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Key West

$108+ 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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — EYW
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
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 January 29, 2026.

This Delta deal was found by Cheapflights users on 1/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/22:00 pm
BOS
-
EYW
1 stop5h 40m
Delta
Thu 5/76:00 pm
EYW
-
BOS
1 stop7h 03m
Delta
Deal found 1/27$217
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/224:22 pm
BOS
-
EYW
1 stop20h 04m
Multiple Airlines
Thu 2/262:25 pm
EYW
-
BOS
1 stop9h 19m
Multiple Airlines
Deal found 1/26$219
This Priceline deal was found by Cheapflights users on 1/27. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/235:27 am
BOS
-
EYW
1 stop8h 03m
Spirit Airlines
Fri 2/272:25 pm
EYW
-
BOS
1 stop9h 19m
Spirit Airlines
Deal found 1/27$221
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/216:10 pm
BOS
-
EYW
1 stop19h 20m
Spirit Airlines
Thu 2/262:25 pm
EYW
-
BOS
1 stop9h 19m
Spirit Airlines
Deal found 1/26$222
This CheapOair deal was found by Cheapflights users on 1/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/55:40 am
BOS
-
EYW
1 stop5h 50m
Spirit Airlines
Thu 4/912:25 pm
EYW
-
BOS
1 stop11h 34m
Spirit Airlines
Deal found 1/28$226
This United Airlines deal was found by Cheapflights users on 1/27. 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 2/106:00 am
BOS
-
EYW
1 stop7h 03m
United Airlines
Fri 2/136:40 pm
EYW
-
BOS
1 stop5h 17m
United Airlines
Deal found 1/27$227
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/224:22 pm
BOS
-
EYW
1 stop20h 04m
Multiple Airlines
Tue 2/241:01 pm
EYW
-
BOS
2 stops12h 12m
Multiple Airlines
Deal found 1/26$228
This Breeze Airways deal was found by Cheapflights users on 1/27. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/236:54 pm
BGR
-
EYW
1 stop17h 27m
Breeze Airways
Fri 3/279:49 am
EYW
-
BGR
1 stop8h 25m
Breeze Airways
Deal found 1/27$229
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 3/25:27 am
BOS
-
EYW
1 stop8h 03m
Multiple Airlines
Thu 3/59:46 am
EYW
-
BOS
1 stop12h 15m
Multiple Airlines
Deal found 1/27$230
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/218:32 pm
BOS
-
EYW
1 stop16h 58m
Multiple Airlines
Tue 2/241:01 pm
EYW
-
BOS
2 stops12h 12m
Multiple Airlines
Deal found 1/26$231
This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
Sun 2/83:43 pm
BOS
-
EYW
1 stop20h 43m
Multiple Airlines
Thu 2/129:46 am
EYW
-
BOS
1 stop12h 15m
Multiple Airlines
Deal found 1/28$232
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/216:10 pm
BOS
-
EYW
2 stops14h 56m
Multiple Airlines
Thu 2/262:25 pm
EYW
-
BOS
1 stop9h 19m
Multiple Airlines
Deal found 1/26$233

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$217
(Delta)

One-way from

$108
(Kiwi.com)

Popular in

March

Cheapest in

June

Average price

$408
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. 11% potential increase in price ($52 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 29, 2026.
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

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Tue 2/10

6:00 am-1:03 pm

1 stop7h 03m

Key West

Fri 2/13

6:40 pm-11:57 pm

1 stop5h 17m

$227

BangorKey West

BGR - EYW

BGREYW

Bangor

Mon 3/23

6:54 pm-12:21 pm

1 stop17h 27m

Key West

Fri 3/27

9:49 am-6:14 pm

1 stop8h 25m

$229

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Mon 2/23

5:35 am-5:44 pm

2 stops12h 09m

Key West

Fri 2/27

6:40 pm-11:57 pm

1 stop5h 17m

$237

PortlandKey West

PWM - EYW

PWMEYW

Portland

Wed 3/4

6:00 am-11:32 am

1 stop5h 32m

Key West

Tue 3/17

5:19 pm-11:55 pm

1 stop6h 36m

$270

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Wed 2/18

10:30 am-5:54 pm

1 stop7h 24m

Key West

Thu 2/26

6:35 pm-11:57 pm

1 stop5h 22m

$277

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Tue 2/17

10:30 am-5:54 pm

1 stop7h 24m

Key West

Thu 2/26

6:35 pm-11:57 pm

1 stop5h 22m

$297

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sun 2/22

9:30 am-10:09 pm

2 stops12h 39m

Key West

Thu 2/26

6:35 pm-11:57 pm

1 stop5h 22m

$332

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Tue 2/17

11:51 am-5:54 pm

1 stop6h 03m

Key West

Fri 2/27

6:40 pm-11:57 pm

1 stop5h 17m

$347

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sun 2/22

6:00 am-12:45 pm

1 stop6h 45m

Key West

Wed 2/25

7:10 am-2:15 pm

1 stop7h 05m

$348

PortlandKey West

PWM - EYW

PWMEYW

Portland

Wed 3/4

6:18 pm-10:21 am

1 stop16h 03m

Key West

Wed 3/11

11:51 am-10:49 am

2 stops46h 58m

$368

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 47 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 $341). 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?

    United Airlines, Breeze Airways, and American Airlines can get you from Maine to Key West in just under 5h 32m. Your travel time can differ by up to 11h 55m. There are 1468 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 $341). 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$256Average$437FlexibilityNo cancel feeOn-time69%
DeltaCheapest$256Average$389FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$268Average$474FlexibilityNo cancel feeOn-time71%

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