$517+ 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 10/25. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — BOS
Nov 12 — Nov 191
Round-trip
1 adult, Economy
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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
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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
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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 13, 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 13, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/10. 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.
Sun 10/257:54 pm -
1 stop15h 08m
Thu 10/2912:34 pm -
2 stops23h 16m
Deal found 10/10![Multiple Airlines logo]()
$517
This Mytrip deal was found by Cheapflights users on 10/8. 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 10/231:00 pm -
2 stops22h 02m
Tue 10/2711:12 am -
2 stops22h 46m
Deal found 10/8![Multiple Airlines logo]()
$599
This Mytrip deal was found by Cheapflights users on 10/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/106:30 am -
3 stops29h 14m
Tue 11/1712:15 pm -
3 stops33h 39m
Deal found 10/13![Multiple Airlines logo]()
$602
This Mytrip deal was found by Cheapflights users on 10/12. 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.
Mon 11/99:20 am -
3 stops26h 10m
Mon 11/1612:39 pm -
3 stops24h 30m
Deal found 10/12![Multiple Airlines logo]()
$701
This Mytrip deal was found by Cheapflights users on 10/8. 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.
Sat 11/78:00 am -
3 stops27h 03m
Sat 11/1411:27 am -
3 stops34h 52m
Deal found 10/8![Multiple Airlines logo]()
$722
This Mytrip deal was found by Cheapflights users on 10/11. 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 10/161:00 pm -
2 stops22h 02m
Sun 10/1811:47 am -
2 stops29h 17m
Deal found 10/11![Multiple Airlines logo]()
$779
This Mytrip deal was found by Cheapflights users on 10/11. 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.
Mon 10/268:30 am -
2 stops26h 51m
Fri 10/3012:39 pm -
2 stops21h 19m
Deal found 10/11![Multiple Airlines logo]()
$796
This Expedia deal was found by Cheapflights users on 10/8. 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.
Thu 11/56:00 am -
2 stops8h 14m
Wed 11/1111:40 am -
2 stops11h 58m
Deal found 10/8![Multiple Airlines logo]()
$1,084
This Expedia deal was found by Cheapflights users on 10/10. 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.
Sat 11/76:00 am -
2 stops12h 38m
Sat 11/144:23 pm -
2 stops7h 15m
Deal found 10/10![Multiple Airlines logo]()
$1,193
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 13, 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 13, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/10. 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.
Sun 10/257:54 pm -
1 stop15h 08m
Thu 10/2912:34 pm -
2 stops23h 16m
Deal found 10/10![Multiple Airlines logo]()
$517
This Mytrip deal was found by Cheapflights users on 10/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/106:30 am -
3 stops29h 14m
Tue 11/1712:15 pm -
3 stops33h 39m
Deal found 10/13![Multiple Airlines logo]()
$602
This Mytrip deal was found by Cheapflights users on 10/8. 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 10/231:00 pm -
2 stops22h 02m
Tue 10/2711:12 am -
3 stops28h 08m
Deal found 10/8![Multiple Airlines logo]()
$629
This Mytrip deal was found by Cheapflights users on 10/12. 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.
Mon 11/99:20 am -
3 stops26h 10m
Mon 11/1612:39 pm -
3 stops24h 30m
Deal found 10/12![Multiple Airlines logo]()
$701
This Mytrip deal was found by Cheapflights users on 10/8. 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.
Sat 11/78:00 am -
3 stops27h 03m
Sat 11/1411:27 am -
3 stops34h 52m
Deal found 10/8![Multiple Airlines logo]()
$722
This Mytrip deal was found by Cheapflights users on 10/11. 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.
Mon 10/268:30 am -
2 stops26h 51m
Fri 10/3012:39 pm -
2 stops21h 19m
Deal found 10/11![Multiple Airlines logo]()
$796
This Mytrip deal was found by Cheapflights users on 10/10. 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.
Thu 11/2610:00 am -
2 stops21h 41m
Sat 11/2811:06 am -
3 stops34h 24m
Deal found 10/10![Multiple Airlines logo]()
$1,052
This Expedia deal was found by Cheapflights users on 10/8. 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.
Thu 11/56:00 am -
2 stops8h 14m
Wed 11/1111:40 am -
2 stops11h 58m
Deal found 10/8![Multiple Airlines logo]()
$1,084
This Expedia deal was found by Cheapflights users on 10/10. 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.
Sat 11/76:00 am -
2 stops12h 38m
Sat 11/144:23 pm -
2 stops7h 15m
Deal found 10/10![Multiple Airlines logo]()
$1,193
Last-minute flights from Connecticut to MassachusettsDiscover last-minute flight deals from Connecticut to Massachusetts. Data last updated October 13, 2026 and is based on user searches.
Discover last-minute flight deals from Connecticut to Massachusetts. Data last updated October 13, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 10/11. 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 10/161:00 pm -
2 stops22h 02m
Sun 10/1811:47 am -
2 stops29h 17m
Deal found 10/11![Multiple Airlines logo]()
$779
This Mytrip deal was found by Cheapflights users on 10/8. 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 10/231:00 pm -
2 stops22h 02m
Tue 10/2711:12 am -
2 stops22h 46m
Deal found 10/8![Multiple Airlines logo]()
$599
This Kiwi.com deal was found by Cheapflights users on 10/10. 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.
Sun 10/257:54 pm -
1 stop15h 08m
Thu 10/2912:34 pm -
2 stops23h 16m
Deal found 10/10![Multiple Airlines logo]()
$517
This Mytrip deal was found by Cheapflights users on 10/11. 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.
Mon 10/268:30 am -
2 stops26h 51m
Fri 10/3012:39 pm -
2 stops21h 19m
Deal found 10/11![Multiple Airlines logo]()
$796
This Expedia deal was found by Cheapflights users on 10/8. 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.
Thu 11/56:00 am -
2 stops8h 14m
Wed 11/1111:40 am -
2 stops11h 58m
Deal found 10/8![Multiple Airlines logo]()
$1,084
This Mytrip deal was found by Cheapflights users on 10/8. 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.
Sat 11/78:00 am -
3 stops27h 03m
Sat 11/1411:27 am -
3 stops34h 52m
Deal found 10/8![Multiple Airlines logo]()
$722
This Expedia deal was found by Cheapflights users on 10/10. 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.
Sat 11/76:00 am -
2 stops12h 38m
Sat 11/144:23 pm -
2 stops7h 15m
Deal found 10/10![Multiple Airlines logo]()
$1,193
This Mytrip deal was found by Cheapflights users on 10/12. 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.
Mon 11/99:20 am -
3 stops26h 10m
Mon 11/1612:39 pm -
3 stops24h 30m
Deal found 10/12![Multiple Airlines logo]()
$701
This Mytrip deal was found by Cheapflights users on 10/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/106:30 am -
3 stops29h 14m
Tue 11/1712:15 pm -
3 stops33h 39m
Deal found 10/13![Multiple Airlines logo]()
$602
One-way flights from Connecticut to MassachusettsSearch for one-way flight options from Connecticut to Massachusetts. Find affordable one-way fares based on user searches. Data last updated October 13, 2026.
Search for one-way flight options from Connecticut to Massachusetts. Find affordable one-way fares based on user searches. Data last updated October 13, 2026.
This Priceline deal was found by Cheapflights users on 10/11. 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 11/106:00 am -
2 stops9h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Multiple Airlines logo]()
$563
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 13, 2026.
Round-trip from | $517 (Kiwi.com) |
|---|
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 13, 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
New HavenBoston
HVN Tweed-New Haven - BOS Boston Logan Intl
HVNBOS
Tweed-New Haven
Sun 10/25
7:54 pm-11:02 am
1 stop15h 08m
Boston Logan Intl
Thu 10/29
12:34 pm-11:50 am
2 stops23h 16m
$517
Quickest round-trip
HartfordNantucket
BDL Hartford Bradley Intl - ACK Nantucket Memorial
BDLACK
Hartford Bradley Intl
Tue 11/10
6:00 am-3:13 pm
2 stops9h 13m
Nantucket Memorial
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$563
New HavenBoston
HVN Tweed-New Haven - BOS Boston Logan Intl
HVNBOS
Tweed-New Haven
Tue 11/10
6:30 am-11:44 am
3 stops29h 14m
Boston Logan Intl
Tue 11/17
12:15 pm-9:54 pm
3 stops33h 39m
$602
New HavenBoston
HVN Tweed-New Haven - BOS Boston Logan Intl
HVNBOS
Tweed-New Haven
Fri 10/23
1:00 pm-11:02 am
2 stops22h 02m
Boston Logan Intl
Tue 10/27
11:12 am-3:20 pm
3 stops28h 08m
$629
New HavenBoston
HVN Tweed-New Haven - BOS Boston Logan Intl
HVNBOS
Tweed-New Haven
Mon 11/9
9:20 am-11:30 am
3 stops26h 10m
Boston Logan Intl
Mon 11/16
12:39 pm-1:09 pm
3 stops24h 30m
$701
New HavenBoston
HVN Tweed-New Haven - BOS Boston Logan Intl
HVNBOS
Tweed-New Haven
Sat 11/7
8:00 am-11:03 am
3 stops27h 03m
Boston Logan Intl
Sat 11/14
11:27 am-10:19 pm
3 stops34h 52m
$722
New HavenBoston
HVN Tweed-New Haven - BOS Boston Logan Intl
HVNBOS
Tweed-New Haven
Mon 10/26
8:30 am-11:21 am
2 stops26h 51m
Boston Logan Intl
Fri 10/30
12:39 pm-9:58 am
2 stops21h 19m
$796
New HavenBoston
HVN Tweed-New Haven - BOS Boston Logan Intl
HVNBOS
Tweed-New Haven
Thu 11/26
10:00 am-7:41 am
2 stops21h 41m
Boston Logan Intl
Sat 11/28
11:06 am-9:30 pm
3 stops34h 24m
$1,052
HartfordNantucket
BDL Hartford Bradley Intl - ACK Nantucket Memorial
BDLACK
Hartford Bradley Intl
Thu 11/5
6:00 am-2:14 pm
2 stops8h 14m
Nantucket Memorial
Wed 11/11
11:40 am-11:38 pm
2 stops11h 58m
$1,084
HartfordNantucket
BDL Hartford Bradley Intl - ACK Nantucket Memorial
BDLACK
Hartford Bradley Intl
Sat 11/7
6:00 am-6:38 pm
2 stops12h 38m
Nantucket Memorial
Sat 11/14
4:23 pm-11:38 pm
2 stops7h 15m
$1,193
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.
HVN-BOS
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
HVN-BOS
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 13, 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.
Food
6.6
Overall
7.1
Boarding
7.3
Comfort
7.4
Crew
7.9
Entertainment
7.2
Reviews
1 / 20
6.0
GoodAnonymous,Mar 2026
FLL - ORH
Food
6.6
Overall
7.1
Boarding
7.3
Comfort
7.4
Crew
7.9
Entertainment
7.2
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
See prices for flight routes from nearby airports that may be better suited for you.
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
Find flights from Connecticut to Massachusetts, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Connecticut and Massachusetts flights
Browse other Connecticut and Massachusetts flight options. Last updated on October 13, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$193 | Average$295 | FlexibilityNo cancel fee | On-time62% |