HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Massachusetts

$53+ 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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — BOS
Feb 15 — Feb 221
Sun 2/15
Sun 2/22
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Connecticut to Massachusetts with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 January 16, 2026.

Round-trip from

$108
(American Airlines)

One-way from

$53
(Super.com)

Popular in

December

Cheapest in

April

Average price

$253
From Connecticut to Massachusetts
Search Deals
One-way flight from Connecticut to Massachusetts
Search Deals
Highest demand for flights based on searches. 35% potential increase in price ($200 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 January 2026
Search Deals

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 January 16, 2026.

This American Airlines deal was found by Cheapflights users on 1/14. 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 2/1910:45 am
LGA
-
BOS
Nonstop1h 14m
American Airlines
Sun 2/229:57 am
BOS
-
LGA
Nonstop1h 22m
American Airlines
Deal found 1/14$108
This Delta deal was found by Cheapflights users on 1/14. 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.
Thu 2/194:59 pm
JFK
-
BOS
Nonstop1h 22m
Delta
Sun 2/228:59 pm
BOS
-
JFK
Nonstop1h 29m
Delta
Deal found 1/14$108
This American Airlines deal was found by Cheapflights users on 1/14. 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.
Fri 2/1310:45 am
LGA
-
BOS
Nonstop1h 14m
American Airlines
Wed 2/181:00 pm
BOS
-
LGA
Nonstop1h 21m
American Airlines
Deal found 1/14$112
This Delta deal was found by Cheapflights users on 1/14. 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 2/139:30 pm
JFK
-
BOS
Nonstop1h 18m
Delta
Fri 2/2010:03 am
BOS
-
JFK
Nonstop1h 22m
Delta
Deal found 1/14$112
This Cheapflightsfares deal was found by Cheapflights users on 1/13. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/116:30 am
LGA
-
BOS
1 stop8h 08m
Spirit Airlines
Wed 2/113:43 pm
BOS
-
LGA
1 stop7h 38m
Spirit Airlines
Deal found 1/13$114
This American Airlines deal was found by Cheapflights users on 1/14. 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 2/1412:30 pm
LGA
-
BOS
Nonstop1h 14m
American Airlines
Sun 2/157:35 am
BOS
-
LGA
Nonstop1h 22m
American Airlines
Deal found 1/14$117
This Delta deal was found by Cheapflights users on 1/14. 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 2/134:59 pm
JFK
-
BOS
Nonstop1h 22m
Delta
Sun 2/156:00 am
BOS
-
JFK
Nonstop1h 29m
Delta
Deal found 1/14$117
This Mytrip deal was found by Cheapflights users on 1/15. 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.
Tue 2/32:05 pm
EWR
-
BOS
1 stop9h 14m
Spirit Airlines
Wed 2/45:34 am
BOS
-
EWR
2 stops17h 56m
Spirit Airlines
Deal found 1/15$120
This Kiwi.com deal was found by Cheapflights users on 1/14. 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.
Tue 1/2712:45 pm
EWR
-
BOS
1 stop4h 59m
Multiple Airlines
Thu 1/296:00 am
BOS
-
EWR
1 stop17h 30m
Multiple Airlines
Deal found 1/14$121
This lastminute.com deal was found by Cheapflights users on 1/15. 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 lastminute.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/149:00 am
JFK
-
BOS
Nonstop1h 20m
JetBlue
Sat 2/218:15 pm
BOS
-
JFK
Nonstop1h 21m
JetBlue
Deal found 1/15$121
This American Airlines deal was found by Cheapflights users on 1/14. 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 2/217:45 am
LGA
-
BOS
Nonstop1h 15m
American Airlines
Sat 2/2111:00 am
BOS
-
LGA
Nonstop1h 22m
American Airlines
Deal found 1/14$122
This Delta deal was found by Cheapflights users on 1/14. 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 2/115:05 pm
JFK
-
BOS
Nonstop1h 25m
Delta
Wed 2/186:00 am
BOS
-
JFK
Nonstop1h 30m
Delta
Deal found 1/14$122

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 January 16, 2026.
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

Sat 2/14

4:59 pm-6:21 pm

Nonstop1h 22m

Boston Logan Intl

Mon 2/16

8:59 pm-10:28 pm

Nonstop1h 29m

$117

New YorkBoston

JFK - BOS

JFKBOS

New York John F Kennedy Intl

Fri 2/13

4:59 pm-6:21 pm

Nonstop1h 22m

Boston Logan Intl

Sun 2/15

6:00 am-7:29 am

Nonstop1h 29m

$117

New YorkBoston

JFK - BOS

JFKBOS

New York John F Kennedy Intl

Thu 2/19

6:00 am-7:30 am

Nonstop1h 30m

Boston Logan Intl

Sun 2/22

8:59 pm-10:28 pm

Nonstop1h 29m

$127

New YorkBoston

JFK - BOS

JFKBOS

New York John F Kennedy Intl

Wed 2/11

2:30 pm-3:53 pm

Nonstop1h 23m

Boston Logan Intl

Thu 2/12

6:00 am-7:30 am

Nonstop1h 30m

$127

New YorkBoston

JFK - BOS

JFKBOS

New York John F Kennedy Intl

Fri 2/13

1:59 pm-3:15 pm

Nonstop1h 16m

Boston Logan Intl

Fri 2/20

8:59 pm-10:28 pm

Nonstop1h 29m

$132

New YorkBoston

LGA - BOS

LGABOS

New York LaGuardia

Thu 2/19

12:00 pm-1:19 pm

Nonstop1h 19m

Boston Logan Intl

Sun 2/22

9:00 am-10:26 am

Nonstop1h 26m

$137

New YorkBoston

LGA - BOS

LGABOS

New York LaGuardia

Sat 2/21

8:00 am-9:10 am

Nonstop1h 10m

Boston Logan Intl

Sat 2/21

5:00 pm-6:24 pm

Nonstop1h 24m

$137

New YorkBoston

LGA - BOS

LGABOS

New York LaGuardia

Fri 2/13

4:00 pm-5:19 pm

Nonstop1h 19m

Boston Logan Intl

Sat 2/21

7:00 pm-8:31 pm

Nonstop1h 31m

$137

NewarkBoston

EWR - BOS

EWRBOS

Newark

Thu 2/19

8:35 am-9:54 am

Nonstop1h 19m

Boston Logan Intl

Sun 2/22

5:42 pm-7:18 pm

Nonstop1h 36m

$137

NewarkBoston

EWR - BOS

EWRBOS

Newark

Sun 2/15

3:58 pm-5:10 pm

Nonstop1h 12m

Boston Logan Intl

Mon 2/16

6:15 am-7:50 am

Nonstop1h 35m

$137

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/15

Showing 1-10 of 60 results
1
2
3
...
6

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 16m. Fly via Delta or United Airlines to get the fastest option. The distance between Connecticut and Massachusetts is about 200 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Connecticut to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Fort Lauderdale flights
John F Kennedy Intl to Miami flights
Newark to Miami flights
Newark to Fort Lauderdale flights
LaGuardia to Fort Lauderdale flights
LaGuardia to Miami flights
John F Kennedy Intl to West Palm Beach flights
Newark to West Palm Beach flights
John F Kennedy Intl to Orlando flights
John F Kennedy Intl to Las Vegas flights
John F Kennedy Intl to Los Angeles flights
Newark to Las Vegas flights
Newark to Orlando flights
Los Angeles to John F Kennedy Intl flights
O'Hare Intl to Las Vegas flights
O'Hare Intl to Sky Harbor Intl flights
Minneapolis to Sky Harbor Intl flights
Seattle to Los Angeles flights
Dallas/Fort Worth to John F Kennedy Intl flights
Dallas/Fort Worth to Seattle flights
O'Hare Intl to Dallas/Fort Worth flights
John F Kennedy Intl to Tampa flights
Dallas/Fort Worth to LaGuardia flights
Newark to Tampa flights
John F Kennedy Intl to Dallas/Fort Worth flights
Dallas/Fort Worth to Las Vegas flights
LaGuardia to Orlando flights
Seattle to Las Vegas flights
Boston to Fort Lauderdale flights
Reagan-National to Miami flights
LaGuardia to Tampa flights
Boston to Miami flights
Dulles Intl to Miami flights
Los Angeles to Seattle flights
Detroit to Orlando flights
San Francisco to Las Vegas flights
John F Kennedy Intl to Sky Harbor Intl flights
Detroit to Fort Lauderdale flights
Boston to Tampa flights
Baltimore to Fort Lauderdale flights
Dulles Intl to Orlando flights
LaGuardia to Dallas/Fort Worth flights
Newark to Los Angeles flights
San Francisco to John F Kennedy Intl flights
San Francisco to Los Angeles flights
Dallas/Fort Worth to O'Hare Intl flights
Seattle to Sky Harbor Intl flights
John F Kennedy Intl to San Francisco flights
Dulles Intl to Las Vegas flights
Philadelphia to Miami flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.