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$125+ 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 4/3. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PWM
Mar 19 — Mar 261
Wed 3/19
Wed 3/26
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 March 14, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$258
(Mytrip)

One-way from

$125
(Mytrip)
Provider with most accurate pricing for Key West-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Key West-Portland flights.
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From Key West to Maine
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One-way flight from Key West to Maine
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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 March 14, 2025.

This Mytrip deal was found by Cheapflights users on 3/13. 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.
Thu 4/104:24 pmEYW - BOS
1 stop16h 12mAllegiant Air
Mon 4/149:26 amBOS - EYW
1 stop28h 18mAllegiant Air
Deal found 3/13$258
This Mytrip deal was found by Cheapflights users on 3/12. 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.
Wed 4/94:23 pmEYW - BOS
2 stops26h 20mMultiple Airlines
Wed 4/165:25 amBOS - EYW
2 stops26h 48mMultiple Airlines
Deal found 3/12$263
This American Airlines deal was found by Cheapflights users on 3/13. 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 4/108:00 amEYW - BOS
1 stop7h 26mAmerican Airlines
Mon 4/1411:54 amBOS - EYW
1 stop7h 01mAmerican Airlines
Deal found 3/13$317
This United deal was found by Cheapflights users on 3/13. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/102:03 pmEYW - BOS
2 stops9h 56mUnited Airlines
Mon 4/147:43 amBOS - EYW
1 stop7h 21mUnited Airlines
Deal found 3/13$382
This JetBlue Airways deal was found by Cheapflights users on 3/13. 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 JetBlue Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/101:04 pmEYW - BOS
Nonstop3h 39mJetBlue
Mon 4/146:10 amBOS - EYW
1 stop7h 50mJetBlue
Deal found 3/13$441

Find flights from Key West to Maine within your budget

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 14, 2025.

Fly from

Key West

Fly to

Maine

Route

Depart

Return

Price

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 4/10

4:24 pm-8:36 am

1 stop16h 12m

Boston Logan Intl

Mon 4/14

9:26 am-1:44 pm

1 stop28h 18m

$258

Key WestBoston

EYW - BOS

EYWBOS

Key West

Wed 4/9

4:23 pm-6:43 pm

2 stops26h 20m

Boston Logan Intl

Wed 4/16

5:25 am-8:13 am

2 stops26h 48m

$263

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 4/10

8:00 am-3:26 pm

1 stop7h 26m

Boston Logan Intl

Mon 4/14

11:54 am-6:55 pm

1 stop7h 01m

$317

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 4/10

2:03 pm-11:59 pm

2 stops9h 56m

Boston Logan Intl

Mon 4/14

7:43 am-3:04 pm

1 stop7h 21m

$382

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 4/10

1:04 pm-4:43 pm

Nonstop3h 39m

Boston Logan Intl

Mon 4/14

6:10 am-2:00 pm

1 stop7h 50m

$441

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 4/3

4:19 pm-8:36 am

1 stop16h 17m

$125

Key WestBoston

EYW - BOS

EYWBOS

Key West

Wed 4/16

8:45 am-9:59 pm

1 stop13h 14m

$135

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 5/6

11:28 am-6:35 pm

2 stops7h 07m

$164

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 4/3

1:04 pm-4:35 pm

Nonstop3h 31m

$184

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 3/25

6:15 pm-1:05 am

1 stop6h 50m

$197

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/13

Showing 1-10 of 12 results
1
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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.

Travel insights for flights from Key West to Maine

Get recent, data-driven insights about flights from Key West to Maine including ideal travel times, pricing trends, and more.

Rainfall in Maine by month

Plan your trip to Maine by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Maine ranges from 2.9 - 4.5 inches per month. November is typically the wettest month, when rainfall can reach 4.5 in. August is typically the driest time to visit Maine when rainfall is around 2.9 in.

Temperature in Maine by month

Plan your trip to Maine by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Maine, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 68.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 14, 2025.
Alaska Airlines
8.0
Very good
9,734 reviews

Boarding

8.2

Comfort

7.9

Food

7.1

Entertainment

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Alaska Airlines
8.0
Very good
9,734 reviews
Alaska Airlines
8.0
Very good
9,734 reviews

Boarding

8.2

Comfort

7.9

Food

7.1

Entertainment

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Delta
8.0
Very good
7,944 reviews
Alaska Airlines
8.0
Very good
9,734 reviews

Boarding

8.2

Comfort

7.9

Food

7.1

Entertainment

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

United Airlines
7.4
Good
8,623 reviews
Alaska Airlines
8.0
Very good
9,734 reviews

Boarding

8.2

Comfort

7.9

Food

7.1

Entertainment

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

JetBlue
7.3
Good
2,953 reviews
Alaska Airlines
8.0
Very good
9,734 reviews

Boarding

8.2

Comfort

7.9

Food

7.1

Entertainment

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,734 reviews

Boarding

8.2

Comfort

7.9

Food

7.1

Entertainment

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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 Allegiant Air. According to our data, you can fly for as low as $125. Users have also found prices from $164 and $184 on American Airlines and JetBlue, 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 April is currently the most expensive (average of $463). 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.

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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 March 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$258Average$392FlexibilityNo cancel feeOn-time71%
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