$93+ Cheap flights from Caribbean to Connecticut
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/6. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — BDL
Jun 17 — Jun 241
Round-trip
1 adult, Economy
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Find cheap flights from Caribbean to Connecticut with Cheapflights
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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 May 18, 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 May 18, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 5/298:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Tue 6/21:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 5/14![Frontier logo]()
$176
This CheapOair deal was found by Cheapflights users on 5/16. 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.
Fri 6/58:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Mon 6/81:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 5/16![Frontier logo]()
$178
This Cheapflightsfares deal was found by Cheapflights users on 5/15. 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.
Thu 6/48:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Mon 6/81:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 5/15![Frontier logo]()
$184
This CheapOair deal was found by Cheapflights users on 5/14. 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.
Thu 6/48:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Tue 6/91:54 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Deal found 5/14![Frontier logo]()
$186
This CheapOair deal was found by Cheapflights users on 5/14. 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.
Fri 5/298:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Wed 6/31:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 5/14![Frontier logo]()
$202
This Frontier deal was found by Cheapflights users on 5/14. 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 6/48:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Sun 6/71:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 5/14![Frontier logo]()
$207
This Frontier deal was found by Cheapflights users on 5/14. 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 6/118:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Sun 6/142:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Deal found 5/14![Frontier logo]()
$208
This CheapOair deal was found by Cheapflights users on 5/18. 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.
Thu 7/26:00 am
SJU
- EWR
Nonstop3h 59m
JetBlue
Mon 7/611:51 am
EWR
- SJU
Nonstop3h 57m
JetBlue
Deal found 5/18![JetBlue logo]()
$257
This Delta deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/126:48 am
SJU
- EWR
1 stop7h 26m
Delta
Wed 8/263:20 pm
EWR
- SJU
1 stop7h 09m
Delta
Deal found 5/13![Delta logo]()
$266
This American Airlines deal was found by Cheapflights users on 5/18. 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 8/117:14 pm
SJU
- JFK
1 stop14h 00m
American Airlines
Tue 8/187:30 am
JFK
- SJU
1 stop10h 54m
American Airlines
Deal found 5/18![American Airlines logo]()
$270
This American Airlines deal was found by Cheapflights users on 5/18. 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 8/510:33 am
SJU
- JFK
1 stop10h 57m
American Airlines
Wed 8/128:00 am
JFK
- SJU
1 stop15h 59m
American Airlines
Deal found 5/18![American Airlines logo]()
$271
This Cheapflightsfares deal was found by Cheapflights users on 5/17. 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.
Wed 8/195:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Fri 8/218:00 pm
JFK
- SJU
Nonstop4h 10m
JetBlue
Deal found 5/17![JetBlue logo]()
$272
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 May 18, 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 May 18, 2026.
This Arajet deal was found by Cheapflights users on 5/17. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:10 am
SDQ
- EWR
Nonstop4h 20m
Arajet
Mon 10/1212:00 pm
EWR
- SDQ
Nonstop4h 30m
Arajet
Deal found 5/17![Arajet logo]()
$307
This Delta deal was found by Cheapflights users on 5/14. 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.
Tue 8/187:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Mon 8/2412:40 pm
JFK
- SJU
Nonstop3h 53m
Delta
Deal found 5/14![Delta logo]()
$322
This United Airlines deal was found by Cheapflights users on 5/15. 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 6/261:00 am
SJU
- EWR
Nonstop4h 10m
United Airlines
Sat 7/47:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Deal found 5/15![United Airlines logo]()
$327
This JetBlue deal was found by Cheapflights users on 5/14. 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 6/137:19 pm
SJU
- JFK
Nonstop4h 05m
JetBlue
Sun 6/218:00 pm
JFK
- SJU
Nonstop4h 13m
JetBlue
Deal found 5/14![JetBlue logo]()
$341
This Arajet deal was found by Cheapflights users on 5/14. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/126:10 am
SDQ
- EWR
Nonstop4h 20m
Multiple Airlines
Sun 9/1312:00 pm
EWR
- SDQ
1 stop10h 15m
Multiple Airlines
Deal found 5/14![Multiple Airlines logo]()
$358
This Copa Airlines deal was found by Cheapflights users on 5/18. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/293:49 am
POS
- JFK
1 stop10h 11m
Copa Airlines
Wed 8/269:34 am
JFK
- POS
1 stop27h 43m
Copa Airlines
Deal found 5/18![Copa Airlines logo]()
$430
This Southwest deal was found by Cheapflights users on 5/15. 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.
Sat 8/155:05 am
SJU
- LGA
2 stops11h 15m
Southwest
Mon 8/1710:40 am
LGA
- SJU
2 stops11h 35m
Southwest
Deal found 5/15![Southwest logo]()
$463
This American Airlines deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/168:00 am
SDQ
- LGA
1 stop13h 29m
American Airlines
Sat 10/316:00 am
LGA
- SDQ
1 stop8h 20m
American Airlines
Deal found 5/13![American Airlines logo]()
$533
This Arajet deal was found by Cheapflights users on 5/18. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:10 am
SDQ
- EWR
Nonstop4h 20m
Arajet
Mon 10/1212:00 pm
EWR
- SDQ
Nonstop4h 30m
Arajet
Deal found 5/18![Arajet logo]()
$324
This Delta deal was found by Cheapflights users on 5/17. 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 11/132:05 pm
SJU
- JFK
Nonstop4h 15m
Delta
Tue 11/178:09 am
JFK
- SJU
Nonstop3h 56m
Delta
Deal found 5/17![Delta logo]()
$327
This United Airlines deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/46:45 pm
SJU
- EWR
Nonstop4h 10m
United Airlines
Mon 6/88:00 am
EWR
- SJU
Nonstop4h 04m
United Airlines
Deal found 5/13![United Airlines logo]()
$341
This Delta deal was found by Cheapflights users on 5/17. 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 10/77:00 am
SJU
- JFK
Nonstop4h 02m
Delta
Wed 10/147:40 pm
JFK
- SJU
Nonstop4h 16m
Delta
Deal found 5/17![Delta logo]()
$337
This Arajet deal was found by Cheapflights users on 5/14. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/41:45 pm
SDQ
- EWR
1 stop9h 45m
Multiple Airlines
Sun 6/712:00 pm
EWR
- SDQ
1 stop10h 15m
Multiple Airlines
Deal found 5/14![Multiple Airlines logo]()
$377
This Arajet deal was found by Cheapflights users on 5/16. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/216:10 am
SDQ
- EWR
Nonstop4h 20m
Arajet
Tue 9/2912:59 am
EWR
- SDQ
Nonstop4h 30m
Arajet
Deal found 5/16![Arajet logo]()
$348
This United Airlines deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/46:45 pm
SJU
- EWR
Nonstop4h 10m
United Airlines
Tue 6/97:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Deal found 5/13![United Airlines logo]()
$363
This Delta deal was found by Cheapflights users on 5/16. 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 7/47:05 am
SJU
- JFK
Nonstop3h 56m
Delta
Wed 7/87:29 pm
JFK
- SJU
Nonstop4h 24m
Delta
Deal found 5/16![Delta logo]()
$347
This Copa Airlines deal was found by Cheapflights users on 5/16. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/303:50 am
POS
- JFK
1 stop21h 10m
Copa Airlines
Thu 10/810:00 am
JFK
- POS
1 stop27h 17m
Copa Airlines
Deal found 5/16![Copa Airlines logo]()
$430
This United Airlines deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/51:25 pm
SJU
- EWR
Nonstop4h 14m
United Airlines
Tue 6/97:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Deal found 5/13![United Airlines logo]()
$368
This JetBlue deal was found by Cheapflights users on 5/18. 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.
Mon 6/18:30 am
SJU
- EWR
Nonstop4h 04m
JetBlue
Mon 6/88:55 am
EWR
- SJU
Nonstop4h 03m
JetBlue
Deal found 5/18![JetBlue logo]()
$455
This Arajet deal was found by Cheapflights users on 5/17. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/216:10 am
SDQ
- EWR
Nonstop4h 20m
Arajet
Mon 8/2412:59 am
EWR
- SDQ
Nonstop4h 30m
Arajet
Deal found 5/17![Arajet logo]()
$391
This Southwest deal was found by Cheapflights users on 5/15. 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 10/166:00 am
SJU
- BDL
2 stops8h 35m
Southwest
Mon 10/196:00 am
BDL
- SJU
2 stops10h 30m
Southwest
Deal found 5/15![Southwest logo]()
$478
This Delta deal was found by Cheapflights users on 5/16. 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 7/165:50 pm
SJU
- JFK
Nonstop4h 14m
Delta
Fri 7/247:29 pm
JFK
- SJU
Nonstop4h 24m
Delta
Deal found 5/16![Delta logo]()
$362
This Arajet deal was found by Cheapflights users on 5/15. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/316:10 am
SDQ
- EWR
Nonstop4h 20m
Multiple Airlines
Sun 6/712:00 pm
EWR
- SDQ
1 stop10h 15m
Multiple Airlines
Deal found 5/15![Multiple Airlines logo]()
$441
This Delta deal was found by Cheapflights users on 5/18. 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 6/205:45 pm
SJU
- JFK
Nonstop4h 16m
Delta
Wed 6/248:00 am
JFK
- SJU
Nonstop4h 00m
Delta
Deal found 5/18![Delta logo]()
$362
This JetBlue deal was found by Cheapflights users on 5/14. 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 6/147:45 pm
POS
- JFK
Nonstop5h 14m
JetBlue
Sat 6/271:29 pm
JFK
- POS
Nonstop5h 06m
JetBlue
Deal found 5/14![JetBlue logo]()
$486
This Southwest deal was found by Cheapflights users on 5/16. 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 7/216:00 am
SJU
- BDL
2 stops9h 20m
Southwest
Tue 7/284:00 pm
BDL
- SJU
1 stop6h 45m
Southwest
Deal found 5/16![Southwest logo]()
$495
This Arajet deal was found by Cheapflights users on 5/15. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/301:40 pm
SDQ
- EWR
1 stop9h 50m
Multiple Airlines
Sun 5/3112:59 am
EWR
- SDQ
Nonstop4h 30m
Multiple Airlines
Deal found 5/15![Multiple Airlines logo]()
$450
This Copa Airlines deal was found by Cheapflights users on 5/16. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/58:45 am
SDQ
- JFK
1 stop16h 15m
Copa Airlines
Sun 6/73:32 pm
JFK
- SDQ
1 stop20h 10m
Copa Airlines
Deal found 5/16![Copa Airlines logo]()
$504
This United Airlines deal was found by Cheapflights users on 5/18. 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 5/272:05 am
SJU
- LGA
1 stop9h 24m
United Airlines
Sat 5/302:51 pm
LGA
- SJU
1 stop6h 33m
United Airlines
Deal found 5/18![United Airlines logo]()
$425
This Delta deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/37:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Tue 8/47:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Deal found 5/13![Delta logo]()
$362
Last-minute flights from Caribbean to ConnecticutDiscover last-minute flight deals from Caribbean to Connecticut. Data last updated May 18, 2026 and is based on user searches.
Discover last-minute flight deals from Caribbean to Connecticut. Data last updated May 18, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 5/298:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Tue 6/21:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 5/14![Frontier logo]()
$176
This CheapOair deal was found by Cheapflights users on 5/14. 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.
Fri 5/298:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Wed 6/31:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 5/14![Frontier logo]()
$202
This Cheapflightsfares deal was found by Cheapflights users on 5/15. 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.
Thu 6/48:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Mon 6/81:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 5/15![Frontier logo]()
$184
This CheapOair deal was found by Cheapflights users on 5/14. 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.
Thu 6/48:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Tue 6/91:54 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Deal found 5/14![Frontier logo]()
$186
This Frontier deal was found by Cheapflights users on 5/14. 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 6/48:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Sun 6/71:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 5/14![Frontier logo]()
$207
This CheapOair deal was found by Cheapflights users on 5/16. 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.
Fri 6/58:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Mon 6/81:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 5/16![Frontier logo]()
$178
This JetBlue deal was found by Cheapflights users on 5/17. 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 6/57:00 am
SJU
- JFK
Nonstop4h 04m
JetBlue
Sun 6/75:10 am
JFK
- SJU
Nonstop3h 48m
JetBlue
Deal found 5/17![JetBlue logo]()
$296
This Cheapflightsfares deal was found by Cheapflights users on 5/17. 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.
Tue 6/93:30 am
SJU
- JFK
Nonstop3h 59m
JetBlue
Sat 6/137:20 pm
JFK
- SJU
Nonstop4h 12m
JetBlue
Deal found 5/17![JetBlue logo]()
$272
This Frontier deal was found by Cheapflights users on 5/14. 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 6/118:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Sun 6/142:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Deal found 5/14![Frontier logo]()
$208
This SmartFares deal was found by Cheapflights users on 5/18. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/116:25 am
SJU
- JFK
Nonstop3h 58m
JetBlue
Mon 6/157:00 am
JFK
- SJU
Nonstop3h 54m
JetBlue
Deal found 5/18![JetBlue logo]()
$282
This Cheapflightsfares deal was found by Cheapflights users on 5/16. 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.
Sat 6/138:20 pm
SJU
- JFK
Nonstop4h 02m
JetBlue
Sun 6/1411:05 am
JFK
- SJU
Nonstop4h 05m
JetBlue
Deal found 5/16![JetBlue logo]()
$287
This JetBlue deal was found by Cheapflights users on 5/16. 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 6/167:50 pm
SJU
- JFK
Nonstop4h 04m
JetBlue
Sat 8/291:00 pm
JFK
- SJU
Nonstop3h 57m
JetBlue
Deal found 5/16![JetBlue logo]()
$277
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 May 18, 2026.
Search for one-way flight options from Caribbean to Connecticut. Find affordable one-way fares based on user searches. Data last updated May 18, 2026.
This Frontier deal was found by Cheapflights users on 5/14. 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.
Sat 6/68:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 5/14![Frontier logo]()
$93
This Super.com deal was found by Cheapflights users on 5/14. 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 6/108:39 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/14![Frontier logo]()
$100
This Expedia deal was found by Cheapflights users on 5/14. 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 6/118:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/14![Frontier logo]()
$104
This Cheapflightsfares deal was found by Cheapflights users on 5/16. 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 6/148:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/16![Frontier logo]()
$107
This Super.com deal was found by Cheapflights users on 5/14. 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.
Thu 6/48:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 5/14![Frontier logo]()
$110
This Trip.com deal was found by Cheapflights users on 5/18. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/158:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/18![Frontier logo]()
$112
This SmartFares deal was found by Cheapflights users on 5/17. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/177:40 pm
SJU
- EWR
Nonstop4h 03m
JetBlue
Deal found 5/17![JetBlue logo]()
$117
This Cheapflightsfares deal was found by Cheapflights users on 5/18. 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 6/198:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/18![Frontier logo]()
$122
This Trip.com deal was found by Cheapflights users on 5/15. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/248:50 am
SJU
- LGA
1 stop10h 54m
Frontier
Deal found 5/15![Frontier logo]()
$126
This Super.com deal was found by Cheapflights users on 5/17. 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 6/246:00 am
SJU
- EWR
Nonstop3h 59m
JetBlue
Deal found 5/17![JetBlue logo]()
$126
This Super.com deal was found by Cheapflights users on 5/16. 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 6/235:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 5/16![JetBlue logo]()
$126
This Trip.com deal was found by Cheapflights users on 5/14. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/159:00 am
SJU
- LGA
1 stop10h 30m
Frontier
Deal found 5/14![Frontier logo]()
$127
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 May 18, 2026.
Round-trip from | $176 (Kiwi.com) |
|---|---|
One-way from | $93 (Frontier) |
Popular in | June |
Cheapest in | May |
Average price | $248 |
Good round-trip deal | $157 or less |
Good one-way deal | $80 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 2,558,603 searches. Data last updated May 18, 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
Santo DomingoNewark
SDQ - EWR
SDQEWR
Santo Domingo Las Americas
Sat 10/3
6:10 am-10:30 am
Nonstop4h 20m
Newark
Mon 10/12
12:00 pm-4:30 pm
Nonstop4h 30m
$307
Quickest round-trip
San JuanNew York
SJU - JFK
SJUJFK
San Juan Luis Munoz Marin Intl
Tue 8/18
7:30 am-11:25 am
Nonstop3h 55m
New York John F Kennedy Intl
Mon 8/24
12:40 pm-4:33 pm
Nonstop3h 53m
$322
Santo DomingoNewark
SDQ - EWR
SDQEWR
Santo Domingo Las Americas
Thu 10/1
6:10 am-10:30 am
Nonstop4h 20m
Newark
Mon 10/12
12:00 pm-4:30 pm
Nonstop4h 30m
$324
San JuanNewark
SJU - EWR
SJUEWR
San Juan Luis Munoz Marin Intl
Fri 6/26
1:00 am-5:10 am
Nonstop4h 10m
Newark
Sat 7/4
7:45 pm-11:50 pm
Nonstop4h 05m
$327
San JuanNew York
SJU - JFK
SJUJFK
San Juan Luis Munoz Marin Intl
Fri 11/13
2:05 pm-5:20 pm
Nonstop4h 15m
New York John F Kennedy Intl
Tue 11/17
8:09 am-1:05 pm
Nonstop3h 56m
$327
San JuanNew York
SJU - JFK
SJUJFK
San Juan Luis Munoz Marin Intl
Wed 10/7
7:00 am-11:02 am
Nonstop4h 02m
New York John F Kennedy Intl
Wed 10/14
7:40 pm-11:56 pm
Nonstop4h 16m
$337
San JuanNew York
SJU - JFK
SJUJFK
San Juan Luis Munoz Marin Intl
Sat 6/13
7:19 pm-11:24 pm
Nonstop4h 05m
New York John F Kennedy Intl
Sun 6/21
8:00 pm-12:13 am
Nonstop4h 13m
$341
San JuanNewark
SJU - EWR
SJUEWR
San Juan Luis Munoz Marin Intl
Thu 6/4
6:45 pm-10:55 pm
Nonstop4h 10m
Newark
Mon 6/8
8:00 am-12:04 pm
Nonstop4h 04m
$341
San JuanNew York
SJU - JFK
SJUJFK
San Juan Luis Munoz Marin Intl
Sat 7/4
7:05 am-11:01 am
Nonstop3h 56m
New York John F Kennedy Intl
Wed 7/8
7:29 pm-11:53 pm
Nonstop4h 24m
$347
Santo DomingoNewark
SDQ - EWR
SDQEWR
Santo Domingo Las Americas
Sun 6/21
6:10 am-10:30 am
Nonstop4h 20m
Newark
Tue 9/29
12:59 am-5:29 am
Nonstop4h 30m
$348
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
SJU-JFK
SJU-EWR
SDQ-EWR
POS-JFK
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
SJU-JFK
SJU-EWR
SDQ-EWR
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 month to book a flight from Caribbean to Connecticut?
Currently, January is the cheapest month in which you can book a flight from Caribbean to Connecticut (average of $58). Flying from Caribbean to Connecticut in September is currently the most expensive (average of $253). 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 May 18, 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 in the evening, which can drop the price by up to 34% versus a flight in the afternoon.
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 May 16, 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. Tuesday at noon 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 May 18, 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.
Crew
8.5
Food
7.2
Boarding
8.1
Overall
7.9
Entertainment
7.8
Comfort
7.8
Reviews
1 / 20
8.0
ExcellentRakshith,May 2026
TPE - SEA
Crew
8.5
Food
7.2
Boarding
8.1
Overall
7.9
Entertainment
7.8
Comfort
7.8
Reviews
1 / 20
8.0
ExcellentRakshith,May 2026
TPE - SEA
Avelo Airlines
Crew
8.5
Food
7.2
Boarding
8.1
Overall
7.9
Entertainment
7.8
Comfort
7.8
Reviews
1 / 20
8.0
ExcellentRakshith,May 2026
TPE - SEA
Crew
8.5
Food
7.2
Boarding
8.1
Overall
7.9
Entertainment
7.8
Comfort
7.8
Reviews
1 / 20
8.0
ExcellentRakshith,May 2026
TPE - SEA
Crew
8.5
Food
7.2
Boarding
8.1
Overall
7.9
Entertainment
7.8
Comfort
7.8
Reviews
1 / 20
8.0
ExcellentRakshith,May 2026
TPE - SEA
Crew
8.5
Food
7.2
Boarding
8.1
Overall
7.9
Entertainment
7.8
Comfort
7.8
Reviews
1 / 20
8.0
ExcellentRakshith,May 2026
TPE - SEA
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 May 18, 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 2,558,603 searches. Data last updated May 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$116 | Average$253 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$145 | Average$271 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$153 | Average$442 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$235 | Average$469 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$270 | Average$512 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$291 | Average$380 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$418 | Average$596 | FlexibilityNo cancel fee | On-time63% |