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Maine

$86+ 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 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PWM
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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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 July 31, 2025.

Round-trip from

$171
(American Airlines)

One-way from

$86
(American Airlines)

Popular in

June

Cheapest in

November

Average price

$322
From Key West to Maine
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One-way flight from Key West to Maine
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Highest demand for flights based on searches. 12% potential increase in price ($52 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($26 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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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 July 31, 2025.

This American Airlines deal was found by Cheapflights users on 7/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/236:17 pmEYW - BOS
1 stop5h 27mAmerican Airlines
Tue 10/76:00 amBOS - EYW
1 stop6h 58mAmerican Airlines
Deal found 7/30$171
This Delta deal was found by Cheapflights users on 7/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/176:10 pmEYW - PWM
1 stop6h 01mDelta
Wed 9/241:35 pmPWM - EYW
1 stop6h 32mDelta
Deal found 7/30$269
This American Airlines deal was found by Cheapflights users on 7/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1711:25 amEYW - PWM
2 stops12h 20mAmerican Airlines
Wed 9/246:00 amPWM - EYW
2 stops7h 29mAmerican Airlines
Deal found 7/30$286
This United Airlines deal was found by Cheapflights users on 7/30. 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.
Tue 8/122:22 pmEYW - PWM
2 stops9h 37mUnited Airlines
Tue 8/196:00 amPWM - EYW
1 stop8h 25mUnited Airlines
Deal found 7/30$329
This Mytrip deal was found by Cheapflights users on 7/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1212:09 pmEYW - BOS
2 stops23h 04mMultiple Airlines
Sun 9/142:18 pmBOS - EYW
3 stops21h 34mMultiple Airlines
Deal found 7/29$428
This United Airlines deal was found by Cheapflights users on 7/29. 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.
Tue 9/233:50 pmEYW - BOS
2 stops18h 45mUnited Airlines
Tue 10/75:30 amBOS - EYW
2 stops8h 59mUnited Airlines
Deal found 7/29$586
This Delta deal was found by Cheapflights users on 7/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/107:00 amEYW - BOS
1 stop8h 05mDelta
Fri 8/151:35 pmBOS - EYW
1 stop6h 37mDelta
Deal found 7/31$628
This KAYAK deal was found by Cheapflights users on 7/31. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/210:59 amEYW - PWM
3 stops30h 26mBreeze Airways
Thu 10/93:15 pmPWM - EYW
2 stops16h 52mBreeze Airways
Deal found 7/31$819

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 July 31, 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

Tue 9/23

6:17 pm-11:44 pm

1 stop5h 27m

Boston Logan Intl

Tue 10/7

6:00 am-12:58 pm

1 stop6h 58m

$171

Key WestPortland

EYW - PWM

EYWPWM

Key West

Wed 9/17

6:10 pm-12:11 am

1 stop6h 01m

Portland

Wed 9/24

1:35 pm-8:07 pm

1 stop6h 32m

$269

Key WestPortland

EYW - PWM

EYWPWM

Key West

Wed 9/17

11:25 am-11:45 pm

2 stops12h 20m

Portland

Wed 9/24

6:00 am-1:29 pm

2 stops7h 29m

$286

Key WestBoston

EYW - BOS

EYWBOS

Key West

Wed 8/13

2:12 pm-11:59 pm

2 stops9h 47m

Boston Logan Intl

Sun 8/17

6:05 am-12:41 pm

1 stop6h 36m

$322

Key WestPortland

EYW - PWM

EYWPWM

Key West

Tue 8/12

2:22 pm-11:59 pm

2 stops9h 37m

Portland

Tue 8/19

6:00 am-2:25 pm

1 stop8h 25m

$329

Key WestBoston

EYW - BOS

EYWBOS

Key West

Fri 9/12

12:09 pm-11:13 am

2 stops23h 04m

Boston Logan Intl

Sun 9/14

2:18 pm-11:52 am

3 stops21h 34m

$428

Key WestBoston

EYW - BOS

EYWBOS

Key West

Sun 8/10

7:00 am-3:05 pm

1 stop8h 05m

Boston Logan Intl

Fri 8/15

1:35 pm-8:12 pm

1 stop6h 37m

$628

Key WestPortland

EYW - PWM

EYWPWM

Key West

Thu 10/2

10:59 am-5:25 pm

3 stops30h 26m

Portland

Thu 10/9

3:15 pm-8:07 am

2 stops16h 52m

$819

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 9/30

3:45 pm-11:44 pm

1 stop7h 59m

$86

Key WestBoston

EYW - BOS

EYWBOS

Key West

Wed 8/20

6:22 pm-1:20 am

1 stop6h 58m

$159

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 17 results
1
2

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 July 31, 2025.
Read reviews from past customers who have flown Alaska Airlines, Delta, and Breeze Airways from Key West to Maine. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Crew

8.5

Food

7.1

Overall

8.0

Boarding

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Crew

8.5

Food

7.1

Overall

8.0

Boarding

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Delta
8.0
Very good
7,981 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Crew

8.5

Food

7.1

Overall

8.0

Boarding

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Breeze Airways
8.0
Very good
191 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Crew

8.5

Food

7.1

Overall

8.0

Boarding

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
United Airlines
7.4
Good
8,900 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Crew

8.5

Food

7.1

Overall

8.0

Boarding

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Crew

8.5

Food

7.1

Overall

8.0

Boarding

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

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.

  • What are the cheapest airlines to fly from Key West to Maine one-way?

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $86. Users have also found prices from $159 and $170 on Delta and Allegiant Air, 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.

  • What is the cheapest month to book a flight from Key West to Maine?

    Currently, January is the cheapest month in which you can book a flight from Key West to Maine (average of $296). Flying from Key West to Maine in July is currently the most expensive (average of $394). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top airline flying from Key West to Maine

Discover the top airline 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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$258Average$336FlexibilityNo cancel feeOn-time71%

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