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$134+ 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 9/3. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — BOS
May 4 — May 111
Sun 5/4
Sun 5/11
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 April 29, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$237
(Mytrip)

One-way from

$134
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$557

Good round-trip deal

$277 or less

Good one-way deal

$384 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. 14% potential increase in price ($69 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($16 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 April 29, 2025.

This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/224:06 pmEYW - BOS
1 stop16h 04mAllegiant Air
Wed 5/2811:00 amBOS - EYW
1 stop28h 16mAllegiant Air
Deal found 4/29$237
This American Airlines deal was found by Cheapflights users on 4/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/233:01 pmEYW - BOS
1 stop7h 31mAmerican Airlines
Tue 10/75:43 amBOS - EYW
1 stop5h 14mAmerican Airlines
Deal found 4/29$247
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/224:06 pmEYW - BOS
1 stop16h 04mMultiple Airlines
Wed 5/285:42 pmBOS - EYW
2 stops23h 15mMultiple Airlines
Deal found 4/29$258
This Delta deal was found by Cheapflights users on 4/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/237:00 amEYW - BOS
1 stop8h 05mDelta
Tue 10/79:15 amBOS - EYW
1 stop7h 57mDelta
Deal found 4/28$297
This United Airlines deal was found by Cheapflights users on 4/28. 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.
Fri 7/186:45 pmEYW - BOS
2 stops21h 44mUnited Airlines
Sun 7/205:30 amBOS - EYW
2 stops26h 30mUnited Airlines
Deal found 4/28$344
This JetBlue deal was found by Cheapflights users on 4/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/252:45 pmEYW - BOS
1 stop8h 21mJetBlue
Thu 5/296:10 amBOS - EYW
1 stop7h 50mJetBlue
Deal found 4/29$499

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 April 29, 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 5/22

4:06 pm-8:10 am

1 stop16h 04m

Boston Logan Intl

Wed 5/28

11:00 am-3:16 pm

1 stop28h 16m

$237

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 9/23

3:01 pm-10:32 pm

1 stop7h 31m

Boston Logan Intl

Tue 10/7

5:43 am-10:57 am

1 stop5h 14m

$247

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 5/22

4:06 pm-8:10 am

1 stop16h 04m

Boston Logan Intl

Wed 5/28

5:42 pm-4:57 pm

2 stops23h 15m

$258

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 9/23

7:00 am-3:05 pm

1 stop8h 05m

Boston Logan Intl

Tue 10/7

9:15 am-5:12 pm

1 stop7h 57m

$297

Key WestBoston

EYW - BOS

EYWBOS

Key West

Fri 7/18

6:45 pm-4:29 pm

2 stops21h 44m

Boston Logan Intl

Sun 7/20

5:30 am-8:00 am

2 stops26h 30m

$344

Key WestBoston

EYW - BOS

EYWBOS

Key West

Sun 5/25

2:45 pm-11:06 pm

1 stop8h 21m

Boston Logan Intl

Thu 5/29

6:10 am-2:00 pm

1 stop7h 50m

$499

Key WestBoston

EYW - BOS

EYWBOS

Key West

Wed 9/3

1:27 pm-6:31 pm

1 stop5h 04m

$134

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 6/17

8:45 am-10:53 pm

1 stop14h 08m

$139

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 6/17

2:12 pm-11:59 pm

2 stops9h 47m

$174

Key WestBoston

EYW - BOS

EYWBOS

Key West

Sat 10/25

1:00 pm-4:32 pm

Nonstop3h 32m

$194

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 13 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
PricelinePrice Accuracy2 starsTrust Score*3 stars
CheapTicketsDealPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust 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 April 29, 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 April 29, 2025.
Alaska Airlines
8.0
Very good
9,961 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,961 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,936 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
JetBlue
7.3
Good
2,922 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Allegiant Air
7.3
Good
734 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Food

7.1

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 5h 59m 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 $237. Other airlines that can offer you cheap pricing are American Airlines, from $247, and Delta, from $297. Users have found that Allegiant Air is 40% 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 American Airlines. According to our data, you can fly for as low as $134. Users have also found prices from $174 and $194 on United Airlines and JetBlue, 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 (66%), Republic Airways (66%) and JetBlue (64%).

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

    On average you can expect to pay $737 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 $225.

  • 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
Cambridge
Waltham
Framingham
Chestnut Hill
Randolph
Brockton
Lowell
Woburn
Somerville
York Beach
Saco
Burlington
West Yarmouth
Smithfield
Lincoln
Salem
Chelsea
Seabrook

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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 April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$216Average$371FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$236Average$516FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$246Average$332FlexibilityNo cancel feeOn-time71%

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