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$126+ 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 4/10. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — BOS
Mar 30 — Apr 61
Sun 3/30
Sun 4/6
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 March 25, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$266
(Mytrip)

One-way from

$126
(Mytrip)

Popular in

April

Cheapest in

September

Average price

$387

Good one-way deal

$498 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.
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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. 9% potential increase in price ($42 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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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 March 25, 2025.

This Mytrip deal was found by Cheapflights users on 3/22. 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.
Wed 4/94:23 pmEYW - BOS
2 stops26h 20mMultiple Airlines
Tue 4/153:14 pmBOS - EYW
1 stop25h 19mMultiple Airlines
Deal found 3/22$257
This Mytrip deal was found by Cheapflights users on 3/23. 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 4/244:24 pmEYW - BOS
1 stop16h 12mAllegiant Air
Sun 4/278:56 amBOS - EYW
1 stop6h 38mAllegiant Air
Deal found 3/23$276
This United Airlines deal was found by Cheapflights users on 3/22. 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.
Wed 4/92:03 pmEYW - BOS
1 stop6h 44mUnited Airlines
Tue 4/156:00 amBOS - EYW
1 stop9h 04mUnited Airlines
Deal found 3/22$312
This American Airlines deal was found by Cheapflights users on 3/23. 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 8/511:18 amEYW - BOS
1 stop4h 51mAmerican Airlines
Fri 8/88:17 amBOS - EYW
1 stop5h 22mAmerican Airlines
Deal found 3/23$317
This JetBlue deal was found by Cheapflights users on 3/24. 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.
Tue 3/2512:43 pmEYW - BOS
Nonstop3h 36mJetBlue
Tue 4/18:20 amBOS - EYW
Nonstop3h 49mJetBlue
Deal found 3/24$325
This Delta deal was found by Cheapflights users on 3/24. 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 3/256:15 pmEYW - BOS
1 stop6h 50mDelta
Tue 4/15:40 amBOS - EYW
1 stop8h 10mDelta
Deal found 3/24$373

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 March 25, 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

Wed 4/9

4:23 pm-6:43 pm

2 stops26h 20m

Boston Logan Intl

Tue 4/15

3:14 pm-4:33 pm

1 stop25h 19m

$257

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 4/24

4:24 pm-8:36 am

1 stop16h 12m

Boston Logan Intl

Sun 4/27

8:56 am-3:34 pm

1 stop6h 38m

$276

Key WestBoston

EYW - BOS

EYWBOS

Key West

Wed 4/9

2:03 pm-8:47 pm

1 stop6h 44m

Boston Logan Intl

Tue 4/15

6:00 am-3:04 pm

1 stop9h 04m

$312

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 8/5

11:18 am-4:09 pm

1 stop4h 51m

Boston Logan Intl

Fri 8/8

8:17 am-1:39 pm

1 stop5h 22m

$317

Key WestBoston

EYW - BOS

EYWBOS

Key West

Wed 4/9

8:45 am-5:39 pm

1 stop8h 54m

Boston Logan Intl

Tue 4/15

8:20 am-12:09 pm

Nonstop3h 49m

$370

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 4/24

12:25 pm-5:40 pm

1 stop5h 15m

Boston Logan Intl

Mon 4/28

5:40 am-2:05 pm

1 stop8h 25m

$388

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 4/10

4:24 pm-8:36 am

1 stop16h 12m

$126

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 4/8

2:34 pm-9:59 pm

2 stops31h 25m

$144

Key WestBoston

EYW - BOS

EYWBOS

Key West

Mon 4/14

5:20 pm-12:30 am

1 stop7h 10m

$159

Key WestBoston

EYW - BOS

EYWBOS

Key West

Fri 4/11

2:03 pm-11:44 pm

2 stops9h 41m

$179

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/24

Showing 1-10 of 13 results
1
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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 March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 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 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, 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 March 25, 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 March 25, 2025.
Alaska Airlines
8.0
Very good
9,782 reviews

Entertainment

7.1

Crew

8.5

Comfort

7.9

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,782 reviews
Alaska Airlines
8.0
Very good
9,782 reviews

Entertainment

7.1

Crew

8.5

Comfort

7.9

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,890 reviews
Alaska Airlines
8.0
Very good
9,782 reviews

Entertainment

7.1

Crew

8.5

Comfort

7.9

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,605 reviews
Alaska Airlines
8.0
Very good
9,782 reviews

Entertainment

7.1

Crew

8.5

Comfort

7.9

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
JetBlue
7.3
Good
2,924 reviews
Alaska Airlines
8.0
Very good
9,782 reviews

Entertainment

7.1

Crew

8.5

Comfort

7.9

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,782 reviews

Entertainment

7.1

Crew

8.5

Comfort

7.9

Boarding

8.2

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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 36m on average. When it comes time to book airfare, you have a few options: there are 3 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 $275. Other airlines that can offer you cheap pricing are American Airlines, from $317, and United Airlines, from $352. Users have found that Allegiant Air is 31% 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 $126. Users have also found prices from $149 and $159 on JetBlue and Delta, 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 $648 for a flight from Key West to Boston. The cheapest flight overall is $259 while the most popular route, (Key West - Boston Logan Intl) is currently priced at $221.

  • 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
Warwick
Marlborough
Waltham
Cambridge
Framingham
Chestnut Hill
Seekonk
Randolph
Brockton
Lowell
West Yarmouth
Woburn
Somerville
Saco
Burlington
Smithfield
Salem
Chelsea
Seabrook
Brookline

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Alternative routes for Key West to Boston

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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 March 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$216Average$371FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$216Average$538FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$246Average$327FlexibilityNo cancel feeOn-time71%
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