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Maine

$108+ Cheap flights from Key West (EYW) to Maine

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 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PWM
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from Key West to Maine

Keep the following information in mind while searching for Key West to Maine flight deals. Data was last updated September 17, 2025.

Round-trip from

$227
(Delta)

One-way from

$108
(Travelocity)

Popular in

June

Cheapest in

August

Average price

$319
From Key West to Maine
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One-way flight from Key West to Maine
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Highest demand for flights based on searches. 13% potential increase in price ($57 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($26 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Key West to Maine

Cheapest flights from Key West to Maine
Explore the most affordable flight options available from Key West to Maine. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This Delta deal was found by Cheapflights users on 9/15. 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 10/156:17 pmEYW - BOS
1 stop6h 56mDelta
Tue 10/289:05 amBOS - EYW
1 stop8h 16mDelta
Deal found 9/15$227
This American Airlines deal was found by Cheapflights users on 9/15. 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 10/155:47 pmEYW - BOS
1 stop6h 47mAmerican Airlines
Tue 10/2111:00 amBOS - EYW
2 stops8h 22mAmerican Airlines
Deal found 9/15$232
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 9/309:47 amEYW - BOS
2 stops25h 26mMultiple Airlines
Sat 10/412:20 pmBOS - EYW
1 stop19h 55mMultiple Airlines
Deal found 9/15$265
This American Airlines deal was found by Cheapflights users on 9/17. 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 10/211:25 amEYW - BOS
2 stops7h 24mAmerican Airlines
Mon 10/67:30 amBOS - EYW
1 stop6h 22mAmerican Airlines
Deal found 9/17$269
This American Airlines deal was found by Cheapflights users on 9/15. 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 9/2312:24 pmEYW - BOS
1 stop7h 18mAmerican Airlines
Tue 10/77:30 amBOS - EYW
1 stop6h 22mAmerican Airlines
Deal found 9/15$273
This American Airlines deal was found by Cheapflights users on 9/17. 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 10/1811:22 amEYW - BOS
2 stops8h 57mAmerican Airlines
Tue 10/219:20 amBOS - EYW
2 stops7h 56mAmerican Airlines
Deal found 9/17$274
This JetBlue deal was found by Cheapflights users on 9/16. 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 10/3012:45 pmEYW - BOS
Nonstop3h 30mJetBlue
Sun 11/28:00 amBOS - EYW
Nonstop3h 53mJetBlue
Deal found 9/16$287
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Thu 11/205:40 pmEYW - BOS
1 stop14h 55mAllegiant Air
Sun 11/239:02 amBOS - EYW
1 stop29h 21mAllegiant Air
Deal found 9/15$291
This Delta deal was found by Cheapflights users on 9/15. 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 9/236:10 pmEYW - PWM
1 stop6h 01mDelta
Tue 9/306:00 amPWM - EYW
2 stops11h 15mDelta
Deal found 9/15$328
This Delta deal was found by Cheapflights users on 9/15. 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 9/2311:50 amEYW - PWM
2 stops12h 44mDelta
Tue 10/211:27 pmPWM - EYW
1 stop6h 39mDelta
Deal found 9/15$338
This Delta deal was found by Cheapflights users on 9/15. 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 9/226:10 pmEYW - PWM
1 stop6h 01mDelta
Mon 9/291:35 pmPWM - EYW
1 stop6h 32mDelta
Deal found 9/15$353
This American Airlines deal was found by Cheapflights users on 9/15. 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 9/233:45 pmEYW - PWM
1 stop6h 44mAmerican Airlines
Tue 9/306:00 amPWM - EYW
1 stop5h 49mAmerican Airlines
Deal found 9/15$367

Cheapflights Fare Finder

 
Customize your flight search to find flights from Key West to Maine 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 September 17, 2025.
Use the filters below to find and compare flights from Key West to Maine that are best for you.

Fly from

Key West

Fly to

Maine

Route

Depart

Return

Price

Key WestBoston

EYW - BOS

EYWBOS

Key West

Sat 10/18

7:52 pm-12:34 am

1 stop4h 42m

Boston Logan Intl

Tue 10/21

6:44 am-1:11 pm

1 stop6h 27m

$227

Key WestBoston

EYW - BOS

EYWBOS

Key West

Wed 10/15

6:17 pm-1:13 am

1 stop6h 56m

Boston Logan Intl

Tue 10/28

9:05 am-5:21 pm

1 stop8h 16m

$227

Key WestBoston

EYW - BOS

EYWBOS

Key West

Wed 10/15

7:52 pm-12:34 am

1 stop4h 42m

Boston Logan Intl

Tue 10/28

7:30 am-1:52 pm

1 stop6h 22m

$227

Key WestBoston

EYW - BOS

EYWBOS

Key West

Wed 10/15

2:09 pm-7:55 pm

1 stop5h 46m

Boston Logan Intl

Tue 10/21

12:52 pm-7:22 pm

1 stop6h 30m

$227

Key WestBoston

EYW - BOS

EYWBOS

Key West

Fri 10/24

2:14 pm-7:55 pm

1 stop5h 41m

Boston Logan Intl

Tue 10/28

6:00 am-12:55 pm

2 stops6h 55m

$232

Key WestPortland

EYW - PWM

EYWPWM

Key West

Tue 9/23

6:10 pm-12:11 am

1 stop6h 01m

Portland

Tue 9/30

6:00 am-5:15 pm

2 stops11h 15m

$328

Key WestPortland

EYW - PWM

EYWPWM

Key West

Tue 9/23

6:10 pm-12:11 am

1 stop6h 01m

Portland

Tue 10/21

1:27 pm-8:06 pm

1 stop6h 39m

$333

Key WestPortland

EYW - PWM

EYWPWM

Key West

Mon 9/22

6:10 pm-12:11 am

1 stop6h 01m

Portland

Mon 9/29

1:35 pm-8:07 pm

1 stop6h 32m

$353

Key WestPortland

EYW - PWM

EYWPWM

Key West

Tue 9/23

3:45 pm-10:29 pm

1 stop6h 44m

Portland

Tue 9/30

8:02 am-2:00 pm

1 stop5h 58m

$362

Key WestBoston

EYW - BOS

EYWBOS

Key West

Sat 10/18

1:04 pm-4:56 pm

Nonstop3h 52m

$114

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 31 results
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Best time to book a flight from Key West to Maine

Have a flexible travel schedule? Discover the best time to fly to Maine from Key West 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 Key West to Maine

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

Reviews of airlines servicing Maine

Get insights into the airlines that provide service to Maine. 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 Maine. Reviews last updated September 17, 2025.
Read reviews from past customers who have flown Delta and American Airlines from Key West to Maine. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,961 reviews

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
8.0
Very good
7,961 reviews
Delta
8.0
Very good
7,961 reviews

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,961 reviews

Overall

8.0

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

Find useful and relevant information for your journey from Key West to Maine. 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 from for flights from Key West to Maine?

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

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

    American Airlines and Delta can get you from Key West to Maine in just under 4h 42m. Your travel time can differ by up to 2h 14m. Airlines will cover a distance of 1374 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Key West to Maine one-way?

    For one-way options, check prices for JetBlue. According to our data, you can fly for as low as $114. Users have also found prices from $123 and $124 on Spirit Airlines and United Airlines, respectively.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Key West to Maine 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 Key West to Maine?

    Currently, January is the cheapest month in which you can book a flight from Key West to Maine (average of $296). Flying from Key West to Maine in July is currently the most expensive (average of $394). 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 Key West to Maine

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Key West to Maine

Discover the top 2 airlines that operate flights from Key West to Maine. 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$258Average$319FlexibilityNo cancel feeOn-time71%
DeltaCheapest$274Average$380FlexibilityNo cancel feeOn-timeN/A

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