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Maine

$79+ 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 12/18. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PWM
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap 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 December 12, 2025.

This United Airlines deal was found by Cheapflights users on 12/10. 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 12/184:10 pmEYW - BOS
1 stop8h 35mUnited Airlines
Thu 12/255:20 amBOS - EYW
1 stop6h 21mUnited Airlines
Deal found 12/10$380
This American Airlines deal was found by Cheapflights users on 12/10. 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 12/183:25 pmEYW - BOS
Nonstop3h 34mAmerican Airlines
Thu 12/2510:44 amBOS - EYW
Nonstop4h 11mAmerican Airlines
Deal found 12/10$388
This United Airlines deal was found by Cheapflights users on 12/10. 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 12/223:09 pmEYW - BOS
1 stop7h 39mUnited Airlines
Thu 12/255:20 amBOS - EYW
1 stop6h 21mUnited Airlines
Deal found 12/10$400
This Priceline deal was found by Cheapflights users on 12/10. 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.
Fri 12/191:12 pmEYW - BOS
Nonstop3h 36mJetBlue
Thu 12/258:24 amBOS - EYW
Nonstop3h 53mJetBlue
Deal found 12/10$405
This Kiwi.com deal was found by Cheapflights users on 12/10. 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 12/191:10 pmEYW - BOS
1 stop20h 51mMultiple Airlines
Thu 12/257:34 pmBOS - EYW
2 stops17h 56mMultiple Airlines
Deal found 12/10$415
This United Airlines deal was found by Cheapflights users on 12/10. 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.
Fri 12/194:10 pmEYW - BOS
1 stop8h 35mUnited Airlines
Thu 12/255:20 amBOS - EYW
1 stop6h 21mUnited Airlines
Deal found 12/10$420
This Kiwi.com deal was found by Cheapflights users on 12/10. 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 12/233:15 pmEYW - BOS
1 stop18h 46mMultiple Airlines
Sat 12/276:00 amBOS - EYW
2 stops26h 15mMultiple Airlines
Deal found 12/10$433
This Priceline deal was found by Cheapflights users on 12/10. 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.
Sat 12/202:30 pmEYW - BOS
1 stop9h 27mMultiple Airlines
Thu 12/258:24 amBOS - EYW
Nonstop3h 53mMultiple Airlines
Deal found 12/10$465
This American Airlines deal was found by Cheapflights users on 12/10. 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.
Sun 12/288:09 pmEYW - BOS
1 stop4h 50mAmerican Airlines
Mon 12/296:15 amBOS - EYW
1 stop7h 50mAmerican Airlines
Deal found 12/10$503

Find 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 December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$239
(Kiwi.com)

One-way from

$79
(American Airlines)

Popular in

September

Cheapest in

November

Average price

$417
Provider with most accurate pricing for Key West-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Key West-Boston Logan Intl flights.
Search Deals
From Key West to Maine
Search Deals
One-way flight from Key West to Maine
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($27 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 12, 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

Sun 1/25

10:06 am-11:19 pm

1 stop13h 13m

Boston Logan Intl

Sun 2/1

3:43 pm-12:26 pm

1 stop20h 43m

$239

Key WestBoston

EYW - BOS

EYWBOS

Key West

Fri 1/9

1:06 pm-11:19 pm

1 stop10h 13m

Boston Logan Intl

Fri 1/16

7:00 am-11:56 am

2 stops52h 56m

$248

Key WestBoston

EYW - BOS

EYWBOS

Key West

Sun 2/22

11:37 am-8:41 am

1 stop21h 04m

Boston Logan Intl

Fri 2/27

5:40 am-1:30 pm

1 stop7h 50m

$317

Key WestBoston

EYW - BOS

EYWBOS

Key West

Sun 2/22

12:15 pm-9:08 am

2 stops44h 53m

Boston Logan Intl

Fri 2/27

5:40 am-1:30 pm

1 stop7h 50m

$327

Key WestBoston

EYW - BOS

EYWBOS

Key West

Sun 1/25

12:51 pm-11:57 pm

1 stop11h 06m

Boston Logan Intl

Sun 2/1

3:43 pm-1:30 pm

3 stops21h 47m

$328

Key WestBoston

EYW - BOS

EYWBOS

Key West

Mon 12/22

3:09 pm-10:48 pm

1 stop7h 39m

Boston Logan Intl

Thu 12/25

5:20 am-11:41 am

1 stop6h 21m

$400

Key WestBoston

EYW - BOS

EYWBOS

Key West

Mon 3/2

7:54 pm-12:59 am

1 stop5h 05m

Boston Logan Intl

Sun 3/8

7:35 am-1:49 pm

1 stop6h 14m

$415

Key WestBoston

EYW - BOS

EYWBOS

Key West

Mon 12/22

1:10 pm-11:34 am

1 stop22h 24m

Boston Logan Intl

Thu 12/25

7:34 pm-1:30 pm

2 stops17h 56m

$415

Key WestPortland

EYW - PWM

EYWPWM

Key West

Sun 3/1

12:15 pm-4:26 pm

2 stops28h 11m

Portland

Sat 3/7

6:18 pm-9:21 am

1 stop15h 03m

$427

Key WestPortland

EYW - PWM

EYWPWM

Key West

Thu 3/5

2:46 pm-12:18 am

2 stops9h 32m

Portland

Sun 3/8

5:45 pm-12:37 pm

1 stop18h 52m

$436

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

Showing 1-10 of 35 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
No data available for this route at this time. Please check back soon.

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 December 12, 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
7.9
Good
8,007 reviews

Boarding

8.1

Food

7.3

Entertainment

7.9

Crew

8.5

Comfort

7.9

Overall

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
7.9
Good
8,007 reviews
Delta
7.9
Good
8,007 reviews

Boarding

8.1

Food

7.3

Entertainment

7.9

Crew

8.5

Comfort

7.9

Overall

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
11,050 reviews
Delta
7.9
Good
8,007 reviews

Boarding

8.1

Food

7.3

Entertainment

7.9

Crew

8.5

Comfort

7.9

Overall

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?

    Spirit Airlines, Delta, and Breeze Airways can get you from Key West to Maine in just under 9h 32m. Your travel time can differ by up to 35h 21m. Airlines will cover a distance of 1468 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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.

See more FAQs

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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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$268Average$336FlexibilityNo cancel feeOn-time71%
DeltaCheapest$274Average$353FlexibilityNo cancel feeOn-timeN/A

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