$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
Jul 30 — Aug 61
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 June 30, 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 June 30, 2026.
This American Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 8/207:24 pm
BDL
- STT
2 stops20h 28m
American Airlines
Fri 8/283:43 pm
STT
- BDL
2 stops18h 39m
American Airlines
Deal found 6/25![American Airlines logo]()
$206
This eDestinos deal was found by Cheapflights users on 6/26. 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 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 6/26![Frontier logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 8/251:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 9/18:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/25![Frontier logo]()
$249
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 Kiwi.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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
Tue 9/18:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/25![Frontier logo]()
$255
This Super.com deal was found by Cheapflights users on 6/26. 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 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
Fri 7/248:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/26![Frontier 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 6/25. Clicking the “Pick Dates” 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 6/25![Frontier logo]()
$261
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.
Sun 7/191:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sun 7/268:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/28![Frontier logo]()
$262
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 June 30, 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 June 30, 2026.
This American Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 8/226:10 am
BDL
- STT
1 stop7h 30m
American Airlines
Fri 8/283:43 pm
STT
- BDL
2 stops18h 39m
American Airlines
Deal found 6/25![American Airlines logo]()
$278
This Delta deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 8/197:00 am
BDL
- NAS
1 stop6h 57m
Delta
Tue 8/251:16 pm
NAS
- BDL
1 stop7h 02m
Delta
Deal found 6/25![Delta logo]()
$322
This JetBlue deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 8/198:00 am
BDL
- NAS
1 stop9h 22m
JetBlue
Fri 8/282:47 pm
NAS
- BDL
1 stop8h 11m
JetBlue
Deal found 6/25![JetBlue logo]()
$322
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 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.
Fri 7/176:09 am
BDL
- NAS
1 stop8h 48m
United Airlines
Mon 7/203:59 pm
NAS
- BDL
2 stops17h 46m
United Airlines
Deal found 6/30![United Airlines logo]()
$364
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.
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 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 8/235:30 am
SJU
- BDL
1 stop9h 15m
Southwest
Deal found 6/29![Southwest logo]()
$382
This SmartFares 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/28:00 am
BDL
- SDQ
1 stop7h 23m
JetBlue
Wed 9/92:44 pm
SDQ
- BDL
1 stop8h 30m
JetBlue
Deal found 6/30![JetBlue logo]()
$391
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
Sun 10/42:22 pm
SXM
- BDL
2 stops21h 19m
American Airlines
Deal found 6/30![American Airlines logo]()
$361
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
This Delta deal was found by Cheapflights users on 6/26. 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.
Thu 10/17:15 am
BDL
- KIN
1 stop13h 55m
Delta
Thu 10/299:00 am
KIN
- BDL
1 stop8h 00m
Delta
Deal found 6/26![Delta logo]()
$435
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.
Mon 8/318:00 am
BDL
- SDQ
1 stop7h 23m
JetBlue
Wed 9/21:35 pm
SDQ
- BDL
1 stop10h 23m
JetBlue
Deal found 6/29![JetBlue logo]()
$406
This Southwest deal was found by Cheapflights users on 6/26. 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.
Mon 7/65:10 pm
BDL
- SJU
1 stop7h 10m
Southwest
Sat 7/115:00 am
SJU
- BDL
1 stop7h 05m
Southwest
Deal found 6/26![Southwest logo]()
$407
This United Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/36:10 am
BDL
- PUJ
1 stop10h 18m
United Airlines
Wed 11/185:10 pm
PUJ
- BDL
1 stop7h 49m
United Airlines
Deal found 6/25![United Airlines logo]()
$413
This Delta 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 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 6/28![Delta logo]()
$436
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 8/195:07 pm
BDL
- SDQ
1 stop6h 52m
JetBlue
Wed 8/261:35 pm
SDQ
- BDL
1 stop10h 23m
JetBlue
Deal found 6/30![JetBlue logo]()
$406
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 11/97:50 pm
BDL
- NAS
2 stops17h 58m
United Airlines
Fri 11/1312:55 pm
NAS
- BDL
2 stops11h 04m
United Airlines
Deal found 6/29![United Airlines logo]()
$417
This American Airlines deal was found by Cheapflights users on 6/26. 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 11/25:17 pm
BDL
- SXM
1 stop19h 43m
American Airlines
Tue 11/105:24 pm
SXM
- BDL
2 stops16h 03m
American Airlines
Deal found 6/26![American Airlines logo]()
$435
This Delta deal was found by Cheapflights users on 6/26. 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.
Fri 8/75:30 am
BDL
- SJU
1 stop7h 46m
Delta
Sat 8/152:31 pm
SJU
- BDL
1 stop9h 20m
Delta
Deal found 6/26![Delta logo]()
$445
This Southwest deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/35:10 pm
BDL
- SJU
1 stop7h 05m
Southwest
Tue 7/75:30 am
SJU
- BDL
2 stops8h 30m
Southwest
Deal found 6/25![Southwest logo]()
$447
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.
Mon 12/76:00 am
BDL
- STT
1 stop6h 56m
United Airlines
Mon 12/142:15 pm
STT
- BDL
2 stops10h 42m
United Airlines
Deal found 6/30![United Airlines logo]()
$418
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 6/28. 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 12/115:40 am
BDL
- STT
1 stop8h 45m
American Airlines
Fri 12/186:36 pm
STT
- BDL
2 stops17h 22m
American Airlines
Deal found 6/28![American Airlines logo]()
$438
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 7/175:10 pm
BDL
- SJU
1 stop7h 10m
Southwest
Sat 7/256:00 am
SJU
- BDL
2 stops10h 35m
Southwest
Deal found 6/29![Southwest logo]()
$448
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.
Mon 8/316:45 am
BDL
- SJU
1 stop7h 29m
JetBlue
Wed 9/21:43 pm
SJU
- BDL
1 stop10h 15m
JetBlue
Deal found 6/29![JetBlue logo]()
$421
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 8/156:00 am
BDL
- MBJ
1 stop10h 10m
United Airlines
Sat 8/222:40 pm
MBJ
- BDL
2 stops18h 58m
United Airlines
Deal found 6/28![United Airlines logo]()
$432
This American Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/186:00 am
BDL
- STT
2 stops9h 55m
American Airlines
Mon 11/2312:57 pm
STT
- BDL
1 stop11h 57m
American Airlines
Deal found 6/25![American Airlines logo]()
$473
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/218:00 am
BDL
- NAS
1 stop5h 50m
JetBlue
Tue 7/216:27 pm
NAS
- BDL
1 stop5h 32m
JetBlue
Deal found 6/28![JetBlue logo]()
$437
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.
Tue 7/72:35 pm
BDL
- SJU
1 stop8h 15m
Southwest
Thu 7/95:00 am
SJU
- BDL
2 stops9h 10m
Southwest
Deal found 6/29![Southwest logo]()
$487
Last-minute flights from Hartford to CaribbeanDiscover last-minute flight deals from Hartford to Caribbean. Data last updated June 30, 2026 and is based on user searches.
Discover last-minute flight deals from Hartford to Caribbean. Data last updated June 30, 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 6/28. 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.
Sun 7/191:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sun 7/268:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/28![Frontier logo]()
$262
This Kiwi.com 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 Kiwi.com 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
Thu 7/308:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/27![Frontier logo]()
$269
This eDestinos deal was found by Cheapflights users on 6/26. 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 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 6/26![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 6/26. 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 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
Fri 7/248:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/26![Frontier 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 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.
Tue 7/211:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Thu 7/308:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/28![Frontier logo]()
$271
This Delta 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 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 stop5h 51m
Delta
Wed 7/223:26 pm
NAS
- BDL
1 stop8h 28m
Delta
Deal found 6/29![Delta logo]()
$322
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.
Wed 7/221:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 7/298:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/28![Frontier logo]()
$270
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.
Sat 7/251:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sun 7/268:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/28![Frontier logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 6/26. 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.
Sat 7/251:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sat 8/18:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/26![Frontier logo]()
$268
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 June 30, 2026.
Search for one-way flight options from Hartford to Caribbean. Find affordable one-way fares based on user searches. Data last updated June 30, 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 Cheapflightsfares deal was found by Cheapflights users on 6/26. 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 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 6/26![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 eDestinos deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 6/25![Frontier 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 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
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.
Sun 9/276:00 am
BDL
- SXM
1 stop7h 22m
American Airlines
Deal found 6/29![American Airlines logo]()
$131
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.
Mon 7/271:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 6/29![Frontier logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 7/181:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 6/25![Frontier logo]()
$136
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 7/311:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 6/28![Frontier logo]()
$137
This Cheapflightsfares deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” 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 8/317:20 am
BDL
- MBJ
1 stop8h 01m
JetBlue
Deal found 6/25![JetBlue logo]()
$137
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 8/176:45 am
BDL
- MBJ
1 stop6h 00m
Southwest
Deal found 6/28![Southwest logo]()
$138
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 June 30, 2026.
Round-trip from | $206 (American Airlines) |
|---|---|
One-way from | $107 (American Airlines) |
Popular in | December |
Cheapest in | January |
Average price | $392 |
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 June 30, 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
Sat 8/22
6:10 am-1:40 pm
1 stop7h 30m
Saint Thomas Island Cyril E King
Fri 8/28
3:43 pm-10:22 am
2 stops18h 39m
$278
HartfordNassau
BDL - NAS
BDLNAS
Hartford Bradley Intl
Wed 8/19
7:00 am-1:57 pm
1 stop6h 57m
Nassau Intl
Tue 8/25
1:16 pm-8:18 pm
1 stop7h 02m
$322
HartfordNassau
BDL - NAS
BDLNAS
Hartford Bradley Intl
Wed 8/19
8:00 am-5:22 pm
1 stop9h 22m
Nassau Intl
Fri 8/28
2:47 pm-10:58 pm
1 stop8h 11m
$322
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
HartfordSimpson Bay
BDL - SXM
BDLSXM
Hartford Bradley Intl
Sun 9/27
6:00 am-1:22 pm
1 stop7h 22m
Simpson Bay Princess Juliana
Sun 10/4
2:22 pm-11:41 am
2 stops21h 19m
$361
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Mon 9/28
5:55 am-4:55 pm
2 stops11h 00m
San Juan Luis Munoz Marin Intl
Wed 11/4
5:45 am-2:20 pm
2 stops9h 35m
$364
HartfordNassau
BDL - NAS
BDLNAS
Hartford Bradley Intl
Fri 7/17
6:09 am-2:57 pm
1 stop8h 48m
Nassau Intl
Mon 7/20
3:59 pm-9:45 am
2 stops17h 46m
$364
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Fri 8/21
12:35 pm-10:50 pm
1 stop10h 15m
San Juan Luis Munoz Marin Intl
Sun 8/23
5:30 am-2:45 pm
1 stop9h 15m
$382
HartfordSanto Domingo
BDL - SDQ
BDLSDQ
Hartford Bradley Intl
Wed 9/2
8:00 am-3:23 pm
1 stop7h 23m
Santo Domingo Las Americas
Wed 9/9
2:44 pm-11:14 pm
1 stop8h 30m
$391
HartfordSanto Domingo
BDL - SDQ
BDLSDQ
Hartford Bradley Intl
Mon 8/31
8:00 am-3:23 pm
1 stop7h 23m
Santo Domingo Las Americas
Wed 9/2
1:35 pm-11:58 pm
1 stop10h 23m
$406
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-STT
BDL-NAS
BDL-SJU
BDL-SXM
BDL-SDQ
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-STT
BDL-NAS
BDL-SJU
BDL-SXM
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 June 30, 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 June 30, 2026.
The most flights from BDL to 0CB are scheduled on a Monday (3 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 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 June 30, 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.
Food
7.2
Crew
8.5
Boarding
8.1
Entertainment
7.8
Overall
7.8
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Food
7.2
Crew
8.5
Boarding
8.1
Entertainment
7.8
Overall
7.8
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Food
7.2
Crew
8.5
Boarding
8.1
Entertainment
7.8
Overall
7.8
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Food
7.2
Crew
8.5
Boarding
8.1
Entertainment
7.8
Overall
7.8
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Food
7.2
Crew
8.5
Boarding
8.1
Entertainment
7.8
Overall
7.8
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Food
7.2
Crew
8.5
Boarding
8.1
Entertainment
7.8
Overall
7.8
Comfort
7.8
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 June 30, 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 June 30, 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% |