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Florida Keys

$66+ Cheap flights from Maine to Florida Keys

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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — EYW
Mar 5 — Mar 121
Thu 3/5
Thu 3/12
1 adult, Economy
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Cheap flight deals from Maine to Florida Keys

Cheapest flights from Maine to Florida Keys
Explore the most affordable flight options available from Maine to Florida Keys. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.

This CheapOair deal was found by Cheapflights users on 2/2. 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.
Wed 3/115:50 pm
BOS
-
MIA
Nonstop3h 42m
Spirit Airlines
Thu 3/1210:39 am
MIA
-
BOS
Nonstop3h 16m
Spirit Airlines
Deal found 2/2$79
This CheapOair deal was found by Cheapflights users on 2/2. 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.
Mon 2/95:53 pm
BOS
-
MIA
Nonstop3h 42m
Spirit Airlines
Wed 2/181:21 pm
MIA
-
BOS
Nonstop3h 24m
Spirit Airlines
Deal found 2/2$80
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 2/235:50 pm
BOS
-
MIA
Nonstop3h 42m
Spirit Airlines
Thu 3/51:21 pm
MIA
-
BOS
Nonstop3h 24m
Spirit Airlines
Deal found 2/1$81
This Expedia deal was found by Cheapflights users on 2/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/195:50 pm
BOS
-
MIA
Nonstop3h 42m
Spirit Airlines
Mon 3/28:37 pm
MIA
-
BOS
Nonstop3h 22m
Spirit Airlines
Deal found 2/1$82
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 3/15:50 pm
BOS
-
MIA
Nonstop3h 42m
Spirit Airlines
Tue 3/38:37 pm
MIA
-
BOS
Nonstop3h 22m
Spirit Airlines
Deal found 2/1$83
This Expedia deal was found by Cheapflights users on 2/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1610:39 am
BOS
-
MIA
Nonstop3h 45m
Spirit Airlines
Sun 4/191:34 pm
MIA
-
BOS
Nonstop3h 24m
Spirit Airlines
Deal found 2/2$86
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 3/166:01 am
BOS
-
MIA
Nonstop3h 33m
Spirit Airlines
Thu 3/1910:39 am
MIA
-
BOS
Nonstop3h 16m
Spirit Airlines
Deal found 2/1$87
This Spirit deal was found by Cheapflights users on 2/1. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/196:01 am
BOS
-
MIA
Nonstop3h 33m
Spirit Airlines
Tue 3/2410:39 am
MIA
-
BOS
Nonstop3h 16m
Spirit Airlines
Deal found 2/1$88
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 3/196:01 am
BOS
-
MIA
Nonstop3h 33m
Spirit Airlines
Wed 3/2510:39 am
MIA
-
BOS
Nonstop3h 16m
Spirit Airlines
Deal found 2/2$89
This Expedia deal was found by Cheapflights users on 2/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/95:53 pm
BOS
-
MIA
Nonstop3h 42m
Spirit Airlines
Wed 2/1112:55 pm
MIA
-
BOS
Nonstop3h 23m
Spirit Airlines
Deal found 2/1$90
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 4/146:01 am
BOS
-
MIA
Nonstop3h 33m
Spirit Airlines
Thu 4/161:34 pm
MIA
-
BOS
Nonstop3h 24m
Spirit Airlines
Deal found 2/1$91
This Booking.com deal was found by Cheapflights users on 2/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/33:54 pm
BOS
-
MIA
Nonstop3h 38m
Multiple Airlines
Wed 3/47:09 pm
MIA
-
BOS
1 stop6h 04m
Multiple Airlines
Deal found 2/1$92

Find flight deals from Maine to Florida Keys

Keep the following information in mind while searching for Maine to Florida Keys flight deals. Data was last updated February 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$79
(CheapOair)

One-way from

$66
(Kiwi.com)

Popular in

July

Cheapest in

September

Average price

$464
Provider with most accurate pricing for Portland-Miami flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Miami flights.
Search Deals
From Maine to Florida Keys
Search Deals
One-way flight from Maine to Florida Keys
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($34 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Maine to Florida Keys 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 February 3, 2026.
Use the filters below to find and compare flights from Maine to Florida Keys that are best for you.

Fly from

Maine

Fly to

Florida Keys

Route

Depart

Return

Price

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Sun 3/1

7:59 pm-11:51 pm

Nonstop3h 52m

Miami

Thu 3/5

8:30 pm-11:59 pm

Nonstop3h 29m

$167

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Wed 3/4

10:03 am-4:31 pm

1 stop6h 28m

Miami

Wed 3/11

7:00 am-10:22 am

Nonstop3h 22m

$177

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Wed 3/4

9:05 am-3:41 pm

1 stop6h 36m

Miami

Wed 3/4

8:30 pm-11:59 pm

Nonstop3h 29m

$177

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Mon 3/2

1:00 pm-6:54 pm

1 stop5h 54m

Miami

Fri 3/6

7:00 am-10:20 am

Nonstop3h 20m

$177

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Tue 3/24

7:05 am-10:46 am

Nonstop3h 41m

Miami

Wed 4/1

7:00 am-10:22 am

Nonstop3h 22m

$197

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Tue 3/10

9:05 am-2:20 pm

1 stop5h 15m

Miami

Wed 3/18

6:00 am-11:28 am

1 stop5h 28m

$202

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Wed 3/18

3:15 pm-6:59 pm

Nonstop3h 44m

Miami

Tue 3/24

1:30 pm-7:15 pm

1 stop5h 45m

$207

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Tue 3/3

5:35 am-11:16 am

1 stop5h 41m

Miami

Tue 3/10

6:00 am-11:10 am

1 stop5h 10m

$217

PortlandMiami

PWM - MIA

PWMMIA

Portland

Tue 3/3

6:18 am-2:29 pm

1 stop8h 11m

Miami

Wed 3/4

5:36 pm-12:18 am

1 stop6h 42m

$217

PortlandMiami

PWM - MIA

PWMMIA

Portland

Sat 3/7

2:35 pm-11:20 pm

1 stop8h 45m

Miami

Wed 3/11

7:40 am-1:50 pm

1 stop6h 10m

$217

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

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

Have a flexible travel schedule? Discover the best time to fly to Florida Keys from Maine 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 Maine to Florida Keys

What is the cheapest month to book a flight from Maine to Florida Keys?

Currently, December is the cheapest month in which you can book a flight from Maine to Florida Keys (average of $256). Flying from Maine to Florida Keys in February is currently the most expensive (average of $342). 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.

Related info for your journey

Find useful and relevant information for your journey from Maine to Florida Keys. 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 Maine to Florida Keys?

    There are many flights that can get you from Maine to Florida Keys in 3h 52m. Fly via Delta, American Airlines, or United Airlines to get the fastest option. There are 1259 mi between Maine and Florida Keys. 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 Maine to Florida Keys one-way?

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $99. Users have also found prices from $108 and $108 on United Airlines and Southwest, respectively.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Maine to Florida Keys 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 Maine to Florida Keys?

    Currently, December is the cheapest month in which you can book a flight from Maine to Florida Keys (average of $256). Flying from Maine to Florida Keys in February is currently the most expensive (average of $342). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Maine to Florida Keys

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Maine to Florida Keys

Discover the top 3 airlines that operate flights from Maine to Florida Keys. 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 February 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$256Average$447FlexibilityNo cancel feeOn-time69%
DeltaCheapest$256Average$389FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$268Average$474FlexibilityNo cancel feeOn-time71%

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