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Key West

$101+ 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 5/3. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — EYW
May 2 — May 91
Sat 5/2
Sat 5/9
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 April 2, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/28. 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.
Mon 4/66:54 pm
BGR
-
EYW
1 stop17h 27m
Breeze Airways
Fri 4/179:49 am
EYW
-
BGR
1 stop8h 25m
Breeze Airways
Deal found 3/28$179
This Kiwi.com deal was found by Cheapflights users on 3/28. 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.
Mon 4/66:54 pm
BGR
-
EYW
1 stop17h 27m
Multiple Airlines
Fri 4/1711:01 am
EYW
-
BGR
2 stops23h 09m
Multiple Airlines
Deal found 3/28$235
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 4/136:54 pm
BGR
-
EYW
1 stop17h 27m
Breeze Airways
Fri 5/19:49 am
EYW
-
BGR
1 stop8h 25m
Breeze Airways
Deal found 3/31$236
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 4/127:53 pm
BGR
-
EYW
1 stop16h 33m
Breeze Airways
Fri 5/19:49 am
EYW
-
BGR
1 stop8h 25m
Breeze Airways
Deal found 3/31$240
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 4/136:54 pm
BGR
-
EYW
1 stop17h 27m
Breeze Airways
Thu 4/309:46 am
EYW
-
BGR
1 stop9h 27m
Breeze Airways
Deal found 3/31$255
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 4/127:53 pm
BGR
-
EYW
1 stop16h 33m
Breeze Airways
Thu 4/309:46 am
EYW
-
BGR
1 stop9h 27m
Breeze Airways
Deal found 3/31$259
This Kiwi.com deal was found by Cheapflights users on 3/28. 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 4/129:06 am
BOS
-
EYW
1 stop25h 05m
Multiple Airlines
Thu 4/169:46 am
EYW
-
BOS
1 stop23h 43m
Multiple Airlines
Deal found 3/28$267
This Kiwi.com deal was found by Cheapflights users on 3/29. 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 4/135:49 pm
BOS
-
EYW
2 stops18h 32m
Multiple Airlines
Fri 4/1711:01 am
EYW
-
BOS
1 stop21h 15m
Multiple Airlines
Deal found 3/29$273
This Kiwi.com deal was found by Cheapflights users on 3/28. 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.
Sat 5/211:16 am
BOS
-
EYW
1 stop21h 50m
Multiple Airlines
Thu 5/79:58 am
EYW
-
BOS
1 stop23h 11m
Multiple Airlines
Deal found 3/28$277
This Kiwi.com deal was found by Cheapflights users on 3/29. 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 5/2410:30 am
BOS
-
EYW
1 stop23h 11m
Allegiant Air
Sat 5/302:48 pm
EYW
-
BOS
2 stops18h 52m
Allegiant Air
Deal found 3/29$278
This Cheapflightsfares deal was found by Cheapflights users on 3/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/145:45 am
BOS
-
EYW
1 stop5h 45m
Spirit Airlines
Mon 4/202:30 pm
EYW
-
BOS
1 stop9h 27m
Spirit Airlines
Deal found 3/30$283
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 5/26:18 pm
PWM
-
EYW
1 stop16h 03m
Breeze Airways
Wed 5/611:46 am
EYW
-
PWM
2 stops31h 30m
Breeze Airways
Deal found 3/31$289

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 April 2, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$236
(Kiwi.com)

One-way from

$101
(Kiwi.com)

Popular in

February

Cheapest in

June

Average price

$431
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 ($54 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 April 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 April 2, 2026.
Use the filters below to find and compare flights from Maine to Key West that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandKey West

PWM - EYW

PWMEYW

Portland

Sat 5/9

11:24 am-10:36 pm

2 stops11h 12m

Key West

Wed 5/13

4:20 pm-10:46 pm

1 stop6h 26m

$296

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sun 9/6

6:55 am-1:09 pm

1 stop6h 14m

Key West

Thu 9/10

6:00 pm-1:06 am

1 stop7h 06m

$327

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sat 5/2

12:45 pm-7:40 pm

1 stop6h 55m

Key West

Tue 5/5

6:23 pm-1:15 am

1 stop6h 52m

$327

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Wed 4/15

11:15 am-7:40 pm

1 stop8h 25m

Key West

Wed 4/22

7:33 am-4:20 pm

1 stop8h 47m

$347

PortlandKey West

PWM - EYW

PWMEYW

Portland

Sat 5/2

11:24 am-10:36 pm

2 stops11h 12m

Key West

Wed 5/6

3:58 pm-10:46 pm

2 stops6h 48m

$351

BangorKey West

BGR - EYW

BGREYW

Bangor

Mon 4/13

5:10 am-12:40 pm

1 stop7h 30m

Key West

Wed 4/29

4:30 pm-11:31 pm

1 stop7h 01m

$429

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sun 4/12

7:00 am-2:51 pm

1 stop7h 51m

Key West

Thu 4/16

2:35 pm-11:59 pm

2 stops9h 24m

$442

BangorKey West

BGR - EYW

BGREYW

Bangor

Thu 4/16

7:53 pm-12:26 pm

1 stop16h 33m

Key West

Fri 4/24

9:49 am-6:14 pm

1 stop8h 25m

$466
Quickest round-trip

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Tue 4/14

8:00 am-11:38 am

Nonstop3h 38m

Key West

Thu 4/16

12:28 pm-4:02 pm

Nonstop3h 34m

$482

BangorKey West

BGR - EYW

BGREYW

Bangor

Tue 4/14

5:23 am-4:30 pm

2 stops11h 07m

Key West

Sat 4/18

6:45 am-4:56 pm

2 stops10h 11m

$489

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/1

Showing 1-10 of 46 resultsSorted by cheapest first
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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, January is the cheapest month in which you can book a flight from Maine to Key West (average of $189). Flying from Maine to Key West in July is currently the most expensive (average of $440). 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.

How much does it cost to fly round-trip from Maine to Key West?

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?

    American Airlines, Delta, and United Airlines can get you from Maine to Key West in just under 6h 14m. Your travel time can differ by up to 4h 48m. 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 cheapest airlines to fly from Maine to Key West one-way?

    One-way options have recently been found by users for as low as $164 on American Airlines. Other airlines that offer cheap prices include Delta from $183 and United Airlines from $228 one-way.

  • 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, January is the cheapest month in which you can book a flight from Maine to Key West (average of $189). Flying from Maine to Key West in July is currently the most expensive (average of $440). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 April 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$256Average$437FlexibilityNo cancel feeOn-time69%
DeltaCheapest$256Average$384FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$268Average$486FlexibilityNo cancel feeOn-time71%

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