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 78% 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?

Delta, American Airlines, and United Airlines 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 July 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.

$205 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

9:56 pm - 11:13 amPDX-EYW

10h 17m1 stop

12:09 pm - 8:37 pmEYW-PDX

11h 28m1 stop

$309American Airlines

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Fri, Sep 12 - Fri, Sep 19

9:56 pm - 11:13 amPDX-EYW

10h 17m1 stop

11:25 am - 9:27 pmEYW-PDX

13h 02m2 stops

$314American Airlines

Find Deal

Fri, Sep 12 - Fri, Sep 19

10:50 pm - 1:02 pmPDX-EYW

11h 12m2 stops

2:00 pm - 10:39 pmEYW-PDX

11h 39m2 stops

$319Delta

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Fri, Sep 12 - Fri, Sep 19

9:52 pm - 10:53 amPDX-EYW

10h 01m2 stops

3:59 pm - 9:15 pmEYW-PDX

8h 16m1 stop

$324American Airlines

Find Deal

Sat, Aug 23 - Sat, Aug 30

6:14 am - 8:12 pmPDX-EYW

10h 58m2 stops

7:00 am - 3:59 pmEYW-PDX

11h 59m2 stops

$329Delta

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Sat, Aug 23 - Sat, Aug 30

11:59 pm - 4:18 pmPDX-EYW

13h 19m2 stops

1:25 pm - 11:22 pmEYW-PDX

12h 57m2 stops

$349American Airlines

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Thu, Jul 31 - Tue, Aug 5

12:07 pm - 10:19 amPDX-EYW

19h 12m2 stops

8:55 am - 11:12 amEYW-PDX

29h 17m2 stops

$545

Find Deal

Wed, Sep 10 - Sun, Sep 14

10:23 am - 9:22 amPDX-EYW

19h 59m2 stops

10:02 am - 2:15 pmEYW-PDX

31h 13m3 stops

$547

Find Deal

Mon, Aug 4 - Fri, Aug 8

4:02 pm - 3:19 pmPDX-EYW

20h 17m2 stops

3:05 pm - 10:58 amEYW-PDX

22h 53m3 stops

$682United Airlines

Find Deal

Sat, Nov 8 - Sat, Nov 15

12:54 pm - 2:01 pmPDX-EYW

22h 07m3 stops

3:15 pm - 9:28 amEYW-PDX

21h 13m2 stops

$715United Airlines

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Sat, Aug 23 - Sat, Aug 30

Delta flights from Portland to Key West

Our best Delta deals on Portland to Key West flight tickets

Delta

Sep 12

PDX10:50 pmPortland

11h 12m

2 stops

EYW1:02 pmKey West

Sep 19

EYW2:00 pmKey West

11h 39m

2 stops

PDX10:39 pmPortland

$319

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Delta

Aug 23

PDX6:14 amPortland

10h 58m

2 stops

EYW8:12 pmKey West

Aug 30

EYW7:00 amKey West

11h 59m

2 stops

PDX3:59 pmPortland

$329

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Delta

Nov 8

PDX5:55 amPortland

10h 49m

2 stops

EYW7:44 pmKey West

Nov 15

EYW7:00 amKey West

16h 40m

2 stops

PDX8:40 pmPortland

$359

Find similar

American Airlines flights from Portland to Key West

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

American Airlines

Sep 12

PDX9:56 pmPortland

10h 17m

1 stop

EYW11:13 amKey West

Sep 19

EYW12:09 pmKey West

11h 28m

1 stop

PDX8:37 pmPortland

$309

Find similar

American Airlines

Sep 12

PDX9:56 pmPortland

10h 17m

1 stop

EYW11:13 amKey West

Sep 19

EYW11:25 amKey West

13h 02m

2 stops

PDX9:27 pmPortland

$314

Find similar

American Airlines

Aug 23

PDX9:52 pmPortland

10h 01m

2 stops

EYW10:53 amKey West

Aug 30

EYW3:59 pmKey West

8h 16m

1 stop

PDX9:15 pmPortland

$324

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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, August 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 $308. If you are unable to visit Key West during the month of August, then departing from Portland during the month September is also very affordable. Most momondo users find prices during this month for around $383.

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 $549 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 $387 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

Best Price Found	$205
Fastest flight time	7h 48m
Direct flights	None
Airports in Key West	1 airport

The best one-way flight to Key West from Portland in the past 72 hours is $205. The best round-trip flight deal from Portland to Key West found on momondo in the last 72 hours is $309.

The fastest flight from Portland to Key West takes 7h 48m

There are no direct flights from Portland to Key West. Popular non-direct route for this connection is Portland Airport - Key West Airport.

There is 1 airport near Key West: Key West (EYW)

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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 7h 48m, 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 July 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 (78% of total bookings). The next most popular airlines are Delta (17%) 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 8.0 7,959 reviews	Search Delta flights
American Airlines	PriceFrom $273	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
United Airlines	PriceFrom $317	Free Cancellation	Rating 7.4 8,863 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.