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Maine

$68+ Cheap flights from Florida Keys 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 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PWM
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
1 adult, Economy
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Cheap flight deals from Florida Keys to Maine

Keep the following information in mind while searching for Florida Keys to Maine flight deals. Data was last updated January 8, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$82
(Cheapflightsfares)

One-way from

$68
(Kiwi.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 Florida Keys to Maine
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One-way flight from Florida Keys to Maine
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Find flight deals from Florida Keys to Maine

Cheapest flights from Florida Keys to Maine
Explore the most affordable flight options available from Florida Keys to Maine. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 8, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 1/8. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/2212:56 pmMIA - BOS
Nonstop3h 23mSpirit Airlines
Sun 1/255:23 pmBOS - MIA
Nonstop3h 42mSpirit Airlines
Deal found 1/8$82
This Cheapflightsfares deal was found by Cheapflights users on 1/5. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/138:37 pmMIA - BOS
Nonstop3h 22mSpirit Airlines
Wed 2/185:50 pmBOS - MIA
Nonstop3h 42mSpirit Airlines
Deal found 1/5$85
This CheapOair deal was found by Cheapflights users on 1/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/278:37 pmMIA - BOS
Nonstop3h 22mSpirit Airlines
Tue 3/33:54 pmBOS - MIA
Nonstop3h 38mSpirit Airlines
Deal found 1/5$86
This Priceline deal was found by Cheapflights users on 1/7. 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 1/2312:56 pmMIA - BOS
Nonstop3h 23mSpirit Airlines
Sun 1/255:23 pmBOS - MIA
Nonstop3h 42mSpirit Airlines
Deal found 1/7$87
This Cheapflightsfares deal was found by Cheapflights users on 1/7. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/2912:56 pmMIA - BOS
Nonstop3h 23mSpirit Airlines
Sun 2/15:53 pmBOS - MIA
Nonstop3h 42mSpirit Airlines
Deal found 1/7$88
This Kiwi.com deal was found by Cheapflights users on 1/6. 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.
Tue 5/191:34 pmMIA - BOS
Nonstop3h 24mSpirit Airlines
Wed 5/275:55 pmBOS - MIA
Nonstop3h 42mSpirit Airlines
Deal found 1/6$89
This CheapOair deal was found by Cheapflights users on 1/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/512:55 pmMIA - BOS
Nonstop3h 23mSpirit Airlines
Sun 2/85:53 pmBOS - MIA
Nonstop3h 42mSpirit Airlines
Deal found 1/6$90
This Priceline deal was found by Cheapflights users on 1/5. 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.
Tue 2/36:59 pmMIA - BOS
1 stop6h 04mMultiple Airlines
Tue 2/105:53 pmBOS - MIA
Nonstop3h 42mMultiple Airlines
Deal found 1/5$94
This Kiwi.com deal was found by Cheapflights users on 1/5. 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.
Sat 1/247:00 amMIA - BOS
1 stop18h 13mMultiple Airlines
Tue 1/275:23 pmBOS - MIA
Nonstop3h 42mMultiple Airlines
Deal found 1/5$95
This Kiwi.com deal was found by Cheapflights users on 1/7. 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.
Tue 2/248:37 pmMIA - BOS
Nonstop3h 22mSpirit Airlines
Sun 3/15:50 pmBOS - MIA
Nonstop3h 42mSpirit Airlines
Deal found 1/7$96
This Kiwi.com deal was found by Cheapflights users on 1/7. 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.
Sun 2/15:30 amMIA - BOS
1 stop19h 43mMultiple Airlines
Sat 2/75:53 pmBOS - MIA
Nonstop3h 42mMultiple Airlines
Deal found 1/7$97
This United Airlines deal was found by Cheapflights users on 1/7. 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 2/56:05 pmEYW - BOS
1 stop5h 44mUnited Airlines
Tue 2/109:30 amBOS - EYW
1 stop6h 52mUnited Airlines
Deal found 1/7$197

Cheapflights Fare Finder

 
Customize your flight search to find flights from Florida Keys 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 January 8, 2026.
Use the filters below to find and compare flights from Florida Keys to Maine that are best for you.

Fly from

Florida Keys

Fly to

Maine

Route

Depart

Return

Price

MiamiBoston

MIA - BOS

MIABOS

Miami

Fri 2/13

8:30 pm-11:59 pm

Nonstop3h 29m

Boston Logan Intl

Wed 2/18

11:00 am-6:54 pm

1 stop7h 54m

$147

MiamiBoston

MIA - BOS

MIABOS

Miami

Sat 1/31

6:55 am-10:14 am

Nonstop3h 19m

Boston Logan Intl

Mon 2/2

7:59 pm-11:51 pm

Nonstop3h 52m

$167

MiamiBoston

MIA - BOS

MIABOS

Miami

Fri 1/30

6:55 am-10:14 am

Nonstop3h 19m

Boston Logan Intl

Fri 1/30

8:15 pm-12:05 am

Nonstop3h 50m

$167

MiamiBoston

MIA - BOS

MIABOS

Miami

Fri 1/30

8:30 pm-11:59 pm

Nonstop3h 29m

Boston Logan Intl

Sun 2/1

7:59 pm-11:51 pm

Nonstop3h 52m

$167

MiamiBoston

MIA - BOS

MIABOS

Miami

Thu 1/22

11:31 am-2:56 pm

Nonstop3h 25m

Boston Logan Intl

Sat 1/24

7:59 pm-11:51 pm

Nonstop3h 52m

$167

MiamiBoston

MIA - BOS

MIABOS

Miami

Thu 1/22

11:31 am-2:56 pm

Nonstop3h 25m

Boston Logan Intl

Mon 1/26

3:50 pm-7:33 pm

Nonstop3h 43m

$167

MiamiBoston

MIA - BOS

MIABOS

Miami

Thu 1/22

5:50 am-11:40 am

1 stop5h 50m

Boston Logan Intl

Sun 1/25

7:05 am-10:53 am

Nonstop3h 48m

$177

MiamiBoston

MIA - BOS

MIABOS

Miami

Wed 1/21

7:00 am-12:23 pm

1 stop5h 23m

Boston Logan Intl

Sat 1/24

7:59 pm-11:51 pm

Nonstop3h 52m

$177

MiamiBoston

MIA - BOS

MIABOS

Miami

Wed 1/21

8:15 am-2:20 pm

1 stop6h 05m

Boston Logan Intl

Mon 1/26

3:50 pm-7:33 pm

Nonstop3h 43m

$177

MiamiBoston

MIA - BOS

MIABOS

Miami

Fri 1/23

11:31 am-2:56 pm

Nonstop3h 25m

Boston Logan Intl

Sat 1/24

1:00 pm-6:54 pm

1 stop5h 54m

$177

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/6

Showing 1-10 of 60 results
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Best time to book a flight from Florida Keys to Maine

Have a flexible travel schedule? Discover the best time to fly to Maine from Florida Keys 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 Florida Keys 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 January 8, 2026.
Read through reviews of airlines operating flights from Florida Keys to Maine, such as Southwest, Delta, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,249 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,249 reviews
Southwest
8.0
Very good
4,249 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,025 reviews
Southwest
8.0
Very good
4,249 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,095 reviews
Southwest
8.0
Very good
4,249 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Florida Keys to Maine. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Florida Keys to Maine?

    For as low as $82, Spirit Airlines can have you in Maine from Florida Keys in 3h 23m. Airlines will cover a distance of 1259 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 Florida Keys to Maine one-way?

    $108 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on American Airlines and United Airlines, with prices starting from $118 and $129, respectively.

  • Can I find deals for flights from Florida Keys to Maine that include hotel bookings?

    Yes. In addition to deals on Florida Keys to Maine flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Florida Keys to Maine?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Florida Keys to Maine.

  • Can I find deals for business class flights from Florida Keys to Maine?

    Yes. Cheapflights offers flight deals from Florida Keys 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Florida Keys to Maine

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Florida Keys to Maine

Discover the top 2 airlines that operate flights from Florida Keys 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 January 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$268Average$319FlexibilityNo cancel feeOn-time71%
DeltaCheapest$274Average$353FlexibilityNo cancel feeOn-timeN/A

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