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Key West

$113+ Cheap flights from Boston to Key West (BOS - EYW)

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 7/1. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — EYW
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheapflights Tip: The best prices from Boston Logan Intl to Key West are usually found in September or January, booked 56 days in advance, depart on a Saturday or Monday and return on a Friday

Cheap flight deals from Boston to Key West

Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Key West (EYW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 12, 2025.

Round-trip from

$237
(American Airlines)

One-way from

$113
(Mytrip)

Popular in

April

Cheapest in

September

Average price

$454

Good round-trip deal

$327 or less

Good one-way deal

$193 or less
From Boston Logan Intl to Key West
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One-way flight from Boston Logan Intl to Key West
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Highest demand for flights based on searches. 15% potential increase in price ($80 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Price to beat on a round-trip flight from Boston Logan Intl to Key West.
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Price to beat on a one-way flight from Boston Logan Intl to Key West.
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Find flight deals from Boston to Key West

Cheapest flights from Boston to Key West
Explore the most affordable flight options available from Boston to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This JetBlue deal was found by Cheapflights users on 6/10. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/258:15 amBOS - EYW
Nonstop3h 38mJetBlue
Sat 11/112:07 pmEYW - BOS
Nonstop3h 31mJetBlue
Deal found 6/10$217
This American Airlines deal was found by Cheapflights users on 6/12. 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.
Wed 7/95:55 amBOS - EYW
1 stop7h 56mAmerican Airlines
Wed 7/164:58 pmEYW - BOS
1 stop6h 03mAmerican Airlines
Deal found 6/12$237
This Mytrip deal was found by Cheapflights users on 6/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/311:31 amBOS - EYW
2 stops27h 45mAllegiant Air
Sun 8/104:20 pmEYW - BOS
1 stop15h 51mAllegiant Air
Deal found 6/11$256
This Delta deal was found by Cheapflights users on 6/10. 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.
Sat 10/2512:25 pmBOS - EYW
1 stop7h 19mDelta
Thu 10/306:00 pmEYW - BOS
1 stop7h 00mDelta
Deal found 6/10$277
This Mytrip deal was found by Cheapflights users on 6/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/296:15 amBOS - EYW
3 stops32h 50mMultiple Airlines
Sun 8/34:20 pmEYW - BOS
1 stop15h 51mMultiple Airlines
Deal found 6/10$278
This United Airlines deal was found by Cheapflights users on 6/10. 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.
Mon 7/76:05 amBOS - EYW
1 stop7h 07mUnited Airlines
Sat 7/122:08 pmEYW - BOS
1 stop7h 10mUnited Airlines
Deal found 6/10$308

Cheapflights Fare Finder

Customize your flight search to find flights from Boston to Key West 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 June 12, 2025.
Use the filters below to find and compare flights from Boston to Key West that are best for you.

Fly from

Boston

Fly to

Key West

Route

Depart

Return

Price

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Wed 7/9

5:55 am-1:51 pm

1 stop7h 56m

Key West

Wed 7/16

4:58 pm-11:01 pm

1 stop6h 03m

$237

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sun 8/3

11:31 am-3:16 pm

2 stops27h 45m

Key West

Sun 8/10

4:20 pm-8:11 am

1 stop15h 51m

$256

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Tue 7/29

6:15 am-3:05 pm

3 stops32h 50m

Key West

Sun 8/3

4:20 pm-8:11 am

1 stop15h 51m

$278

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Wed 7/9

5:35 am-10:51 am

1 stop5h 16m

Key West

Sat 7/12

6:27 pm-1:39 am

1 stop7h 12m

$299

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Mon 7/7

6:05 am-1:12 pm

1 stop7h 07m

Key West

Sat 7/12

2:08 pm-9:18 pm

1 stop7h 10m

$308

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sat 7/12

6:00 am-2:00 pm

1 stop8h 00m

Key West

Sat 7/19

8:45 am-4:04 pm

1 stop7h 19m

$396

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Tue 7/1

4:50 pm-4:57 pm

2 stops24h 07m

$113

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Tue 7/1

7:48 am-4:11 pm

1 stop8h 23m

$119

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Thu 6/26

5:30 am-8:00 am

2 stops26h 30m

$173

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Thu 8/7

11:31 am-3:18 pm

2 stops27h 47m

$199

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

Best time to book a flight from Boston to Key West

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

How far ahead should I book a flight from Boston to Key West?

Use this chart to determine the optimal time to book a round-trip flight from Boston to Key West. Price data was last updated on June 9, 2025.

Booking 56 days in advance of your planned departure date is, on average, the best time to get cheap flights from Boston to Key West. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Boston to Key West?

Currently, August is the cheapest month in which you can book a flight from Boston to Key West (average of $328). Flying from Boston to Key West in March is currently the most expensive (average of $493). 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 BOS to EYW?

Find hourly flight availability from Boston to Key West. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2025.

It’s typically best to fly out from Boston to Key West at noon. Doing so could potentially save you 12% on the flight price compared to flying in the morning, which is usually more expensive.

Rainfall in Key West by month

Plan your trip to Key West by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Key West ranges from 1.5 - 6.7 inches per month. September is typically the wettest month, when rainfall can reach 6.7 in. February is typically the driest time to visit Key West when rainfall is around 1.5 in.

Temperature in Key West by month

Plan your trip to Key West by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Key West, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 69.8 F).

Reviews of airlines servicing Key West

Get insights into the airlines that provide service to Key West. 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 Key West. Reviews last updated June 12, 2025.
Read through reviews of airlines operating flights from Boston to Key West, such as Delta, United Airlines and JetBlue. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,950 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Delta
8.0
Very good
7,950 reviews
Delta
8.0
Very good
7,950 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
United Airlines
7.4
Good
8,790 reviews
Delta
8.0
Very good
7,950 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
JetBlue
7.3
Good
2,925 reviews
Delta
8.0
Very good
7,950 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Allegiant Air
7.3
Good
725 reviews
Delta
8.0
Very good
7,950 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,950 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

Related info for your journey

Find useful and relevant information for your journey from Boston to Key West. 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 flying from Boston to Key West round-trip?

    Currently priced at $237, American Airlines will fly you from Boston to Key West and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Allegiant Air and Delta - these airlines can fly you to your destination from $256 and $299, respectively. American Airlines is 44% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Boston to Key West one-way?

    The cheapest airlines for a one-way flight from Boston to Key West are American Airlines ($119), United Airlines ($173), and Allegiant Air ($199).

  • What are the most reliable airlines from Boston to Key West?

    No one likes to see their flight delayed. When booking a flight from Boston to Key West consider choosing American Airlines (100%), Republic Airways (100%) or JetBlue (89%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Boston to Key West?

    The cheapest flight price from Boston to Key West is $173. On average you can expect to pay $436. The most popular route, (Boston Logan Intl - Key West), can usually be booked for $217.

  • Where are the most common layover locations when flying from Boston to Key West?

    Flights departing from Boston and landing in Key West layover in Miami most frequently. Charlotte sees the second most layovers for non-direct flights flying from Boston to Key West.

  • What are some popular things to do or see while on a layover in Miami?

    Wynwood Art District, Bayfront Park, and Bayside Marketplace are currently the most popular points of interest in Miami at the moment. Those on a layover in Miami interested in visiting Wynwood Art District, Bayfront Park, or Bayside Marketplace can do so by traveling 5.5 mi, 6.4 mi, and 6.4 mi, respectively from Miami. Travelers in need of a car in Miami can rent one for about $21 per day.

  • What are some popular points of interest to see during a layover in Charlotte?

    The majority of Charlotte visitors spend their time at Carowind, Mint Museum Uptown, and NASCAR Hall of Fame. Carowind, Mint Museum Uptown and NASCAR Hall of Fame are located about 8.2 mi, 5.4 mi, and 5.7 mi, respectively from Charlotte Douglas if you are interested in checking them out. Those looking to explore during their layover in Charlotte can rent a car from Charlotte Douglas for about $48 per day.

  • Where are the least popular layover locations for Boston to Key West flights?

    Boston to Key West flights have a layover in Charlotte the least frequently.

  • Can I find deals for flights from Boston to Key West that include hotel bookings?

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

  • How can I find direct flights from Boston to Key West?

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

  • Can I find deals for business class flights from Boston to Key West?

    Yes. Cheapflights offers flight deals from Boston to Key West 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 Boston to Key West?

    Currently, August is the cheapest month in which you can book a flight from Boston to Key West (average of $328). Flying from Boston to Key West in March is currently the most expensive (average of $493). 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.

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Top 5 airlines flying from Boston to Key West

Discover the top 5 airlines that operate flights from Boston to Key West. 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$66Average$100FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$145Average$378FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$213Average$532FlexibilityNo cancel feeOn-time62%
DeltaCheapest$216Average$360FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$257Average$410FlexibilityNo cancel feeOn-time71%

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