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Key West

$159+ 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 8/14. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — EYW
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
1 adult, Economy
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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 July 3, 2025.

Round-trip from

$257
(American Airlines)

One-way from

$159
(American Airlines)

Popular in

March

Cheapest in

June

Average price

$373
From Maine to Key West
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One-way flight from Maine to Key West
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Highest demand for flights based on searches. 19% potential increase in price ($97 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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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 July 3, 2025.

This American Airlines deal was found by Cheapflights users on 7/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/237:00 amBOS - EYW
1 stop6h 09mAmerican Airlines
Sat 8/3012:50 pmEYW - BOS
1 stop6h 36mAmerican Airlines
Deal found 7/1$257
This American Airlines deal was found by Cheapflights users on 7/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/138:05 amPWM - EYW
1 stop8h 41mAmerican Airlines
Mon 8/185:02 pmEYW - PWM
1 stop5h 57mAmerican Airlines
Deal found 7/2$269
This Mytrip deal was found by Cheapflights users on 7/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/203:37 pmBOS - EYW
3 stops24h 09mMultiple Airlines
Sun 8/244:36 pmEYW - BOS
1 stop15h 34mMultiple Airlines
Deal found 7/2$281
This United Airlines deal was found by Cheapflights users on 6/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/117:00 amBOS - EYW
1 stop6h 26mUnited Airlines
Tue 8/122:22 pmEYW - BOS
1 stop6h 32mUnited Airlines
Deal found 6/30$287
This Delta deal was found by Cheapflights users on 6/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/309:05 amBOS - EYW
1 stop8h 27mDelta
Tue 8/511:48 amEYW - BOS
1 stop7h 49mDelta
Deal found 6/30$302
This Delta deal was found by Cheapflights users on 7/3. 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 11/112:30 pmPWM - EYW
1 stop7h 14mDelta
Tue 11/46:00 pmEYW - PWM
1 stop6h 03mDelta
Deal found 7/3$348
This Mytrip deal was found by Cheapflights users on 7/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/78:52 amBOS - EYW
2 stops24h 09mAllegiant Air
Wed 11/1210:01 amEYW - BOS
2 stops24h 42mAllegiant Air
Deal found 7/3$385
This United Airlines deal was found by Cheapflights users on 7/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/176:20 amBGR - EYW
1 stop6h 52mUnited Airlines
Mon 7/212:12 pmEYW - BGR
1 stop8h 08mUnited Airlines
Deal found 7/2$455
This Mytrip deal was found by Cheapflights users on 6/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/1612:04 pmBGR - EYW
2 stops23h 37mMultiple Airlines
Sun 7/205:35 pmEYW - BGR
1 stop15h 42mMultiple Airlines
Deal found 6/30$462
This American Airlines deal was found by Cheapflights users on 7/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/175:45 amBGR - EYW
2 stops10h 33mAmerican Airlines
Mon 7/214:58 pmEYW - BGR
1 stop6h 00mAmerican Airlines
Deal found 7/2$466
This United Airlines deal was found by Cheapflights users on 7/3. 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.
Sat 11/17:22 pmPWM - EYW
2 stops19h 47mUnited Airlines
Tue 11/43:05 pmEYW - PWM
3 stops22h 53mUnited Airlines
Deal found 7/3$617
This Delta deal was found by Cheapflights users on 6/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/165:01 amBGR - EYW
2 stops12h 31mDelta
Sun 7/2011:48 amEYW - BGR
2 stops11h 32mDelta
Deal found 6/30$924

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 July 3, 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

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sat 8/23

7:00 am-1:09 pm

1 stop6h 09m

Key West

Sat 8/30

12:50 pm-7:26 pm

1 stop6h 36m

$257

PortlandKey West

PWM - EYW

PWMEYW

Portland

Wed 8/13

8:05 am-4:46 pm

1 stop8h 41m

Key West

Mon 8/18

5:02 pm-10:59 pm

1 stop5h 57m

$269

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Wed 8/20

3:37 pm-3:46 pm

3 stops24h 09m

Key West

Sun 8/24

4:36 pm-8:10 am

1 stop15h 34m

$281

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Mon 8/11

7:00 am-1:26 pm

1 stop6h 26m

Key West

Tue 8/12

2:22 pm-8:54 pm

1 stop6h 32m

$287

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Wed 7/30

5:35 am-10:51 am

1 stop5h 16m

Key West

Wed 8/6

6:27 pm-1:39 am

1 stop7h 12m

$302

PortlandKey West

PWM - EYW

PWMEYW

Portland

Fri 9/26

6:00 am-1:02 pm

1 stop7h 02m

Key West

Mon 9/29

6:10 pm-12:11 am

1 stop6h 01m

$426

BangorKey West

BGR - EYW

BGREYW

Bangor

Thu 7/17

6:20 am-1:12 pm

1 stop6h 52m

Key West

Mon 7/21

2:12 pm-10:20 pm

1 stop8h 08m

$455

BangorKey West

BGR - EYW

BGREYW

Bangor

Wed 7/16

12:04 pm-11:41 am

2 stops23h 37m

Key West

Sun 7/20

5:35 pm-9:17 am

1 stop15h 42m

$462

BangorKey West

BGR - EYW

BGREYW

Bangor

Thu 7/17

5:45 am-4:18 pm

2 stops10h 33m

Key West

Mon 7/21

4:58 pm-10:58 pm

1 stop6h 00m

$466

PortlandKey West

PWM - EYW

PWMEYW

Portland

Fri 9/26

2:36 pm-10:19 am

3 stops43h 43m

Key West

Mon 9/29

12:32 pm-10:41 am

2 stops46h 09m

$715

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/3

Showing 1-10 of 16 results
1
2

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, August is the cheapest month in which you can book a flight from Maine to Key West (average of $328). Flying from Maine to Key West in March is currently the most expensive (average of $492). 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.

Reviews of airlines servicing Key West

Get insights into the airlines that provide service to Key West. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Key West. Reviews last updated July 3, 2025.
Peruse reviews from past customers who have flown with Breeze Airways, Alaska Airlines, and Delta from Maine to Key West to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
183 reviews

Overall

8.1

Crew

8.8

Entertainment

6.6

Boarding

8.3

Food

6.8

Comfort

8.2

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
183 reviews
Breeze Airways
8.1
Very good
183 reviews

Overall

8.1

Crew

8.8

Entertainment

6.6

Boarding

8.3

Food

6.8

Comfort

8.2

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Alaska Airlines
8.0
Very good
10,000 reviews
Breeze Airways
8.1
Very good
183 reviews

Overall

8.1

Crew

8.8

Entertainment

6.6

Boarding

8.3

Food

6.8

Comfort

8.2

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Delta
8.0
Very good
7,982 reviews
Breeze Airways
8.1
Very good
183 reviews

Overall

8.1

Crew

8.8

Entertainment

6.6

Boarding

8.3

Food

6.8

Comfort

8.2

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
United Airlines
7.4
Good
8,861 reviews
Breeze Airways
8.1
Very good
183 reviews

Overall

8.1

Crew

8.8

Entertainment

6.6

Boarding

8.3

Food

6.8

Comfort

8.2

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
American Airlines
7.2
Good
10,000 reviews
Breeze Airways
8.1
Very good
183 reviews

Overall

8.1

Crew

8.8

Entertainment

6.6

Boarding

8.3

Food

6.8

Comfort

8.2

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

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.

  • 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, August is the cheapest month in which you can book a flight from Maine to Key West (average of $328). Flying from Maine to Key West in March is currently the most expensive (average of $492). 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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$246Average$378FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$268Average$454FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$372Average$578FlexibilityNo cancel feeOn-time69%

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