

$309

PortlandKey West

PDX - EYW

PDXEYW

Portland

Tue 9/23

7:55 pm-10:55 am

2 stops12h 00m

Key West

Fri 10/3

2:00 pm-9:47 pm

1 stop10h 47m

$314

PortlandKey West

PDX - EYW

PDXEYW

Portland

Tue 9/23

7:55 pm-10:55 am

2 stops12h 00m

Key West

Fri 10/3

2:00 pm-10:39 pm

2 stops11h 39m

$319

PortlandKey West

PDX - EYW

PDXEYW

Portland

Mon 9/22

10:05 pm-10:55 am

1 stop9h 50m

Key West

Mon 9/29

7:00 am-12:38 pm

1 stop8h 38m

$334

PortlandKey West

PDX - EYW

PDXEYW

Portland

Thu 1/22

10:55 pm-11:00 am

1 stop9h 05m

Key West

Mon 1/26

3:55 pm-11:29 pm

1 stop10h 34m

$364

PortlandKey West

PDX - EYW

PDXEYW

Portland

Thu 1/22

5:53 am-6:32 pm

2 stops9h 39m

Key West

Mon 1/26

3:55 pm-11:29 pm

1 stop10h 34m

$369

PortlandKey West

PDX - EYW

PDXEYW

Portland

Thu 1/22

5:22 am-6:35 pm

2 stops10h 13m

Key West

Mon 1/26

1:24 pm-11:00 pm

2 stops12h 36m

$429

PortlandKey West

PDX - EYW

PDXEYW

Portland

Thu 9/25

9:56 pm-11:13 am

1 stop10h 17m

Key West

Tue 9/30

12:00 pm-8:28 pm

1 stop11h 28m

$473

PortlandKey West

PDX - EYW

PDXEYW

Portland

Mon 12/8

11:19 pm-2:06 pm

1 stop11h 47m

Key West

Fri 12/12

3:02 pm-9:38 am

2 stops21h 36m

$489

PortlandKey West

PDX - EYW

PDXEYW

Portland

Mon 12/8

11:19 pm-2:06 pm

1 stop11h 47m

Key West

Fri 12/12

3:02 pm-11:03 am

3 stops23h 01m

$494

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 resultsSorted by cheapest first

How to get the cheapest flight ticket from Portland 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 Portland to Key West. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $383. If you are unable to visit Key West during the month of September, then departing from Portland during the month January is also very affordable. Most momondo users find prices during this month for around $418.

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 Portland 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 Portland 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 Portland 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 Portland when booking weeks ahead of your departure date. In general, you can expect to find flights to Key West for around $605 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Key West from Portland for as low as $331 on momondo.

When to book flights from Portland to Key West

Are you open to changing your travel dates? Check out the ideal times to fly from Portland to Key West according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Portland to Key West (PDX to EYW) flight deals and tips

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

Direct flights	None

There are no direct flights from Portland to Key West. There are no popular flight routes from Portland to Key West.

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How far is Portland to Key West by plane?
There are 2685.0 mi between Portland and Key West. Flights usually cover this in 8h 12m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Portland Airport to Key West Airport?
Prices for flights from Portland Airport to Key West Airport are refreshed on a daily basis.
How many operators does momondo search for flights from Portland Airport to Key West Airport?
The number of operators available for flights from Portland Airport to Key West Airport is 3 as of August 2025.
How old do you have to be to fly from Portland Airport to Key West Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Portland Airport to Key West Airport.
What documentation or ID do you need to fly to Key West Airport?
The travel and health documents you'll need for your trip to Key West Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Key West Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular airline from Portland to Key West?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Portland to Key West is American Airlines (76% of total bookings). The next most popular airlines are Delta (18%) and United Airlines (5%).

Best airlines flying from Portland to Key West

Compare and see reviews for airlines that fly from Portland to Key West with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $261	Free Cancellation	Rating 7.9 7,977 reviews	Search Delta flights
American Airlines	PriceFrom $268	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
United Airlines	PriceFrom $317	Free Cancellation	Rating 7.4 8,944 reviews	Search United Airlines flights

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Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Portland to Key West for you.

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

Yes. momondo enables you to select and highlight flights to Key West from Portland with this policy.

How can momondo help me find flights from Portland 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 Portland to Key West.

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

Yes momondo offers price alerts on flights to Key West from Portland. 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.