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Key West

$69+ Cheap flights from Maine to Key West (EYW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/26. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — EYW
Jan 27 — Feb 31
Tue 1/27
Tue 2/3
1 adult, Economy
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Cheap flight deals from Maine to Key West

Cheapest flights from Maine to Key West
Explore the most affordable flight options available from Maine to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 28, 2025.

This United Airlines deal was found by Cheapflights users on 12/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/306:01 amBOS - EYW
1 stop9h 11mUnited Airlines
Mon 1/55:10 pmEYW - BOS
1 stop6h 44mUnited Airlines
Deal found 12/27$332
This American Airlines deal was found by Cheapflights users on 12/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3010:44 amBOS - EYW
Nonstop4h 11mAmerican Airlines
Wed 1/71:33 pmEYW - BOS
1 stop7h 18mAmerican Airlines
Deal found 12/27$343
This American Airlines deal was found by Cheapflights users on 12/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/318:00 amBOS - EYW
1 stop7h 33mAmerican Airlines
Tue 1/61:22 pmEYW - BOS
1 stop4h 57mAmerican Airlines
Deal found 12/27$353
This American Airlines deal was found by Cheapflights users on 12/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2910:44 amBOS - EYW
Nonstop4h 11mAmerican Airlines
Thu 1/14:40 pmEYW - BOS
1 stop5h 57mAmerican Airlines
Deal found 12/26$357
This Delta deal was found by Cheapflights users on 12/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:00 amBOS - EYW
1 stop6h 37mDelta
Wed 1/76:06 pmEYW - BOS
1 stop6h 58mDelta
Deal found 12/26$358
This American Airlines deal was found by Cheapflights users on 12/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:56 amBOS - EYW
1 stop5h 51mAmerican Airlines
Thu 1/18:00 amEYW - BOS
1 stop7h 24mAmerican Airlines
Deal found 12/26$367
This JetBlue deal was found by Cheapflights users on 12/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/308:24 amBOS - EYW
Nonstop3h 53mJetBlue
Wed 1/71:00 pmEYW - BOS
Nonstop3h 36mJetBlue
Deal found 12/26$428
This Kiwi.com deal was found by Cheapflights users on 12/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/296:52 pmBGR - EYW
1 stop19h 33mMultiple Airlines
Thu 1/18:55 amEYW - BGR
1 stop10h 08mMultiple Airlines
Deal found 12/27$439
This Kiwi.com deal was found by Cheapflights users on 12/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/296:52 pmBGR - EYW
1 stop19h 33mMultiple Airlines
Mon 1/59:57 amEYW - BGR
1 stop8h 13mMultiple Airlines
Deal found 12/27$454
This United Airlines deal was found by Cheapflights users on 12/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/306:45 amBOS - EYW
2 stops9h 44mUnited Airlines
Wed 1/76:05 pmEYW - BOS
1 stop5h 44mUnited Airlines
Deal found 12/26$459
This Kiwi.com deal was found by Cheapflights users on 12/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/296:52 pmBGR - EYW
1 stop19h 33mAllegiant Air
Sun 1/410:37 pmEYW - BGR
1 stop11h 38mAllegiant Air
Deal found 12/27$517
This Kiwi.com deal was found by Cheapflights users on 12/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:43 pmBGR - EYW
2 stops39h 37mMultiple Airlines
Mon 1/59:57 amEYW - BGR
1 stop8h 13mMultiple Airlines
Deal found 12/27$522

Find flight deals from Maine to Key West

Keep the following information in mind while searching for Maine to Key West flight deals. Data was last updated December 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$155
(Kiwi.com)

One-way from

$69
(JetBlue)

Popular in

March

Cheapest in

June

Average price

$439
Provider with most accurate pricing for Portland-Key West flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Key West flights.
Search Deals
From Maine to Key West
Search Deals
One-way flight from Maine to Key West
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($68 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Maine to Key West that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 28, 2025.
Use the filters below to find and compare flights from Maine to Key West that are best for you.

Fly from

Maine

Fly to

Key West

Route

Depart

Return

Price

BangorKey West

BGR - EYW

BGREYW

Bangor

Thu 1/22

7:27 pm-12:26 pm

1 stop16h 59m

Key West

Mon 1/26

9:49 am-6:14 pm

1 stop8h 25m

$183

BangorKey West

BGR - EYW

BGREYW

Bangor

Fri 1/9

6:54 pm-10:09 am

1 stop15h 15m

Key West

Wed 1/14

4:06 pm-6:05 pm

1 stop25h 59m

$234

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Mon 1/5

9:30 am-4:29 pm

1 stop6h 59m

Key West

Fri 1/16

6:05 pm-11:49 pm

1 stop5h 44m

$247

PortlandKey West

PWM - EYW

PWMEYW

Portland

Sun 1/18

6:00 am-1:16 pm

1 stop7h 16m

Key West

Sat 1/24

3:15 pm-10:54 pm

1 stop7h 39m

$257

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Wed 1/7

6:00 am-12:48 pm

1 stop6h 48m

Key West

Wed 1/14

7:10 am-2:20 pm

1 stop7h 10m

$257

PortlandKey West

PWM - EYW

PWMEYW

Portland

Sat 1/31

6:00 am-2:35 pm

1 stop8h 35m

Key West

Thu 2/5

5:21 pm-11:43 pm

1 stop6h 22m

$257

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Fri 1/9

11:12 am-7:40 pm

1 stop8h 28m

Key West

Thu 1/22

7:10 am-2:20 pm

1 stop7h 10m

$257

PortlandKey West

PWM - EYW

PWMEYW

Portland

Wed 3/25

7:10 am-3:57 pm

1 stop8h 47m

Key West

Wed 4/15

5:22 pm-10:25 pm

1 stop5h 03m

$257

PortlandKey West

PWM - EYW

PWMEYW

Portland

Sat 1/31

6:00 am-2:35 pm

1 stop8h 35m

Key West

Wed 2/4

5:21 pm-11:43 pm

1 stop6h 22m

$257

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sun 1/11

5:35 am-1:48 pm

1 stop8h 13m

Key West

Wed 1/21

6:06 pm-1:04 am

1 stop6h 58m

$258

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/27

Showing 1-10 of 54 results
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Best time to book a flight from Maine to Key West

Have a flexible travel schedule? Discover the best time to fly to Key West from Maine with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Maine to Key West

What is the cheapest month to book a flight from Maine to Key West?

Currently, December is the cheapest month in which you can book a flight from Maine to Key West (average of $256). Flying from Maine to Key West in February is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Maine to Key West. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Key West from Maine?

    Key West (EYW), located 2.6 mi from the city center, is the airport you fly into when you book flights from Maine to Key West.

  • How long is the flight from Maine to Key West?

    Breeze Airways, United Airlines, and American Airlines can get you from Maine to Key West in just under 6h 59m. Your travel time can differ by up to 10h. There are 1374 mi between Maine and Key West. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Maine to Key West?

    Most travelers choose Boston Logan Intl - Key West, Portland - Key West or Bangor - Key West when deciding on the best route from Maine to Key West.

  • Can I find deals for flights from Maine to Key West that include hotel bookings?

    Yes. In addition to deals on Maine to Key West flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Maine to Key West?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Maine to Key West.

  • Can I find deals for business class flights from Maine to Key West?

    Yes. Cheapflights offers flight deals from Maine to Key West by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Maine to Key West?

    Currently, December is the cheapest month in which you can book a flight from Maine to Key West (average of $256). Flying from Maine to Key West in February is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Maine to Key West

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Maine to Key West

Discover the top 3 airlines that operate flights from Maine to Key West. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$268Average$481FlexibilityNo cancel feeOn-time71%
DeltaCheapest$268Average$383FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$326Average$486FlexibilityNo cancel feeOn-time69%

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