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$71+ 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 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — BOS
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
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 December 18, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Wed 12/247:05 pmMIA - BOS
1 stop6h 09mMultiple Airlines
Fri 1/95:23 pmBOS - MIA
Nonstop3h 42mMultiple Airlines
Deal found 12/17$141
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Wed 12/247:05 pmMIA - BOS
1 stop6h 09mMultiple Airlines
Tue 1/66:00 amBOS - MIA
1 stop7h 06mMultiple Airlines
Deal found 12/17$162
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Mon 12/2911:05 pmMIA - BOS
1 stop12h 18mMultiple Airlines
Fri 1/95:23 pmBOS - MIA
Nonstop3h 42mMultiple Airlines
Deal found 12/17$163
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Thu 12/257:05 pmMIA - BOS
1 stop6h 14mMultiple Airlines
Fri 1/95:23 pmBOS - MIA
Nonstop3h 42mMultiple Airlines
Deal found 12/17$167
This Delta deal was found by Cheapflights users on 12/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/247:00 amMIA - BOS
Nonstop3h 19mDelta
Wed 1/73:30 pmBOS - MIA
Nonstop3h 46mDelta
Deal found 12/17$171
This Frontier deal was found by Cheapflights users on 12/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/247:05 pmMIA - BOS
1 stop6h 09mFrontier
Sat 1/311:37 amBOS - MIA
1 stop9h 32mFrontier
Deal found 12/17$183
This CheapOair deal was found by Cheapflights users on 12/15. 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 12/237:05 pmMIA - BOS
1 stop6h 19mFrontier
Sun 1/411:03 amBOS - MIA
1 stop8h 27mFrontier
Deal found 12/15$184
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Mon 12/2911:05 pmMIA - BOS
1 stop12h 18mMultiple Airlines
Wed 1/76:00 amBOS - MIA
1 stop7h 06mMultiple Airlines
Deal found 12/17$186
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Thu 12/255:30 amMIA - BOS
1 stop19h 49mMultiple Airlines
Tue 1/66:00 amBOS - MIA
1 stop7h 06mMultiple Airlines
Deal found 12/17$187
This Delta deal was found by Cheapflights users on 12/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/247:00 amMIA - BOS
Nonstop3h 19mDelta
Wed 12/316:15 pmBOS - MIA
1 stop6h 16mDelta
Deal found 12/17$189
This Delta deal was found by Cheapflights users on 12/16. 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 12/312:01 pmMIA - BOS
1 stop7h 07mDelta
Tue 1/63:00 pmBOS - MIA
1 stop6h 10mDelta
Deal found 12/16$191
This United Airlines deal was found by Cheapflights users on 12/15. 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.
Wed 12/315:10 pmEYW - BOS
1 stop6h 44mUnited Airlines
Sun 1/410:25 amBOS - EYW
1 stop6h 48mUnited Airlines
Deal found 12/15$217

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 December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$121
(Kiwi.com)

One-way from

$71
(CheapOair)

Popular in

September

Cheapest in

November

Average price

$410
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. 6% potential increase in price ($27 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 December 18, 2025.
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

Wed 2/18

6:00 am-2:15 pm

1 stop8h 15m

Boston Logan Intl

Mon 3/2

7:10 am-10:58 am

Nonstop3h 48m

$168

MiamiBoston

MIA - BOS

MIABOS

Miami

Wed 2/18

8:30 pm-11:59 pm

Nonstop3h 29m

Boston Logan Intl

Sat 2/28

6:00 pm-12:53 am

1 stop6h 53m

$168

MiamiBoston

MIA - BOS

MIABOS

Miami

Fri 1/16

1:59 pm-9:30 pm

1 stop7h 31m

Boston Logan Intl

Sun 1/25

7:05 am-10:53 am

Nonstop3h 48m

$173

MiamiBoston

MIA - BOS

MIABOS

Miami

Tue 1/13

10:29 am-4:15 pm

1 stop5h 46m

Boston Logan Intl

Tue 1/20

3:50 pm-7:33 pm

Nonstop3h 43m

$173

MiamiBoston

MIA - BOS

MIABOS

Miami

Thu 2/5

8:30 pm-11:59 pm

Nonstop3h 29m

Boston Logan Intl

Sun 2/8

7:00 am-12:54 pm

1 stop5h 54m

$173

MiamiBoston

MIA - BOS

MIABOS

Miami

Sat 1/10

7:00 am-12:23 pm

1 stop5h 23m

Boston Logan Intl

Mon 1/12

7:05 am-10:53 am

Nonstop3h 48m

$173

MiamiBoston

MIA - BOS

MIABOS

Miami

Thu 1/29

6:55 am-10:14 am

Nonstop3h 19m

Boston Logan Intl

Sun 2/1

4:00 pm-11:20 pm

1 stop7h 20m

$173

MiamiBoston

MIA - BOS

MIABOS

Miami

Thu 1/29

7:15 am-12:25 pm

1 stop5h 10m

Boston Logan Intl

Sun 2/1

4:10 pm-10:25 pm

1 stop6h 15m

$183

MiamiBoston

MIA - BOS

MIABOS

Miami

Wed 1/14

8:15 am-2:20 pm

1 stop6h 05m

Boston Logan Intl

Wed 1/21

1:00 pm-9:10 pm

1 stop8h 10m

$183

MiamiBoston

MIA - BOS

MIABOS

Miami

Fri 1/30

7:00 am-12:23 pm

1 stop5h 23m

Boston Logan Intl

Sun 2/1

5:00 pm-11:20 pm

1 stop6h 20m

$183

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 44 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 July is currently the most expensive (average of $316). 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 December 18, 2025.

A simple way to save on the total cost of your ticket is to fly from Florida Keys to Boston in the afternoon. If you’re flexible enough to do this you can expect to save up to 30% on your trip compared to booking a flight in the evening.

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 December 18, 2025.
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
8,005 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

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
8,005 reviews
Delta
7.9
Good
8,005 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

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
11,054 reviews
Delta
7.9
Good
8,005 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

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
2,897 reviews
Delta
7.9
Good
8,005 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

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
8,190 reviews
Delta
7.9
Good
8,005 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

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
5.8
Fair
3,081 reviews
Delta
7.9
Good
8,005 reviews

Overall

7.9

Crew

8.5

Comfort

7.9

Entertainment

7.9

Food

7.3

Boarding

8.1

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 6h 44m. Florida Keys and Boston are separated by a distance of 1374 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 Frontier, with whom users have recently found tickets for as low as $28. However, be on the lookout for offers from Spirit Airlines 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: JetBlue (76%), TAP AIR PORTUGAL (74%), Qatar Airways( 63%).

  • 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 $282, our data indicates the cheapest price to be $177. The most popular route (Miami - Boston Logan Intl), is priced around $51.

  • 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 July is currently the most expensive (average of $316). 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
Cambridge
Medford
Hampton Beach
Watertown
Seabrook
Seekonk
Brockton
Cranston
Lincoln
Lowell
Smithfield
Peabody
Quincy
York Beach
Warwick
Londonderry
Swansea
Old Orchard Beach
Waltham
Chelsea

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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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$182Average$347FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$277Average$474FlexibilityNo cancel feeOn-time62%

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