Florida Keys

$40+ 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 2/20. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — EYW
Jan 26 — Feb 21
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Cheap flight deals from Massachusetts to Florida Keys

Discover tips and strategies to find the most affordable flight options for your journey from Massachusetts (USMA) to Florida Keys (zzEOA). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$63
(Mytrip)

One-way from

$42
(Frontier)
From Massachusetts to Florida Keys
One-way flight from Massachusetts to Florida Keys

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 January 21, 2025.

This Mytrip deal was found by Cheapflights users on 1/21. 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 2/310:34 amBOS - MIA
Nonstop3h 48mMultiple Airlines
Wed 2/123:53 pmMIA - BOS
Nonstop3h 21mMultiple Airlines
Deal found 1/21$63
This Cheapflightsfares deal was found by Cheapflights users on 1/20. 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.
Sun 2/211:38 amBOS - MIA
Nonstop3h 42mFrontier
Thu 2/277:05 amMIA - BOS
Nonstop3h 28mFrontier
Deal found 1/20$64
This Cheapflightsfares deal was found by Cheapflights users on 1/20. 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.
Wed 2/198:09 pmBOS - MIA
Nonstop3h 38mSpirit Airlines
Wed 2/263:53 pmMIA - BOS
Nonstop3h 21mSpirit Airlines
Deal found 1/20$76
This Frontier deal was found by Cheapflights users on 1/20. 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.
Sun 3/97:42 pmBDL - MIA
Nonstop3h 23mFrontier
Fri 3/218:00 amMIA - BDL
1 stop5h 59mFrontier
Deal found 1/20$126
This Delta deal was found by Cheapflights users on 1/20. 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 2/57:05 amBOS - MIA
Nonstop3h 50mDelta
Thu 2/137:15 pmMIA - BOS
Nonstop3h 25mDelta
Deal found 1/20$127
This JetBlue deal was found by Cheapflights users on 1/20. 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 2/46:35 amBOS - MIA
1 stop6h 28mJetBlue
Wed 2/198:36 pmMIA - BOS
Nonstop3h 23mJetBlue
Deal found 1/20$137
This American Airlines deal was found by Cheapflights users on 1/20. 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 2/86:04 pmBOS - MIA
Nonstop3h 52mAmerican Airlines
Wed 2/128:20 amMIA - BOS
Nonstop3h 14mAmerican Airlines
Deal found 1/20$153
This Southwest deal was found by Cheapflights users on 1/20. 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 3/312:50 pmBOS - MIA
1 stop8h 45mSouthwest
Wed 3/58:25 amMIA - BOS
2 stops13h 15mSouthwest
Deal found 1/20$184
This Mytrip deal was found by Cheapflights users on 1/20. 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 2/36:00 pmBDL - MIA
2 stops29h 29mMultiple Airlines
Thu 2/68:36 pmMIA - BDL
2 stops17h 15mMultiple Airlines
Deal found 1/20$185
This American Airlines deal was found by Cheapflights users on 1/21. 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 2/202:15 pmORH - MIA
1 stop7h 36mAmerican Airlines
Thu 2/279:39 pmMIA - ORH
1 stop16h 04mAmerican Airlines
Deal found 1/21$192
This Mytrip deal was found by Cheapflights users on 1/20. 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 2/36:00 pmBDL - MIA
2 stops29h 29mSpirit Airlines
Wed 2/122:20 pmMIA - BDL
2 stops20h 02mSpirit Airlines
Deal found 1/20$193
This Delta deal was found by Cheapflights users on 1/21. 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.
Sun 2/94:00 pmORH - MIA
1 stop5h 30mDelta
Mon 2/107:00 amMIA - ORH
1 stop7h 55mDelta
Deal found 1/21$212

Find flights from Massachusetts to Florida Keys within your budget

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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Mon 2/3

10:34 am-2:22 pm

Nonstop3h 48m

Miami

Wed 2/12

3:53 pm-7:14 pm

Nonstop3h 21m

$63

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Sun 2/2

11:38 am-3:20 pm

Nonstop3h 42m

Miami

Thu 2/20

7:05 am-10:33 am

Nonstop3h 28m

$64

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Tue 3/4

8:45 am-12:23 pm

Nonstop3h 38m

Miami

Tue 3/4

3:53 pm-7:14 pm

Nonstop3h 21m

$71

HartfordMiami

BDL - MIA

BDLMIA

Hartford Bradley Intl

Sun 3/9

7:42 pm-11:05 pm

Nonstop3h 23m

Miami

Fri 3/21

8:00 am-1:59 pm

1 stop5h 59m

$126

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Wed 2/5

7:05 am-10:55 am

Nonstop3h 50m

Miami

Thu 2/6

11:50 am-3:15 pm

Nonstop3h 25m

$127

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Tue 2/4

4:40 pm-11:48 pm

1 stop7h 08m

Miami

Thu 2/6

8:30 pm-11:55 pm

Nonstop3h 25m

$137

BostonMiami

BOS - MIA

BOSMIA

Boston Logan Intl

Sat 2/8

6:04 pm-9:56 pm

Nonstop3h 52m

Miami

Tue 2/11

8:08 pm-11:46 pm

Nonstop3h 38m

$153

HartfordMiami

BDL - MIA

BDLMIA

Hartford Bradley Intl

Mon 2/3

6:00 pm-11:29 pm

2 stops29h 29m

Miami

Thu 2/6

8:36 pm-1:51 pm

2 stops17h 15m

$185

WorcesterMiami

ORH - MIA

ORHMIA

Worcester

Thu 2/20

2:15 pm-9:51 pm

1 stop7h 36m

Miami

Thu 2/27

9:39 pm-1:43 pm

1 stop16h 04m

$192

HartfordMiami

BDL - MIA

BDLMIA

Hartford Bradley Intl

Mon 2/3

6:00 pm-11:29 pm

2 stops29h 29m

Miami

Wed 2/12

2:20 pm-10:22 am

2 stops20h 02m

$193

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

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.

Travel insights for flights from Massachusetts to Florida Keys

Get recent, data-driven insights about flights from Massachusetts to Florida Keys including ideal travel times, pricing trends, and more.

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 $531). 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 January 21, 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 January 21, 2025.
Peruse reviews from past customers who have flown with Spirit Airlines, American Airlines 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.
8.1
Very good
4,662 reviews

Comfort

8.1

Entertainment

7.7

Food

7.2

Boarding

8.2

Overall

8.1

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.1
Very good
4,662 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Entertainment

7.7

Food

7.2

Boarding

8.2

Overall

8.1

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
8,521 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Entertainment

7.7

Food

7.2

Boarding

8.2

Overall

8.1

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.5
Good
3,752 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Entertainment

7.7

Food

7.2

Boarding

8.2

Overall

8.1

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.4
Good
3,201 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Entertainment

7.7

Food

7.2

Boarding

8.2

Overall

8.1

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.4
Good
8,985 reviews
8.1
Very good
4,662 reviews

Comfort

8.1

Entertainment

7.7

Food

7.2

Boarding

8.2

Overall

8.1

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 Frontier, with whom users have recently found tickets for as low as $42. However, be on the lookout for offers from Spirit Airlines and Delta, 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 $531). 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.

Top 4 airlines flying from Massachusetts to Florida Keys

Discover the top 4 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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$214Average$575FlexibilityNo cancel feeOn-time62%
DeltaCheapest$216Average$344FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$240Average$396FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$246Average$386FlexibilityNo cancel feeOn-time69%
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