$93+ Cheap flights from Hartford (BDL) to Caribbean
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 6/9. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Jun 30 — Jul 71
Round-trip
1 adult, Economy
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Cheapest flights from Hartford to CaribbeanExplore the most affordable flight options available from Hartford to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 31, 2026.
Explore the most affordable flight options available from Hartford to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 31, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 5/30. 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.
Sun 6/71:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Thu 6/118:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/30![Frontier logo]()
$184
This Cheapflightsfares deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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 6/91:54 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Wed 6/178:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/31![Frontier logo]()
$204
This eDestinos deal was found by Cheapflights users on 5/30. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/122:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Tue 6/168:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/30![Frontier logo]()
$205
This Mytrip deal was found by Cheapflights users on 5/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/61:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Fri 6/128:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/30![Frontier logo]()
$207
This eDestinos deal was found by Cheapflights users on 5/30. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/61:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sat 6/138:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/30![Frontier logo]()
$214
This Frontier deal was found by Cheapflights users on 5/29. 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.
Fri 6/51:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Thu 6/118:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/29![Frontier logo]()
$216
This Super.com deal was found by Cheapflights users on 5/29. 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.
Sat 6/132:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Tue 6/168:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/29![Frontier logo]()
$224
This Frontier deal was found by Cheapflights users on 5/30. 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.
Sun 6/142:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Thu 6/188:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/30![Frontier logo]()
$226
This Booking.com deal was found by Cheapflights users on 5/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/142:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Sat 6/208:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/30![Frontier logo]()
$227
This Cheapflightsfares deal was found by Cheapflights users on 5/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/91:54 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Tue 6/168:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/29![Frontier logo]()
$229
This eDestinos deal was found by Cheapflights users on 5/30. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/21:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Thu 6/118:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/30![Frontier logo]()
$230
This American Airlines deal was found by Cheapflights users on 5/30. 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.
Sun 8/236:01 am
BDL
- STT
1 stop9h 01m
American Airlines
Sat 8/294:42 pm
STT
- BDL
1 stop7h 05m
American Airlines
Deal found 5/30![American Airlines logo]()
$280
Best flights from Hartford to CaribbeanDiscover carefully curated flight deals from Hartford to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 31, 2026.
Discover carefully curated flight deals from Hartford to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 31, 2026.
This American Airlines deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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 11/125:24 pm
BDL
- STT
2 stops17h 43m
American Airlines
Mon 11/236:17 pm
STT
- BDL
2 stops17h 46m
American Airlines
Deal found 5/31![American Airlines logo]()
$317
This United Airlines deal was found by Cheapflights users on 5/27. 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.
Tue 7/146:00 am
BDL
- AUA
1 stop6h 40m
United Airlines
Tue 7/214:30 pm
AUA
- BDL
1 stop7h 29m
United Airlines
Deal found 5/27![United Airlines logo]()
$345
This JetBlue deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/218:00 am
BDL
- SDQ
1 stop7h 21m
JetBlue
Thu 8/274:44 pm
SDQ
- BDL
1 stop7h 15m
JetBlue
Deal found 5/29![JetBlue logo]()
$376
This Southwest deal was found by Cheapflights users on 5/29. 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.
Sat 10/1012:10 pm
BDL
- SJU
1 stop9h 55m
Southwest
Sat 10/175:30 am
SJU
- BDL
2 stops11h 00m
Southwest
Deal found 5/29![Southwest logo]()
$390
This Delta deal was found by Cheapflights users on 5/29. 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.
Tue 8/116:00 am
BDL
- PUJ
1 stop8h 39m
Delta
Mon 8/174:04 pm
PUJ
- BDL
1 stop7h 54m
Delta
Deal found 5/29![Delta logo]()
$438
This CheapOair deal was found by Cheapflights users on 5/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/2612:38 pm
BDL
- BQN
1 stop13h 27m
Multiple Airlines
Mon 7/135:01 am
BQN
- BDL
3 stops18h 58m
Multiple Airlines
Deal found 5/30![Multiple Airlines logo]()
$584
This United Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/146:00 am
BDL
- AUA
1 stop6h 40m
United Airlines
Wed 7/224:30 pm
AUA
- BDL
2 stops17h 51m
United Airlines
Deal found 5/26![United Airlines logo]()
$350
This American Airlines deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/205:28 pm
BDL
- STT
1 stop17h 35m
American Airlines
Tue 7/281:49 pm
STT
- BDL
2 stops19h 17m
American Airlines
Deal found 5/27![American Airlines logo]()
$357
This JetBlue deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1211:50 am
BDL
- SJU
Nonstop3h 51m
JetBlue
Tue 8/186:50 am
SJU
- BDL
1 stop9h 45m
JetBlue
Deal found 5/26![JetBlue logo]()
$386
This United Airlines deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:00 am
BDL
- PUJ
1 stop6h 40m
United Airlines
Sat 8/293:35 pm
PUJ
- BDL
1 stop19h 03m
United Airlines
Deal found 5/29![United Airlines logo]()
$373
This American Airlines deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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 9/136:00 am
BDL
- SDQ
1 stop9h 17m
American Airlines
Mon 9/282:15 pm
SDQ
- BDL
1 stop9h 24m
American Airlines
Deal found 5/31![American Airlines logo]()
$383
This JetBlue deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/234:13 pm
BDL
- SJU
1 stop9h 52m
JetBlue
Thu 8/64:55 pm
SJU
- BDL
1 stop7h 01m
JetBlue
Deal found 5/26![JetBlue logo]()
$401
This Delta deal was found by Cheapflights users on 5/30. 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.
Sat 9/195:35 am
BDL
- SJU
1 stop7h 25m
Delta
Sun 12/203:45 pm
SJU
- BDL
1 stop8h 52m
Delta
Deal found 5/30![Delta logo]()
$450
This Southwest deal was found by Cheapflights users on 5/29. 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 7/102:50 pm
BDL
- SJU
1 stop6h 25m
Southwest
Sat 7/255:00 am
SJU
- BDL
1 stop7h 05m
Southwest
Deal found 5/29![Southwest logo]()
$465
This United Airlines deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/259:40 am
BDL
- BQN
2 stops13h 29m
United Airlines
Thu 9/312:15 am
BQN
- BDL
2 stops9h 22m
United Airlines
Deal found 5/28![United Airlines logo]()
$398
This American Airlines deal was found by Cheapflights users on 5/28. 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.
Wed 9/26:01 am
BDL
- STT
1 stop6h 52m
American Airlines
Tue 9/81:49 pm
STT
- BDL
2 stops20h 28m
American Airlines
Deal found 5/28![American Airlines logo]()
$399
This Delta deal was found by Cheapflights users on 5/30. 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.
Sat 10/105:48 am
BDL
- SJU
1 stop7h 12m
Delta
Thu 10/1512:46 pm
SJU
- BDL
1 stop7h 24m
Delta
Deal found 5/30![Delta logo]()
$450
This Southwest deal was found by Cheapflights users on 5/30. 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.
Tue 7/214:00 pm
BDL
- SJU
2 stops8h 20m
Southwest
Tue 8/45:15 am
SJU
- BDL
2 stops9h 35m
Southwest
Deal found 5/30![Southwest logo]()
$477
This JetBlue deal was found by Cheapflights users on 5/27. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:30 pm
BDL
- BQN
1 stop7h 03m
JetBlue
Sat 8/292:30 pm
BQN
- BDL
1 stop9h 29m
JetBlue
Deal found 5/27![JetBlue logo]()
$441
This American Airlines deal was found by Cheapflights users on 5/30. 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 9/26:10 am
BDL
- MBJ
2 stops8h 42m
American Airlines
Sun 9/65:08 pm
MBJ
- BDL
2 stops16h 12m
American Airlines
Deal found 5/30![American Airlines logo]()
$422
This CheapOair deal was found by Cheapflights users on 5/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/146:28 am
BDL
- BQN
3 stops18h 05m
Multiple Airlines
Thu 7/233:10 am
BQN
- BDL
1 stop8h 22m
Multiple Airlines
Deal found 5/30![Multiple Airlines logo]()
$592
This United Airlines deal was found by Cheapflights users on 5/30. 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.
Mon 11/97:51 pm
BDL
- PUJ
2 stops19h 11m
United Airlines
Tue 11/172:55 pm
PUJ
- BDL
2 stops19h 52m
United Airlines
Deal found 5/30![United Airlines logo]()
$447
This Super.com deal was found by Cheapflights users on 5/30. 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 9/27:25 am
BDL
- MBJ
1 stop7h 57m
JetBlue
Sun 9/63:27 pm
MBJ
- BDL
1 stop7h 29m
JetBlue
Deal found 5/30![JetBlue logo]()
$457
This Southwest deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/109:45 am
BDL
- SJU
2 stops10h 25m
Southwest
Sun 10/185:00 am
SJU
- BDL
1 stop11h 15m
Southwest
Deal found 5/26![Southwest logo]()
$518
This Delta deal was found by Cheapflights users on 5/29. 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.
Tue 6/3011:41 am
BDL
- KIN
1 stop9h 19m
Delta
Tue 9/89:00 am
KIN
- BDL
1 stop10h 18m
Delta
Deal found 5/29![Delta logo]()
$538
This United Airlines deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/96:00 am
BDL
- MBJ
1 stop10h 10m
United Airlines
Tue 6/164:12 pm
MBJ
- BDL
1 stop6h 47m
United Airlines
Deal found 5/29![United Airlines logo]()
$450
This Kiwi.com deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/26:20 am
BDL
- BQN
2 stops19h 50m
Multiple Airlines
Tue 8/113:10 am
BQN
- BDL
1 stop8h 22m
Multiple Airlines
Deal found 5/26![Multiple Airlines logo]()
$601
This American Airlines deal was found by Cheapflights users on 5/29. 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.
Mon 10/197:30 pm
BDL
- AUA
2 stops17h 35m
American Airlines
Mon 10/265:15 pm
AUA
- BDL
2 stops18h 35m
American Airlines
Deal found 5/29![American Airlines logo]()
$464
This JetBlue deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2012:00 pm
BDL
- BQN
1 stop6h 50m
JetBlue
Thu 10/222:20 pm
BQN
- BDL
1 stop9h 35m
JetBlue
Deal found 5/29![JetBlue logo]()
$481
This Southwest deal was found by Cheapflights users on 5/28. 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.
Fri 7/32:50 pm
BDL
- SJU
2 stops9h 15m
Southwest
Tue 7/75:30 am
SJU
- BDL
2 stops8h 30m
Southwest
Deal found 5/28![Southwest logo]()
$530
Last-minute flights from Hartford to CaribbeanDiscover last-minute flight deals from Hartford to Caribbean. Data last updated May 31, 2026 and is based on user searches.
Discover last-minute flight deals from Hartford to Caribbean. Data last updated May 31, 2026 and is based on user searches.
This eDestinos deal was found by Cheapflights users on 5/30. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/21:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Thu 6/118:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/30![Frontier logo]()
$230
This Frontier deal was found by Cheapflights users on 5/29. 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.
Fri 6/51:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Thu 6/118:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/29![Frontier logo]()
$216
This Mytrip deal was found by Cheapflights users on 5/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/61:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Fri 6/128:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/30![Frontier logo]()
$207
This eDestinos deal was found by Cheapflights users on 5/30. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/61:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sat 6/138:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/30![Frontier logo]()
$214
This Cheapflightsfares deal was found by Cheapflights users on 5/30. 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.
Sun 6/71:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Thu 6/118:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/30![Frontier logo]()
$184
This Cheapflightsfares deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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 6/91:54 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Wed 6/178:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/31![Frontier logo]()
$204
This Cheapflightsfares deal was found by Cheapflights users on 5/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/91:54 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Tue 6/168:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/29![Frontier logo]()
$229
This eDestinos deal was found by Cheapflights users on 5/30. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/122:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Tue 6/168:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/30![Frontier logo]()
$205
This Super.com deal was found by Cheapflights users on 5/29. 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.
Sat 6/132:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Tue 6/168:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/29![Frontier logo]()
$224
This Frontier deal was found by Cheapflights users on 5/30. 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.
Sun 6/142:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Thu 6/188:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/30![Frontier logo]()
$226
This Booking.com deal was found by Cheapflights users on 5/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/142:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Sat 6/208:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/30![Frontier logo]()
$227
This American Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/297:34 pm
BDL
- AUA
2 stops18h 26m
American Airlines
Fri 7/34:59 pm
AUA
- BDL
2 stops17h 23m
American Airlines
Deal found 5/26![American Airlines logo]()
$350
One-way flights from Hartford to CaribbeanSearch for one-way flight options from Hartford to Caribbean. Find affordable one-way fares based on user searches. Data last updated May 31, 2026.
Search for one-way flight options from Hartford to Caribbean. Find affordable one-way fares based on user searches. Data last updated May 31, 2026.
This Super.com deal was found by Cheapflights users on 5/30. 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 6/91:54 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Deal found 5/30![Frontier logo]()
$93
This eDestinos deal was found by Cheapflights users on 5/30. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/132:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Deal found 5/30![Frontier logo]()
$103
This Cheapflightsfares deal was found by Cheapflights users on 5/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/71:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 5/29![Frontier logo]()
$106
This Cheapflightsfares deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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 8/111:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 5/31![Frontier logo]()
$111
This eDestinos deal was found by Cheapflights users on 5/30. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/81:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 5/30![Frontier logo]()
$112
This Frontier deal was found by Cheapflights users on 5/30. 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.
Tue 8/251:48 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Deal found 5/30![Frontier logo]()
$113
This Booking.com deal was found by Cheapflights users on 5/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/152:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Deal found 5/30![Frontier logo]()
$114
This Cheapflightsfares deal was found by Cheapflights users on 5/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/61:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 5/29![Frontier logo]()
$136
This Delta deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/76:00 am
BDL
- AUA
1 stop8h 10m
Delta
Deal found 5/26![Delta logo]()
$140
This American Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/76:01 am
BDL
- AUA
2 stops10h 58m
American Airlines
Deal found 5/26![American Airlines logo]()
$143
This American Airlines deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/37:31 pm
BDL
- AUA
2 stops18h 03m
American Airlines
Deal found 5/27![American Airlines logo]()
$146
This Justfly.com deal was found by Cheapflights users on 5/29. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/237:00 am
BDL
- PUJ
1 stop7h 19m
JetBlue
Deal found 5/29![JetBlue logo]()
$149
Find flight deals from Hartford to Caribbean
Keep the following information in mind while searching for Hartford to Caribbean flight deals. Data was last updated May 31, 2026.
Round-trip from | $204 (Cheapflightsfares) |
|---|---|
One-way from | $93 (Super.com) |
Popular in | December |
Cheapest in | January |
Average price | $320 |
Cheapflights Fare Finder
Customize your flight search to find flights from Hartford to Caribbean 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 31, 2026.
Use the filters below to find and compare flights from Hartford to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
HartfordSaint Thomas Island
BDL - STT
BDLSTT
Hartford Bradley Intl
Thu 11/12
5:24 pm-12:07 pm
2 stops17h 43m
Saint Thomas Island Cyril E King
Mon 11/23
6:17 pm-11:03 am
2 stops17h 46m
$317
HartfordOranjestad
BDL - AUA
BDLAUA
Hartford Bradley Intl
Tue 7/14
6:00 am-12:40 pm
1 stop6h 40m
Oranjestad Reina Beatrix
Tue 7/21
4:30 pm-11:59 pm
1 stop7h 29m
$345
HartfordOranjestad
BDL - AUA
BDLAUA
Hartford Bradley Intl
Tue 7/14
6:00 am-12:40 pm
1 stop6h 40m
Oranjestad Reina Beatrix
Wed 7/22
4:30 pm-10:21 am
2 stops17h 51m
$350
HartfordSaint Thomas Island
BDL - STT
BDLSTT
Hartford Bradley Intl
Mon 7/20
5:28 pm-11:03 am
1 stop17h 35m
Saint Thomas Island Cyril E King
Tue 7/28
1:49 pm-9:06 am
2 stops19h 17m
$357
HartfordPunta Cana
BDL - PUJ
BDLPUJ
Hartford Bradley Intl
Tue 8/25
6:00 am-12:40 pm
1 stop6h 40m
Punta Cana
Sat 8/29
3:35 pm-10:38 am
1 stop19h 03m
$373
HartfordSanto Domingo
BDL - SDQ
BDLSDQ
Hartford Bradley Intl
Fri 8/21
8:00 am-3:21 pm
1 stop7h 21m
Santo Domingo Las Americas
Thu 8/27
4:44 pm-11:59 pm
1 stop7h 15m
$376
HartfordSanto Domingo
BDL - SDQ
BDLSDQ
Hartford Bradley Intl
Sun 9/13
6:00 am-3:17 pm
1 stop9h 17m
Santo Domingo Las Americas
Mon 9/28
2:15 pm-11:39 pm
1 stop9h 24m
$383
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Wed 8/12
11:50 am-3:41 pm
Nonstop3h 51m
San Juan Luis Munoz Marin Intl
Tue 8/18
6:50 am-4:35 pm
1 stop9h 45m
$386
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Sat 10/10
12:10 pm-10:05 pm
1 stop9h 55m
San Juan Luis Munoz Marin Intl
Sat 10/17
5:30 am-4:30 pm
2 stops11h 00m
$390
HartfordAguadilla
BDL - BQN
BDLBQN
Hartford Bradley Intl
Tue 8/25
9:40 am-11:09 pm
2 stops13h 29m
Aguadilla Borinquen
Thu 9/3
12:15 am-9:37 am
2 stops9h 22m
$398
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Hartford to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Hartford with our price prediction graph.
BDL-SJU
BDL-AUA
BDL-PUJ
BDL-BQN
BDL-MBJ
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 Hartford to Caribbean
BDL-0CB
BDL-SJU
BDL-AUA
BDL-PUJ
BDL-BQN
What is the cheapest month to book a flight from Hartford to Caribbean?
Currently, June is the cheapest month in which you can book a flight from Hartford to Caribbean (average of $373). Flying from Hartford to Caribbean in September is currently the most expensive (average of $536). 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 BDL to CB?
Find hourly flight availability from Hartford to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 31, 2026.
A simple way to save on the total cost of your ticket is to fly from Hartford to Caribbean at noon. If you’re flexible enough to do this you can expect to save up to 13% on your trip compared to booking a flight in the morning.
Weekly flight availability from Hartford to Caribbean
Explore weekly flight availability from Hartford to Caribbean. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated May 31, 2026.
The most flights from BDL to 0CB are scheduled on a Monday (3 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (2 on average).
How far ahead should I book a flight from Hartford to Caribbean?
Booking 69 days in advance of your planned departure date is, on average, the best time to get cheap flights from Hartford to Caribbean. 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 Hartford to Caribbean?
Use this chart to determine the cheapest time to fly round-trip from Hartford to Caribbean. Price data was last updated on May 23, 2026.
Travelers seeking maximum savings on their Hartford to Caribbean flight should consider departing on Tuesday mornings when fares are most often at their lowest. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. 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 Caribbean. Reviews last updated May 31, 2026.
Read through reviews of airlines operating flights from Hartford to Caribbean, such as Delta,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.5
Comfort
7.8
Entertainment
7.8
Overall
7.9
Food
7.2
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Comfort
7.8
Entertainment
7.8
Overall
7.9
Food
7.2
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Comfort
7.8
Entertainment
7.8
Overall
7.9
Food
7.2
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Comfort
7.8
Entertainment
7.8
Overall
7.9
Food
7.2
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Comfort
7.8
Entertainment
7.8
Overall
7.9
Food
7.2
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Comfort
7.8
Entertainment
7.8
Overall
7.9
Food
7.2
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Related info for your journey
Find useful and relevant information for your journey from Hartford to Caribbean. 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 Hartford to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Hartford to Caribbean by cabin class
Find flights from Hartford to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Hartford and Caribbean flights
Browse other Hartford and Caribbean flight options. Last updated on May 31, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
Hartford to Caribbean flights
Consider these flights traveling from Hartford to Caribbean.
Top 8 airlines flying from Hartford to Caribbean
Discover the top 8 airlines that operate flights from Hartford to Caribbean. 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 31, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$101 | Average$346 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$110 | Average$454 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$112 | Average$341 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$113 | Average$204 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$152 | Average$466 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$225 | Average$517 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$262 | Average$613 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$263 | Average$587 | FlexibilityNo cancel fee | On-time71% |