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Florida Keys

$56+ Cheap flights from Boston (BOS) 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 10/16. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — EYW
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from Boston to Florida Keys

Keep the following information in mind while searching for Boston to Florida Keys flight deals. Data was last updated September 17, 2025.

Round-trip from

$97
(Cheapflightsfares)

One-way from

$56
(Frontier)

Popular in

April

Cheapest in

September

Average price

$190
From Boston Logan Intl to Florida Keys
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One-way flight from Boston Logan Intl to Florida Keys
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Highest demand for flights based on searches. 1% potential increase in price ($3 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Boston to Florida Keys

Cheapest flights from Boston to Florida Keys
Explore the most affordable flight options available from Boston to Florida Keys. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 10/244:54 pmBOS - MIA
Nonstop3h 38mSpirit Airlines
Mon 10/2712:40 pmMIA - BOS
Nonstop3h 16mSpirit Airlines
Deal found 9/15$97
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 10/22:18 pmBOS - MIA
Nonstop3h 32mSpirit Airlines
Sat 10/49:56 amMIA - BOS
Nonstop3h 27mSpirit Airlines
Deal found 9/17$98
This Priceline deal was found by Cheapflights users on 9/16. 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.
Thu 10/2311:44 amBOS - MIA
Nonstop3h 36mMultiple Airlines
Mon 10/2712:40 pmMIA - BOS
Nonstop3h 16mMultiple Airlines
Deal found 9/16$100
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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 10/174:54 pmBOS - MIA
Nonstop3h 38mSpirit Airlines
Mon 10/2012:40 pmMIA - BOS
Nonstop3h 16mSpirit Airlines
Deal found 9/16$102
This Expedia deal was found by Cheapflights users on 9/15. 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 10/134:54 pmBOS - MIA
Nonstop3h 38mSpirit Airlines
Mon 10/2012:40 pmMIA - BOS
Nonstop3h 16mSpirit Airlines
Deal found 9/15$103
This Cheapflightsfares deal was found by Cheapflights users on 9/17. 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 9/252:18 pmBOS - MIA
Nonstop3h 32mSpirit Airlines
Thu 10/29:56 amMIA - BOS
Nonstop3h 27mSpirit Airlines
Deal found 9/17$106
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/174:54 pmBOS - MIA
Nonstop3h 38mSpirit Airlines
Fri 10/2412:40 pmMIA - BOS
Nonstop3h 16mSpirit Airlines
Deal found 9/15$107
This Trip.com deal was found by Cheapflights users on 9/15. 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 10/22:18 pmBOS - MIA
Nonstop3h 32mMultiple Airlines
Fri 10/36:59 pmMIA - BOS
1 stop12h 44mMultiple Airlines
Deal found 9/15$108
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 10/244:54 pmBOS - MIA
Nonstop3h 38mSpirit Airlines
Fri 10/3112:40 pmMIA - BOS
Nonstop3h 16mSpirit Airlines
Deal found 9/16$109
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/134:54 pmBOS - MIA
Nonstop3h 38mSpirit Airlines
Fri 10/2412:40 pmMIA - BOS
Nonstop3h 16mSpirit Airlines
Deal found 9/15$112
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 12/179:27 amBOS - MIA
Nonstop3h 36mSpirit Airlines
Tue 12/238:00 amMIA - BOS
Nonstop3h 25mSpirit Airlines
Deal found 9/17$114
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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.
Sat 10/42:18 pmBOS - MIA
Nonstop3h 32mSpirit Airlines
Sat 10/114:58 pmMIA - BOS
1 stop5h 54mSpirit Airlines
Deal found 9/16$117

Cheapflights Fare Finder

 
Customize your flight search to find flights from Boston 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 September 17, 2025.
Use the filters below to find and compare flights from Boston to Florida Keys that are best for you.

Fly from

Boston

Fly to

Florida Keys

Route

Depart

Return

Price

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Mon 11/3

4:26 pm-8:00 pm

Nonstop3h 34m

Miami

Fri 11/7

7:35 pm-11:00 pm

Nonstop3h 25m

$137

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Sat 11/15

7:55 pm-11:32 pm

Nonstop3h 37m

Miami

Mon 11/17

7:00 am-10:20 am

Nonstop3h 20m

$137

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Thu 10/23

4:26 pm-8:00 pm

Nonstop3h 34m

Miami

Sat 10/25

12:15 pm-3:37 pm

Nonstop3h 22m

$137

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Fri 10/17

6:00 am-2:16 pm

1 stop8h 16m

Miami

Mon 10/20

7:35 pm-11:00 pm

Nonstop3h 25m

$147

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Tue 10/28

5:40 am-1:11 pm

1 stop7h 31m

Miami

Thu 11/13

7:35 pm-11:02 pm

Nonstop3h 27m

$147

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Wed 10/29

5:00 am-2:30 pm

1 stop9h 30m

Miami

Fri 10/31

8:10 am-3:45 pm

1 stop7h 35m

$156

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Wed 10/29

5:00 am-2:30 pm

1 stop9h 30m

Miami

Wed 11/12

5:10 pm-10:15 pm

1 stop5h 05m

$156

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Thu 10/2

3:24 pm-6:59 pm

Nonstop3h 35m

Miami

Mon 10/6

7:39 pm-1:13 am

1 stop5h 34m

$157

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Wed 10/8

5:34 am-11:25 am

1 stop5h 51m

Miami

Wed 10/15

6:15 pm-1:13 am

1 stop6h 58m

$157

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Wed 10/29

4:26 pm-8:00 pm

Nonstop3h 34m

Miami

Fri 10/31

3:33 pm-10:28 pm

1 stop6h 55m

$157

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 36 results
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Best time to book a flight from Boston to Florida Keys

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

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

Currently, August is the cheapest month in which you can book a flight from Boston to Florida Keys (average of $328). Flying from Boston to Florida Keys in March is currently the most expensive (average of $491). 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.

What is the cheapest time of day to fly from BOS to EOA?

Find hourly flight availability from Boston to Florida Keys. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 17, 2025.

When flying from Boston to Florida Keys, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Florida Keys

Get insights into the airlines that provide service to Florida Keys. 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 Florida Keys. Reviews last updated September 17, 2025.
See what other customers who have flown with Delta, American Airlines, and JetBlue from Boston to Florida Keys have to say. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Delta
8.0
Very good
7,961 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
JetBlue
7.2
Good
2,914 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Spirit Airlines
6.3
Okay
8,023 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Frontier
5.8
Fair
3,173 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

Related info for your journey

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

    If you book a flight to Florida Keys from Boston, you will be flying from Logan Intl, which is the city’s only airport. Boston Logan Intl (BOS) is located 2.6 mi from the center of Boston.

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

    For as low as $137, Delta can have you in Florida Keys from Boston in 3h 34m. Boston and Florida Keys are separated by 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 flights from Boston to Florida Keys?

    On average you can expect to pay $344 for a flight from Boston to Florida Keys. The cheapest flight overall is $123 while the most popular route, (Boston Logan Intl - Miami) is currently priced at $86.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Boston to Florida Keys (average of $328). Flying from Boston to Florida Keys in March is currently the most expensive (average of $491). 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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Top 5 airlines flying from Boston to Florida Keys

Discover the top 5 airlines that operate flights from Boston 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$66Average$102FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$145Average$378FlexibilityNo cancel feeOn-time69%
DeltaCheapest$216Average$367FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$217Average$527FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$251Average$408FlexibilityNo cancel feeOn-time71%

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