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Maine

$101+ 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 12/31. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PWM
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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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 October 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Fri 11/148:55 amEYW - BOS
1 stop23h 33mMultiple Airlines
Tue 11/186:16 amBOS - EYW
2 stops27h 51mMultiple Airlines
Deal found 10/29$217
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 11/149:01 amEYW - BOS
1 stop24h 42mMultiple Airlines
Mon 11/176:16 amBOS - EYW
2 stops28h 49mMultiple Airlines
Deal found 10/30$220
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Fri 11/79:01 amEYW - BOS
1 stop24h 42mMultiple Airlines
Mon 11/108:40 amBOS - EYW
2 stops26h 25mMultiple Airlines
Deal found 10/29$243
This United Airlines deal was found by Cheapflights users on 10/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/143:00 pmEYW - BOS
1 stop6h 34mUnited Airlines
Tue 11/186:00 amBOS - EYW
1 stop8h 04mUnited Airlines
Deal found 10/29$252
This United Airlines deal was found by Cheapflights users on 10/30. 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 11/143:00 pmEYW - BOS
1 stop6h 34mUnited Airlines
Mon 11/176:02 amBOS - EYW
1 stop8h 02mUnited Airlines
Deal found 10/30$262
This Delta deal was found by Cheapflights users on 10/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/146:18 pmEYW - BOS
1 stop7h 12mDelta
Mon 11/178:15 amBOS - EYW
1 stop5h 48mDelta
Deal found 10/29$267
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Fri 11/78:55 amEYW - BOS
1 stop23h 33mMultiple Airlines
Tue 11/116:16 amBOS - EYW
2 stops27h 51mMultiple Airlines
Deal found 10/29$270
This Priceline deal was found by Cheapflights users on 10/30. 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 11/1412:45 pmEYW - BOS
Nonstop3h 30mJetBlue
Mon 11/178:00 amBOS - EYW
Nonstop3h 53mJetBlue
Deal found 10/30$272
This United Airlines deal was found by Cheapflights users on 10/30. 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 11/63:00 pmEYW - BOS
1 stop6h 20mUnited Airlines
Mon 11/106:02 amBOS - EYW
1 stop8h 02mUnited Airlines
Deal found 10/30$292
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 11/68:55 amEYW - BOS
1 stop23h 33mMultiple Airlines
Mon 11/108:40 amBOS - EYW
2 stops26h 25mMultiple Airlines
Deal found 10/30$295
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 11/68:55 amEYW - BOS
1 stop23h 33mMultiple Airlines
Sun 11/99:37 amBOS - EYW
2 stops22h 38mMultiple Airlines
Deal found 10/30$296
This United Airlines deal was found by Cheapflights users on 10/28. 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.
Sun 11/232:42 pmEYW - PWM
1 stop8h 35mUnited Airlines
Sun 11/306:00 amPWM - EYW
1 stop7h 46mUnited Airlines
Deal found 10/28$695

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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$217
(Kiwi.com)

One-way from

$101
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$364
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
Highest demand for flights based on searches. 7% potential increase in price ($30 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 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 October 30, 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

Fri 11/14

9:01 am-9:43 am

1 stop24h 42m

Boston Logan Intl

Mon 11/17

6:16 am-11:05 am

2 stops28h 49m

$220

Key WestBoston

EYW - BOS

EYWBOS

Key West

Fri 11/14

3:00 pm-9:34 pm

1 stop6h 34m

Boston Logan Intl

Tue 11/18

6:00 am-2:04 pm

1 stop8h 04m

$252

Key WestBoston

EYW - BOS

EYWBOS

Key West

Fri 11/14

3:00 pm-9:34 pm

1 stop6h 34m

Boston Logan Intl

Mon 11/17

6:02 am-2:04 pm

1 stop8h 02m

$262

Key WestBoston

EYW - BOS

EYWBOS

Key West

Fri 11/14

6:18 pm-1:30 am

1 stop7h 12m

Boston Logan Intl

Mon 11/17

8:15 am-2:03 pm

1 stop5h 48m

$267

Key WestPortland

EYW - PWM

EYWPWM

Key West

Thu 1/8

2:45 pm-10:29 pm

1 stop7h 44m

Portland

Mon 1/12

5:30 am-11:31 am

1 stop6h 01m

$269

Key WestBoston

EYW - BOS

EYWBOS

Key West

Fri 11/14

12:45 pm-4:15 pm

Nonstop3h 30m

Boston Logan Intl

Mon 11/17

8:00 am-11:53 am

Nonstop3h 53m

$272

Key WestPortland

EYW - PWM

EYWPWM

Key West

Thu 1/8

12:00 pm-11:43 pm

2 stops11h 43m

Portland

Mon 1/12

5:20 am-2:54 pm

2 stops9h 34m

$279

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 2/3

2:25 pm-10:08 pm

3 stops31h 43m

Boston Logan Intl

Sat 2/7

5:45 am-1:30 pm

1 stop7h 45m

$289

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 3/10

11:45 am-6:56 pm

1 stop7h 11m

Boston Logan Intl

Wed 3/11

1:55 pm-7:44 pm

1 stop5h 49m

$367

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 3/10

3:48 pm-12:30 am

1 stop8h 42m

Boston Logan Intl

Wed 3/11

7:05 am-1:09 pm

1 stop6h 04m

$412

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 30 results
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2
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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 October 30, 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
7,998 reviews

Overall

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

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
7,998 reviews
Delta
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

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
11,035 reviews
Delta
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

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?

    United Airlines, Delta, and American Airlines can get you from Key West to Maine in just under 6h 34m. Your travel time can differ by up to 5h 09m. 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 $102. Users have also found prices from $120 and $145 on Allegiant Air and Breeze Airways, 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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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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$268Average$336FlexibilityNo cancel feeOn-time71%
DeltaCheapest$274Average$353FlexibilityNo cancel feeOn-timeN/A

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