$1,038+ Cheap flights from Connecticut to Massachusetts
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — BOS
Nov 29 — Dec 61
Round-trip
1 adult, Economy
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Cheapest
Best
Last-minute
Cheapest flights from Connecticut to MassachusettsExplore 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 October 30, 2026.
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 October 30, 2026.
This Mytrip deal was found by Cheapflights users on 10/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/42:11 pm -
3 stops29h 34m
Sun 12/68:00 am -
3 stops30h 11m
Deal found 10/27![Multiple Airlines logo]()
$1,038
This Expedia deal was found by Cheapflights users on 10/25. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/226:00 am -
2 stops12h 38m
Sun 11/291:35 pm -
2 stops10h 22m
Deal found 10/25![Multiple Airlines logo]()
$1,438
Best flights from Connecticut to MassachusettsDiscover carefully curated flight deals from Connecticut to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 30, 2026.
Discover carefully curated flight deals from Connecticut to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 30, 2026.
This Mytrip deal was found by Cheapflights users on 10/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/42:11 pm -
3 stops29h 34m
Sun 12/68:00 am -
3 stops30h 11m
Deal found 10/27![Multiple Airlines logo]()
$1,038
This Expedia deal was found by Cheapflights users on 10/25. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/226:00 am -
2 stops12h 38m
Sun 11/291:35 pm -
2 stops10h 22m
Deal found 10/25![Multiple Airlines logo]()
$1,438
Last-minute flights from Connecticut to MassachusettsDiscover last-minute flight deals from Connecticut to Massachusetts. Data last updated October 30, 2026 and is based on user searches.
Discover last-minute flight deals from Connecticut to Massachusetts. Data last updated October 30, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 10/25. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/226:00 am -
2 stops12h 38m
Sun 11/291:35 pm -
2 stops10h 22m
Deal found 10/25![Multiple Airlines logo]()
$1,438
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 October 30, 2026.
Round-trip from | $1,038 (Mytrip) |
|---|
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 7,457,451 searches. Data last updated October 30, 2026.
Use the filters below to find and compare flights from Connecticut to Massachusetts that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
HartfordNantucket
BDL Hartford Bradley Intl - ACK Nantucket Memorial
BDLACK
Hartford Bradley Intl
Fri 12/4
2:11 pm-7:45 pm
3 stops29h 34m
Nantucket Memorial
Sun 12/6
8:00 am-2:11 pm
3 stops30h 11m
$1,038
Quickest round-trip
HartfordNantucket
BDL Hartford Bradley Intl - ACK Nantucket Memorial
BDLACK
Hartford Bradley Intl
Sun 11/22
6:00 am-6:38 pm
2 stops12h 38m
Nantucket Memorial
Sun 11/29
1:35 pm-11:57 pm
2 stops10h 22m
$1,438
Sorted by cheapest first
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.
BDL-ACK
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
USCT-USMA
BDL-ACK
No data available for this route at this time. Please check back soon.
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 October 30, 2026.
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.
Entertainment
7.2
Boarding
7.3
Crew
7.9
Comfort
7.4
Food
6.6
Overall
7.1
Reviews
1 / 20
6.0
GoodAnonymous,Mar 2026
FLL - ORH
Entertainment
7.2
Boarding
7.3
Crew
7.9
Comfort
7.4
Food
6.6
Overall
7.1
Reviews
1 / 20
6.0
GoodAnonymous,Mar 2026
FLL - ORH
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.
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Alternative routes for Connecticut to Massachusetts
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Complete your trip
Complete your trip to Massachusetts by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Connecticut to Massachusetts by cabin class
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Connecticut and Massachusetts flights
Browse other Connecticut and Massachusetts flight options. Last updated on October 30, 2026.
Popular flight searches
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Find a return flight route from Massachusetts
Find the right flight back to Connecticut after your stay in Massachusetts
Connecticut to Massachusetts flights
Consider these flights traveling from Connecticut to Massachusetts.
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 7,457,451 searches. Data last updated October 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$193 | Average$295 | FlexibilityNo cancel fee | On-time62% |