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 55% 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?

American Airlines, 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 September 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.

$153 Cheap Flights from Portland to Key West in 2025/26

Q: What is the typical price of a round-trip flight between Portland, Maine and Key West?

Prices are currently low for flights on this route. Typical prices usually range from $348 to $434. The lowest price recently found on this route was $269.

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Find the cheapest flights from Portland, Maine to Key West

Round-trip

One-way

Last minute

Cheap round-trip flights

5:51 am - 1:55 pmPWM-EYW

8h 04m1 stop

5:24 pm - 10:31 pmEYW-PWM

5h 07m1 stop

$269American Airlines

Find Deal

mié., ene. 14 - mié., ene. 21

5:51 am - 3:18 pmPWM-EYW

9h 27m2 stops

2:59 pm - 10:29 pmEYW-PWM

7h 30m1 stop

$274American Airlines

Find Deal

mié., ene. 14 - mié., ene. 21

6:00 am - 12:58 pmPWM-EYW

6h 58m1 stop

4:58 pm - 10:48 pmEYW-PWM

5h 50m1 stop

$276American Airlines

Find Deal

mié., oct. 15 - mié., oct. 22

6:01 am - 5:12 pmPWM-EYW

11h 11m2 stops

1:57 pm - 10:19 pmEYW-PWM

8h 22m1 stop

$309Delta

Find Deal

dom., oct. 26 - lun., nov. 3

6:18 pm - 10:19 amPWM-EYW

16h 01m1 stop

10:49 am - 5:38 pmEYW-PWM

6h 49m1 stop

$325Breeze Airways

Find Deal

sáb., ene. 3 - sáb., ene. 10

3:15 pm - 9:17 amPWM-EYW

18h 02m2 stops

8:55 am - 9:06 amEYW-PWM

24h 11m1 stop

$348Breeze Airways

Find Deal

jue., nov. 6 - dom., nov. 9

6:00 am - 11:27 amPWM-EYW

5h 27m1 stop

1:57 pm - 12:05 amEYW-PWM

10h 08m2 stops

$349Delta

Find Deal

lun., oct. 27 - lun., nov. 3

6:00 am - 1:52 pmPWM-EYW

7h 52m1 stop

3:00 pm - 11:17 pmEYW-PWM

8h 17m1 stop

$374United Airlines

Find Deal

dom., oct. 26 - lun., nov. 3

3:15 pm - 9:20 amPWM-EYW

18h 05m1 stop

8:55 am - 9:06 amEYW-PWM

24h 11m1 stop

$389Multiple Airlines

Find Deal

jue., nov. 6 - dom., nov. 9

3:15 pm - 5:46 pmPWM-EYW

26h 31m1 stop

8:33 pm - 5:25 pmEYW-PWM

20h 52m2 stops

$403Multiple Airlines

Find Deal

dom., oct. 26 - dom., nov. 2

American Airlines flights from Portland, Maine to Key West

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

American Airlines

Jan 14

PWM5:51 amPortland

8h 04m

1 stop

EYW1:55 pmKey West

Jan 21

EYW5:24 pmKey West

5h 07m

1 stop

PWM10:31 pmPortland

$269

Find similar

American Airlines

Jan 14

PWM5:51 amPortland

9h 27m

2 stops

EYW3:18 pmKey West

Jan 21

EYW2:59 pmKey West

7h 30m

1 stop

PWM10:29 pmPortland

$274

Find similar

American Airlines

Oct 15

PWM6:00 amPortland

6h 58m

1 stop

EYW12:58 pmKey West

Oct 22

EYW4:58 pmKey West

5h 50m

1 stop

PWM10:48 pmPortland

$276

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 3

PWM6:18 pmPortland

16h 01m

1 stop

EYW10:19 amKey West

Jan 10

EYW10:49 amKey West

6h 49m

1 stop

PWM5:38 pmPortland

$325

Find similar

Breeze Airways

Nov 6

PWM3:15 pmPortland

18h 02m

2 stops

EYW9:17 amKey West

Nov 9

EYW8:55 amKey West

24h 11m

1 stop

PWM9:06 amPortland

$348

Find similar

Breeze Airways

Oct 16

PWM3:15 pmPortland

18h 02m

2 stops

EYW9:17 amKey West

Oct 19

EYW8:55 amKey West

24h 11m

1 stop

PWM9:06 amPortland

$375

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

mié. 1/14

5:51 am-1:55 pm

1 stop8h 04m

Key West

mié. 1/21

5:24 pm-10:31 pm

1 stop5h 07m

$269

PortlandKey West

PWM - EYW

PWMEYW

Portland

mié. 1/14

5:51 am-3:18 pm

2 stops9h 27m

Key West

mié. 1/21

2:59 pm-10:29 pm

1 stop7h 30m

$274

PortlandKey West

PWM - EYW

PWMEYW

Portland

mié. 10/15

6:00 am-12:58 pm

1 stop6h 58m

Key West

mié. 10/22

4:58 pm-10:48 pm

1 stop5h 50m

$276

PortlandKey West

PWM - EYW

PWMEYW

Portland

dom. 10/26

6:01 am-5:12 pm

2 stops11h 11m

Key West

lun. 11/3

1:57 pm-10:19 pm

1 stop8h 22m

$309

PortlandKey West

PWM - EYW

PWMEYW

Portland

sáb. 1/3

6:18 pm-10:19 am

1 stop16h 01m

Key West

sáb. 1/10

10:49 am-5:38 pm

1 stop6h 49m

$325

PortlandKey West

PWM - EYW

PWMEYW

Portland

jue. 11/6

3:15 pm-9:17 am

2 stops18h 02m

Key West

dom. 11/9

8:55 am-9:06 am

1 stop24h 11m

$348

PortlandKey West

PWM - EYW

PWMEYW

Portland

lun. 10/27

6:00 am-11:27 am

1 stop5h 27m

Key West

lun. 11/3

1:57 pm-12:05 am

2 stops10h 08m

$349

PortlandKey West

PWM - EYW

PWMEYW

Portland

dom. 10/26

6:00 am-1:52 pm

1 stop7h 52m

Key West

lun. 11/3

3:00 pm-11:17 pm

1 stop8h 17m

$374

PortlandKey West

PWM - EYW

PWMEYW

Portland

jue. 11/6

3:15 pm-9:20 am

1 stop18h 05m

Key West

dom. 11/9

8:55 am-9:06 am

1 stop24h 11m

$389

PortlandKey West

PWM - EYW

PWMEYW

Portland

dom. 10/26

3:15 pm-5:46 pm

1 stop26h 31m

Key West

dom. 11/2

8:33 pm-5:25 pm

2 stops20h 52m

$403

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 typical price of a round-trip flight between Portland, Maine and Key West?

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 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 $410 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 $394 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

Direct flights	None

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 5h 27m 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 September 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 74% of the total bookings. Other popular airlines include Delta with 21% 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 7.9 7,957 reviews	Search Delta flights
United Airlines	PriceFrom $372	Free Cancellation	Rating 7.4 8,924 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.

An easier way to manage your Key West trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Start using Trips

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Cheap flights from Portland, Maine to Key West from $153

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Portland, Maine to Key West departing on 1/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Filter for what you want

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Find the cheapest flights from Portland, Maine to Key West

Cheap round-trip flights

Cheap one-way flights

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American Airlines flights from Portland, Maine to Key West

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

Breeze Airways flights from Portland, Maine to Key West

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

momondo Fare Finder

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

See travel insights to Key West from

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

What is the typical price of a round-trip flight between Portland, Maine and Key West?

What is the cheapest month to fly to Key West?

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

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

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

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

American Airlines, Delta, and Breeze Airways are the most popular carriers operating from Portland to Key West

What airlines fly to Key West?

When to book flights from Portland, Maine to Key West

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

Direct flights

How far is Portland to Key West by plane?

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

How many operators does momondo search 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?

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

What is the most popular airline from Portland, Maine to Key West?

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

Traveling to a place near Key West?

Why use momondo?

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

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

How can momondo help me find flights 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?

An easier way to manage your Key West trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Airports servicing Florida