$92+ Cheap flights from Hartford (BDL) to Caribbean
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/1. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Jun 16 — Jun 231
Round-trip
1 adult, Economy
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Cheapest flights from Hartford to CaribbeanExplore the most affordable flight options available from Hartford to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 17, 2026.
Explore the most affordable flight options available from Hartford to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/241:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 5/278:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 5/14![Frontier logo]()
$171
This Frontier deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” 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 5/241:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Fri 5/298:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 5/12![Frontier logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/241:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sun 6/78:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 5/13![Frontier logo]()
$174
This Super.com deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/21:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sat 6/68:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 5/13![Frontier logo]()
$175
This Cheapflightsfares deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/31:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 6/98:39 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/16![Frontier logo]()
$176
This Cheapflightsfares deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/11:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Fri 6/58:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 5/16![Frontier logo]()
$180
This Super.com deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/11:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sat 6/68:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 5/13![Frontier logo]()
$181
This Frontier deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” 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 5/261:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Fri 5/298:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 5/12![Frontier logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/301:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sat 6/68:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 5/13![Frontier logo]()
$184
This Super.com deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/31:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sun 6/78:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 5/13![Frontier logo]()
$185
This American Airlines deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/16:56 pm
BDL
- STT
2 stops17h 56m
American Airlines
Tue 12/86:17 pm
STT
- BDL
2 stops15h 07m
American Airlines
Deal found 5/14![American Airlines logo]()
$280
This Super.com deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/98:00 am
BDL
- PUJ
1 stop6h 25m
JetBlue
Tue 11/174:30 pm
PUJ
- BDL
1 stop8h 25m
JetBlue
Deal found 5/15![JetBlue logo]()
$300
Best flights from Hartford to CaribbeanDiscover carefully curated flight deals from Hartford to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 17, 2026.
Discover carefully curated flight deals from Hartford to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 17, 2026.
This American Airlines deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/45:11 am
BDL
- GCM
1 stop12h 00m
American Airlines
Mon 6/812:01 pm
GCM
- BDL
1 stop10h 57m
American Airlines
Deal found 5/13![American Airlines logo]()
$321
This JetBlue deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/18:00 am
BDL
- MBJ
1 stop10h 33m
JetBlue
Fri 9/412:55 pm
MBJ
- BDL
1 stop10h 04m
JetBlue
Deal found 5/16![JetBlue logo]()
$348
This United Airlines deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/96:00 am
BDL
- AUA
2 stops10h 40m
United Airlines
Tue 6/165:50 pm
AUA
- BDL
2 stops15h 55m
United Airlines
Deal found 5/15![United Airlines logo]()
$350
This Delta deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/195:48 am
BDL
- SJU
1 stop7h 12m
Delta
Sun 10/42:26 pm
SJU
- BDL
1 stop9h 27m
Delta
Deal found 5/15![Delta logo]()
$390
This Breeze Airways deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/218:00 am
BDL
- PUJ
1 stop26h 20m
Breeze Airways
Wed 8/2611:20 am
PUJ
- BDL
1 stop7h 32m
Breeze Airways
Deal found 5/12![Breeze Airways logo]()
$390
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” 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 8/103:40 pm
BDL
- SJU
1 stop7h 10m
Southwest
Fri 8/145:30 am
SJU
- BDL
1 stop12h 10m
Southwest
Deal found 5/12![Southwest logo]()
$400
This American Airlines deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/205:21 pm
BDL
- GCM
2 stops20h 49m
American Airlines
Thu 8/272:10 pm
GCM
- BDL
2 stops19h 10m
American Airlines
Deal found 5/13![American Airlines logo]()
$326
This American Airlines deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/207:31 pm
BDL
- GCM
2 stops16h 59m
American Airlines
Fri 6/265:12 pm
GCM
- BDL
2 stops16h 12m
American Airlines
Deal found 5/15![American Airlines logo]()
$326
This JetBlue deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/45:30 pm
BDL
- SDQ
1 stop6h 29m
JetBlue
Fri 8/284:44 pm
SDQ
- BDL
1 stop7h 15m
JetBlue
Deal found 5/13![JetBlue logo]()
$376
This United Airlines deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” 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 10/206:15 am
BDL
- SJU
1 stop8h 29m
United Airlines
Wed 10/281:05 am
SJU
- BDL
2 stops12h 56m
United Airlines
Deal found 5/12![United Airlines logo]()
$380
This Delta deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/211:54 pm
BDL
- SJU
1 stop8h 35m
Delta
Sun 8/302:59 pm
SJU
- BDL
1 stop8h 59m
Delta
Deal found 5/16![Delta logo]()
$390
This American Airlines deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:06 am
BDL
- MBJ
1 stop7h 39m
American Airlines
Tue 9/223:15 pm
MBJ
- BDL
1 stop6h 39m
American Airlines
Deal found 5/16![American Airlines logo]()
$352
This United Airlines deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” 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 6/106:00 am
BDL
- MBJ
1 stop10h 10m
United Airlines
Wed 6/174:12 pm
MBJ
- BDL
1 stop6h 47m
United Airlines
Deal found 5/12![United Airlines logo]()
$407
This Southwest deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/911:35 am
BDL
- SJU
2 stops9h 20m
Southwest
Sat 10/178:00 am
SJU
- BDL
1 stop7h 55m
Southwest
Deal found 5/12![Southwest logo]()
$450
This American Airlines deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/237:26 pm
BDL
- SXM
2 stops20h 16m
American Airlines
Wed 7/12:22 pm
SXM
- BDL
2 stops20h 00m
American Airlines
Deal found 5/17![American Airlines logo]()
$352
This JetBlue deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/67:15 am
BDL
- SXM
1 stop6h 39m
JetBlue
Fri 6/123:05 pm
SXM
- BDL
1 stop8h 03m
JetBlue
Deal found 5/14![JetBlue logo]()
$440
This Delta deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta 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 50m
Delta
Sun 10/43:20 pm
SXM
- BDL
1 stop8h 33m
Delta
Deal found 5/15![Delta logo]()
$459
This American Airlines deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” 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 7/315:27 pm
BDL
- SXM
2 stops20h 19m
American Airlines
Fri 8/74:39 pm
SXM
- BDL
2 stops19h 45m
American Airlines
Deal found 5/12![American Airlines logo]()
$352
This United Airlines deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/126:15 am
BDL
- SJU
2 stops15h 07m
United Airlines
Tue 11/178:10 am
SJU
- BDL
1 stop10h 14m
United Airlines
Deal found 5/16![United Airlines logo]()
$426
This Southwest deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/152:35 pm
BDL
- SJU
2 stops9h 40m
Southwest
Fri 7/316:00 am
SJU
- BDL
2 stops10h 30m
Southwest
Deal found 5/15![Southwest logo]()
$478
This American Airlines deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/145:28 pm
BDL
- MBJ
2 stops19h 19m
American Airlines
Tue 7/212:09 pm
MBJ
- BDL
2 stops19h 13m
American Airlines
Deal found 5/17![American Airlines logo]()
$357
This Southwest deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 05m
Southwest
Tue 7/216:00 am
SJU
- BDL
2 stops9h 20m
Southwest
Deal found 5/14![Southwest logo]()
$498
This United Airlines deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/86:09 am
BDL
- AUA
2 stops31h 51m
United Airlines
Tue 6/165:50 pm
AUA
- BDL
2 stops15h 55m
United Airlines
Deal found 5/16![United Airlines logo]()
$454
This Delta deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/226:00 am
BDL
- KIN
1 stop15h 00m
Delta
Wed 5/279:00 am
KIN
- BDL
1 stop14h 33m
Delta
Deal found 5/16![Delta logo]()
$504
This JetBlue deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/21:35 pm
BDL
- SDQ
1 stop10h 47m
JetBlue
Mon 6/89:20 am
SDQ
- BDL
1 stop14h 27m
JetBlue
Deal found 5/13![JetBlue logo]()
$512
This United Airlines deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/258:20 am
BDL
- MBJ
1 stop8h 06m
United Airlines
Tue 7/284:12 pm
MBJ
- BDL
1 stop6h 47m
United Airlines
Deal found 5/16![United Airlines logo]()
$457
This Southwest deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/810:40 am
BDL
- SJU
2 stops10h 15m
Southwest
Thu 10/151:05 pm
SJU
- BDL
2 stops10h 45m
Southwest
Deal found 5/13![Southwest logo]()
$503
This JetBlue deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/148:00 am
BDL
- MBJ
1 stop10h 33m
JetBlue
Fri 7/2410:45 am
MBJ
- BDL
1 stop12h 14m
JetBlue
Deal found 5/15![JetBlue logo]()
$523
This American Airlines deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” 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 9/186:06 am
BDL
- PUJ
1 stop8h 29m
American Airlines
Tue 9/221:20 pm
PUJ
- BDL
2 stops19h 41m
American Airlines
Deal found 5/12![American Airlines logo]()
$405
This United Airlines deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/56:00 am
BDL
- MBJ
1 stop10h 10m
United Airlines
Mon 6/84:12 pm
MBJ
- BDL
1 stop6h 47m
United Airlines
Deal found 5/16![United Airlines logo]()
$458
Last-minute flights from Hartford to CaribbeanDiscover last-minute flight deals from Hartford to Caribbean. Data last updated May 17, 2026 and is based on user searches.
Discover last-minute flight deals from Hartford to Caribbean. Data last updated May 17, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/241:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 5/278:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 5/14![Frontier logo]()
$171
This Frontier deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” 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 5/241:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Fri 5/298:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 5/12![Frontier logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/241:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sun 6/78:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 5/13![Frontier logo]()
$174
This Frontier deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” 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 5/261:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Fri 5/298:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 5/12![Frontier logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/301:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sat 6/68:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 5/13![Frontier logo]()
$184
This Cheapflightsfares deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/11:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Fri 6/58:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 5/16![Frontier logo]()
$180
This Super.com deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/11:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sat 6/68:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 5/13![Frontier logo]()
$181
This Super.com deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/21:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sat 6/68:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 5/13![Frontier logo]()
$175
This Cheapflightsfares deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/31:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 6/98:39 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/16![Frontier logo]()
$176
This Super.com deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/31:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sun 6/78:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 5/13![Frontier logo]()
$185
This American Airlines deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/45:11 am
BDL
- GCM
1 stop12h 00m
American Airlines
Mon 6/812:01 pm
GCM
- BDL
1 stop10h 57m
American Airlines
Deal found 5/13![American Airlines logo]()
$321
This United Airlines deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/96:00 am
BDL
- AUA
2 stops10h 40m
United Airlines
Tue 6/164:30 pm
AUA
- BDL
1 stop7h 29m
United Airlines
Deal found 5/15![United Airlines logo]()
$345
One-way flights from Hartford to CaribbeanSearch for one-way flight options from Hartford to Caribbean. Find affordable one-way fares based on user searches. Data last updated May 17, 2026.
Search for one-way flight options from Hartford to Caribbean. Find affordable one-way fares based on user searches. Data last updated May 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/11:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 5/16![Frontier logo]()
$92
This Cheapflightsfares deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/21:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 5/16![Frontier logo]()
$93
This Kiwi.com deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/61:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 5/14![Frontier logo]()
$101
This Frontier deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/101:54 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Deal found 5/13![Frontier logo]()
$104
This Super.com deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/162:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Deal found 5/13![Frontier logo]()
$107
This Super.com deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/251:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 5/15![Frontier logo]()
$108
This Delta deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/186:00 am
BDL
- GCM
1 stop6h 39m
Delta
Deal found 5/14![Delta logo]()
$108
This Frontier deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/112:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Deal found 5/16![Frontier logo]()
$109
This Cheapflightsfares deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/261:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 5/16![Frontier logo]()
$111
This Frontier deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/71:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 5/13![Frontier logo]()
$114
This American Airlines deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/295:28 pm
BDL
- GCM
2 stops18h 32m
American Airlines
Deal found 5/14![American Airlines logo]()
$119
This Super.com deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/96:00 am
BDL
- PUJ
1 stop9h 54m
JetBlue
Deal found 5/13![JetBlue 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 May 17, 2026.
Round-trip from | $171 (Kiwi.com) |
|---|---|
One-way from | $92 (Kiwi.com) |
Popular in | December |
Cheapest in | January |
Average price | $313 |
Cheapflights Fare Finder
Customize your flight search to find flights from Hartford to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 17, 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
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Thu 6/4
5:11 am-4:11 pm
1 stop12h 00m
George Town Owen Roberts Intl
Mon 6/8
12:01 pm-11:58 pm
1 stop10h 57m
$321
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Thu 8/20
5:21 pm-1:10 pm
2 stops20h 49m
George Town Owen Roberts Intl
Thu 8/27
2:10 pm-10:20 am
2 stops19h 10m
$326
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Sat 6/20
7:31 pm-11:30 am
2 stops16h 59m
George Town Owen Roberts Intl
Fri 6/26
5:12 pm-10:24 am
2 stops16h 12m
$326
HartfordMontego Bay
BDL - MBJ
BDLMBJ
Hartford Bradley Intl
Tue 9/1
8:00 am-5:33 pm
1 stop10h 33m
Montego Bay Sangster Intl
Fri 9/4
12:55 pm-11:59 pm
1 stop10h 04m
$348
HartfordOranjestad
BDL - AUA
BDLAUA
Hartford Bradley Intl
Tue 6/9
6:00 am-4:40 pm
2 stops10h 40m
Oranjestad Reina Beatrix
Tue 6/16
5:50 pm-9:45 am
2 stops15h 55m
$350
HartfordMontego Bay
BDL - MBJ
BDLMBJ
Hartford Bradley Intl
Tue 9/15
6:06 am-12:45 pm
1 stop7h 39m
Montego Bay Sangster Intl
Tue 9/22
3:15 pm-10:54 pm
1 stop6h 39m
$352
HartfordSimpson Bay
BDL - SXM
BDLSXM
Hartford Bradley Intl
Tue 6/23
7:26 pm-3:42 pm
2 stops20h 16m
Simpson Bay Princess Juliana
Wed 7/1
2:22 pm-10:22 am
2 stops20h 00m
$352
HartfordSimpson Bay
BDL - SXM
BDLSXM
Hartford Bradley Intl
Fri 7/31
5:27 pm-1:46 pm
2 stops20h 19m
Simpson Bay Princess Juliana
Fri 8/7
4:39 pm-12:24 pm
2 stops19h 45m
$352
HartfordMontego Bay
BDL - MBJ
BDLMBJ
Hartford Bradley Intl
Tue 7/14
5:28 pm-11:47 am
2 stops19h 19m
Montego Bay Sangster Intl
Tue 7/21
2:09 pm-10:22 am
2 stops19h 13m
$357
Quickest round-trip
HartfordSanto Domingo
BDL - SDQ
BDLSDQ
Hartford Bradley Intl
Tue 8/4
5:30 pm-11:59 pm
1 stop6h 29m
Santo Domingo Las Americas
Fri 8/28
4:44 pm-11:59 pm
1 stop7h 15m
$376
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-PUJ
BDL-AUA
BDL-GCM
BDL-SJU
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-PUJ
BDL-AUA
BDL-GCM
BDL-SJU
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 month to book a flight from Hartford to Caribbean?
Currently, May is the cheapest month in which you can book a flight from Hartford to Caribbean (average of $299). Flying from Hartford to Caribbean in September is currently the most expensive (average of $535). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from BDL to CB?
Find hourly flight availability from Hartford to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 17, 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 16% on your trip compared to booking a flight in the evening.
What is the cheapest day to fly from Hartford to Caribbean?
Use this chart to determine the cheapest time to fly round-trip from Hartford to Caribbean. Price data was last updated on May 9, 2026.
Travelers seeking maximum savings on their Hartford to Caribbean flight should consider departing on Tuesday mornings when fares are most often at their lowest. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated May 17, 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
Entertainment
7.8
Overall
7.9
Food
7.2
Comfort
7.8
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Entertainment
7.8
Overall
7.9
Food
7.2
Comfort
7.8
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Entertainment
7.8
Overall
7.9
Food
7.2
Comfort
7.8
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Entertainment
7.8
Overall
7.9
Food
7.2
Comfort
7.8
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Entertainment
7.8
Overall
7.9
Food
7.2
Comfort
7.8
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Entertainment
7.8
Overall
7.9
Food
7.2
Comfort
7.8
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Related info for your journey
Find useful and relevant information for your journey from Hartford to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Hartford to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Hartford to Caribbean by cabin class
Find flights from Hartford to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Hartford and Caribbean flights
Browse other Hartford and Caribbean flight options. Last updated on May 17, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
Hartford to Caribbean flights
Consider these flights traveling from Hartford to Caribbean.
Top 8 airlines flying from Hartford to Caribbean
Discover the top 8 airlines that operate flights from Hartford to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$101 | Average$346 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$110 | Average$454 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$112 | Average$336 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$113 | Average$187 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$152 | Average$467 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$222 | Average$527 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$262 | Average$614 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$263 | Average$547 | FlexibilityNo cancel fee | On-time71% |