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$43+ 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 1/13. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — BOS
Jan 27 — Feb 31
Tue 1/27
Tue 2/3
1 adult, Economy
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Cheap 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 December 28, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/314:43 pmEWR - BOS
1 stop18h 44mMultiple Airlines
Wed 1/712:29 pmBOS - EWR
1 stop12h 00mMultiple Airlines
Deal found 12/26$250
This United Airlines deal was found by Cheapflights users on 12/26. 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.
Sat 12/279:29 pmEWR - BOS
Nonstop1h 19mUnited Airlines
Sun 1/251:24 pmBOS - EWR
Nonstop1h 29mUnited Airlines
Deal found 12/26$267
This American Airlines deal was found by Cheapflights users on 12/25. 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.
Wed 12/317:55 amLGA - BOS
1 stop32h 09mAmerican Airlines
Thu 1/17:00 pmBOS - LGA
Nonstop1h 25mAmerican Airlines
Deal found 12/25$268
This Trip.com deal was found by Cheapflights users on 12/26. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/306:30 amJFK - BOS
Nonstop1h 11mJetBlue
Fri 1/25:05 pmBOS - JFK
Nonstop1h 26mJetBlue
Deal found 12/26$277
This American Airlines deal was found by Cheapflights users on 12/27. 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 12/309:05 pmLGA - BOS
Nonstop1h 10mAmerican Airlines
Sat 1/37:00 amBOS - LGA
Nonstop1h 31mAmerican Airlines
Deal found 12/27$282
This Delta deal was found by Cheapflights users on 12/26. 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 12/303:59 pmEWR - BOS
Nonstop1h 27mDelta
Fri 1/21:41 pmBOS - EWR
Nonstop1h 38mDelta
Deal found 12/26$282
This Delta deal was found by Cheapflights users on 12/26. 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 12/3010:00 pmJFK - BOS
Nonstop1h 25mDelta
Sun 1/46:05 amBOS - JFK
Nonstop1h 24mDelta
Deal found 12/26$282
This Kiwi.com deal was found by Cheapflights users on 12/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/294:43 pmEWR - BOS
1 stop18h 30mMultiple Airlines
Wed 1/712:29 pmBOS - EWR
1 stop12h 00mMultiple Airlines
Deal found 12/26$286
This Trip.com deal was found by Cheapflights users on 12/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/319:40 amJFK - BOS
Nonstop1h 18mJetBlue
Mon 1/57:12 amBOS - JFK
Nonstop1h 22mJetBlue
Deal found 12/27$286
This Trip.com deal was found by Cheapflights users on 12/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/313:29 pmJFK - BOS
Nonstop1h 20mJetBlue
Sun 1/47:00 amBOS - JFK
Nonstop1h 22mJetBlue
Deal found 12/27$288
This American Airlines deal was found by Cheapflights users on 12/27. 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 12/308:00 amLGA - BOS
Nonstop1h 19mAmerican Airlines
Mon 1/59:00 amBOS - LGA
1 stop6h 13mAmerican Airlines
Deal found 12/27$292
This American Airlines deal was found by Cheapflights users on 12/26. 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 12/308:10 amJFK - BOS
Nonstop1h 26mAmerican Airlines
Wed 1/77:00 amBOS - JFK
1 stop6h 54mAmerican Airlines
Deal found 12/26$292

Find flight deals from Connecticut to Massachusetts

Keep the following information in mind while searching for Connecticut to Massachusetts flight deals. Data was last updated December 28, 2025.

Round-trip from

$101
(Super.com)

One-way from

$43
(Super.com)

Popular in

December

Cheapest in

April

Average price

$1,066
From Connecticut to Massachusetts
Search Deals
One-way flight from Connecticut to Massachusetts
Search Deals
Highest demand for flights based on searches. 34% potential increase in price ($199 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 26% potential price decrease ($78 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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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 December 28, 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 YorkHartford

JFK - BDL

JFKBDL

New York John F Kennedy Intl

Mon 1/26

10:45 pm-11:48 pm

Nonstop1h 03m

Hartford Bradley Intl

Mon 2/2

6:00 am-7:07 am

Nonstop1h 07m

$101

New YorkHartford

JFK - BDL

JFKBDL

New York John F Kennedy Intl

Wed 1/28

10:45 pm-11:48 pm

Nonstop1h 03m

Hartford Bradley Intl

Sat 1/31

6:00 am-7:07 am

Nonstop1h 07m

$102

New YorkHartford

JFK - BDL

JFKBDL

New York John F Kennedy Intl

Sun 1/11

10:45 pm-11:48 pm

Nonstop1h 03m

Hartford Bradley Intl

Thu 1/15

6:00 am-7:07 am

Nonstop1h 07m

$102

New YorkHartford

JFK - BDL

JFKBDL

New York John F Kennedy Intl

Mon 1/12

10:45 pm-11:48 pm

Nonstop1h 03m

Hartford Bradley Intl

Fri 1/16

6:00 am-7:07 am

Nonstop1h 07m

$102

New YorkBoston

LGA - BOS

LGABOS

New York LaGuardia

Sun 1/25

10:25 am-11:41 am

Nonstop1h 16m

Boston Logan Intl

Sun 2/1

8:03 pm-9:29 pm

Nonstop1h 26m

$107

New YorkBoston

JFK - BOS

JFKBOS

New York John F Kennedy Intl

Fri 2/6

10:00 am-11:15 am

Nonstop1h 15m

Boston Logan Intl

Sun 2/8

10:05 am-11:30 am

Nonstop1h 25m

$107

New YorkBoston

JFK - BOS

JFKBOS

New York John F Kennedy Intl

Fri 1/30

2:30 pm-3:53 pm

Nonstop1h 23m

Boston Logan Intl

Sun 2/1

8:50 pm-10:22 pm

Nonstop1h 32m

$107

New YorkBoston

JFK - BOS

JFKBOS

New York John F Kennedy Intl

Sat 1/10

12:10 pm-1:27 pm

Nonstop1h 17m

Boston Logan Intl

Tue 1/13

12:16 pm-1:39 pm

Nonstop1h 23m

$107

New YorkBoston

JFK - BOS

JFKBOS

New York John F Kennedy Intl

Fri 1/23

10:00 am-11:15 am

Nonstop1h 15m

Boston Logan Intl

Mon 1/26

5:05 pm-6:43 pm

Nonstop1h 38m

$107

New YorkBoston

JFK - BOS

JFKBOS

New York John F Kennedy Intl

Fri 1/16

2:30 pm-3:53 pm

Nonstop1h 23m

Boston Logan Intl

Sun 1/18

8:50 pm-10:22 pm

Nonstop1h 32m

$107

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/27

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
No data available for this route at this time. Please check back soon.

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 03m. Fly via JetBlue, American Airlines, or Delta to get the fastest option. The distance between Connecticut and Massachusetts is about 106 mi. Most flights are nonstop.

  • 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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