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Key West

$159+ 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 10/25. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — EYW
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
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Cheapflights Tip: The best prices from Boston Logan Intl to Key West are usually found in January or September, booked 56 days in advance, depart on a Saturday or Monday 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 July 29, 2025.

Round-trip from

$297
(Priceline)

One-way from

$159
(JetBlue)

Popular in

April

Cheapest in

January

Average price

$399

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. 16% potential increase in price ($85 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 29, 2025.

This FlightHub deal was found by Cheapflights users on 7/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/65:45 amBOS - EYW
1 stop7h 45mSpirit Airlines
Mon 11/102:25 pmEYW - BOS
1 stop10h 15mSpirit Airlines
Deal found 7/27$263
This Priceline deal was found by Cheapflights users on 7/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/278:00 amBOS - EYW
Nonstop3h 55mJetBlue
Sat 11/112:40 pmEYW - BOS
Nonstop3h 26mJetBlue
Deal found 7/29$297
This American Airlines deal was found by Cheapflights users on 7/28. 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.
Sat 12/69:58 amBOS - EYW
1 stop8h 32mAmerican Airlines
Sat 12/1312:30 pmEYW - BOS
Nonstop3h 32mAmerican Airlines
Deal found 7/28$307
This United Airlines deal was found by Cheapflights users on 7/28. 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.
Sat 12/68:05 amBOS - EYW
1 stop6h 01mUnited Airlines
Wed 12/103:02 pmEYW - BOS
2 stops8h 39mUnited Airlines
Deal found 7/28$337
This Mytrip deal was found by Cheapflights users on 7/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/174:12 pmBOS - EYW
3 stops24h 29mMultiple Airlines
Sun 8/244:36 pmEYW - BOS
1 stop15h 34mMultiple Airlines
Deal found 7/27$360

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 29, 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

Mon 10/27

8:00 am-11:55 am

Nonstop3h 55m

Key West

Sat 11/1

12:40 pm-4:06 pm

Nonstop3h 26m

$297

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Tue 9/2

12:45 pm-7:07 pm

1 stop6h 22m

Key West

Thu 9/4

7:31 pm-12:46 am

1 stop5h 15m

$316

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sun 8/17

4:12 pm-4:41 pm

3 stops24h 29m

Key West

Sun 8/24

4:36 pm-8:10 am

1 stop15h 34m

$360

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sat 8/16

1:35 pm-8:12 pm

1 stop6h 37m

Key West

Sat 8/23

6:22 pm-8:05 am

2 stops13h 43m

$472

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sat 10/25

8:15 am-11:53 am

Nonstop3h 38m

$159

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Tue 9/9

6:00 am-3:14 pm

2 stops9h 14m

$164

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sat 8/30

7:35 am-8:12 pm

2 stops12h 37m

$194

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Mon 8/25

5:30 am-2:25 pm

2 stops8h 55m

$204

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Wed 10/15

6:00 am-10:04 am

3 stops28h 04m

$218

BostonKey West

BOS - EYW

BOSEYW

Boston Logan Intl

Sat 10/18

11:14 am-1:52 pm

3 stops26h 38m

$657

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

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 July 25, 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 $492). 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 July 29, 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 July 29, 2025.
See what other customers who have flown with Alaska Airlines, Delta, and United 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.
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Entertainment

7.1

Food

7.1

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Entertainment

7.1

Food

7.1

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Delta
8.0
Very good
7,979 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Entertainment

7.1

Food

7.1

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
United Airlines
7.4
Good
8,896 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Entertainment

7.1

Food

7.1

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
JetBlue
7.3
Good
2,913 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Entertainment

7.1

Food

7.1

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Comfort

7.8

Crew

8.5

Entertainment

7.1

Food

7.1

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

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

    Currently priced at $297, JetBlue will fly you from Boston to Key West and back. In addition to JetBlue, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from American Airlines and Delta - these airlines can fly you to your destination from $316 and $472, respectively. JetBlue is 30% 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), American Airlines ($164), and Delta ($194).

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

    The cheapest flight price from Boston to Key West is $148. On average you can expect to pay $303. The most popular route, (Boston Logan Intl - Key West), can usually be booked for $263.

  • 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 Bayside Marketplace 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 Bayside Marketplace can do so by traveling 5.5 mi, 6.4 mi, and 6.4 mi, respectively from Miami. Travelers in need of a car in Miami can rent one for about $25 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 $492). 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 July 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$66Average$102FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$145Average$376FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$211Average$526FlexibilityNo cancel feeOn-time62%
DeltaCheapest$216Average$344FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$266Average$413FlexibilityNo cancel feeOn-time71%

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