Massachusetts

$69+ Cheap flights from Florida Keys to Massachusetts

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 9/16. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — BOS
jul. 30 — ago. 61
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Cheap flight deals from Florida Keys to Massachusetts

Keep the following information in mind while searching for Florida Keys to Massachusetts flight deals. Data was last updated julio 25, 2025.

Round-trip from

$129
(American Airlines)

One-way from

$69
(Delta)

Popular in

December

Cheapest in

September

Average price

$445
From Florida Keys to Massachusetts
One-way flight from Florida Keys to Massachusetts
Highest demand for flights based on searches. 15% potential increase in price ($73 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($17 potential savings vs. average RT price).
Average for round-trip flights in July 2025

Find flight deals from Florida Keys to Massachusetts

Cheapest flights from Florida Keys to Massachusetts
Explore the most affordable flight options available from Florida Keys to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 25, 2025.

This American Airlines deal was found by Cheapflights users on 7/24. 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.
lun. 8/1111:29 amMIA - BOS
Nonstop3h 20mAmerican Airlines
lun. 8/186:15 pmBOS - MIA
Nonstop3h 34mAmerican Airlines
Deal found 7/24$129
This Cheapflightsfares deal was found by Cheapflights users on 7/24. 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.
mié. 8/203:40 pmMIA - BOS
1 stop6h 54mSpirit Airlines
jue. 8/213:25 pmBOS - MIA
Nonstop3h 41mSpirit Airlines
Deal found 7/24$134
This Delta deal was found by Cheapflights users on 7/24. 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.
sáb. 10/47:25 pmMIA - BOS
1 stop5h 53mDelta
mié. 10/85:30 amBOS - MIA
1 stop6h 05mDelta
Deal found 7/24$137
This Orbitz deal was found by Cheapflights users on 7/22. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 10/59:56 amMIA - BOS
Nonstop3h 27mMultiple Airlines
jue. 10/911:25 amBOS - MIA
Nonstop3h 36mMultiple Airlines
Deal found 7/22$139
This FlightHub deal was found by Cheapflights users on 7/22. 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.
mar. 10/74:53 pmMIA - BDL
1 stop5h 54mMultiple Airlines
jue. 10/912:59 pmBDL - MIA
Nonstop3h 16mMultiple Airlines
Deal found 7/22$145
This Southwest deal was found by Cheapflights users on 7/24. 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.
sáb. 10/45:00 pmMIA - BOS
1 stop5h 15mSouthwest
mié. 10/85:30 amBOS - MIA
1 stop5h 25mSouthwest
Deal found 7/24$151
This American Airlines deal was found by Cheapflights users on 7/22. 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.
sáb. 9/137:48 pmMIA - BDL
Nonstop3h 12mAmerican Airlines
mié. 9/175:43 amBDL - MIA
Nonstop3h 13mAmerican Airlines
Deal found 7/22$157
This American Airlines deal was found by Cheapflights users on 7/24. 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.
sáb. 8/236:16 amMIA - ALB
1 stop4h 34mAmerican Airlines
sáb. 8/302:53 pmALB - MIA
1 stop6h 06mAmerican Airlines
Deal found 7/24$159
This Frontier deal was found by Cheapflights users on 7/22. 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.
jue. 10/239:05 amMIA - BDL
Nonstop3h 06mFrontier
dom. 10/2612:59 pmBDL - MIA
Nonstop3h 16mFrontier
Deal found 7/22$160
This Cheapflightsfares deal was found by Cheapflights users on 7/22. 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.
jue. 8/144:53 pmMIA - BDL
1 stop6h 30mSpirit Airlines
mié. 8/276:45 amBDL - MIA
1 stop7h 46mSpirit Airlines
Deal found 7/22$172
This Southwest deal was found by Cheapflights users on 7/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 8/207:10 amMIA - BDL
1 stop4h 55mSouthwest
sáb. 8/233:40 pmBDL - MIA
1 stop4h 55mSouthwest
Deal found 7/21$176
This Southwest deal was found by Cheapflights users on 7/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 8/197:10 amMIA - ALB
1 stop4h 50mSouthwest
mié. 8/275:50 amALB - MIA
1 stop5h 05mSouthwest
Deal found 7/21$176

Cheapflights Fare Finder

 
Customize your flight search to find flights from Florida Keys to Massachusetts 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 julio 25, 2025.
Use the filters below to find and compare flights from Florida Keys to Massachusetts that are best for you.

Fly from

Florida Keys

Fly to

Massachusetts

Route

Depart

Return

Price

MiamiBoston

MIA - BOS

MIABOS

Miami

lun. 8/11

11:29 am-2:49 pm

Nonstop3h 20m

Boston Logan Intl

lun. 8/18

6:15 pm-9:49 pm

Nonstop3h 34m

$129

MiamiBoston

MIA - BOS

MIABOS

Miami

sáb. 8/16

11:09 am-2:30 pm

Nonstop3h 21m

Boston Logan Intl

mar. 8/19

6:30 am-2:31 pm

1 stop8h 01m

$133

MiamiBoston

MIA - BOS

MIABOS

Miami

jue. 9/4

7:30 pm-1:24 am

1 stop5h 54m

Boston Logan Intl

lun. 9/8

5:15 am-11:25 am

1 stop6h 10m

$137

MiamiBoston

MIA - BOS

MIABOS

Miami

dom. 10/5

9:56 am-1:23 pm

Nonstop3h 27m

Boston Logan Intl

jue. 10/9

11:25 am-3:01 pm

Nonstop3h 36m

$139

MiamiBoston

MIA - BOS

MIABOS

Miami

sáb. 10/4

5:00 pm-10:15 pm

1 stop5h 15m

Boston Logan Intl

mié. 10/8

5:30 am-10:55 am

1 stop5h 25m

$151

MiamiHartford

MIA - BDL

MIABDL

Miami

sáb. 9/13

7:48 pm-11:00 pm

Nonstop3h 12m

Hartford Bradley Intl

mié. 9/17

5:43 am-8:56 am

Nonstop3h 13m

$157

MiamiAlbany

MIA - ALB

MIAALB

Miami

sáb. 8/23

6:16 am-10:50 am

1 stop4h 34m

Albany Intl

sáb. 8/30

2:53 pm-8:59 pm

1 stop6h 06m

$159

MiamiHartford

MIA - BDL

MIABDL

Miami

jue. 10/9

9:05 am-12:11 pm

Nonstop3h 06m

Hartford Bradley Intl

dom. 10/19

12:59 pm-4:15 pm

Nonstop3h 16m

$170

MiamiHartford

MIA - BDL

MIABDL

Miami

jue. 8/14

4:53 pm-11:23 pm

1 stop6h 30m

Hartford Bradley Intl

mié. 8/27

6:45 am-2:31 pm

1 stop7h 46m

$172

MiamiHartford

MIA - BDL

MIABDL

Miami

sáb. 9/13

6:05 am-12:00 pm

1 stop5h 55m

Hartford Bradley Intl

mié. 9/17

2:15 pm-9:15 pm

1 stop7h 00m

$176

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/24

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

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

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

Currently, January is the cheapest month in which you can book a flight from Florida Keys to Massachusetts (average of $218). Flying from Florida Keys to Massachusetts in July is currently the most expensive (average of $311). 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 EOA to MA?

Find hourly flight availability from Florida Keys to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated julio 25, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Florida Keys to Massachusetts as you normally would.

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. 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 Massachusetts. Reviews last updated julio 25, 2025.
Read reviews from past customers who have flown Southwest, Delta, and Breeze Airways from Florida Keys to Massachusetts. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.1

Food

7.0

Comfort

8.0

Overall

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Boarding

8.1

Food

7.0

Comfort

8.0

Overall

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
8.0
Very good

Boarding

8.1

Food

7.0

Comfort

8.0

Overall

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Boarding

8.1

Food

7.0

Comfort

8.0

Overall

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Boarding

8.1

Food

7.0

Comfort

8.0

Overall

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Boarding

8.1

Food

7.0

Comfort

8.0

Overall

8.0

Entertainment

7.6

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

Find useful and relevant information for your journey from Florida Keys to Massachusetts. 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 Florida Keys to Massachusetts one-way?

    To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at $69. Spirit Airlines flights start at $70 while deals on Frontier start at $71 one-way.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Florida Keys to Massachusetts (average of $218). Flying from Florida Keys to Massachusetts in July is currently the most expensive (average of $311). 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 Florida Keys to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from Florida Keys to Massachusetts

Discover the top 3 airlines that operate flights from Florida Keys to Massachusetts. 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 julio 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$216Average$357FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$236Average$502FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$241Average$337FlexibilityNo cancel feeOn-time71%

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