Key West

$105+ 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 4/26. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — EYW
Apr 9 — Apr 161
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Cheapflights Tip: The best prices from Boston Logan Intl to Key West are usually found in September or January, booked 49 days in advance, depart on a Monday or Saturday 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 April 4, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$331
(Mytrip)

One-way from

$105
(Mytrip)

Popular in

April

Cheapest in

September

Average price

$597

Good round-trip deal

$417 or less

Good one-way deal

$143 or less
Provider with most accurate pricing for Boston Logan Intl-Key West flight deals.
Provider most trusted by Cheapflights users for Boston Logan Intl-Key West flights.
From Boston Logan Intl to Key West
One-way flight from Boston Logan Intl to Key West
Highest demand for flights based on searches. 15% potential increase in price ($78 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Average for round-trip flights in April 2025
Price to beat on a round-trip flight from Boston Logan Intl to Key West.
Price to beat on a one-way flight from Boston Logan Intl to Key West.

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 April 4, 2025.

This Mytrip deal was found by Cheapflights users on 4/3. 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.
Thu 5/83:49 pmBOS - EYW
2 stops24h 27mMultiple Airlines
Sun 5/118:53 amEYW - BOS
3 stops37h 58mMultiple Airlines
Deal found 4/3$331
This Delta deal was found by Cheapflights users on 4/3. 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.
Mon 4/286:00 amBOS - EYW
1 stop6h 55mDelta
Wed 5/76:25 pmEYW - BOS
1 stop6h 08mDelta
Deal found 4/3$332
This Mytrip deal was found by Cheapflights users on 4/3. 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 4/1211:55 amBOS - EYW
2 stops20h 18mAllegiant Air
Thu 4/174:24 pmEYW - BOS
1 stop16h 12mAllegiant Air
Deal found 4/3$333
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2811:13 amBOS - EYW
1 stop6h 16mAmerican Airlines
Thu 5/13:06 pmEYW - BOS
1 stop6h 18mAmerican Airlines
Deal found 4/4$337
This United 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/275:30 amBOS - EYW
2 stops12h 35mUnited Airlines
Mon 6/26:45 pmEYW - BOS
2 stops22h 56mUnited Airlines
Deal found 4/4$363
This JetBlue Airways 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 JetBlue Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/288:20 amBOS - EYW
Nonstop3h 49mJetBlue
Wed 5/78:45 amEYW - BOS
1 stop7h 20mJetBlue
Deal found 4/4$418

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 April 4, 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

Thu 5/8

3:49 pm-4:16 pm

2 stops24h 27m

Key West

Sun 5/11

8:53 am-10:51 pm

3 stops37h 58m

$331

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Mon 4/28

6:00 am-12:55 pm

1 stop6h 55m

Key West

Wed 5/7

6:25 pm-12:33 am

1 stop6h 08m

$332

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sat 4/12

11:55 am-8:13 am

2 stops20h 18m

Key West

Thu 4/17

4:24 pm-8:36 am

1 stop16h 12m

$333

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Mon 4/28

11:13 am-5:29 pm

1 stop6h 16m

Key West

Thu 5/1

3:06 pm-9:24 pm

1 stop6h 18m

$337

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Tue 5/27

5:30 am-6:05 pm

2 stops12h 35m

Key West

Mon 6/2

6:45 pm-5:41 pm

2 stops22h 56m

$363

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Mon 4/28

8:20 am-12:09 pm

Nonstop3h 49m

Key West

Wed 5/7

8:45 am-4:05 pm

1 stop7h 20m

$418

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sat 4/26

9:04 pm-9:33 am

1 stop12h 29m

$105

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Fri 4/25

8:20 am-12:09 pm

Nonstop3h 49m

$159

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sun 4/20

8:56 am-3:34 pm

1 stop6h 38m

$168

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Fri 4/25

3:00 pm-8:30 pm

1 stop5h 30m

$169

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/3

Showing 1-10 of 13 results
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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 April.
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.

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 March 28, 2025.

Booking 49 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 April 4, 2025.

It’s typically best to fly out from Boston to Key West at noon. Doing so could potentially save you 13% on the flight price compared to flying in the morning, which is usually more expensive.

Weekly flight availability from Boston to Key West

Explore weekly flight availability from Boston to Key West. 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 4, 2025.

The most flights from BOS to EYW are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

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 April 4, 2025.
Read through reviews of airlines operating flights from Boston to Key West, such as Alaska Airlines, Delta and United Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.1

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Entertainment

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.1

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
8.0
Very good

Entertainment

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.1

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Entertainment

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.1

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Entertainment

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.1

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Entertainment

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.1

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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 airports do I use to fly from Boston to Key West?

    If you book a flight from Boston to Key West, you will be flying from Logan Intl to Key West. Flights to Key West (EYW) from Boston Logan Intl (BOS) take 3h 35m for a nonstop flight. There is 1 flight from Logan Intl to Key West per day from 5 airlines.

  • What are the cheapest airlines flying from Boston to Key West round-trip?

    Currently priced at $332, Delta will fly you from Boston to Key West and back. In addition to Delta, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from American Airlines and Allegiant Air - these airlines can fly you to your destination from $337 and $341, respectively. Delta is 22% 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 ($159), Allegiant Air ($168), and Delta ($169).

  • 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 JetBlue (74%), TAP AIR PORTUGAL (70%) or American Airlines (65%) 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 $138. On average you can expect to pay $405. The most popular route, (Boston Logan Intl - Key West), can usually be booked for $221.

  • Where are the most common layover locations when 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 $49 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 Wynwood Art District, Bayside Marketplace, and Bayfront Park. Wynwood Art District, Bayside Marketplace and Bayfront Park are located about 5.5 mi, 6.4 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 $24 per day.

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

  • 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.

See more FAQs

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Alternative routes for Boston to Key West

See prices for flight routes from nearby airports that may be better suited for you.

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 April 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$66Average$102FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$210Average$538FlexibilityNo cancel feeOn-time62%
DeltaCheapest$216Average$353FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$226Average$382FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$258Average$405FlexibilityNo cancel feeOn-time71%

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