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Florida Keys

$65+ 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 1/28. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — EYW
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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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 November 3, 2025.

This Mytrip deal was found by Cheapflights users on 11/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/158:28 amBOS - MIA
1 stop11h 11mMultiple Airlines
Thu 1/88:00 amMIA - BOS
Nonstop3h 25mMultiple Airlines
Deal found 11/2$123
This Kiwi.com deal was found by Cheapflights users on 11/2. 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.
Wed 11/195:53 pmBOS - MIA
Nonstop3h 37mMultiple Airlines
Sat 11/229:59 pmMIA - BOS
1 stop9h 30mMultiple Airlines
Deal found 11/2$125
This Kiwi.com deal was found by Cheapflights users on 11/3. 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.
Mon 11/176:16 amBOS - MIA
2 stops29h 06mSpirit Airlines
Thu 11/2012:28 pmMIA - BOS
1 stop8h 21mSpirit Airlines
Deal found 11/3$126
This Delta deal was found by Cheapflights users on 11/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/157:55 pmBOS - MIA
Nonstop3h 37mDelta
Tue 11/186:55 amMIA - BOS
Nonstop3h 23mDelta
Deal found 11/1$127
This Kiwi.com deal was found by Cheapflights users on 11/2. 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.
Fri 12/510:52 amBOS - MIA
1 stop6h 44mFrontier
Thu 12/117:09 pmMIA - BOS
1 stop15h 13mFrontier
Deal found 11/2$129
This Kiwi.com deal was found by Cheapflights users on 11/2. 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.
Wed 11/195:53 pmBOS - MIA
Nonstop3h 37mMultiple Airlines
Tue 11/259:56 pmMIA - BOS
1 stop9h 33mMultiple Airlines
Deal found 11/2$130
This Kiwi.com deal was found by Cheapflights users on 11/2. 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.
Mon 12/811:23 amBOS - MIA
1 stop13h 23mFrontier
Thu 12/255:30 amMIA - BOS
1 stop19h 49mFrontier
Deal found 11/2$133
This Kiwi.com deal was found by Cheapflights users on 11/1. 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.
Sat 11/1511:43 amBOS - MIA
1 stop23h 17mMultiple Airlines
Sat 11/229:59 pmMIA - BOS
1 stop9h 30mMultiple Airlines
Deal found 11/1$135
This Delta deal was found by Cheapflights users on 11/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/57:59 pmBOS - MIA
Nonstop3h 38mDelta
Sat 12/66:53 amMIA - BOS
Nonstop3h 22mDelta
Deal found 11/2$137
This CheapOair deal was found by Cheapflights users on 11/3. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/178:40 amBOS - MIA
1 stop9h 27mFrontier
Thu 11/2011:55 amMIA - BOS
1 stop12h 49mFrontier
Deal found 11/3$138
This Expedia deal was found by Cheapflights users on 11/1. 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 12/115:45 amBOS - EYW
1 stop5h 35mSpirit Airlines
Sun 12/1412:20 pmEYW - BOS
1 stop11h 36mSpirit Airlines
Deal found 11/1$250
This Kiwi.com deal was found by Cheapflights users on 11/2. 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.
Sun 12/216:00 amBOS - EYW
2 stops53h 20mMultiple Airlines
Wed 12/318:45 pmEYW - BOS
1 stop15h 10mMultiple Airlines
Deal found 11/2$251

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 November 3, 2025.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$119
(Mytrip)

One-way from

$65
(CheapOair)

Popular in

April

Cheapest in

September

Average price

$267
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. 0% potential increase in price ($1 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 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 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 November 3, 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 12/10

3:20 pm-7:02 pm

Nonstop3h 42m

Miami

Thu 12/11

7:59 pm-11:25 pm

Nonstop3h 26m

$137

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Sat 12/6

7:59 pm-11:37 pm

Nonstop3h 38m

Miami

Tue 12/9

7:59 pm-11:25 pm

Nonstop3h 26m

$137

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Sat 12/6

7:59 pm-11:37 pm

Nonstop3h 38m

Miami

Thu 12/11

6:53 am-10:15 am

Nonstop3h 22m

$137

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Wed 12/10

11:00 am-6:50 pm

1 stop7h 50m

Miami

Fri 12/12

6:53 am-10:15 am

Nonstop3h 22m

$147

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Mon 11/17

3:59 pm-7:37 pm

Nonstop3h 38m

Miami

Mon 11/24

7:20 am-2:15 pm

1 stop6h 55m

$154

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Wed 12/10

7:45 am-4:10 pm

1 stop8h 25m

Miami

Fri 12/12

6:20 am-12:50 pm

1 stop6h 30m

$157

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Sat 12/6

5:05 pm-12:46 am

1 stop7h 41m

Miami

Fri 12/12

3:39 pm-10:26 pm

1 stop6h 47m

$157

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Tue 12/2

5:13 pm-12:46 am

1 stop7h 33m

Miami

Fri 12/5

3:39 pm-10:26 pm

1 stop6h 47m

$157

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Wed 12/3

6:25 pm-12:46 am

1 stop6h 21m

Miami

Sat 12/13

7:00 am-2:27 pm

1 stop7h 27m

$157

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Thu 2/5

1:30 pm-7:42 pm

1 stop6h 12m

Key West

Tue 2/10

6:08 pm-1:04 am

1 stop6h 56m

$248

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

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, September is the cheapest month in which you can book a flight from Boston to Florida Keys (average of $179). Flying from Boston to Florida Keys in February is currently the most expensive (average of $273). 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 November 3, 2025.

It’s typically best to fly out from Boston to Florida Keys at noon. Doing so could potentially save you 59% 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 November 3, 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
8,002 reviews

Food

7.3

Overall

7.9

Entertainment

7.9

Crew

8.5

Boarding

8.2

Comfort

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
8,002 reviews
Delta
7.9
Good
8,002 reviews

Food

7.3

Overall

7.9

Entertainment

7.9

Crew

8.5

Boarding

8.2

Comfort

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
7.2
Good
11,038 reviews
Delta
7.9
Good
8,002 reviews

Food

7.3

Overall

7.9

Entertainment

7.9

Crew

8.5

Boarding

8.2

Comfort

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
2,907 reviews
Delta
7.9
Good
8,002 reviews

Food

7.3

Overall

7.9

Entertainment

7.9

Crew

8.5

Boarding

8.2

Comfort

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
8,115 reviews
Delta
7.9
Good
8,002 reviews

Food

7.3

Overall

7.9

Entertainment

7.9

Crew

8.5

Boarding

8.2

Comfort

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
5.8
Fair
3,117 reviews
Delta
7.9
Good
8,002 reviews

Food

7.3

Overall

7.9

Entertainment

7.9

Crew

8.5

Boarding

8.2

Comfort

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 $137, Delta can have you in Florida Keys from Boston in 3h 42m. 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 $290 for a flight from Boston to Florida Keys. The cheapest flight overall is $113 while the most popular route, (Boston Logan Intl - Miami) is currently priced at $98.

  • 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, September is the cheapest month in which you can book a flight from Boston to Florida Keys (average of $179). Flying from Boston to Florida Keys in February is currently the most expensive (average of $273). 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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$66Average$102FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$135Average$375FlexibilityNo cancel feeOn-time69%
DeltaCheapest$178Average$352FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$222Average$526FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$252Average$411FlexibilityNo cancel feeOn-time71%

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