Maine

$99+ 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 6/3. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PWM
Mai 30 — Jun 61
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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 April 30, 2026.

This American Airlines deal was found by Cheapflights users on 4/28. 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.
Do 5/287:40 pm
EYW
-
BOS
1 stop5h 19m
American Airlines
Mi 6/38:00 am
BOS
-
EYW
1 stop5h 41m
American Airlines
Deal found 4/28$197
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Fr 5/225:37 pm
EYW
-
BOS
1 stop6h 12m
American Airlines
Mo 5/256:00 am
BOS
-
EYW
1 stop6h 16m
American Airlines
Deal found 4/29$262
This United Airlines deal was found by Cheapflights users on 4/28. 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.
Do 5/213:55 pm
EYW
-
BOS
1 stop9h 19m
United Airlines
Di 5/267:19 am
BOS
-
EYW
1 stop7h 48m
United Airlines
Deal found 4/28$265
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Do 5/217:29 pm
EYW
-
BOS
1 stop5h 11m
American Airlines
Di 5/268:00 am
BOS
-
EYW
1 stop8h 07m
American Airlines
Deal found 4/29$278
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Di 5/121:14 pm
EYW
-
BOS
2 stops36h 10m
Multiple Airlines
Sa 5/167:00 am
BOS
-
EYW
1 stop28h 25m
Multiple Airlines
Deal found 4/27$286
This American Airlines deal was found by Cheapflights users on 4/27. 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.
Di 9/151:59 pm
EYW
-
PWM
2 stops9h 25m
American Airlines
Di 9/226:00 am
PWM
-
EYW
1 stop7h 42m
American Airlines
Deal found 4/27$296
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Mi 9/1612:05 pm
EYW
-
PWM
2 stops11h 19m
American Airlines
Mi 9/238:01 am
PWM
-
EYW
2 stops10h 26m
American Airlines
Deal found 4/29$301
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Fr 5/2210:31 am
EYW
-
BOS
1 stop22h 24m
Multiple Airlines
Mo 5/2512:01 pm
BOS
-
EYW
2 stops47h 05m
Multiple Airlines
Deal found 4/27$301
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Do 7/305:34 pm
EYW
-
BOS
1 stop6h 15m
American Airlines
Mo 8/36:00 am
BOS
-
EYW
1 stop7h 40m
American Airlines
Deal found 4/29$307
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Fr 5/2210:31 am
EYW
-
BOS
1 stop22h 24m
Multiple Airlines
Fr 5/298:44 am
BOS
-
EYW
2 stops29h 14m
Multiple Airlines
Deal found 4/27$312
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Sa 5/302:48 pm
EYW
-
BOS
2 stops18h 52m
Multiple Airlines
Sa 6/67:00 am
BOS
-
EYW
1 stop28h 25m
Multiple Airlines
Deal found 4/29$322
This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Do 5/712:05 pm
EYW
-
PWM
1 stop21h 07m
Breeze Airways
Sa 5/95:01 pm
PWM
-
EYW
2 stops18h 24m
Breeze Airways
Deal found 4/27$350

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 April 30, 2026.

Round-trip from

$197
(American Airlines)

One-way from

$99
(American Airlines)
From Key West to Maine
One-way flight from Key West to Maine

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 April 30, 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

Do 5/28

7:40 pm-12:59 am

1 stop5h 19m

Boston Logan Intl

Mi 6/3

8:00 am-1:41 pm

1 stop5h 41m

$197

Key WestBoston

EYW - BOS

EYWBOS

Key West

Do 5/21

3:55 pm-1:14 am

1 stop9h 19m

Boston Logan Intl

Di 5/26

7:19 am-3:07 pm

1 stop7h 48m

$265

Key WestBoston

EYW - BOS

EYWBOS

Key West

Do 5/21

7:40 pm-12:59 am

1 stop5h 19m

Boston Logan Intl

Di 5/26

8:00 am-4:07 pm

2 stops8h 07m

$283

Key WestPortland

EYW - PWM

EYWPWM

Key West

Mi 9/16

12:05 pm-11:24 pm

2 stops11h 19m

Portland

Mi 9/23

8:01 am-6:27 pm

2 stops10h 26m

$301

Key WestBoston

EYW - BOS

EYWBOS

Key West

Fr 9/11

6:00 pm-1:06 am

1 stop7h 06m

Boston Logan Intl

Di 9/15

9:05 am-5:14 pm

1 stop8h 09m

$307

Key WestBoston

EYW - BOS

EYWBOS

Key West

Do 5/28

9:24 pm-8:55 am

2 stops35h 31m

Boston Logan Intl

Mi 6/3

10:03 am-10:06 am

1 stop24h 03m

$340

Key WestPortland

EYW - PWM

EYWPWM

Key West

Di 9/15

5:15 pm-10:49 pm

1 stop5h 34m

Portland

Di 9/22

8:01 am-1:42 pm

1 stop5h 41m

$341
Quickest round-trip

Key WestBoston

EYW - BOS

EYWBOS

Key West

Mo 8/3

7:29 pm-12:36 am

1 stop5h 07m

Boston Logan Intl

Di 8/4

8:03 am-1:40 pm

1 stop5h 37m

$347

Key WestPortland

EYW - PWM

EYWPWM

Key West

Do 5/14

11:24 am-11:26 pm

2 stops12h 02m

Portland

Mo 5/18

6:00 am-1:49 pm

1 stop7h 49m

$362

Key WestBoston

EYW - BOS

EYWBOS

Key West

Do 9/10

6:00 pm-1:06 am

1 stop7h 06m

Boston Logan Intl

Di 9/15

7:30 am-7:45 pm

2 stops12h 15m

$366

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 38 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 April 30, 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.

Comfort

7.9

Boarding

8.1

Food

7.2

Entertainment

7.8

Crew

8.5

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.

Comfort

7.9

Boarding

8.1

Food

7.2

Entertainment

7.8

Crew

8.5

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.

Comfort

7.9

Boarding

8.1

Food

7.2

Entertainment

7.8

Crew

8.5

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?

    American Airlines, United Airlines, and Delta can get you from Key West to Maine in just under 5h 19m. Your travel time can differ by up to 4h. 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 Breeze Airways. According to our data, you can fly for as low as $71. Users have also found prices from $164 and $164 on American Airlines and Delta, 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.

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.

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 April 30, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$268Average$347FlexibilityNo cancel feeOn-time71%
DeltaCheapest$274Average$353FlexibilityNo cancel feeOn-timeN/A

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