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Key West

$116+ 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 9/12. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — EYW
Aug 27 — Sep 31
Thu 8/27
Thu 9/3
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 83 days in advance, depart on a Sunday or Monday and return on a Wednesday

Cheap 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 July 28, 2026.

This Kiwi.com deal was found by Cheapflights users on 7/23. 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.
Sat 11/711:05 am
BOS
-
EYW
1 stop25h 51m
Multiple Airlines
Fri 11/1310:14 am
EYW
-
BOS
1 stop22h 05m
Multiple Airlines
Deal found 7/23$263
This Kiwi.com deal was found by Cheapflights users on 7/23. 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.
Sat 11/1411:05 am
BOS
-
EYW
1 stop25h 51m
Multiple Airlines
Thu 11/1910:48 am
EYW
-
BOS
1 stop22h 58m
Multiple Airlines
Deal found 7/23$264
This Kiwi.com deal was found by Cheapflights users on 7/23. 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.
Sat 10/3111:05 am
BOS
-
EYW
1 stop26h 33m
Multiple Airlines
Fri 11/610:59 am
EYW
-
BOS
1 stop23h 10m
Multiple Airlines
Deal found 7/23$269
This Kiwi.com deal was found by Cheapflights users on 7/23. 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.
Sun 11/1510:11 am
BOS
-
EYW
1 stop22h 19m
Multiple Airlines
Thu 11/1910:48 am
EYW
-
BOS
1 stop22h 58m
Multiple Airlines
Deal found 7/23$294
This Kiwi.com deal was found by Cheapflights users on 7/23. 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.
Sat 10/3111:05 am
BOS
-
EYW
1 stop26h 33m
Multiple Airlines
Thu 11/53:03 pm
EYW
-
BOS
1 stop17h 38m
Multiple Airlines
Deal found 7/23$295
This Kiwi.com deal was found by Cheapflights users on 7/23. 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.
Sat 11/711:05 am
BOS
-
EYW
1 stop25h 51m
Multiple Airlines
Thu 11/123:03 pm
EYW
-
BOS
1 stop17h 38m
Multiple Airlines
Deal found 7/23$301
This Kiwi.com deal was found by Cheapflights users on 7/23. 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.
Sun 10/119:15 am
BOS
-
EYW
1 stop28h 49m
Multiple Airlines
Thu 10/158:45 pm
EYW
-
BOS
1 stop11h 35m
Multiple Airlines
Deal found 7/23$302
This Kiwi.com deal was found by Cheapflights users on 7/23. 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.
Sat 10/311:05 am
BOS
-
EYW
1 stop23h 14m
Multiple Airlines
Wed 10/710:04 am
EYW
-
BOS
2 stops25h 40m
Multiple Airlines
Deal found 7/23$308
This Kiwi.com deal was found by Cheapflights users on 7/23. 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.
Sun 12/1311:35 am
BOS
-
EYW
1 stop25h 37m
Allegiant Air
Thu 12/174:10 pm
EYW
-
BOS
1 stop16h 28m
Allegiant Air
Deal found 7/23$309
This Kiwi.com deal was found by Cheapflights users on 7/23. 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.
Sun 10/119:15 am
BOS
-
EYW
1 stop28h 49m
Multiple Airlines
Fri 10/162:03 pm
EYW
-
BOS
2 stops19h 26m
Multiple Airlines
Deal found 7/23$311

Find 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 July 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$302
(Kiwi.com)

One-way from

$116
(Kiwi.com)

Popular in

April

Cheapest in

September

Average price

$392

Good round-trip deal

$447 or less

Good one-way deal

$183 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. 17% potential increase in price ($87 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 July 2026
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 July 28, 2026.
Use the filters below to find and compare flights from Boston to Key West that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sun 9/20

5:30 am-10:46 am

1 stop5h 16m

Key West

Sat 9/26

6:19 pm-1:17 am

1 stop6h 58m

$357

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sat 10/24

12:57 pm-6:49 pm

1 stop5h 52m

Key West

Thu 10/29

5:34 pm-11:54 pm

1 stop6h 20m

$357

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sat 10/24

5:45 am-2:18 pm

2 stops8h 33m

Key West

Tue 10/27

2:50 pm-11:59 pm

2 stops9h 09m

$373
Quickest round-trip

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sat 10/24

8:00 am-11:59 am

Nonstop3h 59m

Key West

Thu 10/29

12:45 pm-4:15 pm

Nonstop3h 30m

$474

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Fri 7/31

6:00 am-3:19 pm

1 stop9h 19m

Key West

Sun 8/2

2:26 pm-9:53 pm

1 stop7h 27m

$544

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sat 10/24

5:45 am-2:18 pm

2 stops8h 33m

Key West

Thu 10/29

2:50 pm-11:59 pm

2 stops9h 09m

$554

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Thu 8/20

6:50 am-1:00 pm

1 stop6h 10m

Key West

Mon 8/24

6:15 pm-1:25 am

1 stop7h 10m

$587

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Thu 8/6

10:15 am-5:20 pm

1 stop7h 05m

Key West

Sat 8/8

1:31 pm-9:30 pm

1 stop7h 59m

$608

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sat 9/12

7:23 pm-1:29 pm

2 stops18h 06m

Key West

Wed 9/16

2:20 pm-11:59 pm

2 stops9h 39m

$658

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Thu 7/30

7:19 am-3:19 pm

1 stop8h 00m

Key West

Sun 8/2

2:26 pm-9:53 pm

1 stop7h 27m

$659

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Showing 1-10 of 21 resultsSorted by cheapest first
1
2
3

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 July.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
Super.comPrice Accuracy-Trust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star

*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?

Booking 82 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 $316). Flying from Boston to Key West in April is currently the most expensive (average of $609). 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.

How much does it cost to fly round-trip from Boston to Key West?

Airfare is below average for this route at the moment.

Boston to Key West flights typically cost between $336 and $512 in October.
The cheapest round-trip price found within the last 5 days was $302 on Multiple Airlines (Oct 11-Oct 15).

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 July 28, 2026.
See what other customers who have flown with Delta,United Airlines, andAmerican 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
7.8
Good
8,480 reviews

Boarding

8.1

Food

7.2

Overall

7.8

Crew

8.5

Entertainment

7.8

Comfort

7.8

Reviews

1 / 20
6.0
Good

Cidalia,Aug 2023

BOS - MIA

I like Delta overall but the delays lately without justification are not leaving a good impression. Both flights were delayed for over 2 hours
Delta
7.8
Good
8,480 reviews
Delta
7.8
Good
8,480 reviews

Boarding

8.1

Food

7.2

Overall

7.8

Crew

8.5

Entertainment

7.8

Comfort

7.8

Reviews

1 / 20
6.0
Good

Cidalia,Aug 2023

BOS - MIA

I like Delta overall but the delays lately without justification are not leaving a good impression. Both flights were delayed for over 2 hours
United Airlines
7.4
Good
10,046 reviews
Delta
7.8
Good
8,480 reviews

Boarding

8.1

Food

7.2

Overall

7.8

Crew

8.5

Entertainment

7.8

Comfort

7.8

Reviews

1 / 20
6.0
Good

Cidalia,Aug 2023

BOS - MIA

I like Delta overall but the delays lately without justification are not leaving a good impression. Both flights were delayed for over 2 hours
American Airlines
7.1
Good
11,841 reviews
Delta
7.8
Good
8,480 reviews

Boarding

8.1

Food

7.2

Overall

7.8

Crew

8.5

Entertainment

7.8

Comfort

7.8

Reviews

1 / 20
6.0
Good

Cidalia,Aug 2023

BOS - MIA

I like Delta overall but the delays lately without justification are not leaving a good impression. Both flights were delayed for over 2 hours
JetBlue
7.1
Good
3,026 reviews
Delta
7.8
Good
8,480 reviews

Boarding

8.1

Food

7.2

Overall

7.8

Crew

8.5

Entertainment

7.8

Comfort

7.8

Reviews

1 / 20
6.0
Good

Cidalia,Aug 2023

BOS - MIA

I like Delta overall but the delays lately without justification are not leaving a good impression. Both flights were delayed for over 2 hours

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.

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

    Airlines like Delta, American Airlines, and United Airlines fly from Boston to Key West in about 5h 16m. The time it takes to get you to your destination can typically vary by up to 3h 17m. 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 $148, 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 United Airlines and JetBlue - these airlines can fly you to your destination from $196 and $208, respectively. Delta is 64% 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 Delta ($79), JetBlue ($100), and United Airlines ($103).

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

    The cheapest flight price from Boston to Key West is $183. On average you can expect to pay $360. The most popular route, (Boston Logan Intl - Key West), can usually be booked for $319.

  • 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 $316). Flying from Boston to Key West in April is currently the most expensive (average of $609). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 July 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$148Average$382FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$196Average$316FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$208Average$508FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$241Average$410FlexibilityNo cancel feeOn-time71%

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