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$91+ 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 4/28. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — BOS
May 8 — May 151
Fri 5/8
Fri 5/15
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 April 8, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/6. 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 4/213:49 pm
MIA
-
BOS
Nonstop3h 17m
Spirit Airlines
Sat 4/256:00 pm
BOS
-
MIA
Nonstop3h 29m
Spirit Airlines
Deal found 4/6$109
This Cheapflightsfares deal was found by Cheapflights users on 4/4. 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 4/1910:00 am
MIA
-
BOS
Nonstop3h 17m
Spirit Airlines
Tue 4/216:00 pm
BOS
-
MIA
Nonstop3h 29m
Spirit Airlines
Deal found 4/4$117
This CheapOair deal was found by Cheapflights users on 4/6. 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 4/2210:00 am
MIA
-
BOS
Nonstop3h 17m
Spirit Airlines
Tue 4/2811:20 am
BOS
-
MIA
Nonstop3h 24m
Spirit Airlines
Deal found 4/6$118
This Cheapflightsfares deal was found by Cheapflights users on 4/6. 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 4/223:49 pm
MIA
-
BOS
Nonstop3h 17m
Spirit Airlines
Sun 4/266:00 pm
BOS
-
MIA
Nonstop3h 29m
Spirit Airlines
Deal found 4/6$119
This CheapOair deal was found by Cheapflights users on 4/6. 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 4/223:49 pm
MIA
-
BOS
Nonstop3h 17m
Spirit Airlines
Sat 4/256:00 pm
BOS
-
MIA
Nonstop3h 29m
Spirit Airlines
Deal found 4/6$120
This WAYA deal was found by Cheapflights users on 4/4. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/185:05 am
MIA
-
BOS
1 stop6h 42m
Multiple Airlines
Sun 4/2611:20 am
BOS
-
MIA
Nonstop3h 24m
Multiple Airlines
Deal found 4/4$122
This Kiwi.com deal was found by Cheapflights users on 4/6. 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 4/213:49 pm
MIA
-
BOS
Nonstop3h 17m
Multiple Airlines
Tue 4/2812:52 pm
BOS
-
MIA
1 stop9h 39m
Multiple Airlines
Deal found 4/6$123
This WAYA deal was found by Cheapflights users on 4/5. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/217:04 pm
MIA
-
BOS
1 stop6h 27m
Multiple Airlines
Sat 4/256:00 pm
BOS
-
MIA
Nonstop3h 29m
Multiple Airlines
Deal found 4/5$124
This Kiwi.com deal was found by Cheapflights users on 4/6. 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 4/217:04 pm
MIA
-
BOS
1 stop6h 27m
Multiple Airlines
Sun 4/2611:20 am
BOS
-
MIA
Nonstop3h 24m
Multiple Airlines
Deal found 4/6$125
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
Mon 4/2010:00 am
MIA
-
BOS
Nonstop3h 17m
Spirit Airlines
Tue 4/286:00 pm
BOS
-
MIA
Nonstop3h 29m
Spirit Airlines
Deal found 4/6$126
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
Mon 4/2010:00 am
MIA
-
BOS
Nonstop3h 17m
Spirit Airlines
Mon 4/2711:20 am
BOS
-
MIA
Nonstop3h 24m
Spirit Airlines
Deal found 4/6$128
This eDestinos deal was found by Cheapflights users on 4/6. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1710:00 am
MIA
-
BOS
Nonstop3h 17m
Spirit Airlines
Tue 4/216:00 pm
BOS
-
MIA
Nonstop3h 29m
Spirit Airlines
Deal found 4/6$130

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 April 8, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$109
(Kiwi.com)

One-way from

$91
(Kiwi.com)

Popular in

April

Cheapest in

November

Average price

$649
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. 13% potential increase in price ($60 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($23 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 April 8, 2026.
Use the filters below to find and compare flights from Florida Keys to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MiamiBoston

MIA - BOS

MIABOS

Miami

Tue 5/5

11:18 am-2:50 pm

Nonstop3h 32m

Boston Logan Intl

Tue 5/12

10:30 am-6:20 pm

1 stop7h 50m

$227

MiamiBoston

MIA - BOS

MIABOS

Miami

Sat 5/16

6:15 am-3:10 pm

2 stops8h 55m

Boston Logan Intl

Tue 5/19

10:45 am-9:55 pm

2 stops11h 10m

$247

MiamiBoston

MIA - BOS

MIABOS

Miami

Tue 5/5

12:10 pm-9:20 pm

2 stops9h 10m

Boston Logan Intl

Tue 5/12

12:55 pm-9:55 pm

2 stops9h 00m

$247

MiamiBoston

MIA - BOS

MIABOS

Miami

Wed 7/22

7:30 am-2:23 pm

1 stop6h 53m

Boston Logan Intl

Tue 8/4

9:05 am-6:11 pm

1 stop9h 06m

$247

MiamiBoston

MIA - BOS

MIABOS

Miami

Sat 5/9

6:15 am-1:35 pm

2 stops7h 20m

Boston Logan Intl

Tue 5/12

11:40 am-9:55 pm

2 stops10h 15m

$247

MiamiBoston

MIA - BOS

MIABOS

Miami

Thu 5/7

7:57 pm-11:31 pm

Nonstop3h 34m

Boston Logan Intl

Tue 5/12

9:10 am-2:56 pm

1 stop5h 46m

$252

MiamiBoston

MIA - BOS

MIABOS

Miami

Sat 5/16

7:00 am-1:51 pm

1 stop6h 51m

Boston Logan Intl

Sun 5/17

6:00 am-1:13 pm

1 stop7h 13m

$262
Quickest round-trip

MiamiBoston

MIA - BOS

MIABOS

Miami

Wed 4/29

7:00 am-10:21 am

Nonstop3h 21m

Boston Logan Intl

Sun 5/3

8:05 pm-11:35 pm

Nonstop3h 30m

$262

MiamiBoston

MIA - BOS

MIABOS

Miami

Fri 5/8

6:20 am-3:10 pm

2 stops8h 50m

Boston Logan Intl

Tue 5/12

11:40 am-9:55 pm

2 stops10h 15m

$272

MiamiBoston

MIA - BOS

MIABOS

Miami

Wed 6/3

12:35 pm-10:30 pm

2 stops9h 55m

Boston Logan Intl

Mon 6/8

5:25 am-4:25 pm

2 stops11h 00m

$272

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/5

Showing 1-10 of 44 resultsSorted by cheapest first
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5

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 April is currently the most expensive (average of $478). 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 April 8, 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 April 8, 2026.

The most flights from zzEOA to BOS are scheduled on a Monday (2 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (1 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 April 8, 2026.
Peruse reviews from past customers who have flown with Delta,JetBlue, andAmerican Airlines 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
8,389 reviews

Boarding

8.1

Crew

8.5

Food

7.2

Comfort

7.9

Overall

7.9

Entertainment

7.8

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
8,389 reviews
Delta
7.9
Good
8,389 reviews

Boarding

8.1

Crew

8.5

Food

7.2

Comfort

7.9

Overall

7.9

Entertainment

7.8

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
2,923 reviews
Delta
7.9
Good
8,389 reviews

Boarding

8.1

Crew

8.5

Food

7.2

Comfort

7.9

Overall

7.9

Entertainment

7.8

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
7.1
Good
11,549 reviews
Delta
7.9
Good
8,389 reviews

Boarding

8.1

Crew

8.5

Food

7.2

Comfort

7.9

Overall

7.9

Entertainment

7.8

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
8,604 reviews
Delta
7.9
Good
8,389 reviews

Boarding

8.1

Crew

8.5

Food

7.2

Comfort

7.9

Overall

7.9

Entertainment

7.8

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
2,997 reviews
Delta
7.9
Good
8,389 reviews

Boarding

8.1

Crew

8.5

Food

7.2

Comfort

7.9

Overall

7.9

Entertainment

7.8

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 32m. Florida Keys and Boston are separated by a distance of 1259 mi. This flight may include one or multiple stops.

  • 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 $42. However, be on the lookout for offers from Frontier and Delta, 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: TAP AIR PORTUGAL (72%), JetBlue (72%), Qatar Airways( 68%).

  • 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 $386, our data indicates the cheapest price to be $198. The most popular route (Miami - Boston Logan Intl), is priced around $96.

  • 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 April is currently the most expensive (average of $478). 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
Concord
Hampton Beach
Watertown
Brockton
Seekonk
Cranston
Chelsea
Seabrook
Warwick
Peabody
York Beach
Londonderry
Swansea
Old Orchard Beach
Lincoln
Quincy
Waltham
Lowell

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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 April 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$182Average$364FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$251Average$478FlexibilityNo cancel feeOn-time62%

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