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Florida Keys

$66+ 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 4/29. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — EYW
May 8 — May 151
Fri 5/8
Fri 5/15
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 April 8, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/6. 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 4/216:00 pm
BOS
-
MIA
Nonstop3h 29m
Spirit Airlines
Wed 4/2210:00 am
MIA
-
BOS
Nonstop3h 17m
Spirit Airlines
Deal found 4/6$107
This Trip.com deal was found by Cheapflights users on 4/6. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/236:00 pm
BOS
-
MIA
Nonstop3h 29m
Multiple Airlines
Tue 4/281:05 pm
MIA
-
BOS
1 stop12h 26m
Multiple Airlines
Deal found 4/6$118
This Trip.com deal was found by Cheapflights users on 4/7. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:00 pm
BOS
-
MIA
Nonstop3h 29m
Multiple Airlines
Tue 4/283:54 pm
MIA
-
BOS
1 stop9h 37m
Multiple Airlines
Deal found 4/7$120
This WAYA deal was found by Cheapflights users on 4/5. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/216:00 pm
BOS
-
MIA
Nonstop3h 29m
Multiple Airlines
Wed 4/227:04 pm
MIA
-
BOS
1 stop6h 27m
Multiple Airlines
Deal found 4/5$122
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
Wed 4/226:00 pm
BOS
-
MIA
Nonstop3h 29m
Multiple Airlines
Tue 4/281:05 pm
MIA
-
BOS
1 stop12h 26m
Multiple Airlines
Deal found 4/6$123
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
Sun 4/266:00 pm
BOS
-
MIA
Nonstop3h 29m
Multiple Airlines
Tue 5/55:22 pm
MIA
-
BOS
1 stop8h 02m
Multiple Airlines
Deal found 4/6$124
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
Thu 4/236:00 pm
BOS
-
MIA
Nonstop3h 29m
Multiple Airlines
Wed 4/291:10 pm
MIA
-
BOS
1 stop12h 21m
Multiple Airlines
Deal found 4/6$126
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
Thu 4/236:00 pm
BOS
-
MIA
Nonstop3h 29m
Multiple Airlines
Thu 4/305:25 am
MIA
-
BOS
1 stop26h 33m
Multiple Airlines
Deal found 4/6$127
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
Thu 4/236:00 pm
BOS
-
MIA
Nonstop3h 29m
Multiple Airlines
Sat 5/28:00 am
MIA
-
BOS
1 stop9h 33m
Multiple Airlines
Deal found 4/6$129
This Kiwi.com deal was found by Cheapflights users on 4/3. 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 5/15:55 am
BOS
-
EYW
1 stop7h 40m
Multiple Airlines
Thu 5/712:05 pm
EYW
-
BOS
1 stop21h 07m
Multiple Airlines
Deal found 4/3$311
This Kiwi.com deal was found by Cheapflights users on 4/5. 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.
Sun 4/129:06 am
BOS
-
EYW
1 stop25h 05m
Multiple Airlines
Sat 4/1811:54 am
EYW
-
BOS
2 stops46h 21m
Multiple Airlines
Deal found 4/5$312
This Kiwi.com deal was found by Cheapflights users on 4/3. 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 5/15:55 am
BOS
-
EYW
1 stop7h 40m
Multiple Airlines
Wed 5/611:46 am
EYW
-
BOS
2 stops13h 38m
Multiple Airlines
Deal found 4/3$313

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 April 8, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$107
(Kiwi.com)

One-way from

$66
(Trip.com)

Popular in

December

Cheapest in

September

Average price

$321
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. 11% potential increase in price ($35 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
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 April 8, 2026.
Use the filters below to find and compare flights from Boston to Florida Keys that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Tue 5/19

11:40 am-9:55 pm

2 stops10h 15m

Miami

Wed 5/27

12:35 pm-10:30 pm

2 stops9h 55m

$307

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sun 5/10

5:45 am-3:07 pm

2 stops9h 22m

Key West

Wed 5/13

2:49 pm-11:59 pm

2 stops9h 10m

$317

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Thu 6/25

3:18 pm-7:04 pm

Nonstop3h 46m

Miami

Tue 6/30

6:07 pm-1:31 am

1 stop7h 24m

$322

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Tue 7/28

6:00 am-3:07 pm

1 stop9h 07m

Key West

Tue 8/4

2:26 pm-9:55 pm

1 stop7h 29m

$327

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Sat 4/25

5:00 pm-8:36 pm

Nonstop3h 36m

Miami

Sun 5/3

7:00 am-10:21 am

Nonstop3h 21m

$357

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Mon 6/15

3:18 pm-7:04 pm

Nonstop3h 46m

Miami

Fri 6/19

11:30 am-2:59 pm

Nonstop3h 29m

$357

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Mon 7/6

5:30 am-12:30 pm

1 stop7h 00m

Miami

Mon 7/13

7:55 pm-11:33 pm

Nonstop3h 38m

$357
Quickest round-trip

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Thu 4/23

3:24 pm-6:59 pm

Nonstop3h 35m

Miami

Mon 5/4

7:00 am-10:21 am

Nonstop3h 21m

$363

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Fri 5/22

7:15 am-10:44 am

Nonstop3h 29m

Miami

Sat 6/6

7:57 pm-11:31 pm

Nonstop3h 34m

$373

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Wed 4/15

7:35 am-2:15 pm

1 stop6h 40m

Miami

Mon 4/20

6:05 am-3:05 pm

2 stops9h 00m

$382

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/7

Showing 1-10 of 42 resultsSorted by cheapest first
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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 $112). Flying from Boston to Florida Keys in April is currently the most expensive (average of $256). 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 April 8, 2026.

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.

Weekly flight availability from Boston to Florida Keys

Explore weekly flight availability from Boston to Florida Keys. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 8, 2026.

The most flights from BOS to zzEOA are scheduled on a Monday (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).

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 April 8, 2026.
See what other customers who have flown with Delta,JetBlue, andAmerican Airlines 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
8,389 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.8

Food

7.2

Comfort

7.9

Overall

7.9

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
8,389 reviews
Delta
7.9
Good
8,389 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.8

Food

7.2

Comfort

7.9

Overall

7.9

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
2,923 reviews
Delta
7.9
Good
8,389 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.8

Food

7.2

Comfort

7.9

Overall

7.9

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
7.1
Good
11,549 reviews
Delta
7.9
Good
8,389 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.8

Food

7.2

Comfort

7.9

Overall

7.9

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
8,604 reviews
Delta
7.9
Good
8,389 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.8

Food

7.2

Comfort

7.9

Overall

7.9

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
5.7
Fair
2,997 reviews
Delta
7.9
Good
8,389 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.8

Food

7.2

Comfort

7.9

Overall

7.9

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 $322, Southwest can have you in Florida Keys from Boston in 3h 46m. 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 airlines to fly from Boston to Florida Keys one-way?

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $36. Frontier flights start at $50 while deals on JetBlue start at $78 one-way.

  • What are the most reliable airlines from Boston to Florida Keys?

    Before booking your flight to Florida Keys from Boston, check out the most reliable airlines to get you to your destination on time: Republic Airways (75%), American Airlines (74%), JetBlue( 74%).

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

    On average you can expect to pay $426 for a flight from Boston to Florida Keys. The cheapest flight overall is $153 while the most popular route, (Boston Logan Intl - Miami) is currently priced at $96.

  • 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 $112). Flying from Boston to Florida Keys in April is currently the most expensive (average of $256). 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.

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Alternative routes for Boston to Florida Keys

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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 April 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$104Average$239FlexibilityNo cancel feeOn-time65%
DeltaCheapest$148Average$412FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$196Average$324FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$216Average$499FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$246Average$400FlexibilityNo cancel feeOn-time71%

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