$88+ 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 4/30. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
May 2 — May 91
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 April 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 April 2, 2026.
This Frontier deal was found by Cheapflights users on 4/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/248:42 pm
BDL
- SJU
1 stop13h 12m
Frontier
Tue 4/2812:59 am
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 4/1![Frontier logo]()
$187
This Cheapflightsfares deal was found by Cheapflights users on 3/31. 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.
Fri 5/18:42 pm
BDL
- SJU
1 stop12h 11m
Frontier
Mon 5/412:59 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 3/31![Frontier logo]()
$190
This Expedia deal was found by Cheapflights users on 3/31. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/25:42 pm
BDL
- SJU
1 stop16h 57m
Frontier
Fri 5/812:59 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 3/31![Frontier logo]()
$191
This eDestinos deal was found by Cheapflights users on 3/31. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/178:42 pm
BDL
- SJU
1 stop26h 06m
Frontier
Mon 4/206:30 am
SJU
- BDL
1 stop13h 35m
Frontier
Deal found 3/31![Frontier logo]()
$192
This Cheapflightsfares deal was found by Cheapflights users on 3/30. 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 5/38:42 pm
BDL
- SJU
1 stop29h 19m
Frontier
Sat 5/96:00 am
SJU
- BDL
1 stop13h 05m
Frontier
Deal found 3/30![Frontier logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/275:52 pm
BDL
- SJU
1 stop8h 09m
Frontier
Sat 5/212:59 am
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 3/31![Frontier logo]()
$194
This Cheapflightsfares deal was found by Cheapflights users on 4/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/216:00 am
BDL
- SJU
Nonstop3h 53m
Frontier
Tue 5/1912:59 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 4/1![Frontier logo]()
$195
This Priceline deal was found by Cheapflights users on 3/31. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/208:50 pm
BDL
- SJU
1 stop13h 04m
Frontier
Wed 4/2912:59 am
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 3/31![Frontier logo]()
$197
This Cheapflightsfares deal was found by Cheapflights users on 3/31. 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.
Wed 4/156:00 am
BDL
- SJU
Nonstop3h 53m
Frontier
Mon 4/206:30 am
SJU
- BDL
1 stop13h 35m
Frontier
Deal found 3/31![Frontier logo]()
$198
This Cheapflightsfares deal was found by Cheapflights users on 3/31. 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.
Mon 4/276:00 am
BDL
- SJU
Nonstop3h 53m
Frontier
Thu 4/3012:59 am
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 3/31![Frontier logo]()
$201
This Priceline deal was found by Cheapflights users on 3/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/275:52 pm
BDL
- BQN
1 stop7h 51m
Frontier
Sun 5/32:38 am
BQN
- BDL
1 stop17h 19m
Frontier
Deal found 3/28![Frontier logo]()
$212
This Priceline deal was found by Cheapflights users on 3/31. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/119:46 pm
BDL
- BQN
1 stop28h 07m
Frontier
Sun 4/192:38 am
BQN
- BDL
1 stop17h 27m
Frontier
Deal found 3/31![Frontier logo]()
$233
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 April 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 April 2, 2026.
This Priceline deal was found by Cheapflights users on 3/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/275:52 pm
BDL
- BQN
1 stop7h 51m
Frontier
Sun 5/32:38 am
BQN
- BDL
1 stop17h 19m
Frontier
Deal found 3/28![Frontier logo]()
$212
This Delta deal was found by Cheapflights users on 3/28. 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.
Mon 5/47:00 am
BDL
- STT
1 stop7h 48m
Delta
Tue 5/123:01 pm
STT
- BDL
1 stop9h 32m
Delta
Deal found 3/28![Delta logo]()
$260
This United Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:00 am
BDL
- STT
1 stop9h 31m
United Airlines
Wed 5/62:10 pm
STT
- BDL
2 stops9h 34m
United Airlines
Deal found 4/1![United Airlines logo]()
$260
This American Airlines deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/145:45 am
BDL
- STT
1 stop10h 30m
American Airlines
Mon 5/185:05 pm
STT
- BDL
2 stops17h 07m
American Airlines
Deal found 3/29![American Airlines logo]()
$280
This Southwest deal was found by Cheapflights users on 3/28. 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.
Sun 4/266:00 am
BDL
- SXM
1 stop6h 40m
Southwest
Fri 5/12:25 pm
SXM
- BDL
2 stops17h 30m
Southwest
Deal found 3/28![Southwest logo]()
$332
This JetBlue deal was found by Cheapflights users on 3/30. 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.
Mon 6/87:15 am
BDL
- SXM
1 stop6h 39m
JetBlue
Wed 6/103:14 pm
SXM
- BDL
1 stop8h 38m
JetBlue
Deal found 3/30![JetBlue logo]()
$398
This Kiwi.com deal was found by Cheapflights users on 3/30. 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.
Sat 5/237:50 pm
BDL
- BQN
1 stop15h 41m
Multiple Airlines
Tue 6/212:28 pm
BQN
- BDL
1 stop12h 13m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$402
This Delta deal was found by Cheapflights users on 3/28. 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.
Tue 5/58:00 am
BDL
- STT
1 stop6h 48m
Delta
Tue 5/123:01 pm
STT
- BDL
1 stop9h 32m
Delta
Deal found 3/28![Delta logo]()
$260
This United Airlines deal was found by Cheapflights users on 3/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/156:00 am
BDL
- STT
1 stop9h 31m
United Airlines
Tue 4/211:22 pm
STT
- BDL
2 stops10h 37m
United Airlines
Deal found 3/31![United Airlines logo]()
$260
This American Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/57:23 pm
BDL
- STT
1 stop17h 12m
American Airlines
Thu 5/142:05 pm
STT
- BDL
1 stop9h 54m
American Airlines
Deal found 4/1![American Airlines logo]()
$280
This Southwest deal was found by Cheapflights users on 3/29. 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 5/124:05 pm
BDL
- SJU
1 stop6h 35m
Southwest
Tue 5/195:35 am
SJU
- BDL
2 stops9h 05m
Southwest
Deal found 3/29![Southwest logo]()
$350
This United Airlines deal was found by Cheapflights users on 3/28. 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.
Fri 4/247:44 pm
BDL
- SXM
2 stops21h 05m
United Airlines
Wed 4/293:50 pm
SXM
- BDL
1 stop8h 09m
United Airlines
Deal found 3/28![United Airlines logo]()
$327
This Delta deal was found by Cheapflights users on 3/28. 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.
Sun 4/266:00 am
BDL
- SXM
1 stop8h 05m
Delta
Wed 4/291:35 pm
SXM
- BDL
1 stop10h 24m
Delta
Deal found 3/28![Delta logo]()
$327
This American Airlines deal was found by Cheapflights users on 4/1. 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.
Fri 6/265:24 pm
BDL
- SXM
2 stops19h 58m
American Airlines
Tue 6/304:43 pm
SXM
- BDL
2 stops19h 09m
American Airlines
Deal found 4/1![American Airlines logo]()
$332
This JetBlue deal was found by Cheapflights users on 3/29. 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 6/17:15 am
BDL
- NAS
1 stop6h 14m
JetBlue
Thu 6/42:49 pm
NAS
- BDL
1 stop9h 06m
JetBlue
Deal found 3/29![JetBlue logo]()
$400
This United Airlines deal was found by Cheapflights users on 3/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/286:49 pm
BDL
- SXM
2 stops17h 44m
United Airlines
Sat 5/23:50 pm
SXM
- BDL
2 stops18h 05m
United Airlines
Deal found 3/31![United Airlines logo]()
$332
This Priceline deal was found by Cheapflights users on 4/1. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:00 am
BDL
- PUJ
1 stop14h 08m
Frontier
Mon 4/279:13 pm
PUJ
- BDL
1 stop7h 52m
Frontier
Deal found 4/1![Frontier logo]()
$402
This Southwest deal was found by Cheapflights users on 3/28. 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.
Wed 4/84:55 pm
BDL
- SJU
1 stop6h 45m
Southwest
Sat 4/115:45 am
SJU
- BDL
2 stops10h 30m
Southwest
Deal found 3/28![Southwest logo]()
$392
This American Airlines deal was found by Cheapflights users on 3/31. 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.
Tue 5/124:04 pm
BDL
- SDQ
2 stops17h 16m
American Airlines
Sat 5/237:00 am
SDQ
- BDL
2 stops16h 26m
American Airlines
Deal found 3/31![American Airlines logo]()
$371
This Delta deal was found by Cheapflights users on 4/1. 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 4/297:00 am
BDL
- AUA
1 stop7h 10m
Delta
Wed 5/63:25 pm
AUA
- BDL
1 stop8h 34m
Delta
Deal found 4/1![Delta logo]()
$379
This United Airlines deal was found by Cheapflights users on 3/28. 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.
Mon 5/46:05 am
BDL
- STT
1 stop6h 15m
United Airlines
Thu 5/72:10 pm
STT
- BDL
2 stops9h 34m
United Airlines
Deal found 3/28![United Airlines logo]()
$350
This JetBlue deal was found by Cheapflights users on 3/29. 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 5/46:00 am
BDL
- SDQ
1 stop7h 58m
JetBlue
Fri 5/810:08 pm
SDQ
- BDL
1 stop11h 20m
JetBlue
Deal found 3/29![JetBlue logo]()
$429
This American Airlines deal was found by Cheapflights users on 3/27. 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 5/23:06 pm
BDL
- SDQ
1 stop7h 46m
American Airlines
Tue 5/55:55 pm
SDQ
- BDL
1 stop20h 01m
American Airlines
Deal found 3/27![American Airlines logo]()
$374
This Delta deal was found by Cheapflights users on 4/1. 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 7/218:00 am
BDL
- NAS
1 stop8h 39m
Delta
Fri 7/316:04 pm
NAS
- BDL
1 stop5h 50m
Delta
Deal found 4/1![Delta logo]()
$384
This United Airlines deal was found by Cheapflights users on 3/29. 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.
Thu 5/76:05 am
BDL
- MBJ
1 stop10h 05m
United Airlines
Wed 5/134:12 pm
MBJ
- BDL
1 stop16h 25m
United Airlines
Deal found 3/29![United Airlines logo]()
$352
This JetBlue deal was found by Cheapflights users on 4/1. 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 8/317:25 am
BDL
- NAS
1 stop6h 34m
JetBlue
Thu 9/36:24 pm
NAS
- BDL
1 stop5h 35m
JetBlue
Deal found 4/1![JetBlue logo]()
$435
This Kiwi.com deal was found by Cheapflights users on 4/1. 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 6/226:57 pm
BDL
- BQN
2 stops31h 07m
Multiple Airlines
Fri 6/262:59 am
BQN
- BDL
1 stop8h 39m
Multiple Airlines
Deal found 4/1![Multiple Airlines logo]()
$544
This Southwest deal was found by Cheapflights users on 3/29. 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 4/45:35 pm
BDL
- SJU
1 stop6h 20m
Southwest
Sat 4/115:45 am
SJU
- BDL
2 stops10h 30m
Southwest
Deal found 3/29![Southwest logo]()
$460
This American Airlines deal was found by Cheapflights users on 3/30. 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 4/263:06 pm
BDL
- SDQ
1 stop18h 14m
American Airlines
Wed 4/295:55 pm
SDQ
- BDL
1 stop20h 01m
American Airlines
Deal found 3/30![American Airlines logo]()
$383
This Delta deal was found by Cheapflights users on 3/28. 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.
Sat 8/297:00 am
BDL
- NAS
1 stop8h 52m
Delta
Sat 9/53:00 pm
NAS
- BDL
1 stop8h 53m
Delta
Deal found 3/28![Delta logo]()
$384
Last-minute flights from Hartford to CaribbeanDiscover last-minute flight deals from Hartford to Caribbean. Data last updated April 2, 2026 and is based on user searches.
Discover last-minute flight deals from Hartford to Caribbean. Data last updated April 2, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 3/31. 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.
Wed 4/156:00 am
BDL
- SJU
Nonstop3h 53m
Frontier
Wed 4/293:19 pm
SJU
- BDL
1 stop21h 24m
Frontier
Deal found 3/31![Frontier logo]()
$198
This eDestinos deal was found by Cheapflights users on 3/31. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/178:42 pm
BDL
- SJU
1 stop26h 06m
Frontier
Mon 4/206:30 am
SJU
- BDL
1 stop13h 35m
Frontier
Deal found 3/31![Frontier logo]()
$192
This Priceline deal was found by Cheapflights users on 3/31. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/208:50 pm
BDL
- SJU
1 stop13h 04m
Frontier
Wed 4/2912:59 am
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 3/31![Frontier logo]()
$197
This Cheapflightsfares deal was found by Cheapflights users on 4/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/216:00 am
BDL
- SJU
Nonstop3h 53m
Frontier
Tue 5/1912:59 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 4/1![Frontier logo]()
$195
This Frontier deal was found by Cheapflights users on 3/31. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/216:00 am
BDL
- SJU
Nonstop3h 53m
Frontier
Mon 5/412:59 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 3/31![Frontier logo]()
$196
This Frontier deal was found by Cheapflights users on 4/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/248:42 pm
BDL
- SJU
1 stop13h 12m
Frontier
Tue 4/2812:59 am
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 4/1![Frontier logo]()
$187
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/275:52 pm
BDL
- SJU
1 stop8h 09m
Frontier
Sat 5/212:59 am
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 3/31![Frontier logo]()
$194
This Cheapflightsfares deal was found by Cheapflights users on 3/31. 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.
Mon 4/276:00 am
BDL
- SJU
Nonstop3h 53m
Frontier
Thu 4/3012:59 am
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 3/31![Frontier logo]()
$201
This Priceline deal was found by Cheapflights users on 3/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/275:52 pm
BDL
- BQN
1 stop7h 51m
Frontier
Sun 5/32:38 am
BQN
- BDL
1 stop17h 19m
Frontier
Deal found 3/28![Frontier logo]()
$212
This Cheapflightsfares deal was found by Cheapflights users on 3/31. 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.
Fri 5/18:42 pm
BDL
- SJU
1 stop12h 11m
Frontier
Mon 5/412:59 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 3/31![Frontier logo]()
$190
This Expedia deal was found by Cheapflights users on 3/31. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/25:42 pm
BDL
- SJU
1 stop16h 57m
Frontier
Fri 5/812:59 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 3/31![Frontier logo]()
$191
This Cheapflightsfares deal was found by Cheapflights users on 3/30. 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 5/38:42 pm
BDL
- SJU
1 stop29h 19m
Frontier
Sat 5/96:00 am
SJU
- BDL
1 stop13h 05m
Frontier
Deal found 3/30![Frontier logo]()
$193
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 April 2, 2026.
Search for one-way flight options from Hartford to Caribbean. Find affordable one-way fares based on user searches. Data last updated April 2, 2026.
This Priceline deal was found by Cheapflights users on 3/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/301:39 pm
BDL
- BQN
1 stop12h 04m
Frontier
Deal found 3/28![Frontier logo]()
$88
This Priceline deal was found by Cheapflights users on 3/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:00 am
BDL
- PUJ
1 stop6h 32m
Frontier
Deal found 3/30![Frontier logo]()
$89
This Cheapflightsfares deal was found by Cheapflights users on 3/31. 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.
Fri 5/85:44 pm
BDL
- SJU
1 stop28h 59m
Frontier
Deal found 3/31![Frontier logo]()
$94
This Kiwi.com deal was found by Cheapflights users on 3/28. 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.
Fri 4/248:42 pm
BDL
- SJU
1 stop13h 12m
Frontier
Deal found 3/28![Frontier logo]()
$95
This eDestinos deal was found by Cheapflights users on 3/31. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/295:40 pm
BDL
- SJU
1 stop8h 28m
Frontier
Deal found 3/31![Frontier logo]()
$96
This Super.com deal was found by Cheapflights users on 3/29. 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.
Sun 4/129:21 pm
BDL
- SJU
1 stop13h 57m
Frontier
Deal found 3/29![Frontier logo]()
$97
This Cheapflightsfares deal was found by Cheapflights users on 3/28. 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 4/139:53 pm
BDL
- SJU
1 stop16h 38m
Frontier
Deal found 3/28![Frontier logo]()
$98
This Frontier deal was found by Cheapflights users on 3/31. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/276:00 am
BDL
- SJU
Nonstop3h 53m
Frontier
Deal found 3/31![Frontier logo]()
$99
This Kiwi.com deal was found by Cheapflights users on 3/28. 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 4/258:42 pm
BDL
- SJU
1 stop17h 24m
Frontier
Deal found 3/28![Frontier logo]()
$100
This Kiwi.com deal was found by Cheapflights users on 3/30. 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.
Sun 4/268:42 pm
BDL
- SJU
1 stop29h 19m
Frontier
Deal found 3/30![Frontier logo]()
$101
This Super.com deal was found by Cheapflights users on 3/31. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/46:00 am
BDL
- SJU
Nonstop3h 53m
Frontier
Deal found 3/31![Frontier logo]()
$102
This eDestinos deal was found by Cheapflights users on 3/31. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/226:00 am
BDL
- SJU
Nonstop3h 53m
Frontier
Deal found 3/31![Frontier logo]()
$103
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 April 2, 2026.
Round-trip from | $187 (Frontier) |
|---|---|
One-way from | $88 (Priceline) |
Popular in | December |
Cheapest in | January |
Average price | $341 |
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 April 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
HartfordAguadilla
BDL - BQN
BDLBQN
Hartford Bradley Intl
Mon 4/27
5:52 pm-1:43 am
1 stop7h 51m
Aguadilla Borinquen
Sun 5/3
2:38 am-7:57 pm
1 stop17h 19m
$212
HartfordSaint Thomas Island
BDL - STT
BDLSTT
Hartford Bradley Intl
Mon 5/4
7:00 am-2:48 pm
1 stop7h 48m
Saint Thomas Island Cyril E King
Tue 5/12
3:01 pm-12:33 am
1 stop9h 32m
$260
HartfordSaint Thomas Island
BDL - STT
BDLSTT
Hartford Bradley Intl
Wed 4/29
6:00 am-3:31 pm
1 stop9h 31m
Saint Thomas Island Cyril E King
Wed 5/6
2:10 pm-11:44 pm
2 stops9h 34m
$260
HartfordSaint Thomas Island
BDL - STT
BDLSTT
Hartford Bradley Intl
Tue 5/5
8:00 am-2:48 pm
1 stop6h 48m
Saint Thomas Island Cyril E King
Tue 5/12
3:01 pm-12:33 am
1 stop9h 32m
$260
HartfordSaint Thomas Island
BDL - STT
BDLSTT
Hartford Bradley Intl
Wed 4/15
6:00 am-3:31 pm
1 stop9h 31m
Saint Thomas Island Cyril E King
Tue 4/21
1:22 pm-11:59 pm
2 stops10h 37m
$260
HartfordSaint Thomas Island
BDL - STT
BDLSTT
Hartford Bradley Intl
Thu 5/14
5:45 am-4:15 pm
1 stop10h 30m
Saint Thomas Island Cyril E King
Mon 5/18
5:05 pm-10:12 am
2 stops17h 07m
$280
HartfordSaint Thomas Island
BDL - STT
BDLSTT
Hartford Bradley Intl
Tue 5/5
7:23 pm-12:35 pm
1 stop17h 12m
Saint Thomas Island Cyril E King
Thu 5/14
2:05 pm-11:59 pm
1 stop9h 54m
$280
HartfordSimpson Bay
BDL - SXM
BDLSXM
Hartford Bradley Intl
Fri 4/24
7:44 pm-4:49 pm
2 stops21h 05m
Simpson Bay Princess Juliana
Wed 4/29
3:50 pm-11:59 pm
1 stop8h 09m
$327
HartfordSimpson Bay
BDL - SXM
BDLSXM
Hartford Bradley Intl
Sun 4/26
6:00 am-2:05 pm
1 stop8h 05m
Simpson Bay Princess Juliana
Wed 4/29
1:35 pm-11:59 pm
1 stop10h 24m
$327
HartfordSimpson Bay
BDL - SXM
BDLSXM
Hartford Bradley Intl
Sun 4/26
6:00 am-12:40 pm
1 stop6h 40m
Simpson Bay Princess Juliana
Fri 5/1
2:25 pm-7:55 am
2 stops17h 30m
$332
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-BQN
BDL-PUJ
BDL-SXM
BDL-NAS
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-BQN
BDL-PUJ
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 $109). Flying from Hartford to Caribbean in May is currently the most expensive (average of $198). 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 April 2, 2026.
A simple way to save on the total cost of your ticket is to fly from Hartford to Caribbean in the afternoon. If you’re flexible enough to do this you can expect to save up to 9% on your trip compared to booking a flight at noon.
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 March 28, 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. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
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 April 2, 2026.
The most flights from BDL to 0CB are scheduled on a Monday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (3 on average).
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 April 2, 2026.
Read through reviews of airlines operating flights from Hartford to Caribbean, such as Delta,United Airlines, andJetBlue. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.5
Boarding
8.1
Entertainment
7.8
Food
7.2
Comfort
7.9
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Boarding
8.1
Entertainment
7.8
Food
7.2
Comfort
7.9
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Boarding
8.1
Entertainment
7.8
Food
7.2
Comfort
7.9
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Boarding
8.1
Entertainment
7.8
Food
7.2
Comfort
7.9
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Boarding
8.1
Entertainment
7.8
Food
7.2
Comfort
7.9
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Boarding
8.1
Entertainment
7.8
Food
7.2
Comfort
7.9
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
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 April 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 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 April 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$100 | Average$330 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$101 | Average$345 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$110 | Average$495 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$112 | Average$326 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$150 | Average$455 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$214 | Average$490 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$262 | Average$609 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$263 | Average$569 | FlexibilityNo cancel fee | On-time71% |