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$119+ 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 6/25. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — BOS
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$237
(Delta)

One-way from

$119
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$373

Good one-way deal

$173 or less
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 ($73 potential increase over avg. RT price).
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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 June 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 June 12, 2025.

This Delta deal was found by Cheapflights users on 6/10. 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 9/236:00 pmEYW - BOS
1 stop7h 00mDelta
Tue 10/77:00 amBOS - EYW
1 stop6h 08mDelta
Deal found 6/10$237
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2312:00 pmEYW - BOS
2 stops9h 46mAmerican Airlines
Tue 10/71:14 pmBOS - EYW
1 stop5h 53mAmerican Airlines
Deal found 6/11$242
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/104:20 pmEYW - BOS
1 stop15h 51mMultiple Airlines
Sun 7/1310:08 amBOS - EYW
2 stops30h 28mMultiple Airlines
Deal found 6/11$307
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/204:20 pmEYW - BOS
1 stop15h 51mAllegiant Air
Sun 8/311:31 amBOS - EYW
2 stops27h 45mAllegiant Air
Deal found 6/11$339
This United Airlines 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 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 stops18h 58mUnited Airlines
Tue 7/226:05 amBOS - EYW
2 stops12h 00mUnited Airlines
Deal found 6/11$363

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 12, 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

Tue 9/23

6:00 pm-1:00 am

1 stop7h 00m

Boston Logan Intl

Tue 10/7

7:00 am-1:08 pm

1 stop6h 08m

$237

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 9/23

12:00 pm-9:46 pm

2 stops9h 46m

Boston Logan Intl

Tue 10/7

1:14 pm-7:07 pm

1 stop5h 53m

$242

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 7/10

4:20 pm-8:11 am

1 stop15h 51m

Boston Logan Intl

Sun 7/13

10:08 am-4:36 pm

2 stops30h 28m

$307

Key WestBoston

EYW - BOS

EYWBOS

Key West

Sun 7/20

4:20 pm-8:11 am

1 stop15h 51m

Boston Logan Intl

Sun 8/3

11:31 am-3:16 pm

2 stops27h 45m

$339

Key WestBoston

EYW - BOS

EYWBOS

Key West

Fri 7/18

6:45 pm-1:43 pm

2 stops18h 58m

Boston Logan Intl

Tue 7/22

6:05 am-6:05 pm

2 stops12h 00m

$363

Key WestBoston

EYW - BOS

EYWBOS

Key West

Wed 6/25

7:32 pm-12:35 am

1 stop5h 03m

$119

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 6/26

8:45 am-10:56 pm

1 stop14h 11m

$128

Key WestBoston

EYW - BOS

EYWBOS

Key West

Sun 8/3

4:20 pm-8:11 am

1 stop15h 51m

$134

Key WestBoston

EYW - BOS

EYWBOS

Key West

Fri 7/11

1:00 pm-1:43 pm

2 stops24h 43m

$173

Key WestBoston

EYW - BOS

EYWBOS

Key West

Tue 6/17

7:10 am-3:09 pm

1 stop7h 59m

$207

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 12 results
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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 June is currently the most expensive (average of $306). 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 June 12, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 34% 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 June 12, 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
10,000 reviews

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

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
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

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
7,946 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

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
8,790 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

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
2,925 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

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
725 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

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 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 $242, and Allegiant Air, from $339. Users have found that Delta is 39% 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 $119. Users have also found prices from $134 and $173 on Allegiant Air 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 JetBlue (71%), TAP AIR PORTUGAL (71%) and Qatar Airways (36%).

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

    On average you can expect to pay $259 for a flight from Key West to Boston. The cheapest flight overall is $158 while the most popular route, (Key West - Boston Logan Intl) is currently priced at $237.

  • 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 June is currently the most expensive (average of $306). 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
Cambridge
Medford
Watertown
Warwick
Waltham
Framingham
Seabrook
Cranston
Randolph
Chestnut Hill
Lowell
Chelsea
Marlborough
Brockton
York Beach
Saco
Burlington
West Yarmouth
Smithfield
Swansea

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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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$216Average$357FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$236Average$520FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$246Average$337FlexibilityNo cancel feeOn-time71%

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