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$109+ Cheap flights from Key West (EYW) to Massachusetts

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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — BOS
Jan 25 — Feb 11
Sat 1/25
Sat 2/1
1 adult, Economy
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Cheap flight deals from Key West to Massachusetts

Discover tips and strategies to find the most affordable flight options for your journey from Key West (EYW) to Massachusetts (USMA). 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 January 20, 2025.

Round-trip from

$247
(JetBlue)

One-way from

$109
(JetBlue)
From Key West to Massachusetts
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One-way flight from Key West to Massachusetts
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Find flight deals from Key West to Massachusetts

Cheapest flights from Key West to Massachusetts
Explore the most affordable flight options available from Key West to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 20, 2025.

This JetBlue deal was found by Cheapflights users on 1/19. 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.
Wed 2/1912:39 pmEYW - BOS
Nonstop3h 40mJetBlue
Mon 2/248:00 amBOS - EYW
Nonstop3h 54mJetBlue
Deal found 1/19$247
This Delta deal was found by Cheapflights users on 1/20. 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.
Wed 2/197:00 amEYW - BOS
1 stop7h 49mDelta
Wed 2/2611:45 amBOS - EYW
1 stop8h 26mDelta
Deal found 1/20$267
This United Airlines deal was found by Cheapflights users on 1/19. 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.
Thu 2/61:50 pmEYW - BOS
1 stop6h 56mUnited Airlines
Sun 2/95:45 amBOS - EYW
1 stop5h 54mUnited Airlines
Deal found 1/19$312
This American Airlines deal was found by Cheapflights users on 1/19. 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.
Thu 2/278:02 amEYW - BOS
1 stop7h 17mAmerican Airlines
Sun 3/212:30 pmBOS - EYW
1 stop6h 26mAmerican Airlines
Deal found 1/19$327
This Mytrip deal was found by Cheapflights users on 1/20. 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 1/269:03 amEYW - BOS
3 stops14h 29mMultiple Airlines
Wed 1/2912:15 pmBOS - EYW
3 stops28h 47mMultiple Airlines
Deal found 1/20$734

Find flights from Key West to Massachusetts within your budget

Customize your flight search to find flights from Key West to Massachusetts 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 January 20, 2025.

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Depart

Return

Price

Key WestBoston

EYW - BOS

EYWBOS

Key West

Wed 2/19

12:39 pm-4:19 pm

Nonstop3h 40m

Boston Logan Intl

Mon 2/24

8:00 am-11:54 am

Nonstop3h 54m

$247

Key WestBoston

EYW - BOS

EYWBOS

Key West

Wed 2/19

7:00 am-2:49 pm

1 stop7h 49m

Boston Logan Intl

Wed 2/26

11:45 am-8:11 pm

1 stop8h 26m

$267

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 2/6

1:50 pm-8:46 pm

1 stop6h 56m

Boston Logan Intl

Sun 2/9

5:45 am-11:39 am

1 stop5h 54m

$312

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 2/27

8:02 am-3:19 pm

1 stop7h 17m

Boston Logan Intl

Sun 3/2

12:30 pm-6:56 pm

1 stop6h 26m

$327

Key WestBoston

EYW - BOS

EYWBOS

Key West

Wed 2/19

12:39 pm-4:19 pm

Nonstop3h 40m

$109

Key WestHartford

EYW - BDL

EYWBDL

Key West

Tue 3/25

6:00 pm-12:11 am

1 stop6h 11m

$109

Key WestBoston

EYW - BOS

EYWBOS

Key West

Mon 3/10

5:08 pm-4:32 pm

2 stops23h 24m

$113

Key WestBoston

EYW - BOS

EYWBOS

Key West

Wed 2/19

7:00 am-1:44 pm

1 stop6h 44m

$119

Key WestBoston

EYW - BOS

EYWBOS

Key West

Fri 2/14

2:40 pm-6:16 pm

Nonstop3h 36m

$139

Key WestHartford

EYW - BDL

EYWBDL

Key West

Wed 3/26

1:54 pm-11:56 pm

2 stops10h 02m

$150

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/19

Showing 1-10 of 16 results
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Best time to book a flight from Key West to Massachusetts

Have a flexible travel schedule? Discover the best time to fly to Massachusetts 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.

Travel insights for flights from Key West to Massachusetts

Get recent, data-driven insights about flights from Key West to Massachusetts including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Key West to Massachusetts?

Currently, January is the cheapest month in which you can book a flight from Key West to Massachusetts (average of $218). Flying from Key West to Massachusetts 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 MA?

Find hourly flight availability from Key West to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 20, 2025.

When flying from Key West to Massachusetts, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Massachusetts by month

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

In terms of precipitation, rainfall in Massachusetts 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 Massachusetts when rainfall is around 3.1 in.

Temperature in Massachusetts by month

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

If weather is an important factor for your trip to Massachusetts, 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 Massachusetts

Get insights into the airlines that provide service to Massachusetts. 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 Massachusetts. Reviews last updated January 20, 2025.
See what other customers who have flown with JetBlue and United Airlines from Key West to Massachusetts have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,696 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Food

7.1

Boarding

8.2

Entertainment

7.1

Reviews

1 / 10

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
9,696 reviews
Alaska Airlines
8.0
Very good
9,696 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Food

7.1

Boarding

8.2

Entertainment

7.1

Reviews

1 / 10

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
8,521 reviews
Alaska Airlines
8.0
Very good
9,696 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Food

7.1

Boarding

8.2

Entertainment

7.1

Reviews

1 / 10

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
7.4
Good
3,201 reviews
Alaska Airlines
8.0
Very good
9,696 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Food

7.1

Boarding

8.2

Entertainment

7.1

Reviews

1 / 10

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
8,982 reviews
Alaska Airlines
8.0
Very good
9,696 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Food

7.1

Boarding

8.2

Entertainment

7.1

Reviews

1 / 10

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

Allegiant Air
7.4
Good
801 reviews
Alaska Airlines
8.0
Very good
9,696 reviews

Crew

8.5

Overall

8.0

Comfort

7.9

Food

7.1

Boarding

8.2

Entertainment

7.1

Reviews

1 / 10

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 Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Key West to Massachusetts?

    If you book a flight to Massachusetts from Key West, you will be flying from Key West, which is the city’s only airport. Key West (EYW) is located 2.6 mi from the center of Key West.

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

    One-way options have recently been found by users for as low as $109 on JetBlue. Other airlines that offer cheap prices include Delta from $109 and American Airlines from $139 one-way.

  • What are the most popular routes from Key West to Massachusetts?

    The most popular flight routes from Key West to Massachusetts are Key West - Boston Logan Intl, Key West - Hartford Bradley Intl and Key West - Worcester.

  • What are the most reliable airlines from Key West to Massachusetts?

    Consider JetBlue (60%), TAP AIR PORTUGAL (59%) or American Airlines (58%) when booking your flight. These represent the most reliable airlines when flying from Key West to Massachusetts.

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

    On average you can expect to pay $337 for a flight from Key West to Massachusetts. The cheapest flight overall is $138 while the most popular route, (Key West - Boston Logan Intl) is currently priced at $195.

  • Can I find deals for flights from Key West to Massachusetts that include hotel bookings?

    Yes. In addition to deals on Key West to Massachusetts flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Key West to Massachusetts?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Key West to Massachusetts.

  • Can I find deals for business class flights from Key West to Massachusetts?

    Yes. Cheapflights offers flight deals from Key West to Massachusetts 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 Massachusetts?

    Currently, January is the cheapest month in which you can book a flight from Key West to Massachusetts (average of $218). Flying from Key West to Massachusetts 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

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Top 3 airlines flying from Key West to Massachusetts

Discover the top 3 airlines that operate flights from Key West to Massachusetts. 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 January 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$216Average$371FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$216Average$560FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$244Average$328FlexibilityNo cancel feeOn-time71%
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