$118+ Cheap flights from Hartford (BDL) to Caribbean
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/7. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Aug 25 — Sep 11
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 July 26, 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 July 26, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/31:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sun 9/68:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/25![Frontier logo]()
$258
This Southwest deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/283:40 pm
BDL
- SJU
1 stop7h 10m
Southwest
Fri 9/43:20 pm
SJU
- BDL
1 stop6h 55m
Southwest
Deal found 7/25![Southwest logo]()
$259
This Kiwi.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/171:42 pm
BDL
- SJU
Nonstop4h 04m
Multiple Airlines
Fri 8/215:37 pm
SJU
- BDL
1 stop15h 24m
Multiple Airlines
Deal found 7/25![Multiple Airlines logo]()
$261
This Cheapflightsfares deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/91:38 pm
BDL
- SJU
Nonstop4h 00m
Frontier
Wed 10/142:58 am
SJU
- BDL
1 stop17h 02m
Frontier
Deal found 7/25![Frontier logo]()
$262
This Kiwi.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/91:38 pm
BDL
- SJU
Nonstop4h 00m
Multiple Airlines
Wed 10/145:12 pm
SJU
- BDL
2 stops19h 42m
Multiple Airlines
Deal found 7/25![Multiple Airlines logo]()
$263
This Frontier deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 8/161:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sun 8/308:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/24![Frontier logo]()
$264
This Frontier deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 9/71:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Thu 9/106:05 am
SJU
- BDL
1 stop13h 56m
Frontier
Deal found 7/24![Frontier logo]()
$265
This Frontier deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/41:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Thu 9/107:00 am
SJU
- BDL
1 stop7h 18m
Frontier
Deal found 7/26![Frontier logo]()
$266
This Frontier deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 8/171:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Fri 8/283:10 am
SJU
- BDL
1 stop8h 22m
Frontier
Deal found 7/24![Frontier logo]()
$267
This Cheapflightsfares deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/161:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sat 8/228:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/25![Frontier logo]()
$268
This CheapOair deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/91:38 pm
BDL
- SJU
Nonstop4h 00m
Multiple Airlines
Tue 10/137:00 am
SJU
- BDL
Nonstop3h 56m
Multiple Airlines
Deal found 7/25![Multiple Airlines logo]()
$269
This Cheapflightsfares deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/201:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 8/258:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/25![Frontier logo]()
$270
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 July 26, 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 July 26, 2026.
This Southwest deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/283:40 pm
BDL
- SJU
1 stop7h 10m
Southwest
Fri 9/43:20 pm
SJU
- BDL
1 stop6h 55m
Southwest
Deal found 7/25![Southwest logo]()
$259
This United Airlines deal was found by Cheapflights users on 7/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:10 am
BDL
- SJU
1 stop6h 44m
United Airlines
Sat 9/121:00 am
SJU
- BDL
2 stops8h 37m
United Airlines
Deal found 7/22![United Airlines logo]()
$286
This American Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 9/76:01 am
BDL
- GCM
1 stop8h 09m
American Airlines
Mon 9/1412:00 pm
GCM
- BDL
1 stop10h 39m
American Airlines
Deal found 7/24![American Airlines logo]()
$357
This JetBlue deal was found by Cheapflights users on 7/21. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/296:00 am
BDL
- SJU
1 stop9h 51m
JetBlue
Sat 11/78:00 am
SJU
- BDL
Nonstop4h 05m
JetBlue
Deal found 7/21![JetBlue logo]()
$380
This Delta deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/195:30 am
BDL
- SJU
1 stop7h 46m
Delta
Sun 12/206:30 am
SJU
- BDL
1 stop7h 46m
Delta
Deal found 7/25![Delta logo]()
$402
This United Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/236:00 am
BDL
- SJU
1 stop6h 54m
United Airlines
Thu 8/277:00 am
SJU
- BDL
2 stops16h 59m
United Airlines
Deal found 7/25![United Airlines logo]()
$296
This Southwest deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/224:25 pm
BDL
- SJU
2 stops8h 55m
Southwest
Wed 10/286:35 am
SJU
- BDL
2 stops9h 05m
Southwest
Deal found 7/25![Southwest logo]()
$343
This United Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/126:10 am
BDL
- STT
1 stop6h 48m
United Airlines
Sat 9/194:45 pm
STT
- BDL
1 stop7h 14m
United Airlines
Deal found 7/25![United Airlines logo]()
$320
This American Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:01 am
BDL
- GCM
1 stop8h 09m
American Airlines
Mon 8/312:10 pm
GCM
- BDL
1 stop8h 44m
American Airlines
Deal found 7/25![American Airlines logo]()
$357
This American Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 8/315:02 am
BDL
- GCM
2 stops9h 08m
American Airlines
Sat 9/512:30 pm
GCM
- BDL
1 stop8h 01m
American Airlines
Deal found 7/24![American Airlines logo]()
$362
This United deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/1210:23 am
BDL
- STT
3 stops24h 37m
Multiple Airlines
Tue 1/195:45 pm
STT
- BDL
2 stops21h 04m
Multiple Airlines
Deal found 7/25![Multiple Airlines logo]()
$813
This Delta deal was found by Cheapflights users on 7/21. 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.
Tue 11/176:00 am
BDL
- GCM
1 stop6h 25m
Delta
Mon 11/231:50 pm
GCM
- BDL
1 stop8h 12m
Delta
Deal found 7/21![Delta logo]()
$407
This United Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 10/226:00 am
BDL
- SJU
1 stop6h 34m
United Airlines
Mon 10/2612:00 pm
SJU
- BDL
2 stops11h 59m
United Airlines
Deal found 7/24![United Airlines logo]()
$340
This JetBlue deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/267:25 am
BDL
- NAS
1 stop6h 33m
JetBlue
Sun 8/306:27 pm
NAS
- BDL
1 stop5h 31m
JetBlue
Deal found 7/25![JetBlue logo]()
$420
This Southwest deal was found by Cheapflights users on 7/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/258:55 am
BDL
- SJU
2 stops10h 40m
Southwest
Wed 11/45:45 am
SJU
- BDL
2 stops9h 35m
Southwest
Deal found 7/21![Southwest logo]()
$383
This American Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/225:54 pm
BDL
- STT
2 stops18h 59m
American Airlines
Thu 8/274:42 pm
STT
- BDL
2 stops17h 40m
American Airlines
Deal found 7/25![American Airlines logo]()
$364
This Delta deal was found by Cheapflights users on 7/21. 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.
Mon 8/246:00 am
BDL
- NAS
1 stop5h 51m
Delta
Fri 8/283:22 pm
NAS
- BDL
1 stop8h 36m
Delta
Deal found 7/21![Delta logo]()
$420
This JetBlue deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 10/258:00 am
BDL
- MBJ
1 stop6h 48m
JetBlue
Mon 11/211:30 am
MBJ
- BDL
1 stop12h 03m
JetBlue
Deal found 7/24![JetBlue logo]()
$434
This United Airlines deal was found by Cheapflights users on 7/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/78:00 am
BDL
- GCM
1 stop8h 20m
United Airlines
Sat 11/145:45 pm
GCM
- BDL
2 stops16h 40m
United Airlines
Deal found 7/22![United Airlines logo]()
$362
This Delta deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:00 am
BDL
- SDQ
1 stop7h 41m
Delta
Wed 11/43:56 pm
SDQ
- BDL
1 stop9h 03m
Delta
Deal found 7/24![Delta logo]()
$436
This JetBlue deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/97:00 am
BDL
- SDQ
1 stop7h 49m
JetBlue
Wed 9/162:29 pm
SDQ
- BDL
1 stop8h 45m
JetBlue
Deal found 7/26![JetBlue logo]()
$436
This United Airlines deal was found by Cheapflights users on 7/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/17:50 pm
BDL
- GCM
2 stops20h 40m
United Airlines
Sun 11/85:45 pm
GCM
- BDL
2 stops16h 40m
United Airlines
Deal found 7/22![United Airlines logo]()
$362
This Delta deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 12/105:48 am
BDL
- SJU
1 stop7h 12m
Delta
Tue 12/153:10 pm
SJU
- BDL
1 stop9h 27m
Delta
Deal found 7/24![Delta logo]()
$440
This Southwest deal was found by Cheapflights users on 7/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:40 am
BDL
- MBJ
1 stop7h 25m
Southwest
Thu 10/2912:00 pm
MBJ
- BDL
1 stop9h 55m
Southwest
Deal found 7/22![Southwest logo]()
$485
This United Airlines deal was found by Cheapflights users on 7/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:00 am
BDL
- PUJ
1 stop6h 40m
United Airlines
Fri 10/23:35 pm
PUJ
- BDL
1 stop8h 24m
United Airlines
Deal found 7/22![United Airlines logo]()
$372
This JetBlue deal was found by Cheapflights users on 7/21. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/228:00 am
BDL
- NAS
1 stop5h 50m
JetBlue
Sat 8/2912:20 pm
NAS
- BDL
1 stop11h 38m
JetBlue
Deal found 7/21![JetBlue logo]()
$452
This American Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/146:15 am
BDL
- GCM
2 stops13h 43m
American Airlines
Sat 11/213:18 pm
GCM
- BDL
1 stop8h 14m
American Airlines
Deal found 7/25![American Airlines logo]()
$460
This Delta deal was found by Cheapflights users on 7/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/157:15 am
BDL
- KIN
1 stop13h 55m
Delta
Tue 9/229:10 am
KIN
- BDL
1 stop13h 49m
Delta
Deal found 7/22![Delta logo]()
$456
This United Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 9/16:00 am
BDL
- PUJ
2 stops9h 30m
United Airlines
Tue 10/63:35 pm
PUJ
- BDL
2 stops19h 14m
United Airlines
Deal found 7/24![United Airlines logo]()
$377
This JetBlue deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/308:00 am
BDL
- PUJ
1 stop7h 29m
JetBlue
Wed 9/24:39 pm
PUJ
- BDL
1 stop7h 19m
JetBlue
Deal found 7/25![JetBlue logo]()
$472
Last-minute flights from Hartford to CaribbeanDiscover last-minute flight deals from Hartford to Caribbean. Data last updated July 26, 2026 and is based on user searches.
Discover last-minute flight deals from Hartford to Caribbean. Data last updated July 26, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/141:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 8/198:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/23![Frontier logo]()
$269
This Frontier deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 8/161:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sun 8/308:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/24![Frontier logo]()
$264
This Cheapflightsfares deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/161:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sat 8/228:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/25![Frontier logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/171:42 pm
BDL
- SJU
Nonstop4h 04m
Multiple Airlines
Fri 8/215:37 pm
SJU
- BDL
1 stop15h 24m
Multiple Airlines
Deal found 7/25![Multiple Airlines logo]()
$261
This Frontier deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 8/171:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sun 8/303:10 am
SJU
- BDL
1 stop8h 22m
Frontier
Deal found 7/24![Frontier logo]()
$267
This Delta deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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 8/181:54 pm
BDL
- SJU
1 stop8h 35m
Delta
Sat 8/292:31 pm
SJU
- BDL
1 stop9h 20m
Delta
Deal found 7/24![Delta logo]()
$266
This Priceline deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” 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.
Wed 8/191:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sun 8/303:10 am
SJU
- BDL
1 stop8h 22m
Frontier
Deal found 7/24![Frontier logo]()
$265
This Cheapflightsfares deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/201:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 8/258:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/25![Frontier logo]()
$270
This CheapOair deal was found by Cheapflights users on 7/22. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/211:42 pm
BDL
- SJU
Nonstop4h 04m
Multiple Airlines
Tue 9/112:50 pm
SJU
- BDL
2 stops11h 30m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$272
This Cheapflightsfares deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/231:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Thu 8/278:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/25![Frontier logo]()
$258
This Cheapflightsfares deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/241:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Fri 8/283:10 am
SJU
- BDL
1 stop8h 22m
Frontier
Deal found 7/26![Frontier logo]()
$262
This Southwest deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/283:40 pm
BDL
- SJU
1 stop7h 10m
Southwest
Fri 9/43:20 pm
SJU
- BDL
1 stop6h 55m
Southwest
Deal found 7/25![Southwest logo]()
$259
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 July 26, 2026.
Search for one-way flight options from Hartford to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 26, 2026.
This Mytrip deal was found by Cheapflights users on 7/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/71:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 7/22![Frontier logo]()
$118
This Cheapflightsfares deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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 11/131:38 pm
BDL
- SJU
Nonstop4h 00m
Frontier
Deal found 7/23![Frontier logo]()
$119
This Cheapflightsfares deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/101:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 7/25![Frontier logo]()
$121
This Cheapflightsfares deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/121:38 pm
BDL
- SJU
Nonstop4h 00m
Frontier
Deal found 7/26![Frontier logo]()
$124
This Cheapflightsfares deal was found by Cheapflights users on 7/22. 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 8/121:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 7/22![Frontier logo]()
$126
This American Airlines deal was found by Cheapflights users on 7/21. 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 8/49:36 am
BDL
- GCM
2 stops7h 34m
American Airlines
Deal found 7/21![American Airlines logo]()
$126
This Southwest deal was found by Cheapflights users on 7/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/13:30 pm
BDL
- SJU
1 stop6h 30m
Southwest
Deal found 7/22![Southwest logo]()
$127
This Super.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/188:00 am
BDL
- SJU
1 stop6h 48m
JetBlue
Deal found 7/25![JetBlue logo]()
$130
This Cheapflightsfares deal was found by Cheapflights users on 7/22. 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 9/152:06 pm
BDL
- SJU
Nonstop3h 58m
JetBlue
Deal found 7/22![JetBlue logo]()
$131
This Southwest deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/243:40 pm
BDL
- SJU
1 stop7h 10m
Southwest
Deal found 7/25![Southwest logo]()
$132
This American Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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 8/155:54 pm
BDL
- GCM
2 stops18h 36m
American Airlines
Deal found 7/23![American Airlines logo]()
$132
This JetBlue deal was found by Cheapflights users on 7/22. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/202:06 pm
BDL
- SJU
Nonstop3h 58m
JetBlue
Deal found 7/22![JetBlue 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 July 26, 2026.
Round-trip from | $258 (Cheapflightsfares) |
|---|---|
One-way from | $118 (Mytrip) |
Popular in | December |
Cheapest in | January |
Average price | $396 |
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 July 26, 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
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Fri 8/28
3:40 pm-10:50 pm
1 stop7h 10m
San Juan Luis Munoz Marin Intl
Fri 9/4
3:20 pm-10:15 pm
1 stop6h 55m
$259
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Thu 9/10
6:10 am-12:54 pm
1 stop6h 44m
San Juan Luis Munoz Marin Intl
Sat 9/12
1:00 am-9:37 am
2 stops8h 37m
$286
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Sun 8/23
6:00 am-12:54 pm
1 stop6h 54m
San Juan Luis Munoz Marin Intl
Thu 8/27
7:00 am-11:59 pm
2 stops16h 59m
$296
HartfordSaint Thomas Island
BDL - STT
BDLSTT
Hartford Bradley Intl
Sat 9/12
6:10 am-12:58 pm
1 stop6h 48m
Saint Thomas Island Cyril E King
Sat 9/19
4:45 pm-11:59 pm
1 stop7h 14m
$320
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Thu 10/22
6:00 am-12:34 pm
1 stop6h 34m
San Juan Luis Munoz Marin Intl
Mon 10/26
12:00 pm-11:59 pm
2 stops11h 59m
$340
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Thu 10/22
4:25 pm-1:20 am
2 stops8h 55m
San Juan Luis Munoz Marin Intl
Wed 10/28
6:35 am-3:40 pm
2 stops9h 05m
$343
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Mon 9/7
6:01 am-1:10 pm
1 stop8h 09m
George Town Owen Roberts Intl
Mon 9/14
12:00 pm-11:39 pm
1 stop10h 39m
$357
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Thu 8/27
6:01 am-1:10 pm
1 stop8h 09m
George Town Owen Roberts Intl
Mon 8/31
2:10 pm-11:54 pm
1 stop8h 44m
$357
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Mon 8/31
5:02 am-1:10 pm
2 stops9h 08m
George Town Owen Roberts Intl
Sat 9/5
12:30 pm-9:31 pm
1 stop8h 01m
$362
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Sat 11/7
8:00 am-4:20 pm
1 stop8h 20m
George Town Owen Roberts Intl
Sat 11/14
5:45 pm-10:25 am
2 stops16h 40m
$362
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-GCM
BDL-STT
BDL-NAS
BDL-MBJ
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-GCM
BDL-STT
BDL-NAS
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 $376). Flying from Hartford to Caribbean in December is currently the most expensive (average of $491). 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 July 26, 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 12% 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 July 26, 2026.
The most flights from BDL to 0CB are scheduled on a Saturday (3 on average). You will have fewer flight options on Monday, 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 July 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. Thursday evenings 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 July 26, 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
Comfort
7.8
Boarding
8.1
Crew
8.5
Overall
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Comfort
7.8
Boarding
8.1
Crew
8.5
Overall
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Comfort
7.8
Boarding
8.1
Crew
8.5
Overall
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Comfort
7.8
Boarding
8.1
Crew
8.5
Overall
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Comfort
7.8
Boarding
8.1
Crew
8.5
Overall
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Comfort
7.8
Boarding
8.1
Crew
8.5
Overall
7.8
Food
7.2
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 July 26, 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 July 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$101 | Average$354 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$112 | Average$345 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$152 | Average$477 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$231 | Average$524 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$262 | Average$632 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$262 | Average$472 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$263 | Average$583 | FlexibilityNo cancel fee | On-time71% |