$111+ Cheap flights from Caribbean to Connecticut
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 10/9. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — BDL
Nov 1 — Nov 81
Round-trip
1 adult, Economy
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Find cheap flights from Caribbean to Connecticut 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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Cheapest flights from Caribbean to ConnecticutExplore the most affordable flight options available from Caribbean to Connecticut. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 2, 2026.
Explore the most affordable flight options available from Caribbean to Connecticut. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 2, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 9/30. 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.
Fri 10/234:28 pm -
Nonstop4h 14m
Mon 10/269:37 pm -
Nonstop4h 00m
Deal found 9/30![Frontier logo]()
$164
This Mytrip deal was found by Cheapflights users on 10/2. 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 11/61:56 pm -
Nonstop4h 12m
Mon 11/96:03 pm -
Nonstop4h 03m
Deal found 10/2![Frontier logo]()
$166
This Kiwi.com deal was found by Cheapflights users on 10/1. 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.
Wed 10/213:41 pm -
Nonstop4h 13m
Fri 10/239:37 pm -
Nonstop4h 00m
Deal found 10/1![Frontier logo]()
$169
This Booking.com deal was found by Cheapflights users on 10/1. 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.
Fri 10/164:28 pm -
Nonstop4h 14m
Fri 10/239:37 pm -
Nonstop4h 00m
Deal found 10/1![Frontier logo]()
$170
This Super.com deal was found by Cheapflights users on 9/30. 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 10/143:41 pm -
Nonstop4h 13m
Wed 10/218:49 pm -
Nonstop3h 58m
Deal found 9/30![Frontier logo]()
$177
This Cheapflightsfares deal was found by Cheapflights users on 9/30. 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.
Fri 10/301:56 pm -
Nonstop4h 12m
Mon 11/26:03 pm -
Nonstop4h 03m
Deal found 9/30![Frontier logo]()
$186
This deal was found by Cheapflights users on 9/30. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/124:28 pm -
Nonstop4h 14m
Mon 10/199:37 pm -
Nonstop4h 00m
Deal found 9/30![Frontier logo]()
$192
This United Airlines deal was found by Cheapflights users on 9/30. 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 10/222:53 pm -
2 stops33h 06m
Tue 10/279:37 am -
2 stops26h 12m
Deal found 9/30![United Airlines logo]()
$317
This JetBlue deal was found by Cheapflights users on 9/30. 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 10/231:00 pm -
1 stop9h 46m
Mon 10/266:00 am -
1 stop6h 57m
Deal found 9/30![JetBlue logo]()
$326
This American Airlines deal was found by Cheapflights users on 9/30. 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 12/183:23 pm -
2 stops19h 12m
Sun 1/35:23 pm -
2 stops18h 42m
Deal found 9/30![American Airlines logo]()
$330
This United Airlines deal was found by Cheapflights users on 9/30. 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 12/182:10 pm -
1 stop11h 42m
Sun 1/36:00 am -
1 stop6h 50m
Deal found 9/30![United Airlines logo]()
$341
This Delta deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/23:28 pm -
1 stop8h 47m
Mon 12/78:00 am -
1 stop8h 57m
Deal found 9/30![Delta logo]()
$357
Best flights from Caribbean to ConnecticutDiscover carefully curated flight deals from Caribbean to Connecticut that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 2, 2026.
Discover carefully curated flight deals from Caribbean to Connecticut that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 2, 2026.
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/312:30 pm -
2 stops8h 15m
Mon 12/74:00 pm -
1 stop6h 20m
Deal found 9/29![Southwest logo]()
$286
This United Airlines deal was found by Cheapflights users on 9/30. 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 10/232:53 pm -
2 stops30h 44m
Mon 10/267:54 pm -
2 stops17h 54m
Deal found 9/30![United Airlines logo]()
$317
This American Airlines deal was found by Cheapflights users on 9/30. 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 12/182:05 pm -
1 stop10h 54m
Sun 1/35:23 pm -
2 stops18h 42m
Deal found 9/30![American Airlines logo]()
$330
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/22:19 pm -
1 stop6h 56m
Mon 12/76:00 am -
1 stop10h 57m
Deal found 9/27![Delta logo]()
$357
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/221:55 pm -
1 stop10h 03m
Wed 10/286:00 am -
1 stop10h 00m
Deal found 9/28![JetBlue logo]()
$379
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/227:30 pm -
1 stop25h 03m
Fri 11/278:28 pm -
1 stop11h 38m
Deal found 9/28![Frontier logo]()
$481
This Southwest deal was found by Cheapflights users on 9/30. 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.
Thu 10/222:10 pm -
1 stop8h 50m
Tue 10/276:00 am -
1 stop7h 15m
Deal found 9/30![Southwest logo]()
$326
This United Airlines deal was found by Cheapflights users on 9/30. 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 12/182:10 pm -
1 stop11h 42m
Sun 1/36:00 am -
1 stop6h 50m
Deal found 9/30![United Airlines logo]()
$341
This Kiwi.com deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/207:45 pm -
2 stops24h 09m
Fri 10/239:37 pm -
1 stop10h 13m
Deal found 9/30![Multiple Airlines logo]()
$691
This American Airlines deal was found by Cheapflights users on 10/1. 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.
Wed 2/105:04 pm -
1 stop7h 45m
Thu 2/185:43 am -
1 stop8h 53m
Deal found 10/1![American Airlines logo]()
$350
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.
Thu 10/155:35 pm -
1 stop6h 20m
Sun 10/185:40 am -
1 stop6h 40m
Deal found 9/28![Southwest logo]()
$344
This American Airlines deal was found by Cheapflights users on 10/1. 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 2/91:57 pm -
2 stops10h 43m
Tue 2/167:21 pm -
2 stops18h 11m
Deal found 10/1![American Airlines logo]()
$350
This United Airlines deal was found by Cheapflights users on 9/30. 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 12/245:21 pm -
2 stops24h 27m
Mon 12/286:44 pm -
2 stops21h 35m
Deal found 9/30![United Airlines logo]()
$371
This JetBlue deal was found by Cheapflights users on 10/1. 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 10/222:30 pm -
Nonstop3h 59m
Sun 10/256:00 am -
1 stop9h 55m
Deal found 10/1![JetBlue logo]()
$440
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.
Sat 12/1911:11 am -
1 stop11h 50m
Sun 1/37:02 pm -
2 stops17h 27m
Deal found 9/27![American Airlines logo]()
$371
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.
Sat 12/195:21 pm -
1 stop6h 25m
Sun 1/37:30 am -
1 stop31h 09m
Deal found 9/27![United Airlines logo]()
$371
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/283:32 pm -
1 stop18h 47m
Fri 11/206:00 am -
1 stop8h 05m
Deal found 9/29![Delta logo]()
$467
This Southwest deal was found by Cheapflights users on 10/1. 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.
Fri 10/1612:35 pm -
2 stops11h 20m
Fri 10/234:25 pm -
2 stops9h 00m
Deal found 10/1![Southwest logo]()
$400
This United Airlines deal was found by Cheapflights users on 10/1. 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 10/2812:25 pm -
2 stops24h 53m
Sun 11/16:00 am -
3 stops31h 48m
Deal found 10/1![United Airlines logo]()
$372
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/152:23 pm -
1 stop9h 06m
Wed 10/216:00 am -
1 stop5h 20m
Deal found 9/29![American Airlines logo]()
$383
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/254:25 pm -
1 stop8h 50m
Wed 12/26:00 am -
1 stop8h 04m
Deal found 9/27![Delta logo]()
$467
This JetBlue deal was found by Cheapflights users on 9/30. 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 12/64:55 pm -
1 stop8h 02m
Sun 1/36:00 am -
1 stop8h 46m
Deal found 9/30![JetBlue logo]()
$474
This United Airlines deal was found by Cheapflights users on 10/1. 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 10/2812:25 pm -
2 stops20h 16m
Mon 11/26:00 am -
3 stops31h 48m
Deal found 10/1![United Airlines logo]()
$373
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2310:10 am -
2 stops10h 35m
Mon 10/265:50 am -
2 stops9h 30m
Deal found 9/29![Southwest logo]()
$414
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/94:26 pm -
1 stop19h 00m
Tue 1/126:00 am -
1 stop8h 05m
Deal found 9/29![Delta logo]()
$467
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/165:13 pm -
2 stops16h 09m
Tue 10/207:15 pm -
2 stops18h 39m
Deal found 9/28![American Airlines logo]()
$387
This United Airlines deal was found by Cheapflights users on 10/1. 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 10/272:20 pm -
2 stops18h 21m
Sun 11/16:00 am -
3 stops31h 48m
Deal found 10/1![United Airlines logo]()
$373
This JetBlue deal was found by Cheapflights users on 10/1. 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 10/2211:34 am -
1 stop12h 12m
Thu 10/296:30 am -
1 stop11h 12m
Deal found 10/1![JetBlue logo]()
$522
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/225:05 pm -
2 stops16h 00m
Wed 10/285:38 am -
2 stops10h 24m
Deal found 9/28![American Airlines logo]()
$394
This Southwest deal was found by Cheapflights users on 9/30. 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.
Fri 12/185:35 am -
1 stop7h 25m
Wed 12/301:50 pm -
2 stops9h 20m
Deal found 9/30![Southwest logo]()
$437
Last-minute flights from Caribbean to ConnecticutDiscover last-minute flight deals from Caribbean to Connecticut. Data last updated October 2, 2026 and is based on user searches.
Discover last-minute flight deals from Caribbean to Connecticut. Data last updated October 2, 2026 and is based on user searches.
This deal was found by Cheapflights users on 9/30. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/124:28 pm -
Nonstop4h 14m
Mon 10/199:37 pm -
Nonstop4h 00m
Deal found 9/30![Frontier logo]()
$192
This Super.com deal was found by Cheapflights users on 9/30. 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 10/143:41 pm -
Nonstop4h 13m
Wed 10/218:49 pm -
Nonstop3h 58m
Deal found 9/30![Frontier logo]()
$177
This Booking.com deal was found by Cheapflights users on 10/1. 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.
Fri 10/164:28 pm -
Nonstop4h 14m
Fri 10/239:37 pm -
Nonstop4h 00m
Deal found 10/1![Frontier logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 10/1. 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.
Wed 10/213:41 pm -
Nonstop4h 13m
Fri 10/239:37 pm -
Nonstop4h 00m
Deal found 10/1![Frontier logo]()
$169
This United Airlines deal was found by Cheapflights users on 9/30. 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 10/222:53 pm -
2 stops33h 06m
Tue 10/279:37 am -
2 stops26h 12m
Deal found 9/30![United Airlines logo]()
$317
This American Airlines deal was found by Cheapflights users on 9/30. 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 10/222:08 pm -
1 stop9h 45m
Tue 10/275:38 am -
2 stops8h 14m
Deal found 9/30![American Airlines logo]()
$372
This Cheapflightsfares deal was found by Cheapflights users on 9/30. 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.
Fri 10/234:28 pm -
Nonstop4h 14m
Mon 10/269:37 pm -
Nonstop4h 00m
Deal found 9/30![Frontier logo]()
$164
This United Airlines deal was found by Cheapflights users on 9/30. 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 10/232:53 pm -
1 stop8h 38m
Mon 10/267:54 pm -
2 stops17h 39m
Deal found 9/30![United Airlines logo]()
$326
This American Airlines deal was found by Cheapflights users on 10/1. 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.
Wed 10/282:08 pm -
1 stop8h 21m
Mon 11/27:01 am -
1 stop7h 21m
Deal found 10/1![American Airlines logo]()
$366
This United Airlines deal was found by Cheapflights users on 9/30. 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 10/2812:25 pm -
2 stops24h 53m
Sun 11/16:00 am -
2 stops31h 48m
Deal found 9/30![United Airlines logo]()
$371
This Cheapflightsfares deal was found by Cheapflights users on 9/30. 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.
Fri 10/301:56 pm -
Nonstop4h 12m
Mon 11/26:03 pm -
Nonstop4h 03m
Deal found 9/30![Frontier logo]()
$186
This Mytrip deal was found by Cheapflights users on 10/2. 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 11/61:56 pm -
Nonstop4h 12m
Mon 11/96:03 pm -
Nonstop4h 03m
Deal found 10/2![Frontier logo]()
$166
One-way flights from Caribbean to ConnecticutSearch for one-way flight options from Caribbean to Connecticut. Find affordable one-way fares based on user searches. Data last updated October 2, 2026.
Search for one-way flight options from Caribbean to Connecticut. Find affordable one-way fares based on user searches. Data last updated October 2, 2026.
This Super.com 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/94:28 pm -
Nonstop4h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Frontier logo]()
$111
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/131:56 pm -
Nonstop4h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/28![Frontier logo]()
$112
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2611:13 am -
Nonstop4h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Frontier logo]()
$113
This Mytrip deal was found by Cheapflights users on 10/1. 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 10/164:28 pm -
Nonstop4h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Frontier logo]()
$114
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/294:29 pm -
1 stop7h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![American Airlines logo]()
$115
This Super.com deal was found by Cheapflights users on 9/30. 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.
Sat 12/124:20 pm -
Nonstop4h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Frontier logo]()
$116
This American Airlines deal was found by Cheapflights users on 9/30. 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.
Wed 10/212:18 pm -
2 stops9h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![American Airlines logo]()
$119
This American Airlines deal was found by Cheapflights users on 9/30. 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.
Wed 11/181:00 pm -
2 stops10h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![American Airlines logo]()
$120
This Super.com deal was found by Cheapflights users on 9/30. 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.
Tue 11/244:20 pm -
Nonstop4h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Frontier logo]()
$121
This JetBlue deal was found by Cheapflights users on 10/1. 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 10/284:30 pm -
1 stop7h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![JetBlue logo]()
$122
This Frontier deal was found by Cheapflights users on 9/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/204:20 pm -
Nonstop4h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Frontier logo]()
$124
This American Airlines deal was found by Cheapflights users on 9/30. 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 12/83:15 pm -
1 stop9h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![American Airlines logo]()
$177
Find flight deals from Caribbean to Connecticut
Keep the following information in mind while searching for Caribbean to Connecticut flight deals. Data was last updated October 2, 2026.
Round-trip from | $164 (Cheapflightsfares) |
|---|---|
One-way from | $111 (Super.com) |
Popular in | July |
Cheapest in | February |
Average price | $296 |
Good round-trip deal | $280 or less |
Good one-way deal | $122 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Caribbean to Connecticut 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 2, 2026.
Use the filters below to find and compare flights from Caribbean to Connecticut that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San JuanHartford
SJU San Juan Luis Munoz Marin Intl - BDL Hartford Bradley Intl
SJUBDL
San Juan Luis Munoz Marin Intl
Sat 10/31
7:25 am-6:18 pm
1 stop10h 53m
Hartford Bradley Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$115
San JuanHartford
SJU San Juan Luis Munoz Marin Intl - BDL Hartford Bradley Intl
SJUBDL
San Juan Luis Munoz Marin Intl
Fri 10/23
3:00 pm-11:46 pm
1 stop8h 46m
Hartford Bradley Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$115
San JuanHartford
SJU San Juan Luis Munoz Marin Intl - BDL Hartford Bradley Intl
SJUBDL
San Juan Luis Munoz Marin Intl
Fri 12/11
2:05 am-2:15 pm
2 stops13h 10m
Hartford Bradley Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$115
San JuanHartford
SJU San Juan Luis Munoz Marin Intl - BDL Hartford Bradley Intl
SJUBDL
San Juan Luis Munoz Marin Intl
Sat 10/24
4:40 pm-11:58 pm
1 stop7h 18m
Hartford Bradley Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$137
San JuanHartford
SJU San Juan Luis Munoz Marin Intl - BDL Hartford Bradley Intl
SJUBDL
San Juan Luis Munoz Marin Intl
Thu 10/29
2:47 pm-6:55 pm
Nonstop4h 08m
Hartford Bradley Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$138
San JuanHartford
SJU San Juan Luis Munoz Marin Intl - BDL Hartford Bradley Intl
SJUBDL
San Juan Luis Munoz Marin Intl
Mon 11/16
2:05 am-2:18 pm
2 stops13h 13m
Hartford Bradley Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$165
San JuanHartford
SJU San Juan Luis Munoz Marin Intl - BDL Hartford Bradley Intl
SJUBDL
San Juan Luis Munoz Marin Intl
Fri 12/4
1:00 pm-11:44 pm
2 stops11h 44m
Hartford Bradley Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$165
San JuanHartford
SJU San Juan Luis Munoz Marin Intl - BDL Hartford Bradley Intl
SJUBDL
San Juan Luis Munoz Marin Intl
Wed 11/11
2:05 am-5:54 pm
2 stops16h 49m
Hartford Bradley Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$165
Quickest round-trip
San JuanHartford
SJU San Juan Luis Munoz Marin Intl - BDL Hartford Bradley Intl
SJUBDL
San Juan Luis Munoz Marin Intl
Sat 10/17
6:30 am-10:25 am
Nonstop3h 55m
Hartford Bradley Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$168
Saint Thomas IslandHartford
STT Saint Thomas Island Cyril E King - BDL Hartford Bradley Intl
STTBDL
Saint Thomas Island Cyril E King
Wed 2/10
1:14 pm-11:49 pm
1 stop11h 35m
Hartford Bradley Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$177
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Caribbean to Connecticut
Have a flexible travel schedule? Discover the best time to fly to Connecticut from Caribbean with our price prediction graph.
SJU-BDL
NAS-BDL
SXM-BDL
MBJ-BDL
AUA-BDL
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 Caribbean to Connecticut
0CB-USCT
SJU-BDL
NAS-BDL
SXM-BDL
MBJ-BDL
What is the cheapest month to book a flight from Caribbean to Connecticut?
Currently, February is the cheapest month in which you can book a flight from Caribbean to Connecticut (average of $262). Flying from Caribbean to Connecticut in July is currently the most expensive (average of $392). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from CB to CT?
Find hourly flight availability from Caribbean to Connecticut. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 2, 2026.
When flying from Caribbean to Connecticut, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 29% versus a flight in the afternoon.
How far ahead should I book a flight from Caribbean to Connecticut?
Booking 56 days in advance of your planned departure date is, on average, the best time to get cheap flights from Caribbean to Connecticut. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest day to fly from Caribbean to Connecticut?
Use this chart to determine the cheapest time to fly round-trip from Caribbean to Connecticut. Price data was last updated on September 26, 2026.
Travelers seeking maximum savings on their Caribbean to Connecticut flight should consider departing on Sunday afternoons when fares are most often at their lowest. Monday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Connecticut
Get insights into the airlines that provide service to Connecticut. 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 Connecticut. Reviews last updated October 2, 2026.
Peruse reviews from past customers who have flown with Delta,Avelo Airlines, andJetBlue from Caribbean to Connecticut to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Comfort
7.8
Crew
8.5
Food
7.2
Entertainment
7.8
Overall
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Boarding
8.1
Comfort
7.8
Crew
8.5
Food
7.2
Entertainment
7.8
Overall
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Avelo Airlines
Boarding
8.1
Comfort
7.8
Crew
8.5
Food
7.2
Entertainment
7.8
Overall
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Boarding
8.1
Comfort
7.8
Crew
8.5
Food
7.2
Entertainment
7.8
Overall
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Boarding
8.1
Comfort
7.8
Crew
8.5
Food
7.2
Entertainment
7.8
Overall
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Boarding
8.1
Comfort
7.8
Crew
8.5
Food
7.2
Entertainment
7.8
Overall
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Related info for your journey
Find useful and relevant information for your journey from Caribbean to Connecticut. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Caribbean to Connecticut
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Connecticut by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Caribbean to Connecticut by cabin class
Find flights from Caribbean to Connecticut, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Caribbean and Connecticut flights
Browse other Caribbean and Connecticut flight options. Last updated on October 2, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Connecticut
Find the right flight back to Caribbean after your stay in Connecticut
Caribbean to Connecticut flights
Consider these flights traveling from Caribbean to Connecticut.
Top 7 airlines flying from Caribbean to Connecticut
Discover the top 7 airlines that operate flights from Caribbean to Connecticut. 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 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$119 | Average$279 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$143 | Average$249 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$152 | Average$481 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$210 | Average$436 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$251 | Average$437 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$311 | Average$429 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$378 | Average$580 | FlexibilityNo cancel fee | On-time63% |