$107+ 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 8/7. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Aug 1 — Aug 81
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 July 2, 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 July 2, 2026.
This eDestinos deal was found by Cheapflights users on 6/27. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/111:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sat 7/258:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/27![Frontier logo]()
$251
This Cheapflightsfares deal was found by Cheapflights users on 6/28. 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 8/231:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 9/18:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/28![Frontier logo]()
$253
This Frontier deal was found by Cheapflights users on 6/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/241:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 9/18:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/28![Frontier logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/171:42 pm
BDL
- SJU
Nonstop4h 04m
Multiple Airlines
Tue 8/255:37 pm
SJU
- BDL
1 stop22h 53m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$257
This Super.com deal was found by Cheapflights users on 6/29. 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.
Tue 7/211:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sun 7/268:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/29![Frontier logo]()
$258
This Cheapflightsfares deal was found by Cheapflights users on 6/28. 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.
Mon 7/201:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sun 7/268:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/28![Frontier logo]()
$259
This Super.com deal was found by Cheapflights users on 6/28. 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.
Tue 9/11:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Thu 9/38:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/28![Frontier logo]()
$260
This Cheapflightsfares deal was found by Cheapflights users on 6/28. 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.
Fri 8/281:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 9/28:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/28![Frontier logo]()
$261
This Frontier deal was found by Cheapflights users on 6/30. 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 7/191:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 7/218:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/30![Frontier logo]()
$262
This Frontier deal was found by Cheapflights users on 6/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/311:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 9/28:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/27![Frontier logo]()
$264
This Frontier deal was found by Cheapflights users on 6/30. 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.
Mon 9/71:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 9/88:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/30![Frontier logo]()
$265
This Kiwi.com deal was found by Cheapflights users on 7/1. 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.
Mon 8/171:42 pm
BDL
- SJU
Nonstop4h 04m
Multiple Airlines
Fri 8/215:37 pm
SJU
- BDL
1 stop15h 24m
Multiple Airlines
Deal found 7/1![Multiple Airlines logo]()
$266
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 July 2, 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 July 2, 2026.
This Delta deal was found by Cheapflights users on 6/27. 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.
Sat 8/228:00 am
BDL
- NAS
1 stop8h 39m
Delta
Sat 8/291:16 pm
NAS
- BDL
1 stop5h 34m
Delta
Deal found 6/27![Delta logo]()
$322
This American Airlines deal was found by Cheapflights users on 6/27. 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 8/226:31 am
BDL
- NAS
1 stop8h 02m
American Airlines
Sat 8/2912:10 pm
NAS
- BDL
2 stops11h 21m
American Airlines
Deal found 6/27![American Airlines logo]()
$326
This United Airlines deal was found by Cheapflights users on 6/30. 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.
Tue 8/256:00 am
BDL
- SJU
1 stop8h 44m
United Airlines
Fri 8/281:00 am
SJU
- BDL
2 stops13h 29m
United Airlines
Deal found 6/30![United Airlines logo]()
$347
This Southwest deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2812:35 pm
BDL
- SJU
2 stops10h 30m
Southwest
Wed 11/116:15 am
SJU
- BDL
2 stops9h 05m
Southwest
Deal found 6/28![Southwest logo]()
$364
This JetBlue deal was found by Cheapflights users on 6/30. 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.
Wed 7/2211:39 am
BDL
- SJU
Nonstop3h 51m
JetBlue
Wed 7/227:14 pm
SJU
- BDL
Nonstop3h 57m
JetBlue
Deal found 6/30![JetBlue logo]()
$390
This Priceline deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/88:00 am
BDL
- NAS
1 stop9h 22m
Multiple Airlines
Fri 8/149:55 am
NAS
- BDL
1 stop8h 00m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$434
This American Airlines deal was found by Cheapflights users on 6/28. 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 8/206:45 am
BDL
- GCM
1 stop5h 42m
American Airlines
Thu 8/2712:30 pm
GCM
- BDL
1 stop10h 01m
American Airlines
Deal found 6/28![American Airlines logo]()
$341
This United Airlines deal was found by Cheapflights users on 6/29. 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.
Mon 11/94:56 pm
BDL
- NAS
2 stops18h 53m
United Airlines
Fri 11/132:40 pm
NAS
- BDL
1 stop8h 41m
United Airlines
Deal found 6/29![United Airlines logo]()
$360
This Southwest deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/285:55 am
BDL
- SJU
2 stops11h 00m
Southwest
Wed 11/45:45 am
SJU
- BDL
2 stops9h 35m
Southwest
Deal found 6/28![Southwest logo]()
$364
This Delta deal was found by Cheapflights users on 7/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/195:30 am
BDL
- SJU
1 stop7h 44m
Delta
Sun 12/204:50 pm
SJU
- BDL
1 stop7h 47m
Delta
Deal found 7/1![Delta logo]()
$372
This American Airlines deal was found by Cheapflights users on 7/1. 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.
Sat 9/126:00 am
BDL
- GCM
1 stop5h 55m
American Airlines
Tue 9/1512:00 pm
GCM
- BDL
2 stops23h 09m
American Airlines
Deal found 7/1![American Airlines logo]()
$346
This United Airlines deal was found by Cheapflights users on 7/1. 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.
Fri 7/176:09 am
BDL
- NAS
1 stop8h 48m
United Airlines
Mon 7/204:58 pm
NAS
- BDL
2 stops17h 23m
United Airlines
Deal found 7/1![United Airlines logo]()
$364
This JetBlue deal was found by Cheapflights users on 7/1. 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.
Mon 8/318:00 am
BDL
- SDQ
1 stop7h 23m
JetBlue
Wed 9/21:35 pm
SDQ
- BDL
1 stop10h 23m
JetBlue
Deal found 7/1![JetBlue logo]()
$406
This American Airlines deal was found by Cheapflights users on 6/30. 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 8/275:41 pm
BDL
- GCM
2 stops18h 19m
American Airlines
Mon 8/312:10 pm
GCM
- BDL
2 stops19h 12m
American Airlines
Deal found 6/30![American Airlines logo]()
$346
This Southwest deal was found by Cheapflights users on 6/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/186:00 am
BDL
- SJU
2 stops12h 10m
Southwest
Fri 8/2111:35 am
SJU
- BDL
2 stops10h 40m
Southwest
Deal found 6/27![Southwest logo]()
$382
This United Airlines deal was found by Cheapflights users on 7/1. 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.
Sat 8/296:00 am
BDL
- PUJ
1 stop9h 00m
United Airlines
Thu 9/33:35 pm
PUJ
- BDL
1 stop8h 24m
United Airlines
Deal found 7/1![United Airlines logo]()
$369
This JetBlue deal was found by Cheapflights users on 6/27. 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 8/208:00 am
BDL
- NAS
1 stop9h 22m
JetBlue
Mon 8/246:27 pm
NAS
- BDL
1 stop5h 31m
JetBlue
Deal found 6/27![JetBlue logo]()
$410
This Southwest deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/286:45 am
BDL
- SJU
1 stop7h 00m
Southwest
Sat 11/77:45 am
SJU
- BDL
1 stop7h 55m
Southwest
Deal found 6/28![Southwest logo]()
$382
This American Airlines deal was found by Cheapflights users on 7/1. 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.
Thu 10/87:15 pm
BDL
- STT
2 stops17h 43m
American Airlines
Mon 10/121:48 pm
STT
- BDL
2 stops20h 34m
American Airlines
Deal found 7/1![American Airlines logo]()
$350
This Delta deal was found by Cheapflights users on 7/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/216:00 am
BDL
- NAS
1 stop8h 01m
Delta
Mon 7/276:04 pm
NAS
- BDL
1 stop5h 50m
Delta
Deal found 7/1![Delta logo]()
$432
This JetBlue deal was found by Cheapflights users on 6/29. 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 7/215:00 pm
BDL
- SJU
1 stop7h 48m
JetBlue
Sat 8/13:17 pm
SJU
- BDL
1 stop8h 42m
JetBlue
Deal found 6/29![JetBlue logo]()
$421
This American Airlines deal was found by Cheapflights users on 6/30. 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 9/276:00 am
BDL
- SXM
1 stop7h 22m
American Airlines
Sat 10/32:22 pm
SXM
- BDL
2 stops21h 47m
American Airlines
Deal found 6/30![American Airlines logo]()
$356
This Southwest deal was found by Cheapflights users on 6/29. 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 8/2112:35 pm
BDL
- SJU
1 stop10h 15m
Southwest
Sun 8/235:00 am
SJU
- BDL
2 stops9h 45m
Southwest
Deal found 6/29![Southwest logo]()
$392
This United Airlines deal was found by Cheapflights users on 7/1. 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.
Sat 7/186:09 am
BDL
- NAS
1 stop8h 48m
United Airlines
Wed 7/2212:35 pm
NAS
- BDL
2 stops11h 24m
United Airlines
Deal found 7/1![United Airlines logo]()
$393
This Delta deal was found by Cheapflights users on 7/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/57:00 am
BDL
- KIN
1 stop14h 13m
Delta
Wed 8/199:13 am
KIN
- BDL
1 stop10h 40m
Delta
Deal found 7/1![Delta logo]()
$434
This American Airlines deal was found by Cheapflights users on 6/28. 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.
Tue 7/286:01 am
BDL
- SXM
2 stops9h 43m
American Airlines
Tue 8/44:45 pm
SXM
- BDL
2 stops17h 37m
American Airlines
Deal found 6/28![American Airlines logo]()
$356
This Delta deal was found by Cheapflights users on 6/27. 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 12/26:00 am
BDL
- KIN
1 stop13h 00m
Delta
Sun 12/139:00 am
KIN
- BDL
1 stop9h 00m
Delta
Deal found 6/27![Delta logo]()
$436
This Southwest deal was found by Cheapflights users on 6/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/115:15 am
BDL
- SXM
1 stop8h 05m
Southwest
Wed 11/183:20 pm
SXM
- BDL
2 stops17h 40m
Southwest
Deal found 6/27![Southwest logo]()
$403
This JetBlue deal was found by Cheapflights users on 7/1. 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.
Mon 8/316:45 am
BDL
- SXM
1 stop7h 09m
JetBlue
Wed 9/21:42 pm
SXM
- BDL
1 stop10h 16m
JetBlue
Deal found 7/1![JetBlue logo]()
$451
This United Airlines deal was found by Cheapflights users on 6/28. 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.
Sat 10/179:44 am
BDL
- SDQ
2 stops13h 02m
United Airlines
Sat 10/241:10 pm
SDQ
- BDL
2 stops10h 49m
United Airlines
Deal found 6/28![United Airlines logo]()
$411
Last-minute flights from Hartford to CaribbeanDiscover last-minute flight deals from Hartford to Caribbean. Data last updated July 2, 2026 and is based on user searches.
Discover last-minute flight deals from Hartford to Caribbean. Data last updated July 2, 2026 and is based on user searches.
This eDestinos deal was found by Cheapflights users on 6/27. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/111:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sat 7/258:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/27![Frontier logo]()
$251
This Frontier deal was found by Cheapflights users on 6/30. 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 7/191:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 7/218:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/30![Frontier logo]()
$262
This eDestinos deal was found by Cheapflights users on 6/27. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/201:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Fri 7/248:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/27![Frontier logo]()
$248
This Cheapflightsfares deal was found by Cheapflights users on 6/28. 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.
Mon 7/201:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sun 7/268:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/28![Frontier logo]()
$259
This Super.com deal was found by Cheapflights users on 6/29. 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.
Tue 7/211:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sun 7/268:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/29![Frontier logo]()
$258
This Kiwi.com deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/171:42 pm
BDL
- SJU
Nonstop4h 04m
Multiple Airlines
Tue 8/255:37 pm
SJU
- BDL
1 stop22h 53m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 7/1. 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.
Mon 8/171:42 pm
BDL
- SJU
Nonstop4h 04m
Multiple Airlines
Fri 8/215:37 pm
SJU
- BDL
1 stop15h 24m
Multiple Airlines
Deal found 7/1![Multiple Airlines logo]()
$266
This Kiwi.com deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/221:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sat 8/298:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/28![Frontier logo]()
$265
This Cheapflightsfares deal was found by Cheapflights users on 6/28. 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 8/231:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 9/18:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/28![Frontier logo]()
$253
This Frontier deal was found by Cheapflights users on 6/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/241:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 9/18:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/28![Frontier logo]()
$256
This Cheapflightsfares deal was found by Cheapflights users on 6/28. 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.
Fri 8/281:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 9/28:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/28![Frontier logo]()
$261
This Frontier deal was found by Cheapflights users on 6/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/281:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Fri 9/48:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/27![Frontier logo]()
$264
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 July 2, 2026.
Search for one-way flight options from Hartford to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 2, 2026.
This American Airlines deal was found by Cheapflights users on 6/30. 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 8/76:45 am
BDL
- NAS
1 stop7h 48m
American Airlines
Deal found 6/30![American Airlines logo]()
$107
This American Airlines deal was found by Cheapflights users on 6/27. 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.
Fri 9/116:00 am
BDL
- GCM
1 stop6h 00m
American Airlines
Deal found 6/27![American Airlines logo]()
$118
This Kiwi.com deal was found by Cheapflights users on 7/1. 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.
Sun 8/301:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 7/1![Frontier logo]()
$121
This Cheapflightsfares deal was found by Cheapflights users on 6/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/211:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 6/27![Frontier logo]()
$122
This Frontier deal was found by Cheapflights users on 6/30. 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 7/191:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 6/30![Frontier logo]()
$123
This American Airlines deal was found by Cheapflights users on 6/28. 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 7/107:31 pm
BDL
- GCM
1 stop17h 14m
American Airlines
Deal found 6/28![American Airlines logo]()
$123
This eDestinos deal was found by Cheapflights users on 6/28. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/201:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 6/28![Frontier logo]()
$124
This American Airlines deal was found by Cheapflights users on 7/1. 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.
Mon 8/107:24 pm
BDL
- GCM
2 stops18h 46m
American Airlines
Deal found 7/1![American Airlines logo]()
$124
This Delta deal was found by Cheapflights users on 6/30. 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.
Tue 10/66:00 am
BDL
- NAS
1 stop5h 51m
Delta
Deal found 6/30![Delta logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 8/266:00 am
BDL
- SJU
1 stop18h 56m
Multiple Airlines
Deal found 7/1![Multiple Airlines logo]()
$129
This American Airlines deal was found by Cheapflights users on 6/29. 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.
Tue 7/75:22 pm
BDL
- GCM
2 stops18h 38m
American Airlines
Deal found 6/29![American Airlines logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 8/258:10 am
BDL
- SJU
2 stops16h 46m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$130
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 July 2, 2026.
Round-trip from | $253 (Cheapflightsfares) |
|---|---|
One-way from | $107 (American Airlines) |
Popular in | December |
Cheapest in | January |
Average price | $386 |
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 July 2, 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
HartfordNassau
BDL - NAS
BDLNAS
Hartford Bradley Intl
Sat 8/22
8:00 am-4:39 pm
1 stop8h 39m
Nassau Intl
Sat 8/29
1:16 pm-6:50 pm
1 stop5h 34m
$322
HartfordNassau
BDL - NAS
BDLNAS
Hartford Bradley Intl
Sat 8/22
6:31 am-2:33 pm
1 stop8h 02m
Nassau Intl
Sat 8/29
12:10 pm-11:31 pm
2 stops11h 21m
$326
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Thu 8/20
6:45 am-11:27 am
1 stop5h 42m
George Town Owen Roberts Intl
Thu 8/27
12:30 pm-11:31 pm
1 stop10h 01m
$341
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Sat 9/12
6:00 am-10:55 am
1 stop5h 55m
George Town Owen Roberts Intl
Tue 9/15
12:00 pm-12:09 pm
2 stops23h 09m
$346
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Thu 8/27
5:41 pm-11:00 am
2 stops18h 19m
George Town Owen Roberts Intl
Mon 8/31
2:10 pm-10:22 am
2 stops19h 12m
$346
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Tue 8/25
6:00 am-2:44 pm
1 stop8h 44m
San Juan Luis Munoz Marin Intl
Fri 8/28
1:00 am-2:29 pm
2 stops13h 29m
$347
HartfordSaint Thomas Island
BDL - STT
BDLSTT
Hartford Bradley Intl
Thu 10/8
7:15 pm-12:58 pm
2 stops17h 43m
Saint Thomas Island Cyril E King
Mon 10/12
1:48 pm-10:22 am
2 stops20h 34m
$350
HartfordSimpson Bay
BDL - SXM
BDLSXM
Hartford Bradley Intl
Sun 9/27
6:00 am-1:22 pm
1 stop7h 22m
Simpson Bay Princess Juliana
Sat 10/3
2:22 pm-12:09 pm
2 stops21h 47m
$356
HartfordSimpson Bay
BDL - SXM
BDLSXM
Hartford Bradley Intl
Tue 7/28
6:01 am-3:44 pm
2 stops9h 43m
Simpson Bay Princess Juliana
Tue 8/4
4:45 pm-10:22 am
2 stops17h 37m
$356
HartfordNassau
BDL - NAS
BDLNAS
Hartford Bradley Intl
Mon 11/9
4:56 pm-11:49 am
2 stops18h 53m
Nassau Intl
Fri 11/13
2:40 pm-11:21 pm
1 stop8h 41m
$360
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-NAS
BDL-GCM
BDL-SJU
BDL-MBJ
BDL-PUJ
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-NAS
BDL-GCM
BDL-SJU
BDL-MBJ
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 $378). Flying from Hartford to Caribbean in September is currently the most expensive (average of $513). 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 July 2, 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 11% 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 July 2, 2026.
The most flights from BDL to 0CB are scheduled on a Wednesday (3 on average). You will have fewer flight options on Monday, 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 June 27, 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 July 2, 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.
Comfort
7.8
Entertainment
7.8
Overall
7.8
Boarding
8.1
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Entertainment
7.8
Overall
7.8
Boarding
8.1
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Entertainment
7.8
Overall
7.8
Boarding
8.1
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Entertainment
7.8
Overall
7.8
Boarding
8.1
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Entertainment
7.8
Overall
7.8
Boarding
8.1
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Entertainment
7.8
Overall
7.8
Boarding
8.1
Crew
8.5
Food
7.2
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 July 2, 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 7 airlines flying from Hartford to Caribbean
Discover the top 7 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 July 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$101 | Average$353 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$112 | Average$346 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$152 | Average$467 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$230 | Average$508 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$242 | Average$468 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$262 | Average$619 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$263 | Average$579 | FlexibilityNo cancel fee | On-time71% |