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Maine

$134+ 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 9/3. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PWM
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$221
(Trip.com)

One-way from

$143
(Trip.com)
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 May 1, 2025.

This Trip.com deal was found by Cheapflights users on 4/30. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/32:45 pmEYW - BOS
1 stop9h 58mMultiple Airlines
Mon 7/76:00 amBOS - EYW
1 stop8h 00mMultiple Airlines
Deal found 4/30$221
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/224:06 pmEYW - BOS
1 stop16h 04mAllegiant Air
Wed 5/2811:00 amBOS - EYW
1 stop28h 16mAllegiant Air
Deal found 4/29$237
This American Airlines deal was found by Cheapflights users on 4/30. 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 9/237:21 pmEYW - BOS
1 stop5h 14mAmerican Airlines
Tue 10/77:41 amBOS - EYW
1 stop5h 19mAmerican Airlines
Deal found 4/30$247
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Fri 6/134:54 pmEYW - PWM
1 stop6h 09mAmerican Airlines
Mon 6/166:00 amPWM - EYW
1 stop7h 48mAmerican Airlines
Deal found 4/30$269
This Delta deal was found by Cheapflights users on 4/30. 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.
Thu 5/156:25 pmEYW - PWM
1 stop5h 34mDelta
Mon 5/195:30 amPWM - EYW
1 stop5h 21mDelta
Deal found 4/30$349
This United Airlines deal was found by Cheapflights users on 4/30. 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 5/62:18 pmEYW - BOS
1 stop8h 09mUnited Airlines
Sat 5/107:00 amBOS - EYW
1 stop6h 34mUnited Airlines
Deal found 4/30$393
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/252:45 pmEYW - BOS
1 stop8h 21mJetBlue
Thu 5/296:10 amBOS - EYW
1 stop7h 50mJetBlue
Deal found 4/29$499
This United Airlines deal was found by Cheapflights users on 4/30. 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 5/152:18 pmEYW - PWM
2 stops9h 41mUnited Airlines
Mon 5/195:30 amPWM - EYW
2 stops12h 35mUnited Airlines
Deal found 4/30$502

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 May 1, 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

Thu 7/3

2:45 pm-12:43 am

1 stop9h 58m

Boston Logan Intl

Mon 7/7

6:00 am-2:00 pm

1 stop8h 00m

$221

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 5/22

4:06 pm-8:10 am

1 stop16h 04m

Boston Logan Intl

Wed 5/28

11:00 am-3:16 pm

1 stop28h 16m

$237

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 9/23

7:21 pm-12:35 am

1 stop5h 14m

Boston Logan Intl

Tue 10/7

7:41 am-1:00 pm

1 stop5h 19m

$247

Key WestPortland

EYW - PWM

EYWPWM

Key West

Fri 6/13

4:54 pm-11:03 pm

1 stop6h 09m

Portland

Mon 6/16

6:00 am-1:48 pm

1 stop7h 48m

$269

Key WestPortland

EYW - PWM

EYWPWM

Key West

Thu 5/15

6:25 pm-11:59 pm

1 stop5h 34m

Portland

Mon 5/19

5:30 am-10:51 am

1 stop5h 21m

$349

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 5/15

8:45 am-11:59 pm

2 stops15h 14m

Boston Logan Intl

Mon 5/19

6:00 am-6:05 pm

2 stops12h 05m

$402

Key WestBoston

EYW - BOS

EYWBOS

Key West

Sun 5/25

2:45 pm-11:06 pm

1 stop8h 21m

Boston Logan Intl

Thu 5/29

6:10 am-2:00 pm

1 stop7h 50m

$499

Key WestPortland

EYW - PWM

EYWPWM

Key West

Thu 5/15

2:18 pm-11:59 pm

2 stops9h 41m

Portland

Mon 5/19

5:30 am-6:05 pm

2 stops12h 35m

$502

Key WestBoston

EYW - BOS

EYWBOS

Key West

Wed 9/3

1:27 pm-6:31 pm

1 stop5h 04m

$134

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 6/17

8:45 am-10:53 pm

1 stop14h 08m

$139

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 15 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

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 May 1, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Delta and United Airlines from Key West to Maine to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,968 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,968 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,934 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
JetBlue
7.3
Good
2,922 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Allegiant Air
7.3
Good
734 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 Delta. According to our data, you can fly for as low as $169. Users have also found prices from $171 and $174 on Allegiant Air and United Airlines, 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 May is currently the most expensive (average of $405). 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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Alternative routes for Key West to Maine

See prices for flight routes from nearby airports that may be better suited for you.
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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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$258Average$392FlexibilityNo cancel feeOn-time71%

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