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$71+ Cheap flights from Massachusetts 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 3/29. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — EYW
feb. 10 — feb. 171
mar. 2/10
mar. 2/17
1 adult, Economy
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Cheap flight deals from Massachusetts to Florida Keys

Keep the following information in mind while searching for Massachusetts to Florida Keys flight deals. Data was last updated enero 11, 2026.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$98
(Booking.com)

One-way from

$71
(CheapOair)

Popular in

December

Cheapest in

September

Average price

$228
Provider with most accurate pricing for Boston Logan Intl-Miami flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Miami flights.
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From Massachusetts to Florida Keys
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One-way flight from Massachusetts to Florida Keys
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Highest demand for flights based on searches. 15% potential increase in price ($46 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find flight deals from Massachusetts to Florida Keys

Cheapest flights from Massachusetts to Florida Keys
Explore the most affordable flight options available from Massachusetts to Florida Keys. Find the lowest fares from popular airlines and budget airlines, with prices last updated on enero 11, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/10. 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.
sáb. 1/315:23 pmBOS - MIA
Nonstop3h 42mMultiple Airlines
sáb. 2/76:45 amMIA - BOS
1 stop18h 28mMultiple Airlines
Deal found 1/10$98
This Cheapflightsfares deal was found by Cheapflights users on 1/11. 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.
lun. 3/166:00 amBOS - MIA
Nonstop3h 34mSpirit Airlines
jue. 3/1910:39 amMIA - BOS
Nonstop3h 16mSpirit Airlines
Deal found 1/11$99
This Priceline deal was found by Cheapflights users on 1/10. 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.
sáb. 2/285:50 pmBOS - MIA
Nonstop3h 42mMultiple Airlines
mar. 3/37:09 pmMIA - BOS
1 stop6h 04mMultiple Airlines
Deal found 1/10$100
This Kiwi.com deal was found by Cheapflights users on 1/10. 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.
mié. 2/45:53 pmBOS - MIA
Nonstop3h 42mMultiple Airlines
mar. 2/177:05 amMIA - BOS
1 stop18h 08mMultiple Airlines
Deal found 1/10$103
This Expedia deal was found by Cheapflights users on 1/10. 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.
lun. 2/95:53 pmBOS - MIA
Nonstop3h 42mMultiple Airlines
mié. 2/116:59 pmMIA - BOS
1 stop6h 14mMultiple Airlines
Deal found 1/10$104
This Kiwi.com deal was found by Cheapflights users on 1/11. 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.
vie. 1/235:23 pmBOS - MIA
Nonstop3h 42mSpirit Airlines
mar. 2/312:55 pmMIA - BOS
Nonstop3h 23mSpirit Airlines
Deal found 1/11$105
This Kiwi.com deal was found by Cheapflights users on 1/11. 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.
sáb. 1/245:23 pmBOS - MIA
Nonstop3h 42mSpirit Airlines
mié. 1/2812:56 pmMIA - BOS
Nonstop3h 23mSpirit Airlines
Deal found 1/11$106
This Kiwi.com deal was found by Cheapflights users on 1/10. 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.
mar. 1/275:23 pmBOS - MIA
Nonstop3h 42mMultiple Airlines
lun. 2/26:45 amMIA - BOS
1 stop18h 28mMultiple Airlines
Deal found 1/10$107
This Kiwi.com deal was found by Cheapflights users on 1/10. 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.
mar. 2/246:00 amBOS - MIA
1 stop11h 49mMultiple Airlines
mié. 2/251:21 pmMIA - BOS
Nonstop3h 24mMultiple Airlines
Deal found 1/10$108
This Cheapflightsfares deal was found by Cheapflights users on 1/11. 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.
vie. 2/65:53 pmBOS - MIA
Nonstop3h 42mSpirit Airlines
sáb. 2/148:37 pmMIA - BOS
Nonstop3h 22mSpirit Airlines
Deal found 1/11$109
This Southwest deal was found by Cheapflights users on 1/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 2/38:50 amALB - MIA
1 stop7h 20mSouthwest
mar. 2/107:15 amMIA - ALB
1 stop5h 05mSouthwest
Deal found 1/8$127
This Southwest deal was found by Cheapflights users on 1/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 3/165:35 pmALB - MIA
1 stop5h 25mSouthwest
mié. 3/186:10 amMIA - ALB
1 stop5h 35mSouthwest
Deal found 1/8$141

Cheapflights Fare Finder

 
Customize your flight search to find flights from Massachusetts 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 enero 11, 2026.
Use the filters below to find and compare flights from Massachusetts to Florida Keys that are best for you.

Fly from

Massachusetts

Fly to

Florida Keys

Route

Depart

Return

Price

AlbanyMiami

ALB - MIA

ALBMIA

Albany Intl

mar. 2/3

8:50 am-4:10 pm

1 stop7h 20m

Miami

mar. 2/10

7:15 am-12:20 pm

1 stop5h 05m

$127

AlbanyMiami

ALB - MIA

ALBMIA

Albany Intl

mar. 2/3

3:40 pm-9:00 pm

1 stop5h 20m

Miami

sáb. 2/7

7:50 am-1:30 pm

1 stop5h 40m

$147

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

sáb. 2/7

10:05 am-6:54 pm

1 stop8h 49m

Miami

dom. 2/15

7:00 am-10:20 am

Nonstop3h 20m

$162

AlbanyMiami

ALB - MIA

ALBMIA

Albany Intl

lun. 2/9

12:45 pm-8:20 pm

1 stop7h 35m

Miami

lun. 2/16

5:55 am-12:45 pm

1 stop6h 50m

$163

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

mié. 2/4

7:05 am-10:53 am

Nonstop3h 48m

Miami

mié. 2/11

7:50 am-11:05 am

Nonstop3h 15m

$167

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

vie. 2/6

7:59 pm-11:51 pm

Nonstop3h 52m

Miami

mar. 2/10

7:50 am-11:05 am

Nonstop3h 15m

$167

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

mié. 1/28

7:59 pm-11:51 pm

Nonstop3h 52m

Miami

lun. 2/2

6:55 am-10:14 am

Nonstop3h 19m

$167

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

sáb. 2/7

1:00 pm-6:54 pm

1 stop5h 54m

Miami

vie. 2/13

11:34 am-6:21 pm

1 stop6h 47m

$172

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

mié. 1/28

7:05 am-10:53 am

Nonstop3h 48m

Miami

mié. 1/28

3:37 pm-10:22 pm

1 stop6h 45m

$177

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

dom. 1/25

5:35 am-2:18 pm

1 stop8h 43m

Miami

sáb. 1/31

6:55 am-10:14 am

Nonstop3h 19m

$177

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/11

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

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

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

Currently, May is the cheapest month in which you can book a flight from Massachusetts to Florida Keys (average of $169). Flying from Massachusetts to Florida Keys in March is currently the most expensive (average of $297). 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 MA to EOA?

Find hourly flight availability from Massachusetts 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 enero 11, 2026.

When flying from Massachusetts 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.

Related info for your journey

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

    There are many flights that can get you from Massachusetts to Florida Keys in 7h 20m. Fly via Southwest, Delta, or American Airlines to get the fastest option. There are 1226 mi between Massachusetts and Florida Keys. Both multi-stop and nonstop flights can be found to your destination and back.

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

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $26. However, be on the lookout for offers from Spirit Airlines and Southwest, as they are both options that can get you from Massachusetts to Florida Keys for a low price.

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

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from Massachusetts to Florida Keys (average of $169). Flying from Massachusetts to Florida Keys in March is currently the most expensive (average of $297). 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 Massachusetts to Florida Keys

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Massachusetts to Florida Keys

Discover the top 5 airlines that operate flights from Massachusetts 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 enero 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$83Average$182FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$135Average$389FlexibilityNo cancel feeOn-time69%
DeltaCheapest$206Average$407FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$247Average$412FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$273Average$528FlexibilityNo cancel feeOn-time62%

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