$147+ 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 11/23. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — BOS
Oct 30 — Nov 61
Round-trip
1 adult, Economy
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Find cheap flights from Connecticut to Massachusetts with Cheapflights
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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 September 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 September 30, 2026.
This American Airlines deal was found by Cheapflights users on 9/27. 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.
Mon 10/195:37 am -
1 stop9h 14m
Tue 10/279:15 pm -
1 stop11h 14m
Deal found 9/27![American Airlines logo]()
$283
This JetBlue deal was found by Cheapflights users on 9/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/286:00 am -
1 stop4h 41m
Fri 10/306:39 pm -
1 stop4h 59m
Deal found 9/29![JetBlue logo]()
$309
This JetBlue deal was found by Cheapflights users on 9/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:25 am -
1 stop4h 26m
Wed 10/216:39 pm -
1 stop5h 07m
Deal found 9/29![JetBlue logo]()
$341
This American Airlines deal was found by Cheapflights users on 9/25. 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.
Tue 12/2212:13 pm -
2 stops9h 17m
Tue 12/297:25 am -
1 stop4h 18m
Deal found 9/25![American Airlines logo]()
$356
This JetBlue deal was found by Cheapflights users on 9/26. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/116:25 am -
1 stop4h 36m
Mon 10/128:11 pm -
1 stop3h 35m
Deal found 9/26![JetBlue logo]()
$373
This Priceline deal was found by Cheapflights users on 9/26. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/2411:59 am -
1 stop8h 33m
Sat 11/287:59 pm -
1 stop3h 58m
Deal found 9/26![JetBlue logo]()
$413
This Priceline deal was found by Cheapflights users on 9/28. 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.
Thu 10/86:25 am -
1 stop4h 36m
Mon 10/128:11 pm -
1 stop3h 35m
Deal found 9/28![JetBlue logo]()
$414
This Priceline deal was found by Cheapflights users on 9/27. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/46:25 am -
1 stop4h 26m
Thu 10/88:10 pm -
1 stop3h 36m
Deal found 9/27![JetBlue logo]()
$455
This United Airlines deal was found by Cheapflights users on 9/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/196:00 am -
1 stop13h 06m
Tue 10/277:41 pm -
1 stop23h 01m
Deal found 9/27![United Airlines logo]()
$463
This United Airlines deal was found by Cheapflights users on 9/28. 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.
Mon 10/267:54 pm -
1 stop14h 25m
Mon 11/23:41 pm -
2 stops18h 00m
Deal found 9/28![United Airlines logo]()
$488
This United Airlines deal was found by Cheapflights users on 9/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:00 am -
1 stop17h 59m
Wed 10/216:00 am -
2 stops17h 59m
Deal found 9/25![United Airlines logo]()
$495
This Kiwi.com deal was found by Cheapflights users on 9/27. 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 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
Sun 11/112:34 pm -
2 stops23h 16m
Deal found 9/27![Multiple Airlines logo]()
$510
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 September 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 September 30, 2026.
This JetBlue deal was found by Cheapflights users on 9/25. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/76:00 am -
1 stop4h 46m
Sat 11/76:39 pm -
1 stop4h 59m
Deal found 9/25![JetBlue logo]()
$309
This Southwest deal was found by Cheapflights users on 9/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/912:40 pm -
1 stop5h 45m
Wed 2/108:45 am -
1 stop7h 00m
Deal found 9/25![Southwest logo]()
$377
This United Airlines deal was found by Cheapflights users on 9/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:00 am -
1 stop17h 59m
Wed 10/216:00 am -
2 stops17h 59m
Deal found 9/25![United Airlines logo]()
$495
This JetBlue deal was found by Cheapflights users on 9/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/286:00 am -
1 stop4h 41m
Fri 10/306:39 pm -
1 stop4h 59m
Deal found 9/29![JetBlue logo]()
$309
This Priceline deal was found by Cheapflights users on 9/29. 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.
Fri 11/66:00 am -
1 stop3h 20m
Sat 11/78:10 pm -
1 stop3h 28m
Deal found 9/29![JetBlue logo]()
$324
This Mytrip deal was found by Cheapflights users on 9/27. 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.
Sun 10/258:50 am -
2 stops26h 12m
Sun 11/112:39 pm -
3 stops24h 50m
Deal found 9/27![Multiple Airlines logo]()
$751
This JetBlue deal was found by Cheapflights users on 9/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:25 am -
1 stop4h 26m
Wed 10/216:39 pm -
1 stop5h 07m
Deal found 9/29![JetBlue logo]()
$341
This JetBlue deal was found by Cheapflights users on 9/26. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/116:25 am -
1 stop4h 36m
Mon 10/128:11 pm -
1 stop3h 35m
Deal found 9/26![JetBlue logo]()
$373
This United Airlines deal was found by Cheapflights users on 9/29. 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.
Wed 10/287:54 pm -
2 stops17h 37m
Fri 10/307:41 pm -
1 stop23h 03m
Deal found 9/29![United Airlines logo]()
$545
This JetBlue deal was found by Cheapflights users on 9/26. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/116:25 am -
1 stop4h 36m
Thu 10/156:40 pm -
1 stop5h 06m
Deal found 9/26![JetBlue logo]()
$373
This Mytrip deal was found by Cheapflights users on 9/25. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/107:30 am -
2 stops27h 32m
Wed 10/1412:57 pm -
3 stops28h 17m
Deal found 9/25![Multiple Airlines logo]()
$752
This Mytrip deal was found by Cheapflights users on 9/27. 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.
Tue 10/136:30 am -
3 stops29h 22m
Sat 10/1711:47 am -
1 stop9h 57m
Deal found 9/27![Multiple Airlines logo]()
$828
This Mytrip deal was found by Cheapflights users on 9/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/129:20 am -
3 stops26h 32m
Fri 10/1612:57 pm -
2 stops10h 02m
Deal found 9/26![Multiple Airlines logo]()
$937
This Mytrip deal was found by Cheapflights users on 9/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/107:30 am -
2 stops27h 32m
Mon 10/1212:57 pm -
3 stops24h 12m
Deal found 9/26![Multiple Airlines logo]()
$962
Last-minute flights from Connecticut to MassachusettsDiscover last-minute flight deals from Connecticut to Massachusetts. Data last updated September 30, 2026 and is based on user searches.
Discover last-minute flight deals from Connecticut to Massachusetts. Data last updated September 30, 2026 and is based on user searches.
This Priceline deal was found by Cheapflights users on 9/29. 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.
Wed 9/306:25 am -
1 stop4h 26m
Wed 10/76:40 pm -
1 stop5h 06m
Deal found 9/29![JetBlue logo]()
$523
This Priceline deal was found by Cheapflights users on 9/27. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/46:25 am -
1 stop4h 26m
Thu 10/88:10 pm -
1 stop3h 36m
Deal found 9/27![JetBlue logo]()
$455
This Priceline deal was found by Cheapflights users on 9/28. 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.
Thu 10/86:25 am -
1 stop4h 36m
Mon 10/128:11 pm -
1 stop3h 35m
Deal found 9/28![JetBlue logo]()
$414
This JetBlue deal was found by Cheapflights users on 9/26. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/116:25 am -
1 stop4h 36m
Mon 10/128:11 pm -
1 stop3h 35m
Deal found 9/26![JetBlue logo]()
$373
This JetBlue deal was found by Cheapflights users on 9/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:25 am -
1 stop4h 26m
Wed 10/216:39 pm -
1 stop5h 07m
Deal found 9/29![JetBlue logo]()
$341
This United Airlines deal was found by Cheapflights users on 9/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:00 am -
1 stop17h 59m
Wed 10/216:00 am -
2 stops17h 59m
Deal found 9/25![United Airlines logo]()
$495
This American Airlines deal was found by Cheapflights users on 9/27. 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.
Mon 10/195:37 am -
1 stop9h 14m
Tue 10/279:15 pm -
1 stop11h 14m
Deal found 9/27![American Airlines logo]()
$283
This United Airlines deal was found by Cheapflights users on 9/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/196:00 am -
1 stop13h 06m
Tue 10/277:41 pm -
1 stop23h 01m
Deal found 9/27![United Airlines logo]()
$463
This Kiwi.com deal was found by Cheapflights users on 9/27. 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 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
Sun 11/112:34 pm -
2 stops23h 16m
Deal found 9/27![Multiple Airlines logo]()
$510
This United Airlines deal was found by Cheapflights users on 9/28. 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.
Mon 10/267:54 pm -
1 stop14h 25m
Mon 11/23:41 pm -
2 stops18h 00m
Deal found 9/28![United Airlines logo]()
$488
This JetBlue deal was found by Cheapflights users on 9/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/286:00 am -
1 stop4h 41m
Fri 10/306:39 pm -
1 stop4h 59m
Deal found 9/29![JetBlue logo]()
$309
This Booking.com deal was found by Cheapflights users on 9/28. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/291:15 pm -
3 stops22h 29m
Thu 11/511:43 am -
2 stops10h 46m
Deal found 9/28![Multiple Airlines logo]()
$697
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 September 30, 2026.
Search for one-way flight options from Connecticut to Massachusetts. Find affordable one-way fares based on user searches. Data last updated September 30, 2026.
This American Airlines deal was found by Cheapflights users on 9/26. 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.
Mon 11/238:59 am -
1 stop9h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![American Airlines logo]()
$147
This KAYAK deal was found by Cheapflights users on 9/27. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/26:00 am -
1 stop4h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![JetBlue logo]()
$155
This CheapOair deal was found by Cheapflights users on 9/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:00 am -
1 stop4h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![JetBlue logo]()
$177
This Priceline deal was found by Cheapflights users on 9/28. 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.
Fri 10/1611:15 am -
1 stop7h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![JetBlue logo]()
$187
This Southwest deal was found by Cheapflights users on 9/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/92:30 pm -
1 stop5h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Southwest logo]()
$189
This Kiwi.com deal was found by Cheapflights users on 9/28. 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.
Fri 10/166:00 am -
2 stops27h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Multiple Airlines logo]()
$215
This Priceline deal was found by Cheapflights users on 9/28. 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 10/56:25 am -
1 stop5h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![JetBlue logo]()
$228
This Kiwi.com deal was found by Cheapflights users on 9/28. 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.
Thu 10/292:05 pm -
3 stops42h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Multiple Airlines logo]()
$243
This Kiwi.com deal was found by Cheapflights users on 9/26. 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 11/2312:26 pm -
2 stops20h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![Frontier logo]()
$257
This Priceline deal was found by Cheapflights users on 9/27. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:25 am -
1 stop4h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![JetBlue logo]()
$259
This Kiwi.com deal was found by Cheapflights users on 9/26. 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 11/233:13 pm -
3 stops17h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![Multiple Airlines logo]()
$275
This Mytrip deal was found by Cheapflights users on 9/28. 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 10/177:30 am -
2 stops27h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Multiple Airlines logo]()
$328
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 September 30, 2026.
Round-trip from | $283 (American Airlines) |
|---|---|
One-way from | $147 (American Airlines) |
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 September 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
HartfordBoston
BDL Hartford Bradley Intl - BOS Boston Logan Intl
BDLBOS
Hartford Bradley Intl
Mon 11/23
8:59 am-6:45 pm
1 stop9h 46m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$147
HartfordBoston
BDL Hartford Bradley Intl - BOS Boston Logan Intl
BDLBOS
Hartford Bradley Intl
Mon 11/2
6:00 am-10:41 am
1 stop4h 41m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$155
HartfordBoston
BDL Hartford Bradley Intl - BOS Boston Logan Intl
BDLBOS
Hartford Bradley Intl
Mon 11/9
2:30 pm-7:55 pm
1 stop5h 25m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$189
HartfordBoston
BDL Hartford Bradley Intl - BOS Boston Logan Intl
BDLBOS
Hartford Bradley Intl
Mon 11/23
12:26 pm-8:30 am
2 stops20h 04m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$257
HartfordBoston
BDL Hartford Bradley Intl - BOS Boston Logan Intl
BDLBOS
Hartford Bradley Intl
Mon 11/23
3:13 pm-8:30 am
3 stops17h 17m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$275
HartfordBoston
BDL Hartford Bradley Intl - BOS Boston Logan Intl
BDLBOS
Hartford Bradley Intl
Sat 11/7
6:00 am-10:46 am
1 stop4h 46m
Boston Logan Intl
Sat 11/7
6:39 pm-11:38 pm
1 stop4h 59m
$309
HartfordBoston
BDL Hartford Bradley Intl - BOS Boston Logan Intl
BDLBOS
Hartford Bradley Intl
Wed 10/28
6:00 am-10:41 am
1 stop4h 41m
Boston Logan Intl
Fri 10/30
6:39 pm-11:38 pm
1 stop4h 59m
$309
HartfordBoston
BDL Hartford Bradley Intl - BOS Boston Logan Intl
BDLBOS
Hartford Bradley Intl
Fri 11/6
6:00 am-9:20 am
1 stop3h 20m
Boston Logan Intl
Sat 11/7
8:10 pm-11:38 pm
1 stop3h 28m
$324
New HavenBoston
HVN Tweed-New Haven - BOS Boston Logan Intl
HVNBOS
Tweed-New Haven
Sat 10/17
7:30 am-11:02 am
2 stops27h 32m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$328
HartfordBoston
BDL Hartford Bradley Intl - BOS Boston Logan Intl
BDLBOS
Hartford Bradley Intl
Mon 11/9
2:59 pm-11:51 pm
1 stop8h 52m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$333
Showing 1-10 of 28 resultsSorted 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-BOS
HVN-BOS
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-BOS
HVN-BOS
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 September 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.
Overall
7.1
Boarding
7.3
Crew
7.9
Comfort
7.4
Food
6.6
Entertainment
7.2
Reviews
1 / 20
6.0
GoodAnonymous,Mar 2026
FLL - ORH
Overall
7.1
Boarding
7.3
Crew
7.9
Comfort
7.4
Food
6.6
Entertainment
7.2
Reviews
1 / 20
6.0
GoodAnonymous,Mar 2026
FLL - ORH
Related info for your journey
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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
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Connecticut to Massachusetts flights
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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 7,457,451 searches. Data last updated September 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$193 | Average$295 | FlexibilityNo cancel fee | On-time62% |