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Florida Keys

$43+ 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 4/25. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — EYW
Apr 8 — Apr 151
Tue 4/8
Tue 4/15
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 April 3, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$80
(Cheapflightsfares)

One-way from

$43
(Priceline)

Popular in

April

Cheapest in

September

Average price

$297
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. 6% potential increase in price ($16 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 April 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 April 3, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/1511:45 amBOS - MIA
Nonstop3h 44mMultiple Airlines
Fri 4/189:20 pmMIA - BOS
Nonstop3h 25mMultiple Airlines
Deal found 4/2$80
This Frontier deal was found by Cheapflights users on 4/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/1511:45 amBOS - MIA
Nonstop3h 44mFrontier
Sat 4/196:35 amMIA - BOS
Nonstop3h 37mFrontier
Deal found 4/2$82
This Cheapflightsfares deal was found by Cheapflights users on 4/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2910:50 amBOS - MIA
Nonstop3h 32mSpirit Airlines
Thu 5/14:45 pmMIA - BOS
Nonstop3h 24mSpirit Airlines
Deal found 4/2$84
This Cheapflightsfares deal was found by Cheapflights users on 4/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/58:27 pmBDL - MIA
Nonstop3h 17mFrontier
Thu 4/104:15 pmMIA - BDL
Nonstop3h 12mFrontier
Deal found 4/2$86
This Southwest deal was found by Cheapflights users on 4/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/55:40 pmBDL - MIA
1 stop5h 15mSouthwest
Wed 5/77:15 amMIA - BDL
1 stop7h 45mSouthwest
Deal found 4/1$159
This JetBlue Airways deal was found by Cheapflights users on 4/2. 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 JetBlue Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/127:42 pmBOS - MIA
Nonstop3h 31mJetBlue
Fri 5/166:00 amMIA - BOS
Nonstop3h 25mJetBlue
Deal found 4/2$167
This American Airlines deal was found by Cheapflights users on 4/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/173:00 pmBOS - MIA
Nonstop3h 35mAmerican Airlines
Thu 5/299:04 pmMIA - BOS
Nonstop3h 15mAmerican Airlines
Deal found 4/2$172
This Delta deal was found by Cheapflights users on 4/2. 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.
Wed 5/74:30 pmBOS - MIA
Nonstop3h 34mDelta
Sat 5/247:35 pmMIA - BOS
Nonstop3h 29mDelta
Deal found 4/2$173
This American Airlines deal was found by Cheapflights users on 4/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/12:46 pmALB - MIA
1 stop5h 26mAmerican Airlines
Thu 5/87:20 pmMIA - ALB
1 stop5h 38mAmerican Airlines
Deal found 4/2$188
This American Airlines deal was found by Cheapflights users on 4/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/275:40 amBDL - MIA
Nonstop3h 21mAmerican Airlines
Wed 4/308:22 amMIA - BDL
1 stop5h 14mAmerican Airlines
Deal found 4/2$188
This FlightHub deal was found by Cheapflights users on 4/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/309:15 amBDL - MIA
1 stop9h 38mSpirit Airlines
Sat 8/27:58 pmMIA - BDL
1 stop12h 12mSpirit Airlines
Deal found 4/2$190
This American Airlines deal was found by Cheapflights users on 4/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/172:16 pmORH - MIA
1 stop18h 13mAmerican Airlines
Sat 5/317:33 amMIA - ORH
1 stop6h 12mAmerican Airlines
Deal found 4/2$204

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 April 3, 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

Tue 4/15

11:45 am-3:29 pm

Nonstop3h 44m

Miami

Fri 4/18

9:20 pm-12:45 am

Nonstop3h 25m

$80

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Tue 4/15

11:45 am-3:29 pm

Nonstop3h 44m

Miami

Sat 4/19

6:35 am-10:12 am

Nonstop3h 37m

$82

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Fri 4/25

5:50 pm-9:28 pm

Nonstop3h 38m

Miami

Wed 4/30

9:20 pm-12:45 am

Nonstop3h 25m

$83

HartfordMiami

BDL - MIA

BDLMIA

Hartford Bradley Intl

Sun 4/27

7:16 am-10:29 am

Nonstop3h 13m

Miami

Wed 4/30

9:00 pm-11:59 pm

Nonstop2h 59m

$139

HartfordMiami

BDL - MIA

BDLMIA

Hartford Bradley Intl

Mon 5/5

5:40 pm-10:55 pm

1 stop5h 15m

Miami

Wed 5/7

7:15 am-3:00 pm

1 stop7h 45m

$159

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Thu 4/24

6:00 am-9:33 am

Nonstop3h 33m

Miami

Wed 4/30

7:05 am-10:23 am

Nonstop3h 18m

$160

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Tue 5/6

6:40 am-10:16 am

Nonstop3h 36m

Miami

Fri 5/9

6:00 am-9:25 am

Nonstop3h 25m

$167

HartfordMiami

BDL - MIA

BDLMIA

Hartford Bradley Intl

Sat 4/12

8:27 pm-11:44 pm

Nonstop3h 17m

Miami

Sun 4/13

4:15 pm-7:27 pm

Nonstop3h 12m

$169

AlbanyMiami

ALB - MIA

ALBMIA

Albany Intl

Thu 5/1

2:46 pm-8:12 pm

1 stop5h 26m

Miami

Thu 5/8

7:20 pm-12:58 am

1 stop5h 38m

$188

HartfordMiami

BDL - MIA

BDLMIA

Hartford Bradley Intl

Wed 7/30

9:15 am-6:53 pm

1 stop9h 38m

Miami

Sat 8/2

7:58 pm-8:10 am

1 stop12h 12m

$190

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/2

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 April 3, 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.

Weekly flight availability from Massachusetts to Florida Keys

Explore weekly flight availability from Massachusetts 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 3, 2025.

The most flights from USMA to zzEOA are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

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 April 3, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, 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.
Alaska Airlines
8.0
Very good
9,825 reviews

Crew

8.5

Food

7.1

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,825 reviews
Alaska Airlines
8.0
Very good
9,825 reviews

Crew

8.5

Food

7.1

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Southwest
8.0
Very good
4,274 reviews
Alaska Airlines
8.0
Very good
9,825 reviews

Crew

8.5

Food

7.1

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,897 reviews
Alaska Airlines
8.0
Very good
9,825 reviews

Crew

8.5

Food

7.1

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,619 reviews
Alaska Airlines
8.0
Very good
9,825 reviews

Crew

8.5

Food

7.1

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
JetBlue
7.3
Good
2,920 reviews
Alaska Airlines
8.0
Very good
9,825 reviews

Crew

8.5

Food

7.1

Boarding

8.2

Comfort

7.9

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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 $43. However, be on the lookout for offers from Frontier and American Airlines, 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

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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 April 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$66Average$102FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$210Average$538FlexibilityNo cancel feeOn-time62%
DeltaCheapest$216Average$353FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$226Average$382FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$258Average$405FlexibilityNo cancel feeOn-time71%

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