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$52+ Cheap flights from Florida Keys to Boston (BOS)

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 3/28. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — BOS
Mar 23 — Mar 301
Mon 3/23
Mon 3/30
1 adult, Economy
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Cheap flight deals from Florida Keys to Boston

Cheapest flights from Florida Keys to Boston
Explore the most affordable flight options available from Florida Keys to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 21, 2026.

This CheapOair deal was found by Cheapflights users on 2/17. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/3110:39 am
MIA
-
BOS
Nonstop3h 16m
Spirit Airlines
Tue 4/76:01 am
BOS
-
MIA
Nonstop3h 33m
Spirit Airlines
Deal found 2/17$78
This CheapOair deal was found by Cheapflights users on 2/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1010:39 am
MIA
-
BOS
Nonstop3h 16m
Spirit Airlines
Tue 4/146:01 am
BOS
-
MIA
Nonstop3h 33m
Spirit Airlines
Deal found 2/18$80
This Expedia deal was found by Cheapflights users on 2/20. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/68:37 pm
MIA
-
BOS
Nonstop3h 22m
Spirit Airlines
Tue 3/105:50 pm
BOS
-
MIA
Nonstop3h 42m
Spirit Airlines
Deal found 2/20$81
This Expedia deal was found by Cheapflights users on 2/18. 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.
Tue 3/38:37 pm
MIA
-
BOS
Nonstop3h 22m
Spirit Airlines
Wed 3/43:54 pm
BOS
-
MIA
Nonstop3h 38m
Spirit Airlines
Deal found 2/18$83
This Spirit deal was found by Cheapflights users on 2/17. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/58:37 pm
MIA
-
BOS
Nonstop3h 22m
Spirit Airlines
Sat 3/73:54 pm
BOS
-
MIA
Nonstop3h 38m
Spirit Airlines
Deal found 2/17$84
This CheapOair deal was found by Cheapflights users on 2/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/68:37 pm
MIA
-
BOS
Nonstop3h 22m
Spirit Airlines
Mon 3/95:50 pm
BOS
-
MIA
Nonstop3h 42m
Spirit Airlines
Deal found 2/19$86
This CheapOair deal was found by Cheapflights users on 2/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/68:37 pm
MIA
-
BOS
Nonstop3h 22m
Spirit Airlines
Sun 3/85:50 pm
BOS
-
MIA
Nonstop3h 42m
Spirit Airlines
Deal found 2/20$88
This Expedia deal was found by Cheapflights users on 2/18. 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.
Wed 2/258:37 pm
MIA
-
BOS
Nonstop3h 22m
Spirit Airlines
Wed 3/186:01 am
BOS
-
MIA
Nonstop3h 33m
Spirit Airlines
Deal found 2/18$89
This Kiwi.com deal was found by Cheapflights users on 2/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/38:37 pm
MIA
-
BOS
Nonstop3h 22m
Spirit Airlines
Wed 3/115:50 pm
BOS
-
MIA
Nonstop3h 42m
Spirit Airlines
Deal found 2/17$95
This CheapOair deal was found by Cheapflights users on 2/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/41:21 pm
MIA
-
BOS
Nonstop3h 24m
Spirit Airlines
Sun 3/83:54 pm
BOS
-
MIA
Nonstop3h 38m
Spirit Airlines
Deal found 2/19$96
This United Airlines deal was found by Cheapflights users on 2/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/56:28 pm
EYW
-
BOS
1 stop5h 29m
United Airlines
Tue 3/2410:30 am
BOS
-
EYW
1 stop7h 15m
United Airlines
Deal found 2/19$227
This Cheapflightsfares deal was found by Cheapflights users on 2/17. 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.
Fri 6/512:06 pm
EYW
-
BOS
1 stop11h 53m
Spirit Airlines
Fri 6/125:40 am
BOS
-
EYW
1 stop5h 31m
Spirit Airlines
Deal found 2/17$232

Find flight deals from Florida Keys to Boston

Keep the following information in mind while searching for Florida Keys to Boston flight deals. Data was last updated February 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$78
(Super.com)

One-way from

$52
(Cheapflightsfares)

Popular in

September

Cheapest in

November

Average price

$368
Provider with most accurate pricing for Key West-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Key West-Boston Logan Intl flights.
Search Deals
From Florida Keys to Boston Logan Intl
Search Deals
One-way flight from Florida Keys to Boston Logan Intl
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($31 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Florida Keys to Boston 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 February 21, 2026.
Use the filters below to find and compare flights from Florida Keys to Boston that are best for you.

Fly from

Florida Keys

Fly to

Boston

Route

Depart

Return

Price

MiamiBoston

MIA - BOS

MIABOS

Miami

Thu 3/5

8:37 pm-11:59 pm

Nonstop3h 22m

Boston Logan Intl

Sat 3/7

3:54 pm-7:32 pm

Nonstop3h 38m

$84

MiamiBoston

MIA - BOS

MIABOS

Miami

Fri 3/6

8:37 pm-11:59 pm

Nonstop3h 22m

Boston Logan Intl

Sun 3/8

3:54 pm-7:32 pm

Nonstop3h 38m

$94

MiamiBoston

MIA - BOS

MIABOS

Miami

Wed 4/29

1:10 pm-4:28 pm

Nonstop3h 18m

Boston Logan Intl

Sun 5/3

5:23 pm-8:55 pm

Nonstop3h 32m

$94

MiamiBoston

MIA - BOS

MIABOS

Miami

Fri 3/6

8:37 pm-11:59 pm

Nonstop3h 22m

Boston Logan Intl

Tue 3/10

6:10 pm-1:06 pm

2 stops18h 56m

$157

MiamiBoston

MIA - BOS

MIABOS

Miami

Fri 3/6

7:00 am-10:20 am

Nonstop3h 20m

Boston Logan Intl

Mon 3/9

7:54 pm-11:38 pm

Nonstop3h 44m

$177

MiamiBoston

MIA - BOS

MIABOS

Miami

Wed 3/25

10:26 am-5:32 pm

1 stop7h 06m

Boston Logan Intl

Tue 3/31

11:10 am-5:28 pm

1 stop6h 18m

$177

MiamiBoston

MIA - BOS

MIABOS

Miami

Fri 3/6

7:00 am-10:20 am

Nonstop3h 20m

Boston Logan Intl

Wed 3/11

1:00 pm-9:18 pm

1 stop8h 18m

$187

MiamiBoston

MIA - BOS

MIABOS

Miami

Thu 3/26

7:00 am-10:22 am

Nonstop3h 22m

Boston Logan Intl

Tue 3/31

6:50 pm-12:52 am

1 stop6h 02m

$202

MiamiBoston

MIA - BOS

MIABOS

Miami

Wed 4/1

6:00 am-11:28 am

1 stop5h 28m

Boston Logan Intl

Mon 4/6

7:05 am-10:46 am

Nonstop3h 41m

$202

MiamiBoston

MIA - BOS

MIABOS

Miami

Tue 3/10

7:00 am-1:15 pm

1 stop6h 15m

Boston Logan Intl

Tue 3/17

7:54 pm-11:38 pm

Nonstop3h 44m

$202

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/16

Showing 1-10 of 37 results
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Best time to book a flight from Florida Keys to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston 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 Boston

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

Currently, November is the cheapest month in which you can book a flight from Florida Keys to Boston (average of $170). Flying from Florida Keys to Boston in May is currently the most expensive (average of $321). 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 BOS?

Find hourly flight availability from Florida Keys to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 21, 2026.

When flying from Florida Keys to Boston, 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 Florida Keys to Boston

Explore weekly flight availability from Florida Keys to Boston. 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 February 21, 2026.

The most flights from zzEOA to BOS are scheduled on a Saturday (5 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (3 on average).

Reviews of airlines servicing Boston

Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated February 21, 2026.
Peruse reviews from past customers who have flown with Delta, American Airlines, and JetBlue from Florida Keys to Boston to help guide your decision. 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.
Delta
7.9
Good
8,228 reviews

Comfort

7.9

Entertainment

7.8

Overall

7.9

Crew

8.5

Boarding

8.1

Food

7.2

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
7.9
Good
8,228 reviews
Delta
7.9
Good
8,228 reviews

Comfort

7.9

Entertainment

7.8

Overall

7.9

Crew

8.5

Boarding

8.1

Food

7.2

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
11,334 reviews
Delta
7.9
Good
8,228 reviews

Comfort

7.9

Entertainment

7.8

Overall

7.9

Crew

8.5

Boarding

8.1

Food

7.2

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
JetBlue
7.2
Good
2,898 reviews
Delta
7.9
Good
8,228 reviews

Comfort

7.9

Entertainment

7.8

Overall

7.9

Crew

8.5

Boarding

8.1

Food

7.2

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Spirit Airlines
6.3
Okay
8,482 reviews
Delta
7.9
Good
8,228 reviews

Comfort

7.9

Entertainment

7.8

Overall

7.9

Crew

8.5

Boarding

8.1

Food

7.2

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Frontier
5.7
Fair
3,046 reviews
Delta
7.9
Good
8,228 reviews

Comfort

7.9

Entertainment

7.8

Overall

7.9

Crew

8.5

Boarding

8.1

Food

7.2

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

Find useful and relevant information for your journey from Florida Keys to Boston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Boston from Florida Keys?

    Boston Logan Intl (BOS) is the airport you will fly into if you book a flight from Florida Keys to Boston. It is only a 2.6 mi journey from Logan Intl (BOS) to Boston’s city center.

  • How long is the flight from Florida Keys to Boston?

    Departing from Florida Keys to Boston will take you 3h 20m. Florida Keys and Boston are separated by a distance of 1259 mi. All flights are typically nonstop.

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

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $38. However, be on the lookout for offers from Frontier and Southwest, as they are both options that can get you from Florida Keys to Boston for a low price.

  • What are the most reliable airlines from Florida Keys to Boston?

    Before booking your flight to Boston from Florida Keys, check out the most reliable airlines to get you to your destination on time: Republic Airways (81%), JetBlue (68%), TAP AIR PORTUGAL( 62%).

  • What are the cheapest flights from Florida Keys to Boston?

    Looking for the cheapest flight from Florida Keys to Boston? While on average our users pay $318, our data indicates the cheapest price to be $97. The most popular route (Miami - Boston Logan Intl), is priced around $80.

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

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

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

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

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

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

    Currently, November is the cheapest month in which you can book a flight from Florida Keys to Boston (average of $170). Flying from Florida Keys to Boston in May is currently the most expensive (average of $321). 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

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Medford
Cambridge
Hampton Beach
Watertown
Seekonk
Brockton
Concord
Seabrook
Cranston
Lincoln
Smithfield
Warwick
Peabody
York Beach
Londonderry
Swansea
Old Orchard Beach
Quincy
Waltham
Lowell

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Alternative routes for Florida Keys to Boston

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Florida Keys to Boston

Discover the top 2 airlines that operate flights from Florida Keys to Boston. 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 February 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$182Average$360FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$251Average$442FlexibilityNo cancel feeOn-time62%

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