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Florida Keys

$74+ 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 7/3. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — EYW
Jun 23 — Jun 301
Mon 6/23
Mon 6/30
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 June 18, 2025.

Round-trip from

$106
(Cheapflightsfares)

One-way from

$74
(FlightHub)

Popular in

April

Cheapest in

September

Average price

$251
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. 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 June 2025
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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 June 18, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 6/17. 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 9/114:15 pmBOS - MIA
Nonstop3h 30mSpirit Airlines
Sun 9/147:00 amMIA - BOS
Nonstop3h 30mSpirit Airlines
Deal found 6/17$106
This Delta deal was found by Cheapflights users on 6/17. 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 9/103:50 pmBOS - MIA
Nonstop3h 40mDelta
Mon 9/157:55 pmMIA - BOS
Nonstop3h 29mDelta
Deal found 6/17$107
This JetBlue deal was found by Cheapflights users on 6/16. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/910:03 amBOS - MIA
Nonstop3h 23mJetBlue
Tue 9/162:22 pmMIA - BOS
Nonstop3h 23mJetBlue
Deal found 6/16$112
This Cheapflightsfares deal was found by Cheapflights users on 6/16. 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.
Thu 10/911:25 amBOS - MIA
Nonstop3h 36mFrontier
Sun 10/127:05 amMIA - BOS
Nonstop3h 25mFrontier
Deal found 6/16$143
This American Airlines deal was found by Cheapflights users on 6/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/186:13 pmBOS - MIA
Nonstop3h 37mAmerican Airlines
Mon 9/2212:38 pmMIA - BOS
Nonstop3h 22mAmerican Airlines
Deal found 6/17$147
This Southwest deal was found by Cheapflights users on 6/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/177:35 amBOS - MIA
1 stop6h 30mSouthwest
Tue 9/3011:40 amMIA - BOS
1 stop5h 25mSouthwest
Deal found 6/16$151
This FlightHub deal was found by Cheapflights users on 6/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/232:36 pmBOS - MIA
Nonstop3h 46mMultiple Airlines
Sat 8/3010:40 pmMIA - BOS
1 stop11h 01mMultiple Airlines
Deal found 6/17$161
This Southwest deal was found by Cheapflights users on 6/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/78:15 amALB - MIA
1 stop8h 05mSouthwest
Mon 8/186:05 amMIA - ALB
1 stop5h 55mSouthwest
Deal found 6/16$177
This American Airlines deal was found by Cheapflights users on 6/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/317:37 amALB - MIA
1 stop7h 13mAmerican Airlines
Tue 9/26:00 amMIA - ALB
1 stop5h 53mAmerican Airlines
Deal found 6/16$182
This Priceline deal was found by Cheapflights users on 6/16. 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 9/119:15 amBDL - MIA
1 stop9h 38mMultiple Airlines
Sun 10/129:05 amMIA - BDL
Nonstop3h 06mMultiple Airlines
Deal found 6/16$187
This Cheapflightsfares deal was found by Cheapflights users on 6/16. 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 8/166:45 amBDL - MIA
1 stop7h 35mSpirit Airlines
Fri 8/224:53 pmMIA - BDL
1 stop6h 13mSpirit Airlines
Deal found 6/16$191
This American Airlines deal was found by Cheapflights users on 6/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/285:36 amBDL - MIA
Nonstop3h 13mAmerican Airlines
Wed 8/68:17 pmMIA - BDL
Nonstop3h 08mAmerican Airlines
Deal found 6/17$193

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 June 18, 2025.
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

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Thu 9/11

4:15 pm-7:45 pm

Nonstop3h 30m

Miami

Sun 9/14

7:00 am-10:30 am

Nonstop3h 30m

$106

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Wed 9/10

3:50 pm-7:30 pm

Nonstop3h 40m

Miami

Mon 9/15

7:55 pm-11:24 pm

Nonstop3h 29m

$107

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Tue 9/9

10:03 am-1:26 pm

Nonstop3h 23m

Miami

Tue 9/16

2:22 pm-5:45 pm

Nonstop3h 23m

$112

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Wed 7/16

7:20 am-10:58 am

Nonstop3h 38m

Miami

Tue 7/22

8:02 pm-11:27 pm

Nonstop3h 25m

$159

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Sat 8/23

2:36 pm-6:22 pm

Nonstop3h 46m

Miami

Sat 8/30

10:40 pm-9:41 am

1 stop11h 01m

$161

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Mon 9/1

5:00 am-10:50 am

1 stop5h 50m

Miami

Wed 9/3

11:40 am-7:10 pm

1 stop7h 30m

$165

AlbanyMiami

ALB - MIA

ALBMIA

Albany Intl

Thu 8/7

8:15 am-4:20 pm

1 stop8h 05m

Miami

Mon 8/18

6:05 am-12:00 pm

1 stop5h 55m

$177

AlbanyMiami

ALB - MIA

ALBMIA

Albany Intl

Sun 8/31

7:37 am-2:50 pm

1 stop7h 13m

Miami

Tue 9/2

6:00 am-11:53 am

1 stop5h 53m

$182

HartfordMiami

BDL - MIA

BDLMIA

Hartford Bradley Intl

Thu 9/11

9:15 am-6:53 pm

1 stop9h 38m

Miami

Sun 10/12

9:05 am-12:11 pm

Nonstop3h 06m

$187

HartfordMiami

BDL - MIA

BDLMIA

Hartford Bradley Intl

Sat 8/16

6:45 am-2:20 pm

1 stop7h 35m

Miami

Fri 8/22

4:53 pm-11:06 pm

1 stop6h 13m

$191

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/17

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, August is the cheapest month in which you can book a flight from Massachusetts to Florida Keys (average of $328). Flying from Massachusetts to Florida Keys in March is currently the most expensive (average of $493). 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 June 18, 2025.

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.

Rainfall in Florida Keys by month

Plan your trip to Florida Keys by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Florida Keys ranges from 1.6 - 9.9 inches per month. September is typically the wettest month, when rainfall can reach 9.9 in. January is typically the driest time to visit Florida Keys when rainfall is around 1.6 in.

Temperature in Florida Keys by month

Plan your trip to Florida Keys by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Florida Keys, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 68.0 F).

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 June 18, 2025.
Peruse reviews from past customers who have flown with Breeze Airways, Southwest and Delta from Massachusetts to Florida Keys to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
182 reviews

Entertainment

6.6

Food

6.8

Overall

8.1

Comfort

8.2

Crew

8.8

Boarding

8.4

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
182 reviews
Breeze Airways
8.1
Very good
182 reviews

Entertainment

6.6

Food

6.8

Overall

8.1

Comfort

8.2

Crew

8.8

Boarding

8.4

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Southwest
8.0
Very good
4,280 reviews
Breeze Airways
8.1
Very good
182 reviews

Entertainment

6.6

Food

6.8

Overall

8.1

Comfort

8.2

Crew

8.8

Boarding

8.4

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Delta
8.0
Very good
7,965 reviews
Breeze Airways
8.1
Very good
182 reviews

Entertainment

6.6

Food

6.8

Overall

8.1

Comfort

8.2

Crew

8.8

Boarding

8.4

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
United Airlines
7.4
Good
8,809 reviews
Breeze Airways
8.1
Very good
182 reviews

Entertainment

6.6

Food

6.8

Overall

8.1

Comfort

8.2

Crew

8.8

Boarding

8.4

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
JetBlue
7.3
Good
2,923 reviews
Breeze Airways
8.1
Very good
182 reviews

Entertainment

6.6

Food

6.8

Overall

8.1

Comfort

8.2

Crew

8.8

Boarding

8.4

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

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.

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

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $74. However, be on the lookout for offers from Delta 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, August is the cheapest month in which you can book a flight from Massachusetts to Florida Keys (average of $328). Flying from Massachusetts to Florida Keys in March is currently the most expensive (average of $493). 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 June 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$66Average$100FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$145Average$377FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$213Average$532FlexibilityNo cancel feeOn-time62%
DeltaCheapest$216Average$357FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$258Average$412FlexibilityNo cancel feeOn-time71%

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