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Maine

$156+ 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 4/17. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PWM
Apr 18 — Apr 251
Sat 4/18
Sat 4/25
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 March 19, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 3/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/212:25 pm
EYW
-
BOS
1 stop11h 34m
Spirit Airlines
Wed 4/85:45 am
BOS
-
EYW
1 stop5h 45m
Spirit Airlines
Deal found 3/16$258
This Expedia deal was found by Cheapflights users on 3/19. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/912:25 pm
EYW
-
BOS
1 stop11h 34m
Spirit Airlines
Thu 4/235:55 am
BOS
-
EYW
1 stop5h 36m
Spirit Airlines
Deal found 3/19$269
This Kiwi.com deal was found by Cheapflights users on 3/18. 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 5/712:05 pm
EYW
-
BOS
1 stop21h 24m
Multiple Airlines
Sun 5/1010:25 am
BOS
-
EYW
1 stop25h 02m
Multiple Airlines
Deal found 3/18$283
This Kiwi.com deal was found by Cheapflights users on 3/18. 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 4/169:58 am
EYW
-
BOS
1 stop23h 11m
Multiple Airlines
Thu 4/238:16 pm
BOS
-
EYW
1 stop17h 19m
Multiple Airlines
Deal found 3/18$288
This Kiwi.com deal was found by Cheapflights users on 3/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/3112:25 pm
EYW
-
BOS
2 stops12h 48m
Multiple Airlines
Sat 4/47:14 pm
BOS
-
EYW
1 stop13h 52m
Multiple Airlines
Deal found 3/16$296
This Expedia deal was found by Cheapflights users on 3/18. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/212:25 pm
EYW
-
BOS
1 stop11h 34m
Spirit Airlines
Mon 4/65:45 am
BOS
-
EYW
1 stop7h 52m
Spirit Airlines
Deal found 3/18$299
This Delta deal was found by Cheapflights users on 3/18. 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 5/66:23 pm
EYW
-
BOS
1 stop6h 52m
Delta
Tue 5/192:00 pm
BOS
-
EYW
1 stop5h 49m
Delta
Deal found 3/18$307
This United Airlines deal was found by Cheapflights users on 3/19. 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 4/96:22 pm
EYW
-
BOS
1 stop5h 37m
United Airlines
Thu 4/235:45 am
BOS
-
EYW
2 stops11h 54m
United Airlines
Deal found 3/19$312
This Kiwi.com deal was found by Cheapflights users on 3/18. 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 4/24:22 pm
EYW
-
BOS
2 stops31h 37m
Multiple Airlines
Mon 4/65:45 am
BOS
-
EYW
1 stop7h 52m
Multiple Airlines
Deal found 3/18$317
This Kiwi.com deal was found by Cheapflights users on 3/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/3112:25 pm
EYW
-
PWM
2 stops21h 52m
Multiple Airlines
Sat 4/46:18 pm
PWM
-
EYW
1 stop21h 24m
Multiple Airlines
Deal found 3/16$414
This American Airlines deal was found by Cheapflights users on 3/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/24:40 pm
EYW
-
PWM
1 stop6h 10m
American Airlines
Mon 4/67:00 am
PWM
-
EYW
1 stop6h 45m
American Airlines
Deal found 3/16$418
This Delta deal was found by Cheapflights users on 3/19. 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.
Thu 4/22:40 pm
EYW
-
PWM
1 stop8h 42m
Delta
Mon 4/66:03 am
PWM
-
EYW
2 stops11h 27m
Delta
Deal found 3/19$427

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 March 19, 2026.

Round-trip from

$258
(Cheapflightsfares)

One-way from

$156
(Kiwi.com)
From Key West to Maine
Search Deals
One-way flight from Key West to Maine
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 March 19, 2026.
Use the filters below to find and compare flights from Key West to Maine that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 5/7

12:05 pm-9:29 am

1 stop21h 24m

Boston Logan Intl

Sun 5/10

10:25 am-11:27 am

1 stop25h 02m

$283

Key WestBoston

EYW - BOS

EYWBOS

Key West

Wed 5/6

6:23 pm-1:15 am

1 stop6h 52m

Boston Logan Intl

Sat 5/9

2:00 pm-7:49 pm

1 stop5h 49m

$307

Key WestBoston

EYW - BOS

EYWBOS

Key West

Wed 5/6

11:46 am-1:24 am

2 stops13h 38m

Boston Logan Intl

Sat 5/9

4:42 pm-11:25 am

1 stop18h 43m

$336

Key WestPortland

EYW - PWM

EYWPWM

Key West

Tue 3/31

12:25 pm-10:17 am

2 stops21h 52m

Portland

Sat 4/4

6:18 pm-3:42 pm

1 stop21h 24m

$414

Key WestPortland

EYW - PWM

EYWPWM

Key West

Thu 4/2

4:40 pm-10:50 pm

1 stop6h 10m

Portland

Mon 4/6

7:00 am-1:45 pm

1 stop6h 45m

$418

Key WestPortland

EYW - PWM

EYWPWM

Key West

Thu 4/2

2:40 pm-11:22 pm

1 stop8h 42m

Portland

Mon 4/6

6:03 am-5:30 pm

2 stops11h 27m

$427

Key WestBoston

EYW - BOS

EYWBOS

Key West

Wed 7/15

2:26 pm-11:59 pm

2 stops9h 33m

Boston Logan Intl

Tue 7/21

5:45 am-3:07 pm

2 stops9h 22m

$429

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 3/31

12:25 pm-9:33 pm

3 stops33h 08m

Boston Logan Intl

Sat 4/4

7:14 pm-11:30 am

2 stops16h 16m

$433

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 4/9

6:22 pm-11:59 pm

1 stop5h 37m

Boston Logan Intl

Mon 4/13

7:00 am-2:51 pm

1 stop7h 51m

$458

Key WestPortland

EYW - PWM

EYWPWM

Key West

Tue 3/31

3:20 pm-11:55 pm

2 stops8h 35m

Portland

Sat 4/4

12:44 pm-10:37 pm

2 stops9h 53m

$458

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/18

Showing 1-10 of 33 resultsSorted by cheapest first
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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 March 19, 2026.
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
8,292 reviews

Comfort

7.9

Overall

7.9

Boarding

8.1

Entertainment

7.8

Crew

8.5

Food

7.2

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
8,292 reviews
Delta
7.9
Good
8,292 reviews

Comfort

7.9

Overall

7.9

Boarding

8.1

Entertainment

7.8

Crew

8.5

Food

7.2

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
7.1
Good
11,473 reviews
Delta
7.9
Good
8,292 reviews

Comfort

7.9

Overall

7.9

Boarding

8.1

Entertainment

7.8

Crew

8.5

Food

7.2

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?

    Delta, American Airlines, and United Airlines can get you from Key West to Maine in just under 6h 26m. Your travel time can differ by up to 3h 07m. 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 March 19, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$268Average$347FlexibilityNo cancel feeOn-time71%
DeltaCheapest$274Average$350FlexibilityNo cancel feeOn-timeN/A

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