What airlines fly to Key West?

American Airlines, JetBlue and Delta are the top three most popular airlines that fly to Key West from Portland, Maine according to our data. American Airlines is the first choice among our users, with 54% of people opting to fly with this airline when traveling to Key West. Keep in mind that there are 5 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?

Breeze Airways, Delta, and American 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 updated daily.

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

As of December 2025, there are 3 operators available to choose from for flights from Portland Airport to Key West Airport.

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

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to 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.

$148 Cheap Flights from Portland to Key West in 2025/26

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Find the cheapest flights from Portland, Maine to Key West

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:00 am - 1:16 pm

PWM

EYW

7h 16m1 stop

5:21 pm - 11:43 pm

EYW

PWM

6h 22m1 stop

$257American Airlines

Tue, Jan 13 - Wed, Jan 21

7:15 am - 5:11 pm

PWM

EYW

9h 56m2 stops

2:45 pm - 10:27 pm

EYW

PWM

7h 42m1 stop

$262Delta

Sun, Jan 25 - Thu, Feb 5

11:02 am - 9:26 am

PWM

EYW

22h 24m1 stop

1:06 pm - 10:22 am

EYW

PWM

21h 16m1 stop

$264Breeze Airways

Wed, Jan 28 - Fri, Jan 30

7:15 am - 5:11 pm

PWM

EYW

9h 56m2 stops

7:10 am - 5:16 pm

EYW

PWM

10h 06m2 stops

$267Delta

Sun, Jan 25 - Tue, Feb 3

11:02 am - 9:26 am

PWM

EYW

22h 24m1 stop

10:49 am - 5:38 pm

EYW

PWM

6h 49m1 stop

$268Breeze Airways

Wed, Jan 28 - Sat, Jan 31

6:18 pm - 10:21 am

PWM

EYW

16h 03m1 stop

10:49 am - 5:38 pm

EYW

PWM

6h 49m1 stop

$273Breeze Airways

Sat, Jan 31 - Wed, Feb 4

6:18 pm - 10:21 am

PWM

EYW

16h 03m1 stop

11:01 am - 4:26 pm

EYW

PWM

29h 25m2 stops

$276Breeze Airways

Sat, Jan 31 - Thu, Feb 5

5:30 am - 1:48 pm

PWM

EYW

8h 18m1 stop

1:28 pm - 7:38 pm

EYW

PWM

6h 10m1 stop

$277Delta

Sun, Jan 25 - Sat, Jan 31

6:00 am - 2:03 pm

PWM

EYW

8h 03m1 stop

4:37 pm - 11:43 pm

EYW

PWM

7h 06m2 stops

$278American Airlines

Mon, Feb 2 - Mon, Feb 9

11:02 am - 2:56 pm

PWM

EYW

27h 54m1 stop

10:06 am - 9:07 am

EYW

PWM

23h 01m1 stop

$281Multiple Airlines

Wed, Jan 7 - Sun, Jan 11

Delta flights from Portland, Maine to Key West

Our best Delta deals on Portland, Maine to Key West flight tickets

Delta

Jan 25

PWM7:15 amPortland

9h 56m

2 stops

EYW5:11 pmKey West

Feb 5

EYW2:45 pmKey West

7h 42m

1 stop

PWM10:27 pmPortland

$262

Find similar

Delta

Jan 25

PWM7:15 amPortland

9h 56m

2 stops

EYW5:11 pmKey West

Feb 3

EYW7:10 amKey West

10h 06m

2 stops

PWM5:16 pmPortland

$267

Find similar

Delta

Jan 25

PWM5:30 amPortland

8h 18m

1 stop

EYW1:48 pmKey West

Jan 31

EYW1:28 pmKey West

6h 10m

1 stop

PWM7:38 pmPortland

$277

Find similar

Breeze Airways flights from Portland, Maine to Key West

Our best Breeze Airways deals on Portland, Maine to Key West flight tickets

Breeze Airways

Jan 28

PWM11:02 amPortland

22h 24m

1 stop

EYW9:26 amKey West

Jan 30

EYW1:06 pmKey West

21h 16m

1 stop

PWM10:22 amPortland

$264

Find similar

Breeze Airways

Jan 28

PWM11:02 amPortland

22h 24m

1 stop

EYW9:26 amKey West

Jan 31

EYW10:49 amKey West

6h 49m

1 stop

PWM5:38 pmPortland

$268

Find similar

Breeze Airways

Jan 31

PWM6:18 pmPortland

16h 03m

1 stop

EYW10:21 amKey West

Feb 4

EYW10:49 amKey West

6h 49m

1 stop

PWM5:38 pmPortland

$273

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from Portland, Maine to Key West that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PortlandKey West

PWM - EYW

PWMEYW

Portland

Tue 1/13

6:00 am-1:16 pm

1 stop7h 16m

Key West

Wed 1/21

5:21 pm-11:43 pm

1 stop6h 22m

$257

PortlandKey West

PWM - EYW

PWMEYW

Portland

Sun 1/25

7:15 am-5:11 pm

2 stops9h 56m

Key West

Thu 2/5

2:45 pm-10:27 pm

1 stop7h 42m

$262

PortlandKey West

PWM - EYW

PWMEYW

Portland

Wed 1/28

11:02 am-9:26 am

1 stop22h 24m

Key West

Fri 1/30

1:06 pm-10:22 am

1 stop21h 16m

$264

PortlandKey West

PWM - EYW

PWMEYW

Portland

Sun 1/25

7:15 am-5:11 pm

2 stops9h 56m

Key West

Tue 2/3

7:10 am-5:16 pm

2 stops10h 06m

$267

PortlandKey West

PWM - EYW

PWMEYW

Portland

Wed 1/28

11:02 am-9:26 am

1 stop22h 24m

Key West

Sat 1/31

10:49 am-5:38 pm

1 stop6h 49m

$268

PortlandKey West

PWM - EYW

PWMEYW

Portland

Sat 1/31

6:18 pm-10:21 am

1 stop16h 03m

Key West

Wed 2/4

10:49 am-5:38 pm

1 stop6h 49m

$273

PortlandKey West

PWM - EYW

PWMEYW

Portland

Sat 1/31

6:18 pm-10:21 am

1 stop16h 03m

Key West

Thu 2/5

11:01 am-4:26 pm

2 stops29h 25m

$276

PortlandKey West

PWM - EYW

PWMEYW

Portland

Sun 1/25

5:30 am-1:48 pm

1 stop8h 18m

Key West

Sat 1/31

1:28 pm-7:38 pm

1 stop6h 10m

$277

PortlandKey West

PWM - EYW

PWMEYW

Portland

Mon 2/2

6:00 am-2:03 pm

1 stop8h 03m

Key West

Mon 2/9

4:37 pm-11:43 pm

2 stops7h 06m

$278

PortlandKey West

PWM - EYW

PWMEYW

Portland

Wed 1/7

11:02 am-2:56 pm

1 stop27h 54m

Key West

Sun 1/11

10:06 am-9:07 am

1 stop23h 01m

$281

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Portland, Maine 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, June is the cheapest month to fly from Portland, Maine 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 June, then departing from Portland, Maine during the month August is also very affordable. Most momondo users find prices during this month for around $352.

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, Maine is on a Sunday. momondo users have found tickets for Sunday departures for as low as $444. However, this price may fluctuate depending on the airline, the season, and holidays. When flying out on a Thursday, the most expensive travel day of the week, you can expect to see flight prices from Portland, Maine to Key West for around $612.

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 at noon. momondo users have found flights departing from Portland, Maine to Key West at noon for as low as $394. 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 $511. 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, Maine when booking week ahead of your departure date. In general, you can expect to find flights to Key West for around $435 when searching week out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Key West from Portland, Maine for as low as $386 on momondo.

When to book flights from Portland, Maine to Key West

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

Estimated round-trip price

Cheap Portland, Maine to Key West (PWM to EYW) flight deals and tips

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

Fastest flight time	6h 10m
Direct flights	None

The fastest flight from Portland, Maine to Key West takes 6h 10m

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

Search flight deals

How far is Portland to Key West by plane?
A flight from Portland to Key West will travel around 1471.7 mi. Typically, this will take 6h 10m by plane in normal conditions.
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 updated daily.
How many operators does momondo search for flights from Portland Airport to Key West Airport?
As of December 2025, there are 3 operators available to choose from for flights from Portland Airport to Key West Airport.
How old do you have to be to fly from Portland Airport to Key West Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to 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, Maine to Key West?
Based on momondo bookings for flights between Portland, Maine and Key West, the leading airline is American Airlines, making up 73% of the total bookings. Other popular airlines include Delta with 22% and United Airlines with 5%.

Best airlines flying from Portland, Maine to Key West

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

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $268	Free Cancellation	Rating 7.2 11,054 reviews	Search American Airlines flights
Delta	PriceFrom $268	Free Cancellation	Rating 7.9 8,014 reviews	Search Delta flights
United Airlines	PriceFrom $326	Free Cancellation	Rating 7.4 9,105 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?

Finding the right flight to Key West from Portland is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Key West quick and easy, saving you time and money.

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

momondo does allow users to show only those flights to Key West from Portland which offer a flexible booking policy as well as other useful filters and features.

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

Once you have performed a search for Portland to Key West flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

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