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Key West

$90+ 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 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — EYW
Dec 2 — Dec 91
Tue 12/2
Tue 12/9
1 adult, Economy
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Find 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 November 2, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/1. 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 12/16:50 pmBGR - EYW
1 stop16h 15mBreeze Airways
Mon 12/89:57 amEYW - BGR
1 stop8h 13mBreeze Airways
Deal found 11/1$218
This Orbitz deal was found by Cheapflights users on 11/2. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/115:45 amBOS - EYW
1 stop5h 35mSpirit Airlines
Sun 12/1412:20 pmEYW - BOS
1 stop11h 36mSpirit Airlines
Deal found 11/2$250
This Kiwi.com deal was found by Cheapflights users on 10/31. 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 11/1511:43 amBOS - EYW
2 stops22h 36mMultiple Airlines
Sat 11/222:24 pmEYW - BOS
1 stop9h 29mMultiple Airlines
Deal found 10/31$251
This United Airlines deal was found by Cheapflights users on 10/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/196:02 amBOS - EYW
1 stop8h 02mUnited Airlines
Tue 11/252:45 pmEYW - BOS
1 stop7h 57mUnited Airlines
Deal found 10/31$252
This Kiwi.com deal was found by Cheapflights users on 10/31. 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 12/111:04 pmBOS - EYW
2 stops35h 03mMultiple Airlines
Sat 12/62:30 pmEYW - BOS
1 stop9h 26mMultiple Airlines
Deal found 10/31$253
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/68:11 pmBOS - EYW
1 stop12h 04mMultiple Airlines
Wed 12/104:31 pmEYW - BOS
2 stops31h 25mMultiple Airlines
Deal found 10/30$254
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 11/159:23 amBOS - EYW
1 stop22h 52mMultiple Airlines
Wed 11/1910:47 amEYW - BOS
2 stops34h 02mMultiple Airlines
Deal found 11/1$255
This Kiwi.com deal was found by Cheapflights users on 10/31. 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.
Fri 11/1412:20 pmBOS - EYW
2 stops21h 47mMultiple Airlines
Sun 11/238:55 amEYW - BOS
1 stop25h 09mMultiple Airlines
Deal found 10/31$256
This Delta deal was found by Cheapflights users on 11/1. 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.
Mon 11/109:15 amBOS - EYW
1 stop8h 08mDelta
Wed 11/197:40 amEYW - BOS
1 stop7h 56mDelta
Deal found 11/1$257
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 11/108:40 amBOS - EYW
2 stops26h 25mMultiple Airlines
Mon 11/1710:41 amEYW - BOS
1 stop23h 02mMultiple Airlines
Deal found 11/1$258
This JetBlue deal was found by Cheapflights users on 10/31. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/188:24 amBOS - EYW
Nonstop3h 53mJetBlue
Fri 12/261:12 pmEYW - BOS
Nonstop3h 36mJetBlue
Deal found 10/31$259
This American Airlines deal was found by Cheapflights users on 10/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/176:00 amBOS - EYW
1 stop8h 22mAmerican Airlines
Wed 12/243:25 pmEYW - BOS
Nonstop3h 34mAmerican Airlines
Deal found 10/31$260

Cheap 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 November 2, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$218
(Kiwi.com)

One-way from

$90
(Priceline)

Popular in

March

Cheapest in

June

Average price

$390
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. 14% potential increase in price ($72 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 November 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 November 2, 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

Mon 12/1

6:50 pm-11:05 am

1 stop16h 15m

Key West

Mon 12/8

9:57 am-6:10 pm

1 stop8h 13m

$218

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Wed 11/12

10:15 am-5:23 pm

1 stop7h 08m

Key West

Wed 11/19

7:40 am-3:36 pm

1 stop7h 56m

$257

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Tue 12/9

8:00 am-2:07 pm

1 stop6h 07m

Key West

Sat 12/13

6:10 pm-1:27 am

1 stop7h 17m

$262

PortlandKey West

PWM - EYW

PWMEYW

Portland

Wed 1/14

5:30 am-1:48 pm

1 stop8h 18m

Key West

Wed 1/21

7:10 am-5:16 pm

2 stops10h 06m

$264

PortlandKey West

PWM - EYW

PWMEYW

Portland

Wed 1/28

12:46 pm-11:56 pm

2 stops11h 10m

Key West

Tue 2/3

6:06 am-3:31 pm

2 stops9h 25m

$269

PortlandKey West

PWM - EYW

PWMEYW

Portland

Wed 1/14

5:20 am-4:49 pm

2 stops11h 29m

Key West

Wed 1/21

4:37 pm-11:43 pm

2 stops7h 06m

$269

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sun 12/7

5:40 am-11:43 am

1 stop6h 03m

Key West

Sat 12/13

7:40 am-2:27 pm

1 stop6h 47m

$269

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Mon 12/8

1:40 pm-8:06 pm

1 stop6h 26m

Key West

Sat 12/13

6:10 pm-1:27 am

1 stop7h 17m

$272

PortlandKey West

PWM - EYW

PWMEYW

Portland

Sat 1/10

6:00 am-2:35 pm

1 stop8h 35m

Key West

Tue 2/3

1:33 pm-10:07 pm

2 stops8h 34m

$274

BangorKey West

BGR - EYW

BGREYW

Bangor

Fri 1/2

6:50 pm-7:07 am

1 stop12h 17m

Key West

Sat 1/10

1:01 pm-6:05 pm

1 stop29h 04m

$285

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

Showing 1-10 of 39 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, June is the cheapest month in which you can book a flight from Maine to Key West (average of $268). Flying from Maine to Key West in July is currently the most expensive (average of $329). 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?

    Breeze Airways, Delta, and American Airlines can get you from Maine to Key West in just under 7h 08m. Your travel time can differ by up to 9h 07m. 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 $96 on JetBlue. Other airlines that offer cheap prices include American Airlines from $102 and Delta from $184 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, June is the cheapest month in which you can book a flight from Maine to Key West (average of $268). Flying from Maine to Key West in July is currently the most expensive (average of $329). 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 November 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$268Average$471FlexibilityNo cancel feeOn-time71%
DeltaCheapest$293Average$383FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$373Average$578FlexibilityNo cancel feeOn-time69%

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