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$108+ 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 12/18. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — BOS
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
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 November 21, 2024.

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 November 21, 2024.

This Delta deal was found by Cheapflights users on 11/21. 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.
Fri 12/62:19 pmEYW - BOS
1 stop8h 00mDelta
Tue 12/108:59 amBOS - EYW
1 stop8h 25mDelta
Deal found 11/21$216
This United Airlines deal was found by Cheapflights users on 11/21. 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 12/612:55 pmEYW - BOS
1 stop5h 38mUnited Airlines
Tue 12/105:45 amBOS - EYW
2 stops9h 16mUnited Airlines
Deal found 11/21$221
This American Airlines deal was found by Cheapflights users on 11/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/53:03 pmEYW - ORH
2 stops22h 51mAmerican Airlines
Mon 12/92:24 pmORH - EYW
2 stops21h 48mAmerican Airlines
Deal found 11/20$266
This JetBlue deal was found by Cheapflights users on 11/21. 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.
Fri 12/612:50 pmEYW - BOS
Nonstop3h 26mJetBlue
Tue 12/1011:00 amBOS - EYW
1 stop6h 15mJetBlue
Deal found 11/21$375
This United Airlines deal was found by Cheapflights users on 11/21. 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 12/612:55 pmEYW - BDL
2 stops11h 04mUnited Airlines
Tue 12/106:00 amBDL - EYW
2 stops12h 55mUnited Airlines
Deal found 11/21$389
This JetBlue deal was found by Cheapflights users on 11/21. 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.
Fri 12/610:00 amEYW - BDL
1 stop7h 38mJetBlue
Tue 12/1011:55 amBDL - EYW
1 stop7h 00mJetBlue
Deal found 11/21$441
This American Airlines deal was found by Cheapflights users on 11/21. 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.
Sat 12/213:37 pmEYW - BDL
1 stop7h 40mAmerican Airlines
Wed 12/255:03 amBDL - EYW
1 stop7h 52mAmerican Airlines
Deal found 11/21$458
This Mytrip deal was found by Cheapflights users on 11/21. 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 11/249:01 amEYW - BOS
2 stops9h 48mMultiple Airlines
Mon 11/254:40 pmBOS - EYW
3 stops23h 45mMultiple Airlines
Deal found 11/21$834

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 2,612,795 searches. Data last updated November 21, 2024.

Fly from

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Fly to

Any airport

Route

Depart

Return

Price

Key WestBoston

EYW - BOS

EYWBOS

Key West

Fri 12/6

2:19 pm-10:19 pm

1 stop8h 00m

Boston Logan Intl

Tue 12/10

8:59 am-5:24 pm

1 stop8h 25m

$216

Key WestBoston

EYW - BOS

EYWBOS

Key West

Fri 12/6

12:55 pm-6:33 pm

1 stop5h 38m

Boston Logan Intl

Tue 12/10

5:45 am-3:01 pm

2 stops9h 16m

$221

Key WestWorcester

EYW - ORH

EYWORH

Key West

Thu 12/5

3:03 pm-1:54 pm

2 stops22h 51m

Worcester

Mon 12/9

2:24 pm-12:12 pm

2 stops21h 48m

$266

Key WestBoston

EYW - BOS

EYWBOS

Key West

Fri 12/6

12:50 pm-4:16 pm

Nonstop3h 26m

Boston Logan Intl

Tue 12/10

11:00 am-5:15 pm

1 stop6h 15m

$375

Key WestHartford

EYW - BDL

EYWBDL

Key West

Fri 12/6

12:55 pm-11:59 pm

2 stops11h 04m

Hartford Bradley Intl

Tue 12/10

6:00 am-6:55 pm

2 stops12h 55m

$389

Key WestHartford

EYW - BDL

EYWBDL

Key West

Fri 12/6

10:00 am-5:38 pm

1 stop7h 38m

Hartford Bradley Intl

Tue 12/10

11:55 am-6:55 pm

1 stop7h 00m

$441

Key WestHartford

EYW - BDL

EYWBDL

Key West

Sat 12/21

3:37 pm-11:17 pm

1 stop7h 40m

Hartford Bradley Intl

Wed 12/25

5:03 am-12:55 pm

1 stop7h 52m

$458

Key WestBoston

EYW - BOS

EYWBOS

Key West

Sun 1/12

5:05 pm-10:26 pm

1 stop5h 21m

Boston Logan Intl

Thu 1/16

8:40 am-5:18 pm

1 stop8h 38m

$516

Key WestBoston

EYW - BOS

EYWBOS

Key West

Wed 12/18

7:25 am-3:48 pm

1 stop8h 23m

$108

Key WestBoston

EYW - BOS

EYWBOS

Key West

Fri 12/20

12:37 pm-4:08 pm

Nonstop3h 31m

$109

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 13 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 November 21, 2024.

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 November 21, 2024.
See what other customers who have flown with United Airlines, JetBlue and American 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.
Delta
8.0
Very good
8,755 reviews

Overall

8.0

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 10

Delta One is very poor quality seating for first class. On multiple trips pieces have come off the seat. Staff and food have been good

Delta
8.0
Very good
8,755 reviews
Delta
8.0
Very good
8,755 reviews

Overall

8.0

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 10

Delta One is very poor quality seating for first class. On multiple trips pieces have come off the seat. Staff and food have been good

JetBlue
7.5
Good
3,389 reviews
Delta
8.0
Very good
8,755 reviews

Overall

8.0

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 10

Delta One is very poor quality seating for first class. On multiple trips pieces have come off the seat. Staff and food have been good

United Airlines
7.4
Good
9,172 reviews
Delta
8.0
Very good
8,755 reviews

Overall

8.0

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 10

Delta One is very poor quality seating for first class. On multiple trips pieces have come off the seat. Staff and food have been good

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,755 reviews

Overall

8.0

Boarding

8.2

Crew

8.5

Food

7.3

Comfort

7.9

Entertainment

7.9

Reviews

1 / 10

Delta One is very poor quality seating for first class. On multiple trips pieces have come off the seat. Staff and food have been good

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 $108 on Delta. Other airlines that offer cheap prices include JetBlue from $109 and United Airlines from $138 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 American Airlines (100%), Republic Airways (100%) or Qatar Airways (87%) 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 $412 for a flight from Key West to Massachusetts. The cheapest flight overall is $99 while the most popular route, (Key West - Boston Logan Intl) is currently priced at $155.

  • 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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Alternative routes for Key West to Massachusetts

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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 2,612,795 searches. Data last updated November 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$209Average$548FlexibilityNo cancel feeOn-time62%
DeltaCheapest$216Average$371FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$244Average$331FlexibilityNo cancel feeOn-time71%
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