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$96+ Cheap flights from Key West to Boston (EYW - BOS)

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 2/5. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — BOS
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Find flight deals from Key West to Boston

Cheapest flights from Key West to Boston
Explore the most affordable flight options available from Key West to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 3, 2025.

This American Airlines deal was found by Cheapflights users on 11/3. 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.
Thu 12/253:25 pmEYW - BOS
Nonstop3h 34mAmerican Airlines
Wed 12/3110:44 amBOS - EYW
Nonstop4h 11mAmerican Airlines
Deal found 11/3$203
This Delta deal was found by Cheapflights users on 11/3. 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.
Thu 12/251:02 pmEYW - BOS
1 stop8h 06mDelta
Wed 12/317:00 amBOS - EYW
1 stop6h 37mDelta
Deal found 11/3$223
This Kiwi.com deal was found by Cheapflights users on 11/2. 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.
Thu 11/138:55 amEYW - BOS
1 stop23h 33mMultiple Airlines
Sun 11/1612:59 pmBOS - EYW
1 stop19h 16mMultiple Airlines
Deal found 11/2$241
This United Airlines deal was found by Cheapflights users on 11/2. 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.
Fri 11/143:00 pmEYW - BOS
1 stop6h 34mUnited Airlines
Mon 11/176:02 amBOS - EYW
1 stop8h 02mUnited Airlines
Deal found 11/2$262
This Delta deal was found by Cheapflights users on 11/3. 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.
Fri 11/142:58 pmEYW - BOS
1 stop8h 23mDelta
Mon 11/175:40 amBOS - EYW
1 stop8h 23mDelta
Deal found 11/3$267
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 11/1210:47 amEYW - BOS
2 stops48h 48mMultiple Airlines
Sun 11/168:40 amBOS - EYW
1 stop25h 51mMultiple Airlines
Deal found 11/3$275
This Kiwi.com deal was found by Cheapflights users on 11/3. 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.
Tue 11/1811:45 amEYW - BOS
2 stops46h 39mMultiple Airlines
Sat 11/225:45 pmBOS - EYW
1 stop14h 30mMultiple Airlines
Deal found 11/3$278
This Priceline deal was found by Cheapflights users on 11/2. 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.
Wed 11/2612:49 pmEYW - BOS
Nonstop3h 31mJetBlue
Sun 11/308:00 amBOS - EYW
Nonstop3h 53mJetBlue
Deal found 11/2$281
This American Airlines deal was found by Cheapflights users on 11/3. 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.
Mon 12/223:25 pmEYW - BOS
Nonstop3h 34mAmerican Airlines
Mon 12/297:56 amBOS - EYW
1 stop5h 51mAmerican Airlines
Deal found 11/3$284
This Kiwi.com deal was found by Cheapflights users on 11/3. 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.
Thu 12/2512:20 pmEYW - BOS
2 stops12h 59mMultiple Airlines
Wed 12/315:45 amBOS - EYW
1 stop7h 45mMultiple Airlines
Deal found 11/3$291

Cheap flight deals from Key West to Boston

Discover tips and strategies to find the most affordable flight options for your journey from Key West (EYW) to Boston (BOS). 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 November 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$191
(Priceline)

One-way from

$96
(JetBlue)

Popular in

September

Cheapest in

June

Average price

$320

Good one-way deal

$163 or less
Provider with most accurate pricing for Key West-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Key West-Boston Logan Intl flights.
Search Deals
From Key West to Boston Logan Intl
Search Deals
One-way flight from Key West to Boston Logan Intl
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($18 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 November 2025
Search Deals
Price to beat on a one-way flight from Key West to Boston Logan Intl.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Key West to Boston 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 November 3, 2025.
Use the filters below to find and compare flights from Key West to Boston that are best for you.

Fly from

Key West

Fly to

Boston

Route

Depart

Return

Price

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 1/29

6:08 pm-1:04 am

1 stop6h 56m

Boston Logan Intl

Wed 2/4

11:12 am-7:42 pm

1 stop8h 30m

$217

Key WestBoston

EYW - BOS

EYWBOS

Key West

Fri 11/14

8:55 am-8:28 am

1 stop23h 33m

Boston Logan Intl

Mon 11/17

12:20 pm-11:05 am

2 stops22h 45m

$241

Key WestBoston

EYW - BOS

EYWBOS

Key West

Fri 11/14

3:00 pm-9:34 pm

1 stop6h 34m

Boston Logan Intl

Mon 11/17

6:02 am-2:04 pm

1 stop8h 02m

$262

Key WestBoston

EYW - BOS

EYWBOS

Key West

Fri 11/14

2:58 pm-11:21 pm

1 stop8h 23m

Boston Logan Intl

Mon 11/17

5:40 am-2:03 pm

1 stop8h 23m

$267

Key WestBoston

EYW - BOS

EYWBOS

Key West

Wed 11/26

12:49 pm-4:20 pm

Nonstop3h 31m

Boston Logan Intl

Sun 11/30

8:00 am-11:53 am

Nonstop3h 53m

$281

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 12/25

12:20 pm-1:19 am

2 stops12h 59m

Boston Logan Intl

Wed 12/31

5:45 am-1:30 pm

1 stop7h 45m

$291

Key WestBoston

EYW - BOS

EYWBOS

Key West

Wed 11/26

10:01 am-11:12 am

1 stop25h 11m

Boston Logan Intl

Sun 11/30

9:54 pm-11:05 am

2 stops37h 11m

$297

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 3/10

11:45 am-5:47 pm

1 stop6h 02m

Boston Logan Intl

Wed 3/11

1:55 pm-7:44 pm

1 stop5h 49m

$332

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 4/28

6:00 pm-1:03 am

1 stop7h 03m

Boston Logan Intl

Tue 5/5

6:00 am-12:36 pm

1 stop6h 36m

$332

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 12/23

9:29 am-9:06 am

1 stop23h 37m

Boston Logan Intl

Sun 12/28

11:03 am-1:30 pm

2 stops26h 27m

$390

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 21 results
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Compare providers for flights from Key West to Boston

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 Key West to Boston in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
PricelinePrice Accuracy1 starTrust Score*3 stars
CheapTicketsDealPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice 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 Key West-Boston flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Key West-Boston flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Key West-Boston flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Key West-Boston 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 Key West-Boston 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 Key West to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston from Key West 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 Key West to Boston

What is the cheapest month to book a flight from Key West to Boston?

Currently, November is the cheapest month in which you can book a flight from Key West to Boston (average of $175). Flying from Key West to Boston in February is currently the most expensive (average of $331). 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 EYW to BOS?

Find hourly flight availability from Key West to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 3, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 33% on flights from Key West to Boston by exploring options for tickets in the afternoon.

Reviews of airlines servicing Boston

Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated November 3, 2025.
Get a feel of what it's like to fly with Delta, American Airlines, and JetBlue from Key West to Boston by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,001 reviews

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

7.9

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
7.9
Good
8,001 reviews
Delta
7.9
Good
8,001 reviews

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

7.9

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
11,036 reviews
Delta
7.9
Good
8,001 reviews

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

7.9

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
JetBlue
7.2
Good
2,907 reviews
Delta
7.9
Good
8,001 reviews

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

7.9

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

Find useful and relevant information for your journey from Key West to Boston. 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 Key West to Boston?

    To fly from Key West to Boston, you need to book a flight from Key West (EYW) to Logan Intl (BOS). Nonstop flights to Boston Logan Intl from Key West take 3h 30m on average. When it comes time to book airfare, you have a few options: there are 2 outbound flights from Key West to Logan Intl offered by 3 different airlines.

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

    Delta, United Airlines, and JetBlue can get you from Key West to Boston in just under 3h 31m. Your travel time can differ by up to 3h 25m. The distance between Key West and Boston is about 1374 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    Cheapflights users have booked flights from Key West to Boston round-trip from $226. Other airlines that can offer you cheap pricing are Delta, from $239, and JetBlue, from $251. Users have found that American Airlines is 44% cheaper than the other options available to this destination.

  • What are the most reliable airlines from Key West to Boston?

    The top 3 most reliable airlines when flying from Key West to Boston are Qatar Airways (45%), JetBlue (41%) and TAP AIR PORTUGAL (41%).

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

    On average you can expect to pay $253 for a flight from Key West to Boston. The cheapest flight overall is $118 while the most popular route, (Key West - Boston Logan Intl) is currently priced at $191.

  • Can I find deals for flights from Key West to Boston that include hotel bookings?

    Yes. In addition to deals on Key West to Boston flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Key West to Boston?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Key West to Boston.

  • Can I find deals for business class flights from Key West to Boston?

    Yes. Cheapflights offers flight deals from Key West to Boston 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 Key West to Boston?

    Currently, November is the cheapest month in which you can book a flight from Key West to Boston (average of $175). Flying from Key West to Boston in February is currently the most expensive (average of $331). 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

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Cambridge
Medford
Hampton Beach
Watertown
Seabrook
Seekonk
Lincoln
Lowell
Smithfield
Cranston
Chestnut Hill
Peabody
Quincy
York Beach
Warwick
Swansea
Old Orchard Beach
Brockton
Waltham
Chelsea

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Top 3 airlines flying from Key West to Boston

Discover the top 3 airlines that operate flights from Key West to Boston. 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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$226Average$346FlexibilityNo cancel feeOn-time71%
DeltaCheapest$239Average$399FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$251Average$498FlexibilityNo cancel feeOn-time62%

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