What airlines fly to Portland, Maine?

American Airlines, JetBlue and Delta are the top three most popular airlines that fly to Portland, Maine from Key West according to our data. American Airlines is the first choice among our users, with 58% of people opting to fly with this airline when traveling to Portland, Maine. Keep in mind that there are 3 different airlines that fly to Portland, Maine on a routine basis, so you have a few additional options to choose from.

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

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

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

Prices for flights from Key West Airport to Portland Airport refresh daily.

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

There are 2 operators available for flights from Key West Airport to Portland Airport as of September 2025.

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

What documentation or ID do you need to fly to Portland Airport?

The travel and health documents required for your trip to Portland Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Portland Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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

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

Prices are currently typical for flights on this route. Typical prices usually range from $279 to $347. The lowest price recently found on this route was $325.

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Find the cheapest flights from Key West to Portland

Round-trip

One-way

Last minute

Cheap round-trip flights

9:46 am - 9:07 amEYW-PWM

23h 21m1 stop

6:18 pm - 10:21 amPWM-EYW

16h 03m1 stop

$325Breeze Airways

Find Deal

Sun, Feb 15 - Sat, Feb 21

1:01 pm - 5:38 pmEYW-PWM

28h 37m1 stop

6:18 pm - 10:21 amPWM-EYW

16h 03m1 stop

$337Breeze Airways

Find Deal

Tue, Feb 17 - Sat, Feb 21

9:46 am - 9:07 amEYW-PWM

23h 21m1 stop

6:18 pm - 10:21 amPWM-EYW

16h 03m1 stop

$342Breeze Airways

Find Deal

Sun, Feb 15 - Wed, Feb 18

9:46 am - 9:07 amEYW-PWM

23h 21m1 stop

6:18 pm - 10:21 amPWM-EYW

16h 03m1 stop

$353Breeze Airways

Find Deal

Thu, Feb 12 - Sat, Feb 21

9:46 am - 9:07 amEYW-PWM

23h 21m1 stop

6:18 pm - 10:21 amPWM-EYW

16h 03m1 stop

$370Breeze Airways

Find Deal

Thu, Feb 12 - Wed, Feb 18

1:06 pm - 10:22 amEYW-PWM

21h 16m1 stop

6:18 pm - 10:21 amPWM-EYW

16h 03m1 stop

$376Breeze Airways

Find Deal

Fri, Feb 13 - Sat, Feb 21

2:35 pm - 9:59 pmEYW-PWM

7h 24m1 stop

6:30 am - 7:44 pmPWM-EYW

13h 14m2 stops

$482Delta

Find Deal

Fri, Feb 13 - Wed, Feb 18

2:25 pm - 5:38 pmEYW-PWM

27h 13m2 stops

6:18 pm - 10:21 amPWM-EYW

16h 03m1 stop

$497Multiple Airlines

Find Deal

Fri, Feb 13 - Sat, Feb 21

2:35 pm - 9:59 pmEYW-PWM

7h 24m1 stop

6:00 am - 7:44 pmPWM-EYW

13h 44m2 stops

$502Delta

Find Deal

Fri, Feb 13 - Sun, Feb 15

3:06 pm - 11:44 pmEYW-PWM

8h 38m2 stops

2:29 pm - 11:59 pmPWM-EYW

9h 30m2 stops

$543American Airlines

Find Deal

Sun, Feb 15 - Wed, Feb 18

Delta flights from Key West to Portland, Maine

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

Delta

Sep 23

EYW6:10 pmKey West

6h 01m

1 stop

PWM12:11 amPortland

Sep 30

PWM6:00 amPortland

11h 15m

2 stops

EYW5:15 pmKey West

$328

Find similar

Delta

Sep 23

EYW6:10 pmKey West

6h 01m

1 stop

PWM12:11 amPortland

Oct 21

PWM1:27 pmPortland

6h 39m

1 stop

EYW8:06 pmKey West

$333

Find similar

Delta

Sep 23

EYW11:50 amKey West

12h 44m

2 stops

PWM12:34 amPortland

Oct 21

PWM1:27 pmPortland

6h 39m

1 stop

EYW8:06 pmKey West

$338

Find similar

American Airlines flights from Key West to Portland, Maine

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

American Airlines

Sep 23

EYW3:45 pmKey West

6h 44m

1 stop

PWM10:29 pmPortland

Sep 30

PWM6:00 amPortland

5h 49m

1 stop

EYW11:49 amKey West

$367

Find similar

American Airlines

Sep 22

EYW11:25 amKey West

11h 04m

2 stops

PWM10:29 pmPortland

Sep 29

PWM6:00 amPortland

8h 00m

1 stop

EYW2:00 pmKey West

$410

Find similar

American Airlines

Sep 22

EYW11:25 amKey West

12h 20m

2 stops

PWM11:45 pmPortland

Sep 29

PWM6:00 amPortland

8h 00m

1 stop

EYW2:00 pmKey West

$446

Find similar

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Key WestPortland

EYW - PWM

EYWPWM

Key West

Sun 2/15

9:46 am-9:07 am

1 stop23h 21m

Portland

Sat 2/21

6:18 pm-10:21 am

1 stop16h 03m

$325

Key WestPortland

EYW - PWM

EYWPWM

Key West

Tue 2/17

1:01 pm-5:38 pm

1 stop28h 37m

Portland

Sat 2/21

6:18 pm-10:21 am

1 stop16h 03m

$337

Key WestPortland

EYW - PWM

EYWPWM

Key West

Sun 2/15

9:46 am-9:07 am

1 stop23h 21m

Portland

Wed 2/18

6:18 pm-10:21 am

1 stop16h 03m

$342

Key WestPortland

EYW - PWM

EYWPWM

Key West

Thu 2/12

9:46 am-9:07 am

1 stop23h 21m

Portland

Sat 2/21

6:18 pm-10:21 am

1 stop16h 03m

$353

Key WestPortland

EYW - PWM

EYWPWM

Key West

Thu 2/12

9:46 am-9:07 am

1 stop23h 21m

Portland

Wed 2/18

6:18 pm-10:21 am

1 stop16h 03m

$370

Key WestPortland

EYW - PWM

EYWPWM

Key West

Fri 2/13

1:06 pm-10:22 am

1 stop21h 16m

Portland

Sat 2/21

6:18 pm-10:21 am

1 stop16h 03m

$376

Key WestPortland

EYW - PWM

EYWPWM

Key West

Fri 2/13

2:35 pm-9:59 pm

1 stop7h 24m

Portland

Wed 2/18

6:30 am-7:44 pm

2 stops13h 14m

$482

Key WestPortland

EYW - PWM

EYWPWM

Key West

Fri 2/13

2:25 pm-5:38 pm

2 stops27h 13m

Portland

Sat 2/21

6:18 pm-10:21 am

1 stop16h 03m

$497

Key WestPortland

EYW - PWM

EYWPWM

Key West

Fri 2/13

2:35 pm-9:59 pm

1 stop7h 24m

Portland

Sun 2/15

6:00 am-7:44 pm

2 stops13h 44m

$502

Key WestPortland

EYW - PWM

EYWPWM

Key West

Sun 2/15

3:06 pm-11:44 pm

2 stops8h 38m

Portland

Wed 2/18

2:29 pm-11:59 pm

2 stops9h 30m

$543

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 Key West to Portland, Maine

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 Key West and Portland, Maine?

What is the cheapest day to depart on your flight to Portland, Maine?

On average, the least expensive day to fly to Portland, Maine from Key West is on a Wednesday. momondo users have found tickets for Wednesday departures for as low as $312. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Friday is the most expensive day to depart from Key West because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $489.

What is the cheapest time of day to depart on your flight to Portland, Maine?

In the afternoon is the cheapest time of day to fly from Key West to Portland, Maine when you can find flight prices for as low as $392. Flying to Portland, Maine in the afternoon is an ideal time because this is during off-peak travel hours. Try not to purchase tickets at noon because they tend to be around $482. Of course, these prices can vary depending on the time of year and what airport you fly to.

When to book flights from Key West to Portland, Maine

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

Estimated round-trip price

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

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

Direct flights	None

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

Search flight deals

How far is Key West to Portland by plane?
The straight-line distance from Key West to Portland is 1471.7 mi. In terms of flight time, this usually takes a little over 5h 26m.
When did momondo last update prices for flights from Key West Airport to Portland Airport?
Prices for flights from Key West Airport to Portland Airport refresh daily.
How many operators does momondo search for flights from Key West Airport to Portland Airport?
There are 2 operators available for flights from Key West Airport to Portland Airport as of September 2025.
How old do you have to be to fly from Key West Airport to Portland 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 Key West Airport to Portland Airport.
What documentation or ID do you need to fly to Portland Airport?
The travel and health documents required for your trip to Portland Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Portland Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular airline from Key West to Portland, Maine?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Key West to Portland, Maine is American Airlines (67% of total bookings). The next most popular airline is Delta (33%).

Best airlines flying from Key West to Portland, Maine

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

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $258	Free Cancellation	Rating 7.2 10,000 reviews		Search American Airlines flights
Delta	PriceFrom $274	Free Cancellation	Rating 7.9 7,961 reviews		Search Delta flights

North Conway

Boothbay Harbor

Jackson

Conway

Freeport

Lewiston

Bartlett

Gorham

Brunswick

Auburn

Intervale

Windham

Bath

Oxford

Georgetown

Tamworth

Falmouth

Why use momondo?

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

It is quick and easy to find Key West to Portland flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Portland that suits you.

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

Yes. momondo allows you to filter the results for Key West to Portland flights to just show those with flexible booking policies.

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

momondo helps you find the best flight between Key West and Portland by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Price alerts on flights to Portland from Key West are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.