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Key West

$113+ 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 2/11. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — EYW
oct. 11 — oct. 181
sáb. 10/11
sáb. 10/18
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 Saturday or Monday 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 septiembre 11, 2025.

Round-trip from

$222
(United Airlines)

One-way from

$114
(JetBlue)

Popular in

April

Cheapest in

September

Average price

$326

Good round-trip deal

$332 or less

Good one-way deal

$158 or less
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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Highest demand for flights based on searches. 17% potential increase in price ($87 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Boston Logan Intl to Key West.
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Price to beat on a one-way flight from Boston Logan Intl to Key West.
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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 septiembre 11, 2025.

This JetBlue deal was found by Cheapflights users on 9/11. 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.
dom. 10/198:10 amBOS - EYW
Nonstop3h 59mJetBlue
sáb. 10/251:04 pmEYW - BOS
Nonstop3h 52mJetBlue
Deal found 9/11$217
This United Airlines deal was found by Cheapflights users on 9/10. 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.
mar. 10/286:00 amBOS - EYW
1 stop7h 52mUnited Airlines
mié. 11/53:00 pmEYW - BOS
1 stop7h 47mUnited Airlines
Deal found 9/10$222
This American Airlines deal was found by Cheapflights users on 9/10. 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.
jue. 12/43:08 pmBOS - EYW
1 stop7h 59mAmerican Airlines
mar. 12/98:04 pmEYW - BOS
1 stop4h 51mAmerican Airlines
Deal found 9/10$227
This American Airlines deal was found by Cheapflights users on 9/10. 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.
mar. 10/149:20 amBOS - EYW
2 stops7h 56mAmerican Airlines
sáb. 10/1811:22 amEYW - BOS
2 stops8h 57mAmerican Airlines
Deal found 9/10$237
This Travelocity deal was found by Cheapflights users on 9/10. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/145:45 amBOS - EYW
1 stop7h 45mSpirit Airlines
lun. 11/172:25 pmEYW - BOS
1 stop10h 15mSpirit Airlines
Deal found 9/10$245
This American Airlines deal was found by Cheapflights users on 9/10. 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.
jue. 12/43:08 pmBOS - EYW
1 stop7h 59mAmerican Airlines
dom. 12/78:04 pmEYW - BOS
1 stop4h 51mAmerican Airlines
Deal found 9/10$247
This JetBlue deal was found by Cheapflights users on 9/11. 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.
sáb. 10/258:10 amBOS - EYW
Nonstop3h 59mJetBlue
jue. 10/3012:45 pmEYW - BOS
Nonstop3h 30mJetBlue
Deal found 9/11$251
This American Airlines deal was found by Cheapflights users on 9/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/76:00 amBOS - EYW
2 stops7h 00mAmerican Airlines
sáb. 12/138:04 pmEYW - BOS
1 stop4h 51mAmerican Airlines
Deal found 9/9$252
This United Airlines deal was found by Cheapflights users on 9/11. 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.
lun. 12/155:30 amBOS - EYW
2 stops9h 39mUnited Airlines
vie. 12/193:09 pmEYW - BOS
2 stops8h 45mUnited Airlines
Deal found 9/11$257
This American Airlines deal was found by Cheapflights users on 9/11. 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.
vie. 10/31:05 pmBOS - EYW
1 stop5h 54mAmerican Airlines
vie. 10/107:52 pmEYW - BOS
1 stop4h 42mAmerican Airlines
Deal found 9/11$264
This JetBlue deal was found by Cheapflights users on 9/10. 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.
dom. 12/78:00 amBOS - EYW
Nonstop3h 55mJetBlue
sáb. 12/1312:40 pmEYW - BOS
Nonstop3h 26mJetBlue
Deal found 9/10$267

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 septiembre 11, 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

mar. 10/28

6:00 am-12:58 pm

1 stop6h 58m

Key West

lun. 11/3

5:09 pm-10:54 pm

1 stop5h 45m

$227

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

dom. 12/7

8:00 am-11:55 am

Nonstop3h 55m

Key West

sáb. 12/13

12:40 pm-4:06 pm

Nonstop3h 26m

$267

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

mié. 9/24

5:30 am-2:55 pm

2 stops9h 25m

Key West

sáb. 9/27

3:11 pm-11:59 pm

2 stops8h 48m

$330

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

lun. 2/2

7:30 am-11:22 am

Nonstop3h 52m

Key West

vie. 2/6

12:07 pm-3:38 pm

Nonstop3h 31m

$347

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

lun. 2/2

5:45 am-3:17 pm

2 stops9h 32m

Key West

vie. 2/6

6:05 pm-11:49 pm

1 stop5h 44m

$352

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

mar. 3/10

1:55 pm-7:44 pm

1 stop5h 49m

Key West

mié. 3/11

7:00 am-1:53 pm

1 stop6h 53m

$353

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

jue. 1/29

5:45 am-1:30 pm

1 stop7h 45m

Key West

dom. 2/1

2:25 pm-12:40 am

1 stop10h 15m

$375

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

mar. 10/28

6:00 am-3:19 pm

1 stop9h 19m

Key West

mié. 11/5

4:00 pm-6:32 pm

3 stops26h 32m

$410

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

mar. 10/28

5:30 am-1:52 pm

3 stops32h 22m

Key West

lun. 11/3

3:00 pm-10:47 pm

1 stop7h 47m

$416

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

mar. 3/10

7:30 am-11:22 am

Nonstop3h 52m

Key West

mié. 3/11

12:07 pm-3:38 pm

Nonstop3h 31m

$418

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 21 results
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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 August 29, 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, 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 $491). 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 septiembre 11, 2025.

It’s typically best to fly out from Boston to Key West at noon. Doing so could potentially save you 11% on the flight price compared to flying in the morning, 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 septiembre 11, 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
8.0
Very good
7,960 reviews

Entertainment

7.9

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Crew

8.5

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
8.0
Very good
7,960 reviews
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Crew

8.5

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
8,937 reviews
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Crew

8.5

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
10,000 reviews
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Crew

8.5

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
2,913 reviews
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Crew

8.5

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
8,023 reviews
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

Crew

8.5

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 American Airlines, JetBlue, and United Airlines fly from Boston to Key West in about 3h 55m. The time it takes to get you to your destination can typically vary by up to 5h 30m. 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 $145 and $216, 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 $318. The most popular route, (Boston Logan Intl - Key West), can usually be booked for $222.

  • 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?

    Wynwood Art District, Bayfront Park, and Kaseya Center are currently the most popular points of interest in Miami at the moment. Those on a layover in Miami interested in visiting Wynwood Art District, Bayfront Park, or Kaseya Center can do so by traveling 5.5 mi, 6.4 mi, and 6.2 mi, respectively from Miami. Travelers in need of a car in Miami can rent one for about $26 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, 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 $491). 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 septiembre 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$66Average$102FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$145Average$379FlexibilityNo cancel feeOn-time69%
DeltaCheapest$216Average$364FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$216Average$527FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$253Average$409FlexibilityNo cancel feeOn-time71%

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