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Maine

$66+ 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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PWM
Mar 5 — Mar 121
Thu 3/5
Thu 3/12
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 February 3, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Fri 2/131:06 pm
EYW
-
BOS
1 stop22h 31m
Multiple Airlines
Wed 2/186:00 am
BOS
-
EYW
2 stops28h 21m
Multiple Airlines
Deal found 2/1$216
This Cheapflightsfares deal was found by Cheapflights users on 1/31. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/3012:15 pm
EYW
-
BOS
1 stop11h 44m
Spirit Airlines
Sun 5/35:40 am
BOS
-
EYW
1 stop5h 37m
Spirit Airlines
Deal found 1/31$218
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Fri 2/131:06 pm
EYW
-
BOS
1 stop22h 31m
Multiple Airlines
Thu 2/1911:31 am
BOS
-
EYW
2 stops21h 38m
Multiple Airlines
Deal found 2/1$223
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/171:01 pm
EYW
-
BOS
2 stops10h 43m
Multiple Airlines
Sat 2/214:51 pm
BOS
-
EYW
1 stop16h 15m
Multiple Airlines
Deal found 2/2$239
This Expedia deal was found by Cheapflights users on 2/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/162:25 pm
EYW
-
BOS
1 stop9h 19m
Spirit Airlines
Thu 2/195:27 am
BOS
-
EYW
1 stop8h 03m
Spirit Airlines
Deal found 2/2$254
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Sun 2/152:25 pm
EYW
-
BOS
1 stop20h 01m
Multiple Airlines
Wed 2/186:00 am
BOS
-
EYW
2 stops28h 21m
Multiple Airlines
Deal found 2/1$259
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Sun 2/152:25 pm
EYW
-
BOS
1 stop20h 01m
Multiple Airlines
Thu 2/1911:31 am
BOS
-
EYW
2 stops21h 38m
Multiple Airlines
Deal found 2/1$266
This United Airlines deal was found by Cheapflights users on 2/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/145:22 pm
EYW
-
BOS
1 stop5h 24m
United Airlines
Wed 2/1812:05 pm
BOS
-
EYW
1 stop5h 49m
United Airlines
Deal found 2/1$267
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Sun 2/152:25 pm
EYW
-
BOS
1 stop20h 01m
Spirit Airlines
Wed 2/186:10 pm
BOS
-
EYW
1 stop19h 20m
Spirit Airlines
Deal found 2/1$268
This American Airlines deal was found by Cheapflights users on 2/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/25:04 pm
EYW
-
PWM
1 stop5h 55m
American Airlines
Mon 4/66:00 am
PWM
-
EYW
1 stop6h 00m
American Airlines
Deal found 2/3$337
This United Airlines deal was found by Cheapflights users on 2/2. 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.
Wed 9/27:00 am
EYW
-
PWM
1 stop6h 52m
United Airlines
Sat 9/56:00 am
PWM
-
EYW
1 stop9h 06m
United Airlines
Deal found 2/2$378
This Delta deal was found by Cheapflights users on 2/1. 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.
Fri 2/132:46 pm
EYW
-
PWM
1 stop8h 20m
Delta
Tue 2/175:31 am
PWM
-
EYW
1 stop8h 17m
Delta
Deal found 2/1$392

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 February 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$216
(Kiwi.com)

One-way from

$66
(Expedia)
Provider with most accurate pricing for Key West-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Key West-Portland flights.
Search Deals
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 February 3, 2026.
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

Fri 2/13

1:06 pm-11:37 am

1 stop22h 31m

Boston Logan Intl

Wed 2/18

6:00 am-10:21 am

2 stops28h 21m

$216

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 4/30

12:15 pm-11:59 pm

1 stop11h 44m

Boston Logan Intl

Sun 5/3

5:40 am-11:17 am

1 stop5h 37m

$218

Key WestBoston

EYW - BOS

EYWBOS

Key West

Fri 2/13

1:06 pm-11:37 am

1 stop22h 31m

Boston Logan Intl

Thu 2/19

5:27 am-1:30 pm

1 stop8h 03m

$229

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 2/17

1:01 pm-11:44 pm

2 stops10h 43m

Boston Logan Intl

Sat 2/21

4:51 pm-9:06 am

1 stop16h 15m

$239

Key WestBoston

EYW - BOS

EYWBOS

Key West

Sat 2/14

5:22 pm-10:46 pm

1 stop5h 24m

Boston Logan Intl

Wed 2/18

12:05 pm-5:54 pm

1 stop5h 49m

$267

Key WestBoston

EYW - BOS

EYWBOS

Key West

Sun 2/15

2:25 pm-10:26 am

1 stop20h 01m

Boston Logan Intl

Wed 2/18

6:10 pm-1:30 pm

1 stop19h 20m

$268

Key WestBoston

EYW - BOS

EYWBOS

Key West

Sun 2/15

2:25 pm-10:26 am

1 stop20h 01m

Boston Logan Intl

Thu 2/19

5:27 am-1:30 pm

1 stop8h 03m

$273

Key WestBoston

EYW - BOS

EYWBOS

Key West

Mon 2/16

2:25 pm-4:45 pm

3 stops26h 20m

Boston Logan Intl

Thu 2/19

5:27 am-1:30 pm

1 stop8h 03m

$320

Key WestBoston

EYW - BOS

EYWBOS

Key West

Sat 2/14

2:46 pm-8:32 pm

1 stop5h 46m

Boston Logan Intl

Thu 2/19

6:00 am-12:45 pm

1 stop6h 45m

$328

Key WestPortland

EYW - PWM

EYWPWM

Key West

Thu 4/2

5:04 pm-10:59 pm

1 stop5h 55m

Portland

Mon 4/6

6:00 am-12:00 pm

1 stop6h 00m

$337

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/3

Showing 1-10 of 34 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 February 3, 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
8,132 reviews

Crew

8.5

Entertainment

7.8

Boarding

8.1

Comfort

7.9

Overall

7.9

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
8,132 reviews
Delta
7.9
Good
8,132 reviews

Crew

8.5

Entertainment

7.8

Boarding

8.1

Comfort

7.9

Overall

7.9

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
7.2
Good
11,212 reviews
Delta
7.9
Good
8,132 reviews

Crew

8.5

Entertainment

7.8

Boarding

8.1

Comfort

7.9

Overall

7.9

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?

    Spirit Airlines, American Airlines, and Delta can get you from Key West to Maine in just under 5h 55m. Your travel time can differ by up to 5h 49m. 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 February 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$268Average$319FlexibilityNo cancel feeOn-time71%
DeltaCheapest$274Average$353FlexibilityNo cancel feeOn-timeN/A

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