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Key West

$106+ 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 4/11. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — EYW
Apr 11 — Apr 181
Sat 4/11
Sat 4/18
1 adult, Economy
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Boston Logan Intl to Key West are usually found in September or July, booked 24 days in advance, depart on a Monday or Sunday and return on a Thursday

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 March 12, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/8. 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 4/511:31 am
BOS
-
EYW
1 stop24h 55m
Multiple Airlines
Wed 4/811:51 am
EYW
-
BOS
1 stop22h 40m
Multiple Airlines
Deal found 3/8$239
This Kiwi.com deal was found by Cheapflights users on 3/9. 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.
Wed 3/254:23 pm
BOS
-
EYW
1 stop16h 43m
Multiple Airlines
Mon 3/309:49 am
EYW
-
BOS
2 stops25h 52m
Multiple Airlines
Deal found 3/9$240
This Kiwi.com deal was found by Cheapflights users on 3/9. 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.
Wed 3/2512:09 pm
BOS
-
EYW
2 stops22h 12m
Multiple Airlines
Wed 4/111:51 am
EYW
-
BOS
1 stop9h 42m
Multiple Airlines
Deal found 3/9$242
This Kiwi.com deal was found by Cheapflights users on 3/8. 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 4/511:31 am
BOS
-
EYW
1 stop24h 55m
Multiple Airlines
Thu 4/169:46 am
EYW
-
BOS
1 stop24h 35m
Multiple Airlines
Deal found 3/8$250
This Kiwi.com deal was found by Cheapflights users on 3/9. 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.
Wed 4/84:23 pm
BOS
-
EYW
1 stop16h 43m
Multiple Airlines
Tue 4/1412:25 pm
EYW
-
BOS
1 stop10h 55m
Multiple Airlines
Deal found 3/9$251
This Kiwi.com deal was found by Cheapflights users on 3/8. 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 4/47:14 pm
BOS
-
EYW
1 stop13h 52m
Multiple Airlines
Fri 4/1711:01 am
EYW
-
BOS
1 stop21h 15m
Multiple Airlines
Deal found 3/8$256
This Kiwi.com deal was found by Cheapflights users on 3/7. 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.
Wed 3/2512:09 pm
BOS
-
EYW
2 stops27h 37m
Multiple Airlines
Tue 3/3112:25 pm
EYW
-
BOS
1 stop11h 34m
Multiple Airlines
Deal found 3/7$257
This Cheapflightsfares deal was found by Cheapflights users on 3/9. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/105:45 am
BOS
-
EYW
1 stop7h 52m
Spirit Airlines
Tue 4/1412:25 pm
EYW
-
BOS
1 stop10h 55m
Spirit Airlines
Deal found 3/9$258
This Kiwi.com deal was found by Cheapflights users on 3/8. 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 3/299:45 am
BOS
-
EYW
1 stop26h 41m
Multiple Airlines
Wed 4/111:51 am
EYW
-
BOS
1 stop9h 42m
Multiple Airlines
Deal found 3/8$261
This United Airlines deal was found by Cheapflights users on 3/8. 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 4/75:45 am
BOS
-
EYW
2 stops11h 54m
United Airlines
Tue 4/146:22 pm
EYW
-
BOS
1 stop5h 37m
United Airlines
Deal found 3/8$262

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 March 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$239
(Kiwi.com)

One-way from

$106
(Trip.com)

Popular in

April

Cheapest in

September

Average price

$468

Good round-trip deal

$397 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 ($86 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 March 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 March 12, 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 5/10

5:45 am-3:07 pm

2 stops9h 22m

Key West

Wed 5/13

2:49 pm-11:59 pm

2 stops9h 10m

$287

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Mon 3/16

9:30 am-4:36 pm

1 stop7h 06m

Key West

Wed 3/18

2:24 pm-9:41 pm

1 stop7h 17m

$347

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Wed 4/15

6:10 am-7:40 pm

2 stops13h 30m

Key West

Tue 4/21

6:23 pm-1:15 am

1 stop6h 52m

$366

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sun 4/5

7:00 am-2:51 pm

1 stop7h 51m

Key West

Thu 4/9

3:52 pm-12:59 am

1 stop9h 07m

$407
Quickest round-trip

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sun 4/5

8:00 am-11:38 am

Nonstop3h 38m

Key West

Thu 4/9

12:30 pm-4:04 pm

Nonstop3h 34m

$502

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Mon 4/6

8:00 am-11:38 am

Nonstop3h 38m

Key West

Thu 4/9

12:30 pm-4:04 pm

Nonstop3h 34m

$552

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Fri 4/17

6:10 am-7:40 pm

2 stops13h 30m

Key West

Tue 4/21

6:23 pm-1:15 am

1 stop6h 52m

$571

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sat 4/18

4:16 pm-2:51 pm

2 stops22h 35m

Key West

Wed 4/22

2:35 pm-8:04 pm

1 stop5h 29m

$596
Cheapest one-way
Quickest one-way

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Mon 4/6

8:00 am-11:38 am

Nonstop3h 38m

$144

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sat 4/4

8:00 am-11:38 am

Nonstop3h 38m

$144

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/7

Showing 1-10 of 18 resultsSorted by cheapest first
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 March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
Super.comPrice Accuracy-Trust 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 6, 2026.

Booking 24 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 $112). Flying from Boston to Key West in June is currently the most expensive (average of $256). 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 March 12, 2026.

When flying from Boston to Key West, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 March 12, 2026.
See what other customers who have flown with Delta,United Airlines, andJetBlue 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
8,286 reviews

Boarding

8.1

Overall

7.9

Crew

8.5

Entertainment

7.8

Comfort

7.9

Food

7.2

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
8,286 reviews
Delta
7.9
Good
8,286 reviews

Boarding

8.1

Overall

7.9

Crew

8.5

Entertainment

7.8

Comfort

7.9

Food

7.2

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
9,418 reviews
Delta
7.9
Good
8,286 reviews

Boarding

8.1

Overall

7.9

Crew

8.5

Entertainment

7.8

Comfort

7.9

Food

7.2

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
2,903 reviews
Delta
7.9
Good
8,286 reviews

Boarding

8.1

Overall

7.9

Crew

8.5

Entertainment

7.8

Comfort

7.9

Food

7.2

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
7.1
Good
11,432 reviews
Delta
7.9
Good
8,286 reviews

Boarding

8.1

Overall

7.9

Crew

8.5

Entertainment

7.8

Comfort

7.9

Food

7.2

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
8,518 reviews
Delta
7.9
Good
8,286 reviews

Boarding

8.1

Overall

7.9

Crew

8.5

Entertainment

7.8

Comfort

7.9

Food

7.2

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.

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

    Airlines like United Airlines and Delta fly from Boston to Key West in about 9h 22m. The time it takes to get you to your destination can typically vary by up to 4h 08m. 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 $95, 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 Delta and United Airlines - these airlines can fly you to your destination from $148 and $196, respectively. Spirit Airlines is 76% 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), United Airlines ($103), and Spirit Airlines ($107).

  • 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 Envoy Air (67%), American Airlines (66%) or Republic Airways (66%) 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 $133. On average you can expect to pay $438. The most popular route, (Boston Logan Intl - Key West), can usually be booked for $238.

  • 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.

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

    Carowind, North Carolina Blumenthal Performing Arts Center, and NASCAR Hall of Fame are currently the most popular points of interest in Charlotte at the moment. Those on a layover in Charlotte interested in visiting Carowind, North Carolina Blumenthal Performing Arts Center, or NASCAR Hall of Fame can do so by traveling 8.2 mi, 5.8 mi, and 5.7 mi, respectively from Charlotte Douglas. Travelers in need of a car in Charlotte can rent one 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 Miami 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 $112). Flying from Boston to Key West in June is currently the most expensive (average of $256). 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 March 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$95Average$223FlexibilityNo cancel feeOn-time65%
DeltaCheapest$148Average$397FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$196Average$328FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$220Average$500FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$246Average$400FlexibilityNo cancel feeOn-time71%

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