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$102+ 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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — EYW
nov. 26 — dic. 31
mié. 11/26
mié. 12/3
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 Monday or Sunday and return on a Wednesday

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 octubre 27, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
mié. 12/35:45 pmBOS - EYW
1 stop21h 59mMultiple Airlines
sáb. 12/62:30 pmEYW - BOS
1 stop9h 26mMultiple Airlines
Deal found 10/26$243
This Delta deal was found by Cheapflights users on 10/26. 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.
sáb. 12/61:40 pmBOS - EYW
1 stop6h 26mDelta
sáb. 12/136:10 pmEYW - BOS
1 stop7h 17mDelta
Deal found 10/26$247
This Expedia deal was found by Cheapflights users on 10/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/45:45 amBOS - EYW
1 stop5h 35mSpirit Airlines
jue. 12/1112:20 pmEYW - BOS
1 stop11h 36mSpirit Airlines
Deal found 10/27$249
This Kiwi.com deal was found by Cheapflights users on 10/25. 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.
sáb. 11/153:55 pmBOS - EYW
2 stops16h 20mMultiple Airlines
vie. 11/2111:11 amEYW - BOS
1 stop23h 13mMultiple Airlines
Deal found 10/25$251
This Kiwi.com deal was found by Cheapflights users on 10/25. 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.
sáb. 12/68:11 pmBOS - EYW
1 stop12h 04mMultiple Airlines
jue. 12/1112:20 pmEYW - BOS
2 stops22h 02mMultiple Airlines
Deal found 10/25$254
This Kiwi.com deal was found by Cheapflights users on 10/25. 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.
mié. 12/108:11 pmBOS - EYW
1 stop12h 04mMultiple Airlines
lun. 12/158:55 amEYW - BOS
1 stop25h 06mMultiple Airlines
Deal found 10/25$256
This Delta deal was found by Cheapflights users on 10/26. 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.
dom. 12/75:40 amBOS - EYW
1 stop6h 03mDelta
sáb. 12/136:10 pmEYW - BOS
1 stop7h 17mDelta
Deal found 10/26$257
This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
lun. 12/88:28 amBOS - EYW
2 stops26h 37mMultiple Airlines
vie. 12/128:55 amEYW - BOS
1 stop10h 11mMultiple Airlines
Deal found 10/26$260
This United Airlines deal was found by Cheapflights users on 10/25. 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.
mié. 12/106:00 amBOS - EYW
1 stop7h 51mUnited Airlines
mié. 12/172:47 pmEYW - BOS
2 stops8h 54mUnited Airlines
Deal found 10/25$262
This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
sáb. 11/1511:43 amBOS - EYW
2 stops22h 36mMultiple Airlines
lun. 11/1710:41 amEYW - BOS
1 stop23h 02mMultiple Airlines
Deal found 10/26$264
This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
sáb. 12/65:45 amBOS - EYW
1 stop7h 45mMultiple Airlines
lun. 12/88:55 amEYW - BOS
1 stop25h 06mMultiple Airlines
Deal found 10/26$265

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 octubre 27, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$243
(Kiwi.com)

One-way from

$102
(Priceline)

Popular in

April

Cheapest in

September

Average price

$339

Good round-trip deal

$297 or less

Good one-way deal

$169 or less
Provider with most accurate pricing for Boston Logan Intl-Key West flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Key West flights.
Search Deals
From Boston Logan Intl to Key West
Search Deals
One-way flight from Boston Logan Intl to Key West
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($97 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals
Price to beat on a round-trip flight from Boston Logan Intl to Key West.
Search Deals
Price to beat on a one-way flight from Boston Logan Intl to Key West.
Search Deals

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 octubre 27, 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

sáb. 12/6

1:40 pm-8:06 pm

1 stop6h 26m

Key West

mar. 12/9

6:10 pm-1:27 am

1 stop7h 17m

$247

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

mar. 12/2

6:00 am-1:51 pm

1 stop7h 51m

Key West

jue. 12/11

2:47 pm-11:41 pm

2 stops8h 54m

$252

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

dom. 12/7

5:40 am-11:43 am

1 stop6h 03m

Key West

sáb. 12/13

6:10 pm-1:27 am

1 stop7h 17m

$257

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

lun. 11/10

6:45 am-2:03 pm

1 stop7h 18m

Key West

mié. 11/12

6:18 pm-1:30 am

1 stop7h 12m

$272

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

jue. 1/1

6:45 am-2:13 pm

1 stop7h 28m

Key West

sáb. 1/31

12:22 pm-9:57 pm

2 stops9h 35m

$273

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

sáb. 12/6

12:10 pm-8:06 pm

1 stop7h 56m

Key West

sáb. 12/13

12:38 pm-7:33 pm

1 stop6h 55m

$278

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

dom. 11/9

8:00 am-11:53 am

Nonstop3h 53m

Key West

jue. 11/13

12:45 pm-4:15 pm

Nonstop3h 30m

$282

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

mar. 12/30

8:24 am-12:17 pm

Nonstop3h 53m

Key West

mié. 1/7

1:05 pm-4:40 pm

Nonstop3h 35m

$289

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

jue. 12/18

8:24 am-12:17 pm

Nonstop3h 53m

Key West

mar. 12/23

1:12 pm-4:48 pm

Nonstop3h 36m

$297

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

vie. 1/9

1:30 pm-7:42 pm

1 stop6h 12m

Key West

lun. 1/12

6:08 pm-1:04 am

1 stop6h 56m

$309

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/25

Showing 1-10 of 20 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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Boston-Key West flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 October 24, 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, September is the cheapest month in which you can book a flight from Boston to Key West (average of $179). Flying from Boston to Key West in February is currently the most expensive (average of $273). 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 octubre 27, 2025.

It’s typically best to fly out from Boston to Key West at noon. Doing so could potentially save you 57% on the flight price compared to flying in the evening, which is usually more expensive.

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 octubre 27, 2025.
See what other customers who have flown with Delta, United Airlines, and American Airlines from Boston to Key West have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
7,996 reviews

Comfort

7.9

Overall

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

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
7.9
Good
7,996 reviews
Delta
7.9
Good
7,996 reviews

Comfort

7.9

Overall

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

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
8,997 reviews
Delta
7.9
Good
7,996 reviews

Comfort

7.9

Overall

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

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
11,033 reviews
Delta
7.9
Good
7,996 reviews

Comfort

7.9

Overall

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

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
7.2
Good
2,907 reviews
Delta
7.9
Good
7,996 reviews

Comfort

7.9

Overall

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

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.
Spirit Airlines
6.3
Okay
8,110 reviews
Delta
7.9
Good
7,996 reviews

Comfort

7.9

Overall

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

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 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 52m for a nonstop flight. There is 1 flight from Logan Intl to Key West per day from 5 airlines.

  • How long is the flight from Boston to Key West?

    Airlines like Delta and United Airlines fly from Boston to Key West in about 6h 26m. The time it takes to get you to your destination can typically vary by up to 1h 25m. Boston and Key West are separated by a distance of 1374 mi. This flight may include one or multiple stops.

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

    Currently priced at $66, Spirit Airlines will fly you from Boston to Key West and back. In addition to Spirit Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from United Airlines and Delta - these airlines can fly you to your destination from $135 and $206, respectively. Spirit Airlines is 84% cheaper than the average price of flights available within the next 90 days to this destination.

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

    The cheapest flight price from Boston to Key West is $113. On average you can expect to pay $290. The most popular route, (Boston Logan Intl - Key West), can usually be booked for $227.

  • 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.

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

    Kaseya Center, Bayfront Park, and Wynwood Art District are currently the most popular points of interest in Miami at the moment. Those on a layover in Miami interested in visiting Kaseya Center, Bayfront Park, or Wynwood Art District can do so by traveling 6.2 mi, 6.4 mi, and 5.5 mi, respectively from Miami. Travelers in need of a car in Miami can rent one for about $21 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, September is the cheapest month in which you can book a flight from Boston to Key West (average of $179). Flying from Boston to Key West in February is currently the most expensive (average of $273). 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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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 octubre 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$66Average$102FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$135Average$375FlexibilityNo cancel feeOn-time69%
DeltaCheapest$206Average$373FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$218Average$525FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$249Average$410FlexibilityNo cancel feeOn-time71%

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