$98+ 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 6/15. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Jul 11 — Jul 181
Round-trip
1 adult, Economy
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Cheapest flights from Hartford to CaribbeanExplore the most affordable flight options available from Hartford to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 11, 2026.
Explore the most affordable flight options available from Hartford to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 11, 2026.
This Trip.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 6/132:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Tue 6/168:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 6/6![Frontier logo]()
$206
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/157:24 pm
BDL
- STT
2 stops17h 29m
American Airlines
Thu 8/273:43 pm
STT
- BDL
2 stops16h 40m
American Airlines
Deal found 6/10![American Airlines logo]()
$206
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 8/197:24 pm
BDL
- STT
2 stops19h 35m
American Airlines
Thu 8/271:48 pm
STT
- BDL
2 stops18h 35m
American Airlines
Deal found 6/10![American Airlines logo]()
$211
This Cheapflightsfares deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/241:48 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Sun 8/308:33 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 6/9![Frontier logo]()
$216
This Frontier deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 8/191:48 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Wed 8/268:33 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 6/8![Frontier logo]()
$218
This Super.com deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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.
Thu 8/271:48 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Sun 8/308:33 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 6/9![Frontier logo]()
$221
This Cheapflightsfares deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 8/181:48 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Sun 8/308:33 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 6/10![Frontier logo]()
$225
This Super.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 8/281:48 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Sun 8/308:33 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 6/6![Frontier logo]()
$233
This Frontier deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 8/201:48 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Wed 8/268:33 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 6/6![Frontier logo]()
$235
This Kiwi.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/231:48 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Sun 8/308:33 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 6/10![Frontier logo]()
$236
This Frontier deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 8/251:48 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Tue 9/18:33 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 6/7![Frontier logo]()
$240
This Super.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 8/141:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Thu 8/208:33 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 6/7![Frontier logo]()
$241
Best flights from Hartford to CaribbeanDiscover carefully curated flight deals from Hartford to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 11, 2026.
Discover carefully curated flight deals from Hartford to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 11, 2026.
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/207:40 pm
BDL
- STT
2 stops20h 12m
American Airlines
Fri 8/283:43 pm
STT
- BDL
2 stops17h 43m
American Airlines
Deal found 6/11![American Airlines logo]()
$206
This United Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 9/146:00 am
BDL
- SJU
1 stop8h 44m
United Airlines
Sun 9/201:00 am
SJU
- BDL
2 stops8h 37m
United Airlines
Deal found 6/10![United Airlines logo]()
$320
This Delta deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 8/316:00 am
BDL
- GCM
1 stop6h 39m
Delta
Sat 9/51:04 pm
GCM
- BDL
1 stop9h 54m
Delta
Deal found 6/7![Delta logo]()
$331
This Southwest deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 9/66:55 am
BDL
- SJU
2 stops10h 25m
Southwest
Sat 9/126:25 am
SJU
- BDL
2 stops8h 45m
Southwest
Deal found 6/7![Southwest logo]()
$378
This JetBlue deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 9/511:50 am
BDL
- SJU
Nonstop3h 51m
JetBlue
Sat 9/268:30 am
SJU
- BDL
Nonstop3h 57m
JetBlue
Deal found 6/6![JetBlue logo]()
$381
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 8/197:24 pm
BDL
- STT
2 stops19h 35m
American Airlines
Thu 8/271:48 pm
STT
- BDL
2 stops18h 35m
American Airlines
Deal found 6/10![American Airlines logo]()
$211
This American Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/217:40 pm
BDL
- STT
2 stops20h 12m
American Airlines
Fri 8/283:43 pm
STT
- BDL
1 stop7h 48m
American Airlines
Deal found 6/8![American Airlines logo]()
$290
This United Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 11/146:00 am
BDL
- GCM
1 stop10h 35m
United Airlines
Sat 11/215:30 pm
GCM
- BDL
1 stop16h 17m
United Airlines
Deal found 6/10![United Airlines logo]()
$331
This Delta deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 8/76:00 am
BDL
- NAS
1 stop5h 51m
Delta
Fri 8/143:22 pm
NAS
- BDL
1 stop8h 36m
Delta
Deal found 6/7![Delta logo]()
$350
This United Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 9/66:00 am
BDL
- PUJ
1 stop6h 40m
United Airlines
Fri 9/113:35 pm
PUJ
- BDL
1 stop8h 24m
United Airlines
Deal found 6/10![United Airlines logo]()
$332
This JetBlue deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/187:00 am
BDL
- STT
1 stop8h 44m
JetBlue
Sun 11/221:30 pm
STT
- BDL
1 stop8h 37m
JetBlue
Deal found 6/8![JetBlue logo]()
$384
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 8/226:00 am
BDL
- NAS
1 stop7h 57m
Delta
Sat 8/293:22 pm
NAS
- BDL
1 stop6h 32m
Delta
Deal found 6/9![Delta logo]()
$350
This Southwest deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 10/236:00 am
BDL
- SJU
1 stop6h 25m
Southwest
Tue 10/276:10 am
SJU
- BDL
1 stop6h 20m
Southwest
Deal found 6/9![Southwest logo]()
$390
This American Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/277:31 pm
BDL
- STT
2 stops18h 17m
American Airlines
Sat 8/14:50 pm
STT
- BDL
1 stop7h 05m
American Airlines
Deal found 6/6![American Airlines logo]()
$327
This United Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/297:57 pm
BDL
- PUJ
1 stop16h 43m
United Airlines
Fri 9/43:35 pm
PUJ
- BDL
1 stop8h 24m
United Airlines
Deal found 6/9![United Airlines logo]()
$332
This JetBlue deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 8/308:00 am
BDL
- SDQ
1 stop7h 21m
JetBlue
Wed 9/24:44 pm
SDQ
- BDL
1 stop7h 15m
JetBlue
Deal found 6/6![JetBlue logo]()
$386
This American Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 8/276:01 am
BDL
- GCM
1 stop5h 59m
American Airlines
Mon 8/312:10 pm
GCM
- BDL
1 stop8h 44m
American Airlines
Deal found 6/9![American Airlines logo]()
$331
This United Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 11/118:00 am
BDL
- GCM
1 stop8h 30m
United Airlines
Mon 11/165:45 pm
GCM
- BDL
2 stops27h 37m
United Airlines
Deal found 6/9![United Airlines logo]()
$336
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/73:40 pm
BDL
- SJU
2 stops8h 10m
Southwest
Thu 8/135:00 am
SJU
- BDL
2 stops10h 05m
Southwest
Deal found 6/10![Southwest logo]()
$419
This JetBlue deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 8/308:00 am
BDL
- NAS
1 stop5h 48m
JetBlue
Wed 9/26:24 pm
NAS
- BDL
1 stop5h 35m
JetBlue
Deal found 6/10![JetBlue logo]()
$390
This American Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:01 am
BDL
- GCM
1 stop5h 59m
American Airlines
Thu 8/272:10 pm
GCM
- BDL
1 stop8h 37m
American Airlines
Deal found 6/6![American Airlines logo]()
$331
This Southwest deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 10/93:10 pm
BDL
- SJU
2 stops8h 55m
Southwest
Tue 10/136:10 am
SJU
- BDL
1 stop6h 20m
Southwest
Deal found 6/6![Southwest logo]()
$428
This United Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/176:09 am
BDL
- NAS
1 stop8h 48m
United Airlines
Tue 7/214:58 pm
NAS
- BDL
2 stops17h 23m
United Airlines
Deal found 6/9![United Airlines logo]()
$354
This JetBlue deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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.
Fri 9/256:25 am
BDL
- SJU
1 stop9h 31m
JetBlue
Wed 9/308:30 am
SJU
- BDL
Nonstop3h 57m
JetBlue
Deal found 6/9![JetBlue logo]()
$396
This American Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/317:24 pm
BDL
- GCM
2 stops18h 46m
American Airlines
Sat 9/511:55 am
GCM
- BDL
2 stops19h 57m
American Airlines
Deal found 6/7![American Airlines logo]()
$336
This United Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 7/236:09 am
BDL
- NAS
1 stop8h 48m
United Airlines
Mon 7/272:35 pm
NAS
- BDL
2 stops9h 24m
United Airlines
Deal found 6/7![United Airlines logo]()
$354
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 8/116:00 am
BDL
- MBJ
1 stop6h 44m
Delta
Thu 8/201:09 pm
MBJ
- BDL
1 stop8h 20m
Delta
Deal found 6/10![Delta logo]()
$482
This American Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 7/235:28 pm
BDL
- GCM
2 stops18h 32m
American Airlines
Mon 7/275:10 pm
GCM
- BDL
2 stops17h 25m
American Airlines
Deal found 6/6![American Airlines logo]()
$336
This JetBlue deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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.
Fri 8/288:00 am
BDL
- MBJ
1 stop10h 33m
JetBlue
Fri 9/412:55 pm
MBJ
- BDL
1 stop10h 04m
JetBlue
Deal found 6/8![JetBlue logo]()
$424
This United Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 7/86:09 am
BDL
- NAS
1 stop8h 48m
United Airlines
Mon 7/134:58 pm
NAS
- BDL
2 stops17h 23m
United Airlines
Deal found 6/7![United Airlines logo]()
$354
Last-minute flights from Hartford to CaribbeanDiscover last-minute flight deals from Hartford to Caribbean. Data last updated June 11, 2026 and is based on user searches.
Discover last-minute flight deals from Hartford to Caribbean. Data last updated June 11, 2026 and is based on user searches.
This Trip.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 6/132:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Tue 6/168:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 6/6![Frontier logo]()
$206
This Super.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/132:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Sat 6/208:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 6/6![Frontier logo]()
$242
This Cheapflightsfares deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 6/132:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Wed 6/178:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 6/11![Frontier logo]()
$256
This Cheapflightsfares deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 6/142:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Sat 6/208:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 6/6![Frontier logo]()
$244
This Frontier deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 6/142:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Thu 6/188:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 6/11![Frontier logo]()
$264
This Frontier deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 6/152:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Wed 7/158:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/6![Frontier logo]()
$268
This Super.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 7/12:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Sat 7/48:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 6/10![Frontier logo]()
$283
This Super.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 7/32:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Sun 7/58:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/11![Frontier logo]()
$273
This Super.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/42:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Wed 7/88:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/11![Frontier logo]()
$272
This Cheapflightsfares deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/101:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Mon 7/138:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/11![Frontier logo]()
$275
This Priceline deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 7/161:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Mon 7/208:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/10![Frontier logo]()
$278
This American Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/277:31 pm
BDL
- STT
2 stops17h 28m
American Airlines
Sat 8/14:50 pm
STT
- BDL
2 stops17h 32m
American Airlines
Deal found 6/6![American Airlines logo]()
$327
One-way flights from Hartford to CaribbeanSearch for one-way flight options from Hartford to Caribbean. Find affordable one-way fares based on user searches. Data last updated June 11, 2026.
Search for one-way flight options from Hartford to Caribbean. Find affordable one-way fares based on user searches. Data last updated June 11, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 6/152:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Deal found 6/6![Frontier logo]()
$98
This Frontier deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 9/51:48 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Deal found 6/10![Frontier logo]()
$109
This Cheapflightsfares deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 8/201:48 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Deal found 6/6![Frontier logo]()
$111
This Frontier deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 8/261:48 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Deal found 6/6![Frontier logo]()
$113
This Cheapflightsfares deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 8/111:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 6/10![Frontier logo]()
$116
This Frontier deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/101:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 6/10![Frontier logo]()
$118
This Cheapflightsfares deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/91:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 6/6![Frontier logo]()
$120
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 8/76:00 am
BDL
- NAS
1 stop5h 51m
Delta
Deal found 6/8![Delta logo]()
$121
This Frontier deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 8/11:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 6/7![Frontier logo]()
$122
This eDestinos deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 7/101:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 6/10![Frontier logo]()
$124
This American Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 6/246:00 am
BDL
- NAS
1 stop7h 17m
American Airlines
Deal found 6/9![American Airlines logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/21:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 6/7![Frontier logo]()
$133
Find flight deals from Hartford to Caribbean
Keep the following information in mind while searching for Hartford to Caribbean flight deals. Data was last updated June 11, 2026.
Round-trip from | $206 (American Airlines) |
|---|---|
One-way from | $98 (Cheapflightsfares) |
Popular in | December |
Cheapest in | January |
Average price | $383 |
Cheapflights Fare Finder
Customize your flight search to find flights from Hartford to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 11, 2026.
Use the filters below to find and compare flights from Hartford to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
HartfordSaint Thomas Island
BDL - STT
BDLSTT
Hartford Bradley Intl
Thu 8/20
7:40 pm-3:52 pm
2 stops20h 12m
Saint Thomas Island Cyril E King
Fri 8/28
3:43 pm-9:26 am
2 stops17h 43m
$206
HartfordSaint Thomas Island
BDL - STT
BDLSTT
Hartford Bradley Intl
Wed 8/19
7:24 pm-2:59 pm
2 stops19h 35m
Saint Thomas Island Cyril E King
Thu 8/27
1:48 pm-8:23 am
2 stops18h 35m
$211
HartfordSaint Thomas Island
BDL - STT
BDLSTT
Hartford Bradley Intl
Fri 8/21
7:40 pm-3:52 pm
2 stops20h 12m
Saint Thomas Island Cyril E King
Fri 8/28
3:43 pm-11:31 pm
1 stop7h 48m
$290
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Mon 9/14
6:00 am-2:44 pm
1 stop8h 44m
San Juan Luis Munoz Marin Intl
Sun 9/20
1:00 am-9:37 am
2 stops8h 37m
$320
HartfordSaint Thomas Island
BDL - STT
BDLSTT
Hartford Bradley Intl
Mon 7/27
7:31 pm-1:48 pm
2 stops18h 17m
Saint Thomas Island Cyril E King
Sat 8/1
4:50 pm-11:55 pm
1 stop7h 05m
$327
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Mon 8/31
6:00 am-11:39 am
1 stop6h 39m
George Town Owen Roberts Intl
Sat 9/5
1:04 pm-11:58 pm
1 stop9h 54m
$331
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Sat 11/14
6:00 am-4:35 pm
1 stop10h 35m
George Town Owen Roberts Intl
Sat 11/21
5:30 pm-9:47 am
1 stop16h 17m
$331
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Thu 8/27
6:01 am-11:00 am
1 stop5h 59m
George Town Owen Roberts Intl
Mon 8/31
2:10 pm-11:54 pm
1 stop8h 44m
$331
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Thu 8/20
6:01 am-11:00 am
1 stop5h 59m
George Town Owen Roberts Intl
Thu 8/27
2:10 pm-11:47 pm
1 stop8h 37m
$331
HartfordPunta Cana
BDL - PUJ
BDLPUJ
Hartford Bradley Intl
Sun 9/6
6:00 am-12:40 pm
1 stop6h 40m
Punta Cana
Fri 9/11
3:35 pm-11:59 pm
1 stop8h 24m
$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-STT
BDL-GCM
BDL-NAS
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-SJU
BDL-STT
BDL-GCM
BDL-NAS
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 $386). Flying from Hartford to Caribbean in September is currently the most expensive (average of $529). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from BDL to CB?
Find hourly flight availability from Hartford to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 11, 2026.
A simple way to save on the total cost of your ticket is to fly from Hartford to Caribbean at noon. If you’re flexible enough to do this you can expect to save up to 11% on your trip compared to booking a flight in the morning.
Weekly flight availability from Hartford to Caribbean
Explore weekly flight availability from Hartford to Caribbean. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 11, 2026.
The most flights from BDL to 0CB are scheduled on a Monday (3 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (2 on average).
How far ahead should I book a flight from Hartford to Caribbean?
Booking 69 days in advance of your planned departure date is, on average, the best time to get cheap flights from Hartford to Caribbean. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest day to fly from Hartford to Caribbean?
Use this chart to determine the cheapest time to fly round-trip from Hartford to Caribbean. Price data was last updated on June 8, 2026.
Travelers seeking maximum savings on their Hartford to Caribbean flight should consider departing on Tuesday mornings when fares are most often at their lowest. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated June 11, 2026.
Read through reviews of airlines operating flights from Hartford to Caribbean, such as Delta,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.8
Overall
7.9
Food
7.2
Comfort
7.8
Crew
8.5
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Overall
7.9
Food
7.2
Comfort
7.8
Crew
8.5
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Overall
7.9
Food
7.2
Comfort
7.8
Crew
8.5
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Overall
7.9
Food
7.2
Comfort
7.8
Crew
8.5
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Overall
7.9
Food
7.2
Comfort
7.8
Crew
8.5
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Overall
7.9
Food
7.2
Comfort
7.8
Crew
8.5
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Hartford to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Hartford to Caribbean by cabin class
Find flights from Hartford to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Hartford and Caribbean flights
Browse other Hartford and Caribbean flight options. Last updated on June 11, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
Hartford to Caribbean flights
Consider these flights traveling from Hartford to Caribbean.
Top 7 airlines flying from Hartford to Caribbean
Discover the top 7 airlines that operate flights from Hartford to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$101 | Average$350 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$112 | Average$344 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$152 | Average$468 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$200 | Average$454 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$228 | Average$517 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$262 | Average$610 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$263 | Average$583 | FlexibilityNo cancel fee | On-time71% |