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Florida Keys

$71+ 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 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — EYW
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap 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 December 18, 2025.

This Delta deal was found by Cheapflights users on 12/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:15 pmBOS - MIA
1 stop6h 16mDelta
Tue 1/138:25 pmMIA - BOS
Nonstop3h 33mDelta
Deal found 12/16$181
This Kiwi.com deal was found by Cheapflights users on 12/17. 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 12/316:00 amBOS - MIA
1 stop18h 47mMultiple Airlines
Tue 1/1312:56 pmMIA - BOS
Nonstop3h 23mMultiple Airlines
Deal found 12/17$182
This CheapOair deal was found by Cheapflights users on 12/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3012:18 pmBOS - MIA
1 stop17h 42mFrontier
Wed 1/75:07 pmMIA - BOS
1 stop8h 12mFrontier
Deal found 12/16$183
This Kiwi.com deal was found by Cheapflights users on 12/17. 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 12/3110:56 amBOS - MIA
2 stops26h 10mSpirit Airlines
Tue 1/1312:56 pmMIA - BOS
Nonstop3h 23mSpirit Airlines
Deal found 12/17$186
This Delta deal was found by Cheapflights users on 12/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:15 pmBOS - MIA
1 stop6h 16mDelta
Wed 1/77:15 amMIA - BOS
1 stop7h 05mDelta
Deal found 12/17$191
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Tue 12/3012:18 pmBOS - MIA
2 stops48h 48mMultiple Airlines
Tue 1/68:00 amMIA - BOS
1 stop17h 19mMultiple Airlines
Deal found 12/16$198
This CheapOair deal was found by Cheapflights users on 12/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3012:18 pmBOS - MIA
1 stop17h 42mFrontier
Sat 1/107:09 pmMIA - BOS
1 stop6h 10mFrontier
Deal found 12/16$204
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Tue 12/306:00 amBOS - MIA
1 stop7h 06mMultiple Airlines
Thu 1/812:56 pmMIA - BOS
Nonstop3h 23mMultiple Airlines
Deal found 12/16$208
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Wed 12/316:00 amBOS - MIA
1 stop13h 30mMultiple Airlines
Fri 1/912:56 pmMIA - BOS
Nonstop3h 23mMultiple Airlines
Deal found 12/16$209
This Kiwi.com deal was found by Cheapflights users on 12/17. 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 12/316:00 amBOS - MIA
1 stop13h 30mMultiple Airlines
Tue 1/68:00 amMIA - BOS
1 stop17h 19mMultiple Airlines
Deal found 12/17$215
This United Airlines deal was found by Cheapflights users on 12/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/314:28 pmBOS - MIA
1 stop5h 53mUnited Airlines
Tue 1/132:32 pmMIA - BOS
1 stop7h 20mUnited Airlines
Deal found 12/17$219
This Delta deal was found by Cheapflights users on 12/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/245:40 amBOS - EYW
1 stop6h 27mDelta
Tue 12/3011:47 amEYW - BOS
1 stop7h 08mDelta
Deal found 12/17$277

Find 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 December 18, 2025.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$142
(Mytrip)

One-way from

$71
(CheapOair)

Popular in

December

Cheapest in

September

Average price

$327
Provider with most accurate pricing for Boston Logan Intl-Miami flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Miami flights.
Search Deals
From Boston Logan Intl to Florida Keys
Search Deals
One-way flight from Boston Logan Intl to Florida Keys
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($33 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 18, 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

Wed 1/7

7:05 am-10:53 am

Nonstop3h 48m

Miami

Wed 1/14

11:31 am-2:56 pm

Nonstop3h 25m

$163

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Sat 1/24

7:59 pm-11:51 pm

Nonstop3h 52m

Miami

Tue 1/27

12:00 pm-6:54 pm

1 stop6h 54m

$173

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Tue 1/20

12:00 pm-7:04 pm

1 stop7h 04m

Miami

Tue 1/27

7:50 am-11:05 am

Nonstop3h 15m

$173

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Sun 1/18

3:00 pm-9:10 pm

1 stop6h 10m

Miami

Sat 1/24

6:55 am-10:14 am

Nonstop3h 19m

$173

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Sat 2/7

10:05 am-6:54 pm

1 stop8h 49m

Miami

Wed 2/11

8:30 pm-11:59 pm

Nonstop3h 29m

$173

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Fri 1/23

8:15 pm-12:05 am

Nonstop3h 50m

Miami

Tue 1/27

12:55 pm-4:23 pm

Nonstop3h 28m

$180

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Mon 1/12

12:55 pm-9:37 pm

1 stop8h 42m

Miami

Wed 1/14

11:31 am-2:56 pm

Nonstop3h 25m

$189

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Fri 1/9

4:00 pm-11:20 pm

1 stop7h 20m

Miami

Sat 1/17

7:00 am-12:23 pm

1 stop5h 23m

$200

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Fri 1/30

1:00 pm-7:04 pm

1 stop6h 04m

Miami

Fri 2/6

8:05 am-3:53 pm

1 stop7h 48m

$200

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Sat 4/25

1:00 pm-8:45 pm

1 stop7h 45m

Miami

Wed 4/29

7:00 am-10:24 am

Nonstop3h 24m

$207

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 40 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, May is the cheapest month in which you can book a flight from Boston to Florida Keys (average of $176). Flying from Boston to Florida Keys in February is currently the most expensive (average of $274). 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 December 18, 2025.

It’s typically best to fly out from Boston to Florida Keys at noon. Doing so could potentially save you 57% on the flight price compared to flying in the evening, which is usually more expensive.

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 December 18, 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
7.9
Good
8,005 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

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
7.9
Good
8,005 reviews
Delta
7.9
Good
8,005 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

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
11,054 reviews
Delta
7.9
Good
8,005 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

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
2,897 reviews
Delta
7.9
Good
8,005 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

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
8,190 reviews
Delta
7.9
Good
8,005 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

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
3,081 reviews
Delta
7.9
Good
8,005 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

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 $163, Delta can have you in Florida Keys from Boston in 3h 48m. Boston and Florida Keys are separated by a distance of 1259 mi. Most flights are nonstop.

  • What are the cheapest airlines to fly from Boston to Florida Keys one-way?

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $26. Spirit Airlines flights start at $35 while deals on Southwest start at $62 one-way.

  • What are the cheapest flights from Boston to Florida Keys?

    On average you can expect to pay $333 for a flight from Boston to Florida Keys. The cheapest flight overall is $184 while the most popular route, (Boston Logan Intl - Miami) is currently priced at $49.

  • 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, May is the cheapest month in which you can book a flight from Boston to Florida Keys (average of $176). Flying from Boston to Florida Keys in February is currently the most expensive (average of $274). 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$83Average$116FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$135Average$376FlexibilityNo cancel feeOn-time69%
DeltaCheapest$206Average$412FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$249Average$415FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$259Average$532FlexibilityNo cancel feeOn-time62%

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