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Maine

$72+ 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 12/23. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PWM
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
1 adult, Economy
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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 November 13, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2712:28 pmMIA - BOS
1 stop8h 21mMultiple Airlines
Tue 12/212:44 pmBOS - MIA
1 stop23h 58mMultiple Airlines
Deal found 11/12$115
This Priceline deal was found by Cheapflights users on 11/13. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/267:05 pmMIA - BOS
1 stop6h 09mMultiple Airlines
Sun 2/15:14 pmBOS - MIA
Nonstop3h 42mMultiple Airlines
Deal found 11/13$121
This Kiwi.com deal was found by Cheapflights users on 11/11. 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.
Wed 12/175:58 pmMIA - BOS
1 stop16h 10mMultiple Airlines
Thu 1/16:00 amBOS - MIA
1 stop7h 06mMultiple Airlines
Deal found 11/11$122
This Kiwi.com deal was found by Cheapflights users on 11/11. 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.
Mon 12/2210:19 pmMIA - BOS
1 stop11h 23mFrontier
Tue 1/66:00 amBOS - MIA
1 stop18h 46mFrontier
Deal found 11/11$123
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2210:19 pmMIA - BOS
1 stop11h 23mFrontier
Tue 12/3010:37 amBOS - MIA
1 stop8h 53mFrontier
Deal found 11/12$125
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/205:30 amMIA - BOS
1 stop19h 44mFrontier
Thu 1/110:47 amBOS - MIA
1 stop9h 26mFrontier
Deal found 11/12$127
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2712:28 pmMIA - BOS
1 stop8h 21mMultiple Airlines
Wed 12/39:54 pmBOS - MIA
1 stop26h 52mMultiple Airlines
Deal found 11/12$128
This CheapOair deal was found by Cheapflights users on 11/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/48:46 pmMIA - BOS
1 stop10h 47mFrontier
Mon 12/88:28 amBOS - MIA
1 stop11h 11mFrontier
Deal found 11/12$130
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/249:59 pmMIA - BOS
1 stop12h 09mMultiple Airlines
Wed 12/316:00 amBOS - MIA
1 stop13h 30mMultiple Airlines
Deal found 11/12$131
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 12/235:30 amMIA - BOS
1 stop19h 54mFrontier
Fri 1/26:00 amBOS - MIA
1 stop18h 47mFrontier
Deal found 11/11$132
This Delta deal was found by Cheapflights users on 11/11. 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.
Tue 12/93:50 pmMIA - PWM
1 stop6h 33mDelta
Sun 12/1412:53 pmPWM - MIA
1 stop8h 57mDelta
Deal found 11/11$217
This Kiwi.com deal was found by Cheapflights users on 11/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/128:55 amEYW - BOS
1 stop10h 11mMultiple Airlines
Mon 12/158:28 amBOS - EYW
2 stops26h 37mMultiple Airlines
Deal found 11/13$232

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 November 13, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$114
(Priceline)

One-way from

$72
(CheapOair)

Popular in

December

Cheapest in

August

Average price

$293
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 Florida Keys to Maine
Search Deals
One-way flight from Florida Keys to Maine
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($8 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

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 November 13, 2025.
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 12/5

6:53 am-10:15 am

Nonstop3h 22m

Boston Logan Intl

Sun 12/7

7:59 pm-11:37 pm

Nonstop3h 38m

$137

MiamiBoston

MIA - BOS

MIABOS

Miami

Sun 12/14

6:53 am-10:15 am

Nonstop3h 22m

Boston Logan Intl

Mon 12/15

7:59 pm-11:37 pm

Nonstop3h 38m

$137

MiamiBoston

MIA - BOS

MIABOS

Miami

Fri 12/5

6:53 am-10:15 am

Nonstop3h 22m

Boston Logan Intl

Mon 12/8

3:20 pm-7:02 pm

Nonstop3h 42m

$137

MiamiBoston

MIA - BOS

MIABOS

Miami

Thu 12/4

7:59 pm-11:25 pm

Nonstop3h 26m

Boston Logan Intl

Sun 12/7

7:59 pm-11:37 pm

Nonstop3h 38m

$137

MiamiBoston

MIA - BOS

MIABOS

Miami

Sat 12/6

7:59 pm-11:25 pm

Nonstop3h 26m

Boston Logan Intl

Sun 12/7

7:59 pm-11:37 pm

Nonstop3h 38m

$137

MiamiBoston

MIA - BOS

MIABOS

Miami

Wed 12/3

6:53 am-10:15 am

Nonstop3h 22m

Boston Logan Intl

Wed 12/3

5:13 pm-12:46 am

1 stop7h 33m

$147

MiamiBoston

MIA - BOS

MIABOS

Miami

Thu 11/27

6:55 am-10:18 am

Nonstop3h 23m

Boston Logan Intl

Wed 12/3

7:59 pm-11:37 pm

Nonstop3h 38m

$148

MiamiBoston

MIA - BOS

MIABOS

Miami

Sat 12/6

9:55 am-5:05 pm

1 stop7h 10m

Boston Logan Intl

Sun 12/7

5:55 pm-11:25 pm

1 stop5h 30m

$157

MiamiBoston

MIA - BOS

MIABOS

Miami

Sat 12/13

7:00 am-2:27 pm

1 stop7h 27m

Boston Logan Intl

Sun 12/14

7:59 pm-11:37 pm

Nonstop3h 38m

$158

MiamiPortland

MIA - PWM

MIAPWM

Miami

Tue 12/9

3:50 pm-10:23 pm

1 stop6h 33m

Portland

Sun 12/14

12:53 pm-9:50 pm

1 stop8h 57m

$217

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/11

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 November 13, 2025.
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
4,242 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
8,007 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,051 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 $137, Delta can have you in Maine from Florida Keys in 3h 22m. 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?

    $79 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on Southwest and JetBlue, with prices starting from $79 and $96, 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

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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 November 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$268Average$336FlexibilityNo cancel feeOn-time71%
DeltaCheapest$274Average$353FlexibilityNo cancel feeOn-timeN/A

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