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$94+ 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 9/6. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — BOS
Jul 13 — Jul 201
Mon 7/13
Mon 7/20
1 adult, Economy
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Cheap 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 June 13, 2026.

This Delta deal was found by Cheapflights users on 6/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/187:50 am
EYW
-
BOS
1 stop5h 55m
Delta
Mon 6/221:55 pm
BOS
-
EYW
1 stop5h 58m
Delta
Deal found 6/11$187
This Delta deal was found by Cheapflights users on 6/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/126:24 pm
EYW
-
BOS
1 stop7h 07m
Delta
Tue 6/236:50 am
BOS
-
EYW
1 stop6h 38m
Delta
Deal found 6/11$219
This Delta deal was found by Cheapflights users on 6/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/126:24 pm
EYW
-
BOS
1 stop7h 07m
Delta
Mon 6/1510:20 am
BOS
-
EYW
1 stop7h 07m
Delta
Deal found 6/11$251
This Delta deal was found by Cheapflights users on 6/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/187:50 am
EYW
-
BOS
1 stop5h 55m
Delta
Fri 6/261:55 pm
BOS
-
EYW
1 stop5h 58m
Delta
Deal found 6/11$267
This Kiwi.com deal was found by Cheapflights users on 6/12. 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 7/1610:55 am
EYW
-
BOS
1 stop22h 19m
Multiple Airlines
Mon 7/208:41 am
BOS
-
EYW
2 stops27h 53m
Multiple Airlines
Deal found 6/12$274
This Kiwi.com deal was found by Cheapflights users on 6/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/251:14 pm
EYW
-
BOS
2 stops12h 13m
Multiple Airlines
Sat 8/2911:05 am
BOS
-
EYW
1 stop24h 20m
Multiple Airlines
Deal found 6/11$290
This Kiwi.com deal was found by Cheapflights users on 6/9. 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.
Tue 6/301:14 pm
EYW
-
BOS
2 stops12h 13m
Multiple Airlines
Sat 9/1211:05 am
BOS
-
EYW
1 stop23h 14m
Multiple Airlines
Deal found 6/9$294
This Delta deal was found by Cheapflights users on 6/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/1211:59 am
EYW
-
BOS
1 stop7h 40m
Delta
Thu 6/189:05 am
BOS
-
EYW
1 stop8h 22m
Delta
Deal found 6/11$299
This Kiwi.com deal was found by Cheapflights users on 6/12. 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.
Mon 7/271:11 pm
EYW
-
BOS
2 stops42h 35m
Multiple Airlines
Thu 7/3010:04 am
BOS
-
EYW
1 stop25h 23m
Multiple Airlines
Deal found 6/12$300
This Kiwi.com deal was found by Cheapflights users on 6/12. 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.
Fri 7/1011:07 am
EYW
-
BOS
1 stop24h 54m
Multiple Airlines
Thu 7/1610:04 am
BOS
-
EYW
1 stop25h 23m
Multiple Airlines
Deal found 6/12$307
This Delta deal was found by Cheapflights users on 6/12. 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 9/102:35 pm
EYW
-
BOS
1 stop8h 14m
Delta
Sun 9/136:55 am
BOS
-
EYW
1 stop6h 14m
Delta
Deal found 6/12$309
This Kiwi.com deal was found by Cheapflights users on 6/12. 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.
Fri 7/311:07 am
EYW
-
BOS
1 stop23h 58m
Multiple Airlines
Wed 7/88:41 am
BOS
-
EYW
2 stops26h 44m
Multiple Airlines
Deal found 6/12$310

Find 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 June 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$187
(Delta)

One-way from

$94
(Delta)

Popular in

April

Cheapest in

November

Average price

$351
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. 11% potential increase in price ($49 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
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 June 13, 2026.
Use the filters below to find and compare flights from Key West to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 7/16

6:18 pm-1:20 am

1 stop7h 02m

Boston Logan Intl

Mon 7/20

5:30 am-11:00 am

1 stop5h 30m

$187

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 6/23

6:24 pm-1:31 am

1 stop7h 07m

Boston Logan Intl

Fri 6/26

1:55 pm-7:53 pm

1 stop5h 58m

$267

Key WestBoston

EYW - BOS

EYWBOS

Key West

Fri 7/10

6:18 pm-1:20 am

1 stop7h 02m

Boston Logan Intl

Wed 7/15

6:45 am-1:23 pm

1 stop6h 38m

$267

Key WestBoston

EYW - BOS

EYWBOS

Key West

Fri 7/3

2:38 pm-9:05 pm

1 stop6h 27m

Boston Logan Intl

Mon 9/14

6:50 am-12:58 pm

1 stop6h 08m

$313
Quickest round-trip

Key WestBoston

EYW - BOS

EYWBOS

Key West

Mon 8/3

5:34 pm-11:49 pm

1 stop6h 15m

Boston Logan Intl

Tue 8/4

10:13 am-4:11 pm

1 stop5h 58m

$367

Key WestBoston

EYW - BOS

EYWBOS

Key West

Wed 7/8

6:18 pm-1:20 am

1 stop7h 02m

Boston Logan Intl

Thu 7/16

12:30 pm-7:51 pm

1 stop7h 21m

$399

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 7/2

6:24 pm-1:31 am

1 stop7h 07m

Boston Logan Intl

Sat 9/12

1:55 pm-7:45 pm

1 stop5h 50m

$413

Key WestBoston

EYW - BOS

EYWBOS

Key West

Wed 7/8

6:18 pm-1:20 am

1 stop7h 02m

Boston Logan Intl

Tue 7/14

6:00 am-5:23 pm

2 stops11h 23m

$473

Key WestBoston

EYW - BOS

EYWBOS

Key West

Sat 7/4

7:50 am-7:56 pm

2 stops12h 06m

Boston Logan Intl

Mon 9/14

6:50 am-12:58 pm

1 stop6h 08m

$503

Key WestBoston

EYW - BOS

EYWBOS

Key West

Fri 7/3

7:33 pm-12:36 am

1 stop5h 03m

Boston Logan Intl

Thu 7/9

7:00 am-7:06 pm

2 stops12h 06m

$514

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

Showing 1-10 of 22 resultsSorted by cheapest first
1
2
3

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 June.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Key West-Boston flight deals on Cheapflights vs. FlightHub >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 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 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 $301). Flying from Key West to Boston 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 Key West to Boston?

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 June 13, 2026.
Get a feel of what it's like to fly with Delta,American Airlines, andJetBlue 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
8,405 reviews

Entertainment

7.8

Crew

8.5

Comfort

7.8

Food

7.2

Overall

7.9

Boarding

8.1

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
8,405 reviews
Delta
7.9
Good
8,405 reviews

Entertainment

7.8

Crew

8.5

Comfort

7.8

Food

7.2

Overall

7.9

Boarding

8.1

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
7.1
Good
11,650 reviews
Delta
7.9
Good
8,405 reviews

Entertainment

7.8

Crew

8.5

Comfort

7.8

Food

7.2

Overall

7.9

Boarding

8.1

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
7.1
Good
2,982 reviews
Delta
7.9
Good
8,405 reviews

Entertainment

7.8

Crew

8.5

Comfort

7.8

Food

7.2

Overall

7.9

Boarding

8.1

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.

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

    Delta and American Airlines can get you from Key West to Boston in just under 6h 15m. Your travel time can differ by up to 47m. 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 $182. Another airline that can offer you cheap pricing is JetBlue. Users have found that American Airlines is 53% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Key West to Boston one-way?

    For one-way options, check prices for JetBlue. According to our data, you can fly for as low as $109. Users have also found prices from $128 and $148 on American Airlines and United Airlines, respectively.

  • 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 American Airlines (100%), Envoy Air (100%) and Republic Airways (100%).

  • 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 $301). Flying from Key West to Boston 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

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Waltham
Cambridge
Concord
Brockton
Watertown
Hampton Beach
Seekonk
Cranston
Warwick
Peabody
Auburn
York Beach
Chelsea
Londonderry
Dedham
Swansea
Old Orchard Beach
Lowell
Smithfield
Braintree

Browse thousands of different options on Cheapflights for your next trip

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Top 2 airlines flying from Key West to Boston

Discover the top 2 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 June 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$182Average$356FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$251Average$440FlexibilityNo cancel feeOn-time62%

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