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$123+ 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 4/22. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — BOS
avr. 20 — avr. 271
dim. 4/20
dim. 4/27
1 adult, Economy
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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 avril 15, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$317
(Delta)

One-way from

$123
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$551

Good round-trip deal

$277 or less

Good one-way deal

$509 or less
Provider with most accurate pricing for Key West-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for Key West-Boston Logan Intl flights.
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From Key West to Boston Logan Intl
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One-way flight from Key West to Boston Logan Intl
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Highest demand for flights based on searches. 15% potential increase in price ($72 potential increase over avg. RT price).
Search Deals
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 April 2025
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Price to beat on a round-trip flight from Key West to Boston Logan Intl.
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Price to beat on a one-way flight from Key West to Boston Logan Intl.
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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 avril 15, 2025.

This JetBlue deal was found by Cheapflights users on 4/15. 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.
mer. 11/2612:07 pmEYW - BOS
Nonstop3h 31mJetBlue
lun. 12/17:30 amBOS - EYW
Nonstop3h 52mJetBlue
Deal found 4/15$312
This Delta deal was found by Cheapflights users on 4/14. 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.
mar. 5/136:25 pmEYW - BOS
1 stop6h 08mDelta
mar. 5/206:55 amBOS - EYW
1 stop6h 01mDelta
Deal found 4/14$317
This American Airlines deal was found by Cheapflights users on 4/14. 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. 9/234:01 pmEYW - BOS
2 stops6h 27mAmerican Airlines
mar. 10/79:59 amBOS - EYW
1 stop5h 20mAmerican Airlines
Deal found 4/14$322
This Mytrip deal was found by Cheapflights users on 4/14. 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.
ven. 5/235:31 pmEYW - BOS
3 stops22h 13mMultiple Airlines
mer. 5/2811:00 amBOS - EYW
1 stop28h 16mMultiple Airlines
Deal found 4/14$324
This United Airlines deal was found by Cheapflights users on 4/15. 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.
ven. 5/236:45 pmEYW - BOS
2 stops21h 34mUnited Airlines
mar. 5/275:30 amBOS - EYW
2 stops12h 35mUnited Airlines
Deal found 4/15$421

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 avril 15, 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

mar. 5/13

6:25 pm-12:33 am

1 stop6h 08m

Boston Logan Intl

mar. 5/20

6:55 am-12:56 pm

1 stop6h 01m

$317

Key WestBoston

EYW - BOS

EYWBOS

Key West

mar. 9/23

4:01 pm-10:28 pm

2 stops6h 27m

Boston Logan Intl

mar. 10/7

9:59 am-3:19 pm

1 stop5h 20m

$322

Key WestBoston

EYW - BOS

EYWBOS

Key West

ven. 5/23

5:31 pm-3:44 pm

3 stops22h 13m

Boston Logan Intl

mer. 5/28

11:00 am-3:16 pm

1 stop28h 16m

$324

Key WestBoston

EYW - BOS

EYWBOS

Key West

mar. 6/10

8:45 am-1:28 pm

2 stops28h 43m

Boston Logan Intl

jeu. 6/12

12:29 pm-8:00 am

2 stops19h 31m

$393

Key WestBoston

EYW - BOS

EYWBOS

Key West

mer. 4/30

6:45 pm-11:49 pm

1 stop5h 04m

Boston Logan Intl

dim. 5/4

6:30 am-2:00 pm

1 stop7h 30m

$486

Key WestBoston

EYW - BOS

EYWBOS

Key West

mar. 4/22

2:34 pm-8:51 am

1 stop18h 17m

$123

Key WestBoston

EYW - BOS

EYWBOS

Key West

ven. 7/11

4:56 pm-11:01 pm

1 stop6h 05m

$169

Key WestBoston

EYW - BOS

EYWBOS

Key West

ven. 7/11

6:45 pm-11:00 pm

2 stops28h 15m

$198

Key WestBoston

EYW - BOS

EYWBOS

Key West

sam. 5/17

2:45 pm-11:06 pm

1 stop8h 21m

$219

Key WestBoston

EYW - BOS

EYWBOS

Key West

dim. 6/1

8:53 am-6:52 pm

3 stops33h 59m

$226

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/14

Showing 1-10 of 12 results
1
2

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 April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
CheapTicketsDealPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
MytripPrice 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 Mytrip to be most consistent on Cheapflights vs. Mytrip Users can find the same prices on Key West-Boston flight deals on Cheapflights vs. Mytrip >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 Mytrip the most. Mytrip 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, January is the cheapest month in which you can book a flight from Key West to Boston (average of $218). Flying from Key West to Boston in July is currently the most expensive (average of $311). 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 avril 15, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 38% on flights from Key West to Boston by exploring options for tickets in the afternoon.

Rainfall in Boston by month

Plan your trip to Boston by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Boston ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Boston when rainfall is around 3.1 in.

Temperature in Boston by month

Plan your trip to Boston by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Boston, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

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 avril 15, 2025.
Read reviews from past customers who have flown Alaska Airlines, Delta and United Airlines from Key West to Boston. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,871 reviews

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,871 reviews
Alaska Airlines
8.0
Very good
9,871 reviews

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,918 reviews
Alaska Airlines
8.0
Very good
9,871 reviews

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,658 reviews
Alaska Airlines
8.0
Very good
9,871 reviews

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
JetBlue
7.3
Good
2,927 reviews
Alaska Airlines
8.0
Very good
9,871 reviews

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Allegiant Air
7.3
Good
734 reviews
Alaska Airlines
8.0
Very good
9,871 reviews

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Overall

8.0

Crew

8.5

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

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 39m 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.

  • 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 $317. Other airlines that can offer you cheap pricing are American Airlines, from $322, and United Airlines, from $393. Users have found that Delta is 19% 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 Allegiant Air. According to our data, you can fly for as low as $123. Users have also found prices from $169 and $198 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 (65%), Republic Airways (65%) and TAP AIR PORTUGAL (64%).

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

    On average you can expect to pay $701 for a flight from Key West to Boston. The cheapest flight overall is $277 while the most popular route, (Key West - Boston Logan Intl) is currently priced at $217.

  • 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, January is the cheapest month in which you can book a flight from Key West to Boston (average of $218). Flying from Key West to Boston in July is currently the most expensive (average of $311). 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 Key West?

Book flights to Key West if you plan to visit one of these locations
Marlborough
Warwick
Waltham
Framingham
Cambridge
Chestnut Hill
Seekonk
Randolph
Brockton
Lowell
Seabrook
West Yarmouth
Woburn
Somerville
Saco
Burlington
Smithfield
Lincoln
Salem
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 avril 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$216Average$371FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$236Average$520FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$246Average$327FlexibilityNo cancel feeOn-time71%

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