$94+ 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 5/4. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
May 22 — May 291
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 22, 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 22, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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 5/66:00 am
BDL
- SJU
Nonstop4h 04m
Frontier
Mon 5/1112:59 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 4/22![Frontier logo]()
$181
This Cheapflightsfares deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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.
Thu 4/301:39 pm
BDL
- SJU
1 stop19h 44m
Frontier
Wed 5/612:59 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 4/21![Frontier logo]()
$185
This Cheapflightsfares deal was found by Cheapflights users on 4/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/96:00 am
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 5/1212:59 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 4/17![Frontier logo]()
$186
This Frontier deal was found by Cheapflights users on 4/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/136:00 am
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 5/1912:59 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 4/17![Frontier logo]()
$187
This Cheapflightsfares deal was found by Cheapflights users on 4/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:00 am
BDL
- SJU
Nonstop3h 53m
Frontier
Fri 5/83:03 am
SJU
- BDL
1 stop15h 55m
Frontier
Deal found 4/17![Frontier logo]()
$188
This Cheapflightsfares deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 5/206:00 am
BDL
- SJU
Nonstop4h 04m
Frontier
Sun 5/248:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 4/21![Frontier logo]()
$189
This Cheapflightsfares deal was found by Cheapflights users on 4/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/301:39 pm
BDL
- SJU
1 stop12h 22m
Frontier
Sat 5/212:59 am
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 4/17![Frontier logo]()
$190
This Frontier deal was found by Cheapflights users on 4/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/301:39 pm
BDL
- SJU
1 stop12h 22m
Frontier
Fri 5/112:59 am
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 4/17![Frontier logo]()
$191
This Frontier deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 4/21![Frontier logo]()
$192
This Cheapflightsfares deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/46:00 am
BDL
- SJU
Nonstop3h 53m
Frontier
Mon 5/1812:59 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 4/20![Frontier logo]()
$194
This Frontier deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/56:00 am
BDL
- SJU
Nonstop4h 04m
Frontier
Mon 5/1812:59 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 4/20![Frontier logo]()
$195
This Frontier deal was found by Cheapflights users on 4/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:00 am
BDL
- SJU
Nonstop3h 53m
Frontier
Tue 4/2812:59 am
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 4/17![Frontier logo]()
$196
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 22, 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 22, 2026.
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 6/46:00 am
BDL
- GCM
1 stop6h 54m
Delta
Mon 6/812:59 pm
GCM
- BDL
1 stop10h 14m
Delta
Deal found 4/21![Delta logo]()
$321
This United Airlines deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/66:00 am
BDL
- SJU
2 stops15h 24m
United Airlines
Sat 5/91:00 am
SJU
- BDL
2 stops8h 37m
United Airlines
Deal found 4/20![United Airlines logo]()
$338
This American Airlines deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 7/37:30 pm
BDL
- STT
2 stops17h 20m
American Airlines
Sun 7/125:01 pm
STT
- BDL
2 stops17h 21m
American Airlines
Deal found 4/20![American Airlines logo]()
$354
This JetBlue deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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.
Sun 5/106:00 am
BDL
- SXM
1 stop7h 27m
JetBlue
Wed 5/133:11 pm
SXM
- BDL
1 stop8h 44m
JetBlue
Deal found 4/20![JetBlue logo]()
$373
This Southwest deal was found by Cheapflights users on 4/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/95:15 pm
BDL
- SJU
1 stop7h 15m
Southwest
Sat 8/156:25 am
SJU
- BDL
2 stops8h 45m
Southwest
Deal found 4/17![Southwest logo]()
$430
This United Airlines deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/166:05 am
BDL
- SXM
1 stop6h 28m
United Airlines
Sat 5/233:50 pm
SXM
- BDL
1 stop8h 09m
United Airlines
Deal found 4/20![United Airlines logo]()
$347
This Delta deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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 9/136:00 am
BDL
- SXM
1 stop7h 50m
Delta
Thu 9/243:20 pm
SXM
- BDL
1 stop8h 33m
Delta
Deal found 4/18![Delta logo]()
$347
This American Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 5/55:45 am
BDL
- SXM
1 stop9h 37m
American Airlines
Tue 5/194:35 pm
SXM
- BDL
2 stops17h 37m
American Airlines
Deal found 4/21![American Airlines logo]()
$362
This United Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 6/16:36 pm
BDL
- SXM
2 stops17h 57m
United Airlines
Fri 6/53:50 pm
SXM
- BDL
1 stop8h 09m
United Airlines
Deal found 4/21![United Airlines logo]()
$347
This Delta deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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 9/186:00 am
BDL
- SXM
1 stop7h 50m
Delta
Wed 9/233:20 pm
SXM
- BDL
1 stop8h 33m
Delta
Deal found 4/18![Delta logo]()
$347
This JetBlue deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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 6/27:00 am
BDL
- GCM
1 stop6h 45m
JetBlue
Sat 6/62:20 pm
GCM
- BDL
1 stop8h 15m
JetBlue
Deal found 4/18![JetBlue logo]()
$384
This Delta deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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 5/116:00 am
BDL
- STT
1 stop9h 17m
Delta
Thu 5/213:01 pm
STT
- BDL
1 stop9h 32m
Delta
Deal found 4/18![Delta logo]()
$349
This United Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 5/157:38 pm
BDL
- GCM
2 stops17h 52m
United Airlines
Wed 5/201:35 pm
GCM
- BDL
2 stops19h 46m
United Airlines
Deal found 4/21![United Airlines logo]()
$350
This JetBlue deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/117:30 am
BDL
- PUJ
1 stop9h 42m
JetBlue
Fri 5/1512:44 pm
PUJ
- BDL
1 stop11h 05m
JetBlue
Deal found 4/20![JetBlue logo]()
$402
This Southwest deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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 7/202:50 pm
BDL
- SJU
2 stops9h 15m
Southwest
Sat 7/256:30 am
SJU
- BDL
1 stop9h 15m
Southwest
Deal found 4/18![Southwest logo]()
$450
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Sun 6/285:10 am
BDL
- GCM
1 stop12h 01m
American Airlines
Thu 7/25:12 pm
GCM
- BDL
2 stops16h 10m
American Airlines
Deal found 4/17![American Airlines logo]()
$418
This Delta deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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 5/126:00 am
BDL
- STT
1 stop9h 17m
Delta
Thu 5/213:01 pm
STT
- BDL
1 stop9h 32m
Delta
Deal found 4/18![Delta logo]()
$349
This United Airlines deal was found by Cheapflights users on 4/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/106:00 am
BDL
- MBJ
2 stops10h 10m
United Airlines
Fri 5/154:12 pm
MBJ
- BDL
1 stop6h 32m
United Airlines
Deal found 4/17![United Airlines logo]()
$352
This American Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 7/45:27 pm
BDL
- STT
1 stop17h 36m
American Airlines
Mon 7/64:46 pm
STT
- BDL
1 stop16h 41m
American Airlines
Deal found 4/21![American Airlines logo]()
$419
This United Airlines deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” 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.
Sun 5/106:00 am
BDL
- MBJ
2 stops10h 10m
United Airlines
Wed 5/134:12 pm
MBJ
- BDL
1 stop16h 25m
United Airlines
Deal found 4/19![United Airlines logo]()
$352
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/46:00 am
BDL
- MBJ
1 stop10h 17m
Delta
Thu 5/71:18 pm
MBJ
- BDL
1 stop10h 15m
Delta
Deal found 4/20![Delta logo]()
$352
This Southwest deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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 7/261:30 pm
BDL
- SJU
2 stops10h 20m
Southwest
Fri 7/315:30 am
SJU
- BDL
1 stop8h 40m
Southwest
Deal found 4/18![Southwest logo]()
$483
This JetBlue deal was found by Cheapflights users on 4/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/17:15 am
BDL
- SXM
1 stop6h 39m
JetBlue
Mon 6/83:05 pm
SXM
- BDL
1 stop8h 30m
JetBlue
Deal found 4/17![JetBlue logo]()
$448
This United Airlines deal was found by Cheapflights users on 4/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/136:05 am
BDL
- MBJ
1 stop10h 05m
United Airlines
Fri 6/54:12 pm
MBJ
- BDL
1 stop6h 47m
United Airlines
Deal found 4/17![United Airlines logo]()
$352
This Delta deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” 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 5/56:00 am
BDL
- MBJ
1 stop10h 17m
Delta
Wed 5/131:18 pm
MBJ
- BDL
1 stop10h 15m
Delta
Deal found 4/19![Delta logo]()
$352
This American Airlines deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/57:24 pm
BDL
- SDQ
2 stops14h 01m
American Airlines
Sat 9/125:25 pm
SDQ
- BDL
2 stops18h 05m
American Airlines
Deal found 4/18![American Airlines logo]()
$441
This Southwest deal was found by Cheapflights users on 4/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/162:35 pm
BDL
- SJU
2 stops9h 40m
Southwest
Tue 6/235:30 am
SJU
- BDL
2 stops9h 50m
Southwest
Deal found 4/17![Southwest logo]()
$493
This JetBlue deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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 5/187:59 pm
BDL
- SDQ
1 stop12h 27m
JetBlue
Wed 5/2010:08 pm
SDQ
- BDL
1 stop11h 48m
JetBlue
Deal found 4/18![JetBlue logo]()
$450
This United Airlines deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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 6/66:00 am
BDL
- MBJ
1 stop10h 10m
United Airlines
Wed 6/104:12 pm
MBJ
- BDL
1 stop6h 47m
United Airlines
Deal found 4/18![United Airlines logo]()
$352
This Delta deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” 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 5/116:00 am
BDL
- MBJ
1 stop10h 34m
Delta
Wed 5/131:18 pm
MBJ
- BDL
1 stop10h 15m
Delta
Deal found 4/19![Delta logo]()
$352
Last-minute flights from Hartford to CaribbeanDiscover last-minute flight deals from Hartford to Caribbean. Data last updated April 22, 2026 and is based on user searches.
Discover last-minute flight deals from Hartford to Caribbean. Data last updated April 22, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 4/21![Frontier logo]()
$192
This Cheapflightsfares deal was found by Cheapflights users on 4/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:00 am
BDL
- SJU
Nonstop3h 53m
Frontier
Fri 5/83:03 am
SJU
- BDL
1 stop15h 55m
Frontier
Deal found 4/17![Frontier logo]()
$188
This Cheapflightsfares deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 4/268:42 pm
BDL
- SJU
1 stop13h 12m
Frontier
Fri 5/112:59 am
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 4/20![Frontier logo]()
$196
This Cheapflightsfares deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 4/275:52 pm
BDL
- SJU
1 stop16h 02m
Frontier
Wed 4/2912:59 am
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 4/21![Frontier logo]()
$191
This Cheapflightsfares deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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.
Thu 4/301:39 pm
BDL
- SJU
1 stop19h 44m
Frontier
Wed 5/612:59 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 4/21![Frontier logo]()
$185
This Cheapflightsfares deal was found by Cheapflights users on 4/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/301:39 pm
BDL
- SJU
1 stop12h 22m
Frontier
Sat 5/212:59 am
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 4/17![Frontier logo]()
$190
This Cheapflightsfares deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/46:00 am
BDL
- SJU
Nonstop3h 53m
Frontier
Mon 5/1812:59 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 4/20![Frontier logo]()
$194
This Cheapflightsfares deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” 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 5/56:00 am
BDL
- SJU
Nonstop4h 04m
Frontier
Mon 5/1112:59 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 4/22![Frontier logo]()
$181
This Frontier deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/56:00 am
BDL
- SJU
Nonstop4h 04m
Frontier
Mon 5/1812:59 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 4/20![Frontier logo]()
$195
This Cheapflightsfares deal was found by Cheapflights users on 4/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/96:00 am
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 5/1212:59 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 4/17![Frontier logo]()
$186
This Frontier deal was found by Cheapflights users on 4/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/136:00 am
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 5/1912:59 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 4/17![Frontier logo]()
$187
This Cheapflightsfares deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 5/206:00 am
BDL
- SJU
Nonstop4h 04m
Frontier
Sun 5/248:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 4/21![Frontier logo]()
$189
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 22, 2026.
Search for one-way flight options from Hartford to Caribbean. Find affordable one-way fares based on user searches. Data last updated April 22, 2026.
This eDestinos deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” 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 5/48:42 pm
BDL
- SJU
1 stop29h 26m
Frontier
Deal found 4/19![Frontier logo]()
$94
This eDestinos deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” 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 5/97:43 pm
BDL
- SJU
1 stop12h 21m
Frontier
Deal found 4/19![Frontier logo]()
$96
This Cheapflightsfares deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 5/115:44 pm
BDL
- SJU
1 stop8h 24m
Frontier
Deal found 4/21![Frontier logo]()
$98
This eDestinos deal was found by Cheapflights users on 4/17. 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 eDestinos 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 4/17![Frontier logo]()
$99
This Mytrip deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/11:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 4/21![Frontier logo]()
$100
This eDestinos deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” 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 stop29h 42m
Frontier
Deal found 4/18![Frontier logo]()
$101
This Super.com deal was found by Cheapflights users on 4/17. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/85:44 pm
BDL
- SJU
1 stop8h 24m
Frontier
Deal found 4/17![Frontier logo]()
$105
This eDestinos deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 7/812:33 pm
BDL
- SJU
1 stop13h 21m
Frontier
Deal found 4/20![Frontier logo]()
$107
This Cheapflightsfares deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” 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 6/101:54 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Deal found 4/21![Frontier logo]()
$108
This Trip.com deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/36:00 am
BDL
- PUJ
1 stop14h 08m
Frontier
Deal found 4/20![Frontier logo]()
$128
This Trip.com deal was found by Cheapflights users on 4/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:00 am
BDL
- SDQ
1 stop13h 18m
Multiple Airlines
Deal found 4/17![Multiple Airlines logo]()
$137
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” 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 5/37:00 am
BDL
- STT
1 stop7h 48m
Delta
Deal found 4/20![Delta 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 April 22, 2026.
Round-trip from | $185 (Cheapflightsfares) |
|---|---|
One-way from | $94 (eDestinos) |
Popular in | December |
Cheapest in | January |
Average price | $359 |
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 22, 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
6:00 am-11:54 am
1 stop6h 54m
George Town Owen Roberts Intl
Mon 6/8
12:59 pm-12:13 am
1 stop10h 14m
$321
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Wed 5/6
6:00 am-9:24 pm
2 stops15h 24m
San Juan Luis Munoz Marin Intl
Sat 5/9
1:00 am-9:37 am
2 stops8h 37m
$338
Quickest round-trip
HartfordSimpson Bay
BDL - SXM
BDLSXM
Hartford Bradley Intl
Sat 5/16
6:05 am-12:33 pm
1 stop6h 28m
Simpson Bay Princess Juliana
Sat 5/23
3:50 pm-11:59 pm
1 stop8h 09m
$347
HartfordSimpson Bay
BDL - SXM
BDLSXM
Hartford Bradley Intl
Sun 9/13
6:00 am-1:50 pm
1 stop7h 50m
Simpson Bay Princess Juliana
Thu 9/24
3:20 pm-11:53 pm
1 stop8h 33m
$347
HartfordSimpson Bay
BDL - SXM
BDLSXM
Hartford Bradley Intl
Mon 6/1
6:36 pm-12:33 pm
2 stops17h 57m
Simpson Bay Princess Juliana
Fri 6/5
3:50 pm-11:59 pm
1 stop8h 09m
$347
HartfordSimpson Bay
BDL - SXM
BDLSXM
Hartford Bradley Intl
Fri 9/18
6:00 am-1:50 pm
1 stop7h 50m
Simpson Bay Princess Juliana
Wed 9/23
3:20 pm-11:53 pm
1 stop8h 33m
$347
HartfordSaint Thomas Island
BDL - STT
BDLSTT
Hartford Bradley Intl
Mon 5/11
6:00 am-3:17 pm
1 stop9h 17m
Saint Thomas Island Cyril E King
Thu 5/21
3:01 pm-12:33 am
1 stop9h 32m
$349
HartfordSaint Thomas Island
BDL - STT
BDLSTT
Hartford Bradley Intl
Tue 5/12
6:00 am-3:17 pm
1 stop9h 17m
Saint Thomas Island Cyril E King
Thu 5/21
3:01 pm-12:33 am
1 stop9h 32m
$349
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Fri 5/15
7:38 pm-12:30 pm
2 stops17h 52m
George Town Owen Roberts Intl
Wed 5/20
1:35 pm-10:21 am
2 stops19h 46m
$350
HartfordMontego Bay
BDL - MBJ
BDLMBJ
Hartford Bradley Intl
Sun 5/10
6:00 am-3:10 pm
2 stops10h 10m
Montego Bay Sangster Intl
Fri 5/15
4:12 pm-11:44 pm
1 stop6h 32m
$352
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-SDQ
BDL-STT
BDL-SXM
BDL-SJU
BDL-PUJ
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Hartford to Caribbean
BDL-0CB
BDL-SDQ
BDL-STT
BDL-SXM
BDL-SJU
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 $324). Flying from Hartford to Caribbean in September is currently the most expensive (average of $509). 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 22, 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 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 April 18, 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.
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 22, 2026.
The most flights from BDL to 0CB are scheduled on a Monday (3 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (1 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 22, 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.
Food
7.2
Boarding
8.1
Comfort
7.9
Entertainment
7.8
Overall
7.9
Crew
8.5
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Boarding
8.1
Comfort
7.9
Entertainment
7.8
Overall
7.9
Crew
8.5
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Boarding
8.1
Comfort
7.9
Entertainment
7.8
Overall
7.9
Crew
8.5
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Boarding
8.1
Comfort
7.9
Entertainment
7.8
Overall
7.9
Crew
8.5
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Boarding
8.1
Comfort
7.9
Entertainment
7.8
Overall
7.9
Crew
8.5
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Boarding
8.1
Comfort
7.9
Entertainment
7.8
Overall
7.9
Crew
8.5
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 22, 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 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$100 | Average$302 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$101 | Average$346 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$110 | Average$499 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$112 | Average$329 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$150 | Average$467 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$220 | Average$525 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$262 | Average$616 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$263 | Average$549 | FlexibilityNo cancel fee | On-time71% |