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$99+ 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 3/18. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — EYW
Dec 23 — Dec 301
Mon 12/23
Mon 12/30
1 adult, Economy
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The best prices from Boston Logan Intl to Key West are usually found in September or August, booked 32 days in advance, depart on a Monday or Wednesday and return on a Wednesday

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 December 18, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$221
(United Airlines)

One-way from

$99
(JetBlue)

Popular in

April

Cheapest in

September

Average price

$491
Provider with most accurate pricing for Boston Logan Intl-Key West flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Key West flights.
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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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High demand for flights, 16% potential price rise
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Best time to find cheap flights, 3% potential price drop
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Average for round-trip flights in December 2024
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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 December 18, 2024.

This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/316:00 amBOS - EYW
1 stop7h 29mUnited Airlines
Fri 1/311:50 pmEYW - BOS
2 stops10h 09mUnited Airlines
Deal found 12/17$286
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/315:54 amBOS - EYW
1 stop6h 03mAmerican Airlines
Fri 1/314:23 pmEYW - BOS
1 stop6h 17mAmerican Airlines
Deal found 12/17$326
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/318:00 amBOS - EYW
Nonstop3h 52mJetBlue
Fri 1/311:46 pmEYW - BOS
Nonstop3h 31mJetBlue
Deal found 12/17$367
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/285:11 amBOS - EYW
1 stop10h 04mMultiple Airlines
Sun 1/55:56 pmEYW - BOS
1 stop16h 02mMultiple Airlines
Deal found 12/16$385
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/299:04 amBOS - EYW
2 stops24h 09mAllegiant Air
Sat 1/44:05 pmEYW - BOS
2 stops16h 09mAllegiant Air
Deal found 12/17$714

Find flights from Boston to Key West within your budget

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 December 18, 2024.

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Any airport

Fly to

Any airport

Route

Depart

Return

Price

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Wed 1/22

6:31 am-12:47 pm

1 stop6h 16m

Key West

Wed 1/29

1:50 pm-11:59 pm

2 stops10h 09m

$221

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sat 2/1

12:00 pm-8:11 pm

1 stop8h 11m

Key West

Thu 2/6

7:00 am-1:39 pm

1 stop6h 39m

$226

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Thu 2/20

8:27 pm-9:04 am

1 stop12h 37m

Key West

Mon 2/24

5:12 pm-9:08 am

1 stop15h 56m

$243

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Mon 2/10

8:50 am-12:41 pm

Nonstop3h 51m

Key West

Fri 2/14

12:43 pm-4:14 pm

Nonstop3h 31m

$247

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sat 1/11

9:00 am-1:07 pm

Nonstop4h 07m

Key West

Sat 1/18

5:39 pm-11:37 pm

1 stop5h 58m

$252

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Tue 3/18

8:00 am-11:52 am

Nonstop3h 52m

$99

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Tue 3/18

5:45 am-11:49 am

1 stop6h 04m

$108

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Thu 1/9

6:00 am-2:20 pm

1 stop8h 20m

$144

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Wed 1/15

5:45 am-11:39 am

1 stop5h 54m

$148

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Fri 1/3

1:15 pm-5:16 pm

Nonstop4h 01m

$154

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/18

Showing 1-10 of 11 results
1
2

Compare providers for flights from Boston to Key West

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Boston to Key West in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
CheapTicketsDealPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Boston-Key West flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Boston-Key West flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Boston-Key West flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Boston-Key West flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Boston-Key West flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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.

Travel insights for flights from Boston to Key West

Get recent, data-driven insights about flights from Boston to Key West including ideal travel times, pricing trends, and more.

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 December 13, 2024.

Booking 32 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 $536). 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 December 18, 2024.

It’s typically best to fly out from Boston to Key West at noon. Doing so could potentially save you 24% on the flight price compared to flying in the afternoon, 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 December 18, 2024.
Read through reviews of airlines operating flights from Boston to Key West, such as United Airlines, American 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
8,604 reviews

Crew

8.6

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 10

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
8,604 reviews
Delta
8.0
Very good
8,604 reviews

Crew

8.6

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 10

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
7.4
Good
3,279 reviews
Delta
8.0
Very good
8,604 reviews

Crew

8.6

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 10

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
9,059 reviews
Delta
8.0
Very good
8,604 reviews

Crew

8.6

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 10

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
7.4
Good
829 reviews
Delta
8.0
Very good
8,604 reviews

Crew

8.6

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 10

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
8,604 reviews

Crew

8.6

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 10

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 $221, United Airlines will fly you from Boston to Key West and back. In addition to United Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Delta and JetBlue - these airlines can fly you to your destination from $226 and $247, respectively. United Airlines is 49% 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 JetBlue ($99), Delta ($108), and United Airlines ($148).

  • 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 TAP AIR PORTUGAL (89%), JetBlue (87%) or American Airlines (83%) 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 $98. On average you can expect to pay $270. The most popular route, (Boston Logan Intl - Key West), can usually be booked for $190.

  • 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 Charlotte most frequently. Miami 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 Charlotte?

    Carowind, Mint Museum Uptown, and North Carolina Blumenthal Performing Arts Center are currently the most popular points of interest in Charlotte at the moment. Those on a layover in Charlotte interested in visiting Carowind, Mint Museum Uptown, or North Carolina Blumenthal Performing Arts Center can do so by traveling 8.2 mi, 5.4 mi, and 5.8 mi, respectively from Charlotte Douglas. Travelers in need of a car in Charlotte can rent one for about $50 per day.

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

    The majority of Miami visitors spend their time at Bayfront Park, Wynwood Art District, and Bayside Marketplace. Bayfront Park, Wynwood Art District and Bayside Marketplace are located about 6.4 mi, 5.5 mi, and 6.4 mi, respectively from Miami if you are interested in checking them out. Those looking to explore during their layover in Miami can rent a car from Miami for about $32 per day.

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

    Boston to Key West flights have a layover in Philadelphia 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 $536). 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 4 airlines flying from Boston to Key West

Discover the top 4 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 December 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$216Average$345FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$219Average$574FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$238Average$393FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$246Average$426FlexibilityNo cancel feeOn-time69%
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