$115+ 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 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — BOS
Oct 9 — Oct 161
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 9, 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 9, 2026.
This flygcity.se deal was found by Cheapflights users on 9/4. 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 flygcity.se is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2610:35 pm -
Nonstop1h 26m
Mon 9/285:30 pm -
Nonstop1h 19m
Deal found 9/4![JetBlue logo]()
$224
This Super.com deal was found by Cheapflights users on 9/5. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/25:30 pm -
Nonstop1h 57m
Mon 10/511:20 am -
Nonstop1h 14m
Deal found 9/5![JetBlue logo]()
$232
This lol.travel deal was found by Cheapflights users on 9/4. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2510:35 pm -
Nonstop1h 26m
Sun 9/277:11 am -
Nonstop1h 19m
Deal found 9/4![JetBlue logo]()
$235
This Priceline deal was found by Cheapflights users on 9/6. 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 11/11:26 pm -
Nonstop1h 34m
Sun 11/16:39 pm -
Nonstop1h 20m
Deal found 9/6![JetBlue logo]()
$236
This American Airlines deal was found by Cheapflights users on 9/7. 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 10/510:15 am -
Nonstop1h 14m
Mon 10/53:20 pm -
Nonstop1h 29m
Deal found 9/7![American Airlines logo]()
$237
This United Airlines deal was found by Cheapflights users on 9/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/82:40 pm -
Nonstop1h 25m
Wed 12/912:00 pm -
Nonstop1h 38m
Deal found 9/8![United Airlines logo]()
$237
This American Airlines deal was found by Cheapflights users on 9/4. 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 10/33:30 pm -
Nonstop1h 25m
Sat 10/105:28 pm -
Nonstop1h 35m
Deal found 9/4![American Airlines logo]()
$237
This American Airlines deal was found by Cheapflights users on 9/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:35 am -
Nonstop1h 20m
Thu 10/2212:15 pm -
Nonstop1h 18m
Deal found 9/8![American Airlines logo]()
$238
This KAYAK deal was found by Cheapflights users on 9/6. 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.
Tue 11/2410:35 pm -
Nonstop1h 18m
Wed 11/256:45 am -
Nonstop1h 22m
Deal found 9/6![JetBlue logo]()
$238
This Super.com deal was found by Cheapflights users on 9/4. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/76:30 pm -
Nonstop2h 19m
Fri 10/96:55 am -
Nonstop1h 16m
Deal found 9/4![JetBlue logo]()
$239
This Flysmarter deal was found by Cheapflights users on 9/5. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2612:59 pm -
Nonstop1h 27m
Sun 9/275:15 am -
Nonstop1h 12m
Deal found 9/5![JetBlue logo]()
$240
This American Airlines deal was found by Cheapflights users on 9/4. 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 10/25:24 pm -
Nonstop1h 35m
Sun 10/48:00 am -
Nonstop1h 24m
Deal found 9/4![American Airlines logo]()
$241
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 9, 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 9, 2026.
This JetBlue deal was found by Cheapflights users on 9/4. 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 10/103:30 pm -
Nonstop1h 54m
Wed 10/149:46 am -
Nonstop1h 14m
Deal found 9/4![JetBlue logo]()
$241
This Delta deal was found by Cheapflights users on 9/6. 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 11/121:00 pm -
Nonstop1h 21m
Sun 11/154:00 pm -
Nonstop1h 30m
Deal found 9/6![Delta logo]()
$261
This United Airlines deal was found by Cheapflights users on 9/4. 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.
Fri 11/208:35 pm -
Nonstop1h 24m
Sun 11/229:00 am -
Nonstop1h 30m
Deal found 9/4![United Airlines logo]()
$279
This JetBlue deal was found by Cheapflights users on 9/6. 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.
Thu 10/226:35 am -
Nonstop1h 24m
Thu 10/298:10 pm -
Nonstop1h 19m
Deal found 9/6![JetBlue logo]()
$241
This Delta deal was found by Cheapflights users on 9/6. 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 10/166:00 am -
Nonstop1h 15m
Sun 10/1810:00 pm -
Nonstop1h 27m
Deal found 9/6![Delta logo]()
$261
This United Airlines deal was found by Cheapflights users on 9/7. 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 11/46:00 am -
1 stop4h 19m
Wed 11/119:30 am -
1 stop4h 45m
Deal found 9/7![United Airlines logo]()
$281
This CheapOair deal was found by Cheapflights users on 9/7. 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.
Sat 9/262:00 pm -
1 stop8h 55m
Tue 9/2911:02 am -
1 stop6h 27m
Deal found 9/7![Multiple Airlines logo]()
$566
This Cheapflightsfares deal was found by Cheapflights users on 9/4. 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.
Sun 10/41:25 pm -
Nonstop1h 09m
Thu 10/812:16 pm -
Nonstop1h 18m
Deal found 9/4![JetBlue logo]()
$258
This Delta deal was found by Cheapflights users on 9/6. 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 10/16:00 am -
Nonstop1h 15m
Sun 10/47:00 am -
Nonstop1h 20m
Deal found 9/6![Delta logo]()
$261
This Delta deal was found by Cheapflights users on 9/7. 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 10/97:00 am -
Nonstop1h 21m
Mon 10/128:00 pm -
Nonstop1h 27m
Deal found 9/7![Delta logo]()
$261
This United Airlines deal was found by Cheapflights users on 9/5. 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.
Thu 11/196:30 am -
Nonstop1h 13m
Sat 11/216:00 am -
Nonstop1h 27m
Deal found 9/5![United Airlines logo]()
$299
This Alaska Airlines deal was found by Cheapflights users on 9/9. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/64:00 pm -
1 stop13h 46m
Mon 11/96:09 pm -
1 stop21h 33m
Deal found 9/9![Alaska Airlines logo]()
$663
This Delta deal was found by Cheapflights users on 9/4. 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 9/259:59 pm -
Nonstop1h 18m
Sun 9/277:00 am -
Nonstop1h 20m
Deal found 9/4![Delta logo]()
$262
This Expedia deal was found by Cheapflights users on 9/5. 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 12/2411:55 am -
Nonstop1h 15m
Fri 12/259:25 am -
Nonstop1h 25m
Deal found 9/5![Cape Air logo]()
$698
This United Airlines deal was found by Cheapflights users on 9/6. 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 9/219:59 am -
Nonstop1h 18m
Mon 9/2810:51 am -
Nonstop1h 24m
Deal found 9/6![United Airlines logo]()
$308
This Delta deal was found by Cheapflights users on 9/6. 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 10/16:00 am -
Nonstop1h 24m
Sun 10/49:20 pm -
Nonstop1h 32m
Deal found 9/6![Delta logo]()
$262
This JetBlue deal was found by Cheapflights users on 9/6. 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.
Tue 9/221:53 pm -
Nonstop1h 11m
Sat 9/264:00 pm -
Nonstop1h 05m
Deal found 9/6![JetBlue logo]()
$327
This United Airlines deal was found by Cheapflights users on 9/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/287:29 pm -
1 stop4h 40m
Wed 9/305:45 am -
1 stop3h 59m
Deal found 9/8![United Airlines logo]()
$309
This Cheapflightsfares deal was found by Cheapflights users on 9/5. 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.
Sun 9/2012:29 pm -
Nonstop1h 10m
Thu 9/2412:15 pm -
Nonstop1h 18m
Deal found 9/5![JetBlue logo]()
$330
This Delta deal was found by Cheapflights users on 9/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/289:00 am -
Nonstop1h 27m
Wed 9/309:00 pm -
Nonstop1h 24m
Deal found 9/8![Delta logo]()
$279
This United Airlines deal was found by Cheapflights users on 9/4. 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.
Tue 11/37:37 pm -
1 stop4h 22m
Thu 11/55:30 am -
1 stop4h 13m
Deal found 9/4![United Airlines logo]()
$320
This JetBlue deal was found by Cheapflights users on 9/6. 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 10/43:45 pm -
1 stop7h 14m
Sun 10/116:45 am -
1 stop7h 22m
Deal found 9/6![JetBlue logo]()
$335
This Delta deal was found by Cheapflights users on 9/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:00 am -
Nonstop1h 15m
Sat 9/267:00 am -
Nonstop1h 20m
Deal found 9/8![Delta logo]()
$297
This United Airlines deal was found by Cheapflights users on 9/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/169:23 pm -
Nonstop1h 22m
Sun 10/186:00 am -
Nonstop1h 24m
Deal found 9/8![United Airlines logo]()
$331
This Expedia deal was found by Cheapflights users on 9/7. 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.
Fri 10/23:45 pm -
1 stop7h 14m
Sun 10/47:03 am -
1 stop6h 57m
Deal found 9/7![JetBlue logo]()
$335
This Delta deal was found by Cheapflights users on 9/7. 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 11/62:59 pm -
Nonstop1h 20m
Sat 11/77:45 am -
Nonstop1h 42m
Deal found 9/7![Delta logo]()
$299
This JetBlue deal was found by Cheapflights users on 9/7. 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.
Thu 10/83:59 pm -
1 stop8h 00m
Sun 10/116:45 am -
1 stop7h 22m
Deal found 9/7![JetBlue logo]()
$336
This United Airlines deal was found by Cheapflights users on 9/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/310:27 am -
1 stop4h 05m
Wed 11/47:41 pm -
1 stop3h 53m
Deal found 9/8![United Airlines logo]()
$339
This Delta deal was found by Cheapflights users on 9/5. 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 11/208:10 pm -
Nonstop1h 24m
Sat 11/215:45 pm -
Nonstop1h 42m
Deal found 9/5![Delta logo]()
$299
This United Airlines deal was found by Cheapflights users on 9/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/67:59 pm -
1 stop4h 00m
Wed 10/78:25 pm -
Nonstop1h 33m
Deal found 9/8![United Airlines logo]()
$344
Last-minute flights from Connecticut to MassachusettsDiscover last-minute flight deals from Connecticut to Massachusetts. Data last updated September 9, 2026 and is based on user searches.
Discover last-minute flight deals from Connecticut to Massachusetts. Data last updated September 9, 2026 and is based on user searches.
This lol.travel deal was found by Cheapflights users on 9/4. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2510:35 pm -
Nonstop1h 26m
Sun 9/277:11 am -
Nonstop1h 19m
Deal found 9/4![JetBlue logo]()
$235
This flygcity.se deal was found by Cheapflights users on 9/4. 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 flygcity.se is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2610:35 pm -
Nonstop1h 26m
Mon 9/285:30 pm -
Nonstop1h 19m
Deal found 9/4![JetBlue logo]()
$224
This Flysmarter deal was found by Cheapflights users on 9/5. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2612:59 pm -
Nonstop1h 27m
Sun 9/275:15 am -
Nonstop1h 12m
Deal found 9/5![JetBlue logo]()
$240
This American Airlines deal was found by Cheapflights users on 9/6. 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 10/16:00 am -
Nonstop1h 18m
Sun 10/48:00 am -
Nonstop1h 24m
Deal found 9/6![American Airlines logo]()
$242
This JetBlue deal was found by Cheapflights users on 9/6. 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.
Thu 10/19:30 am -
Nonstop1h 21m
Sun 10/48:46 am -
Nonstop1h 16m
Deal found 9/6![JetBlue logo]()
$242
This Super.com deal was found by Cheapflights users on 9/5. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/25:30 pm -
Nonstop1h 57m
Mon 10/511:20 am -
Nonstop1h 14m
Deal found 9/5![JetBlue logo]()
$232
This American Airlines deal was found by Cheapflights users on 9/4. 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 10/25:24 pm -
Nonstop1h 35m
Sun 10/48:00 am -
Nonstop1h 24m
Deal found 9/4![American Airlines logo]()
$241
This JetBlue deal was found by Cheapflights users on 9/6. 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.
Fri 10/26:30 am -
Nonstop1h 18m
Tue 10/64:11 pm -
Nonstop1h 18m
Deal found 9/6![JetBlue logo]()
$241
This American Airlines deal was found by Cheapflights users on 9/4. 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 10/33:30 pm -
Nonstop1h 25m
Sat 10/105:28 pm -
Nonstop1h 35m
Deal found 9/4![American Airlines logo]()
$237
This American Airlines deal was found by Cheapflights users on 9/7. 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 10/510:15 am -
Nonstop1h 14m
Mon 10/53:20 pm -
Nonstop1h 29m
Deal found 9/7![American Airlines logo]()
$237
This Super.com deal was found by Cheapflights users on 9/5. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/79:30 am -
Nonstop1h 21m
Wed 10/74:11 pm -
Nonstop1h 18m
Deal found 9/5![JetBlue logo]()
$239
This American Airlines deal was found by Cheapflights users on 9/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:35 am -
Nonstop1h 20m
Thu 10/2212:15 pm -
Nonstop1h 18m
Deal found 9/8![American Airlines logo]()
$238
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 9, 2026.
Search for one-way flight options from Connecticut to Massachusetts. Find affordable one-way fares based on user searches. Data last updated September 9, 2026.
This KAYAK deal was found by Cheapflights users on 9/7. 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.
Sat 12/512:35 pm -
Nonstop1h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![JetBlue logo]()
$115
This Super.com deal was found by Cheapflights users on 9/7. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/410:35 pm -
Nonstop1h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![JetBlue logo]()
$116
This KAYAK deal was found by Cheapflights users on 9/5. 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.
Wed 12/26:30 pm -
Nonstop1h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![JetBlue logo]()
$118
This American Airlines deal was found by Cheapflights users on 9/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/53:45 pm -
Nonstop1h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![American Airlines logo]()
$119
This Delta deal was found by Cheapflights users on 9/7. 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.
Sat 12/52:00 pm -
Nonstop1h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Delta logo]()
$119
This American Airlines deal was found by Cheapflights users on 9/4. 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 10/63:30 pm -
Nonstop1h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![American Airlines logo]()
$119
This American Airlines deal was found by Cheapflights users on 9/7. 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 10/1311:30 am -
Nonstop1h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![American Airlines logo]()
$120
This KAYAK deal was found by Cheapflights users on 9/5. 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.
Sat 11/71:26 pm -
Nonstop1h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![JetBlue logo]()
$120
This American Airlines deal was found by Cheapflights users on 9/4. 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 10/63:51 pm -
Nonstop1h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![American Airlines logo]()
$121
This American Airlines deal was found by Cheapflights users on 9/6. 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.
Sun 10/48:29 am -
Nonstop1h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![American Airlines logo]()
$121
This Jetabroad deal was found by Cheapflights users on 9/5. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/116:35 am -
Nonstop1h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![JetBlue logo]()
$122
This Jetabroad deal was found by Cheapflights users on 9/7. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/29:30 am -
Nonstop1h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![JetBlue logo]()
$124
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 9, 2026.
Round-trip from | $224 (flygcity.se) |
|---|---|
One-way from | $115 (KAYAK) |
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 9, 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 YorkBoston
JFK New York John F Kennedy Intl - BOS Boston Logan Intl
JFKBOS
New York John F Kennedy Intl
Tue 12/1
9:29 pm-10:58 pm
Nonstop1h 29m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$119
New YorkBoston
LGA New York LaGuardia - BOS Boston Logan Intl
LGABOS
New York LaGuardia
Sun 10/4
6:59 am-8:23 am
Nonstop1h 24m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$127
NewarkBoston
EWR Newark - BOS Boston Logan Intl
EWRBOS
Newark
Mon 11/9
9:30 am-10:51 am
Nonstop1h 21m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$131
Quickest round-trip
NewarkBoston
EWR Newark - BOS Boston Logan Intl
EWRBOS
Newark
Fri 11/27
12:19 pm-1:31 pm
Nonstop1h 12m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$131
New YorkBoston
LGA New York LaGuardia - BOS Boston Logan Intl
LGABOS
New York LaGuardia
Mon 12/7
8:00 pm-9:31 pm
Nonstop1h 31m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$131
New YorkBoston
LGA New York LaGuardia - BOS Boston Logan Intl
LGABOS
New York LaGuardia
Fri 12/4
9:00 pm-10:20 pm
Nonstop1h 20m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$131
New YorkBoston
LGA New York LaGuardia - BOS Boston Logan Intl
LGABOS
New York LaGuardia
Fri 10/30
6:59 pm-8:29 pm
Nonstop1h 30m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$131
New YorkBoston
JFK New York John F Kennedy Intl - BOS Boston Logan Intl
JFKBOS
New York John F Kennedy Intl
Sun 10/11
6:00 am-7:28 am
Nonstop1h 28m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$131
New YorkBoston
JFK New York John F Kennedy Intl - BOS Boston Logan Intl
JFKBOS
New York John F Kennedy Intl
Mon 10/12
9:30 pm-11:08 pm
Nonstop1h 38m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$131
New YorkBoston
JFK New York John F Kennedy Intl - BOS Boston Logan Intl
JFKBOS
New York John F Kennedy Intl
Sun 10/4
9:35 pm-11:10 pm
Nonstop1h 35m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$134
Showing 1-10 of 60 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.
JFK-BOS
LGA-BOS
EWR-BOS
JFK-HYA
LGA-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
JFK-BOS
LGA-BOS
EWR-BOS
JFK-HYA
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 9, 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
Comfort
7.4
Overall
7.1
Crew
7.9
Boarding
7.3
Food
6.6
Reviews
1 / 20
6.0
GoodAnonymous,Mar 2026
FLL - ORH
Entertainment
7.2
Comfort
7.4
Overall
7.1
Crew
7.9
Boarding
7.3
Food
6.6
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
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Connecticut and Massachusetts flights
Browse other Connecticut and Massachusetts flight options. Last updated on September 9, 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 September 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$193 | Average$295 | FlexibilityNo cancel fee | On-time62% |