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 56% 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?

Delta and Breeze Airways 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 August 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.

$142 Cheap Flights from Portland to Key West in 2025

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Find the cheapest flights from Portland, Maine to Key West

Round-trip

One-way

Last minute

Cheap round-trip flights

6:00 am - 1:51 pmPWM-EYW

7h 51m1 stop

5:02 pm - 10:59 pmEYW-PWM

5h 57m1 stop

$269American Airlines

Find Deal

Fri, Aug 22 - Mon, Aug 25

8:00 am - 4:46 pmPWM-EYW

8h 46m2 stops

5:02 pm - 10:59 pmEYW-PWM

5h 57m1 stop

$274American Airlines

Find Deal

Fri, Aug 22 - Mon, Aug 25

5:41 am - 4:39 pmPWM-EYW

10h 58m2 stops

12:40 pm - 9:44 pmEYW-PWM

9h 04m2 stops

$279American Airlines

Find Deal

Wed, Nov 5 - Sat, Nov 8

6:00 am - 1:02 pmPWM-EYW

7h 02m1 stop

1:57 pm - 10:19 pmEYW-PWM

8h 22m1 stop

$377Delta

Find Deal

Mon, Oct 27 - Thu, Oct 30

10:00 am - 8:06 pmPWM-EYW

10h 06m2 stops

1:57 pm - 10:19 pmEYW-PWM

8h 22m1 stop

$382Delta

Find Deal

Mon, Oct 27 - Thu, Oct 30

5:12 am - 1:54 pmPWM-EYW

8h 42m1 stop

3:09 pm - 11:31 pmEYW-PWM

8h 22m1 stop

$557United Airlines

Find Deal

Tue, Dec 23 - Sat, Dec 27

6:05 pm - 9:07 amPWM-EYW

15h 02m2 stops

10:59 am - 5:25 pmEYW-PWM

30h 26m3 stops

$681Breeze Airways

Find Deal

Mon, Oct 27 - Thu, Oct 30

5:12 am - 3:06 pmPWM-EYW

9h 54m2 stops

3:09 pm - 11:59 pmEYW-PWM

8h 50m2 stops

$689United Airlines

Find Deal

Fri, Dec 19 - Wed, Dec 24

2:36 pm - 8:15 amPWM-EYW

41h 39m3 stops

8:47 am - 10:41 amEYW-PWM

49h 54m2 stops

$725Breeze Airways

Find Deal

Fri, Sep 26 - Mon, Sep 29

11:58 am - 10:31 amPWM-EYW

22h 33m3 stops

2:25 pm - 5:25 pmEYW-PWM

27h 00m3 stops

$786

Find Deal

Thu, Dec 4 - Sun, Dec 7

Delta flights from Portland, Maine to Key West

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

Delta

Oct 27

PWM6:00 amPortland

7h 02m

1 stop

EYW1:02 pmKey West

Oct 30

EYW1:57 pmKey West

8h 22m

1 stop

PWM10:19 pmPortland

$377

Find similar

Delta

Oct 27

PWM10:00 amPortland

10h 06m

2 stops

EYW8:06 pmKey West

Oct 30

EYW1:57 pmKey West

8h 22m

1 stop

PWM10:19 pmPortland

$382

Find similar

Delta

Nov 20

PWM1:35 pmPortland

6h 09m

1 stop

EYW7:44 pmKey West

Nov 24

EYW2:35 pmKey West

7h 24m

1 stop

PWM9:59 pmPortland

$432

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

Oct 27

PWM6:05 pmPortland

15h 02m

2 stops

EYW9:07 amKey West

Oct 30

EYW10:59 amKey West

30h 26m

3 stops

PWM5:25 pmPortland

$681

Find similar

Breeze Airways

Sep 26

PWM2:36 pmPortland

41h 39m

3 stops

EYW8:15 amKey West

Sep 29

EYW8:47 amKey West

49h 54m

2 stops

PWM10:41 amPortland

$725

Find similar

Breeze Airways

Dec 4

PWM11:58 amPortland

22h 33m

3 stops

EYW10:31 amKey West

Dec 7

EYW8:55 amKey West

32h 30m

2 stops

PWM5:25 pmPortland

$752

Find similar

Fly from

Fly to

Route

Depart

Return

Price

PortlandKey West

PWM - EYW

PWMEYW

Portland

Fri 8/22

6:00 am-1:51 pm

1 stop7h 51m

Key West

Mon 8/25

5:02 pm-10:59 pm

1 stop5h 57m

$269

PortlandKey West

PWM - EYW

PWMEYW

Portland

Fri 8/22

8:00 am-4:46 pm

2 stops8h 46m

Key West

Mon 8/25

5:02 pm-10:59 pm

1 stop5h 57m

$274

PortlandKey West

PWM - EYW

PWMEYW

Portland

Wed 11/5

5:41 am-4:39 pm

2 stops10h 58m

Key West

Sat 11/8

12:40 pm-9:44 pm

2 stops9h 04m

$279

PortlandKey West

PWM - EYW

PWMEYW

Portland

Mon 10/27

6:00 am-1:02 pm

1 stop7h 02m

Key West

Thu 10/30

1:57 pm-10:19 pm

1 stop8h 22m

$377

PortlandKey West

PWM - EYW

PWMEYW

Portland

Mon 10/27

10:00 am-8:06 pm

2 stops10h 06m

Key West

Thu 10/30

1:57 pm-10:19 pm

1 stop8h 22m

$382

PortlandKey West

PWM - EYW

PWMEYW

Portland

Tue 12/23

5:12 am-1:54 pm

1 stop8h 42m

Key West

Sat 12/27

3:09 pm-11:31 pm

1 stop8h 22m

$557

PortlandKey West

PWM - EYW

PWMEYW

Portland

Mon 10/27

6:05 pm-9:07 am

2 stops15h 02m

Key West

Thu 10/30

10:59 am-5:25 pm

3 stops30h 26m

$681

PortlandKey West

PWM - EYW

PWMEYW

Portland

Fri 12/19

5:12 am-3:06 pm

2 stops9h 54m

Key West

Wed 12/24

3:09 pm-11:59 pm

2 stops8h 50m

$689

PortlandKey West

PWM - EYW

PWMEYW

Portland

Fri 9/26

2:36 pm-8:15 am

3 stops41h 39m

Key West

Mon 9/29

8:47 am-10:41 am

2 stops49h 54m

$725

PortlandKey West

PWM - EYW

PWMEYW

Portland

Thu 12/4

11:58 am-10:31 am

3 stops22h 33m

Key West

Sun 12/7

2:25 pm-5:25 pm

3 stops27h 00m

$786

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 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 July is also very affordable. Most momondo users find prices during this month for around $348.

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 Tuesday. momondo users have found tickets for Tuesday departures for as low as $392. 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 $500.

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 morning. momondo users have found flights departing from Portland, Maine to Key West in the morning for as low as $447. 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 at noon, with an average ticket price of $510. Departure times at noon 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 weeks ahead of your departure date. In general, you can expect to find flights to Key West for around $408 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, Maine for as low as $327 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

Best Price Found	$142
Fastest flight time	5h 40m
Direct flights	None
Airports in Key West	1 airport

The best one-way flight to Key West from Portland, Maine in the past 72 hours is $142. The best round-trip flight deal from Portland, Maine to Key West found on momondo in the last 72 hours is $269.

The fastest flight from Portland, Maine to Key West takes 5h 40m

There are no direct flights from Portland, Maine 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?
A flight from Portland to Key West will travel around 1471.7 mi. Typically, this will take 5h 40m 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 August 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 76% of the total bookings. Other popular airlines include Delta with 19% 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 10,000 reviews	Search American Airlines flights
Delta	PriceFrom $293	Free Cancellation	Rating 8.0 7,983 reviews	Search Delta flights
United Airlines	PriceFrom $372	Free Cancellation	Rating 7.4 8,904 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.