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Cheap flights from Florida Keys to Boston (BOS)

EYW — BOS
Jun 26 — Jul 31
Fri 6/26
Fri 7/3
1 adult, Economy
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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 May 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$197
(Delta)

One-way from

$122
(Kiwi.com)

Popular in

April

Cheapest in

November

Average price

$399
Provider with most accurate pricing for Key West-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for Key West-Boston Logan Intl flights.
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From Florida Keys to Boston Logan Intl
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One-way flight from Florida Keys to Boston Logan Intl
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Highest demand for flights based on searches. 12% potential increase in price ($57 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in May 2026
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Cheapflights Insights

Everything you need to know about your flight from Florida Keys to Boston

How far ahead should I book a flight from Florida Keys to Boston?

The best time to book flights from Florida Keys to Boston is 80 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, August is the cheapest month in which you can book a flight from Florida Keys to Boston (average of $42). Flying from Florida Keys to Boston in July is currently the most expensive (average of $89). 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.

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 May 27, 2026.
Peruse reviews from past customers who have flown with Delta,American Airlines, andJetBlue 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
8,425 reviews

Overall

7.9

Boarding

8.1

Comfort

7.8

Food

7.2

Entertainment

7.8

Crew

8.5

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
8,425 reviews
Delta
7.9
Good
8,425 reviews

Overall

7.9

Boarding

8.1

Comfort

7.8

Food

7.2

Entertainment

7.8

Crew

8.5

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
11,639 reviews
Delta
7.9
Good
8,425 reviews

Overall

7.9

Boarding

8.1

Comfort

7.8

Food

7.2

Entertainment

7.8

Crew

8.5

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
7.1
Good
2,982 reviews
Delta
7.9
Good
8,425 reviews

Overall

7.9

Boarding

8.1

Comfort

7.8

Food

7.2

Entertainment

7.8

Crew

8.5

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
6.2
Okay
Delta
7.9
Good
8,425 reviews

Overall

7.9

Boarding

8.1

Comfort

7.8

Food

7.2

Entertainment

7.8

Crew

8.5

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
5.6
Fair
2,932 reviews
Delta
7.9
Good
8,425 reviews

Overall

7.9

Boarding

8.1

Comfort

7.8

Food

7.2

Entertainment

7.8

Crew

8.5

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 16m. 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 Spirit Airlines, with whom users have recently found tickets for as low as $41. 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: Republic Airways (100%), Qatar Airways (88%), American Airlines( 83%).

  • 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, August is the cheapest month in which you can book a flight from Florida Keys to Boston (average of $42). Flying from Florida Keys to Boston in July is currently the most expensive (average of $89). 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
Waltham
Cambridge
Concord
Hampton Beach
Brockton
Watertown
Seekonk
Cranston
Chelsea
Warwick
Peabody
York Beach
Londonderry
Swansea
Old Orchard Beach
Auburn
Lowell
Smithfield
Braintree
Sandwich

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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 May 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$182Average$356FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$251Average$440FlexibilityNo cancel feeOn-time62%

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