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$51+ Cheap flights from Connecticut 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 12/31. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — BOS
Dec 18 — Dec 251
Thu 12/18
Thu 12/25
1 adult, Economy
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Find flight deals from Connecticut to Massachusetts

Cheapest flights from Connecticut to Massachusetts
Explore the most affordable flight options available from Connecticut to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 18, 2025.

This Priceline deal was found by Cheapflights users on 11/18. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/93:30 pmJFK - BOS
Nonstop1h 17mJetBlue
Tue 12/97:50 pmBOS - JFK
Nonstop1h 24mJetBlue
Deal found 11/18$102
This Rumbo deal was found by Cheapflights users on 11/18. 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 Rumbo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/116:30 amJFK - BOS
Nonstop1h 12mJetBlue
Sat 12/135:40 amBOS - JFK
Nonstop1h 20mJetBlue
Deal found 11/18$103
This eDestinos deal was found by Cheapflights users on 11/16. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/86:30 amJFK - BOS
Nonstop1h 12mJetBlue
Mon 12/151:40 pmBOS - JFK
Nonstop1h 17mJetBlue
Deal found 11/16$106
This American Airlines deal was found by Cheapflights users on 11/18. 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 12/111:30 pmLGA - BOS
Nonstop1h 17mAmerican Airlines
Sun 12/1410:09 amBOS - LGA
Nonstop1h 21mAmerican Airlines
Deal found 11/18$107
This SmartFares deal was found by Cheapflights users on 11/18. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/116:30 amJFK - BOS
Nonstop1h 12mJetBlue
Sun 12/1411:40 amBOS - JFK
Nonstop1h 18mJetBlue
Deal found 11/18$107
This American Airlines deal was found by Cheapflights users on 11/18. 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 12/112:30 pmJFK - BOS
Nonstop1h 17mAmerican Airlines
Sun 12/1412:03 pmBOS - JFK
Nonstop1h 26mAmerican Airlines
Deal found 11/18$108
This Mytrip deal was found by Cheapflights users on 11/17. 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 12/105:45 amLGA - BOS
1 stop13h 21mSpirit Airlines
Tue 12/1610:56 amBOS - LGA
1 stop9h 04mSpirit Airlines
Deal found 11/17$109
This American Airlines deal was found by Cheapflights users on 11/17. 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 12/118:10 amJFK - BOS
Nonstop1h 25mAmerican Airlines
Mon 12/1512:03 pmBOS - JFK
Nonstop1h 26mAmerican Airlines
Deal found 11/17$109
This Frontier deal was found by Cheapflights users on 11/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/410:08 pmLGA - BOS
1 stop9h 25mFrontier
Mon 12/811:23 amBOS - LGA
1 stop11h 42mFrontier
Deal found 11/17$110
This American Airlines deal was found by Cheapflights users on 11/17. 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.
Mon 12/89:40 pmJFK - BOS
Nonstop1h 14mAmerican Airlines
Mon 12/1512:03 pmBOS - JFK
Nonstop1h 26mAmerican Airlines
Deal found 11/17$110
This United Airlines deal was found by Cheapflights users on 11/18. 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 12/116:30 amEWR - BOS
Nonstop1h 09mUnited Airlines
Sat 12/136:00 amBOS - EWR
Nonstop1h 25mUnited Airlines
Deal found 11/18$116
This Priceline deal was found by Cheapflights users on 11/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/86:30 amJFK - BOS
Nonstop1h 12mJetBlue
Mon 12/811:40 amBOS - JFK
Nonstop1h 18mJetBlue
Deal found 11/17$117

Cheap flight deals from Connecticut to Massachusetts

Keep the following information in mind while searching for Connecticut to Massachusetts flight deals. Data was last updated November 18, 2025.

Round-trip from

$102
(JetBlue)

One-way from

$51
(Expedia)
From Connecticut to Massachusetts
Search Deals
One-way flight from Connecticut to Massachusetts
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Connecticut 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 November 18, 2025.
Use the filters below to find and compare flights from Connecticut to Massachusetts that are best for you.

Fly from

Connecticut

Fly to

Massachusetts

Route

Depart

Return

Price

New YorkBoston

JFK - BOS

JFKBOS

New York John F Kennedy Intl

Wed 12/10

1:59 pm-3:14 pm

Nonstop1h 15m

Boston Logan Intl

Fri 12/12

11:40 am-12:58 pm

Nonstop1h 18m

$107

New YorkBoston

JFK - BOS

JFKBOS

New York John F Kennedy Intl

Thu 1/1

6:30 am-7:41 am

Nonstop1h 11m

Boston Logan Intl

Thu 1/8

1:25 pm-2:43 pm

Nonstop1h 18m

$117

New YorkHartford

JFK - BDL

JFKBDL

New York John F Kennedy Intl

Wed 12/31

10:59 pm-11:59 pm

Nonstop1h 00m

Hartford Bradley Intl

Wed 1/7

6:00 am-7:07 am

Nonstop1h 07m

$118

New YorkHartford

JFK - BDL

JFKBDL

New York John F Kennedy Intl

Tue 12/16

9:45 pm-10:42 pm

Nonstop0h 57m

Hartford Bradley Intl

Tue 12/23

6:00 am-7:07 am

Nonstop1h 07m

$120

New YorkBoston

JFK - BOS

JFKBOS

New York John F Kennedy Intl

Thu 1/8

3:55 pm-5:13 pm

Nonstop1h 18m

Boston Logan Intl

Wed 1/14

12:15 pm-1:33 pm

Nonstop1h 18m

$122

New YorkBoston

JFK - BOS

JFKBOS

New York John F Kennedy Intl

Fri 12/5

6:45 pm-8:07 pm

Nonstop1h 22m

Boston Logan Intl

Sun 12/7

7:50 pm-9:14 pm

Nonstop1h 24m

$122

New YorkBoston

JFK - BOS

JFKBOS

New York John F Kennedy Intl

Sat 1/31

6:30 am-7:41 am

Nonstop1h 11m

Boston Logan Intl

Sat 1/31

10:05 am-11:22 am

Nonstop1h 17m

$122

NewarkBoston

EWR - BOS

EWRBOS

Newark

Sat 1/10

12:37 pm-5:34 pm

1 stop4h 57m

Boston Logan Intl

Sat 1/17

3:43 pm-11:52 pm

1 stop8h 09m

$123

New YorkBoston

JFK - BOS

JFKBOS

New York John F Kennedy Intl

Sat 1/31

2:30 pm-3:50 pm

Nonstop1h 20m

Boston Logan Intl

Sun 2/1

6:15 am-7:36 am

Nonstop1h 21m

$127

New YorkBoston

LGA - BOS

LGABOS

New York LaGuardia

Mon 12/15

9:15 pm-10:27 pm

Nonstop1h 12m

Boston Logan Intl

Mon 12/22

7:50 am-9:15 am

Nonstop1h 25m

$128

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/16

Showing 1-10 of 60 results
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Best time to book a flight from Connecticut to Massachusetts

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

What is the cheapest time of day to fly from CT to MA?

Find hourly flight availability from Connecticut 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 18, 2025.

When flying from Connecticut to Massachusetts, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 56% versus a flight at noon.

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 18, 2025.
Read reviews from past customers who have flown JetBlue from Connecticut to Massachusetts. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
JetBlue
7.2
Good
2,905 reviews

Comfort

7.6

Overall

7.2

Food

6.7

Crew

8.0

Boarding

7.4

Entertainment

7.2

Reviews

1 / 20
2.0
Mediocre

Samuel,Nov 2025

PBI - HPN

Incessant announcements hawking the JB Card, other items to purchase, seat back tables up 45 minutes before we landed....more announcements....Give your customer a break!
JetBlue
7.2
Good
2,905 reviews
JetBlue
7.2
Good
2,905 reviews

Comfort

7.6

Overall

7.2

Food

6.7

Crew

8.0

Boarding

7.4

Entertainment

7.2

Reviews

1 / 20
2.0
Mediocre

Samuel,Nov 2025

PBI - HPN

Incessant announcements hawking the JB Card, other items to purchase, seat back tables up 45 minutes before we landed....more announcements....Give your customer a break!

Related info for your journey

Find useful and relevant information for your journey from Connecticut to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Connecticut to Massachusetts?

    There are many flights that can get you from Connecticut to Massachusetts in 1h 12m. Fly via JetBlue, Spirit Airlines, or American Airlines to get the fastest option. The distance between Connecticut and Massachusetts is about 184 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    The cheapest airline one-way is JetBlue, with whom users have recently found tickets for as low as $51. However, be on the lookout for offers from American Airlines and Delta, as they are both options that can get you from Connecticut to Massachusetts for a low price.

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

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

  • How can I find direct flights from Connecticut to Massachusetts?

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

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

    Yes. Cheapflights offers flight deals from Connecticut 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.

See more FAQs

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Alternative routes for Connecticut to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Connecticut to Massachusetts

Discover the top airline that operate flights from Connecticut 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 November 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$210Average$296FlexibilityNo cancel feeOn-time62%

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