$110+ 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 8/17. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Jul 23 — Jul 301
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 23, 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 23, 2026.
This American Airlines deal was found by Cheapflights users on 6/21. 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 8/225:54 pm
BDL
- STT
2 stops21h 58m
American Airlines
Fri 8/283:43 pm
STT
- BDL
2 stops18h 39m
American Airlines
Deal found 6/21![American Airlines logo]()
$206
This American Airlines deal was found by Cheapflights users on 6/19. 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 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 stops20h 28m
American Airlines
Thu 8/271:48 pm
STT
- BDL
2 stops18h 35m
American Airlines
Deal found 6/19![American Airlines logo]()
$211
This Kiwi.com deal was found by Cheapflights users on 6/19. 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 Kiwi.com 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
Tue 9/18:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/19![Frontier logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 6/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/251:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 9/18:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/21![Frontier logo]()
$247
This eDestinos deal was found by Cheapflights users on 6/23. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/201:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Fri 7/248:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/23![Frontier logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 6/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/221:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 9/18:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/22![Frontier logo]()
$249
This Frontier deal was found by Cheapflights users on 6/19. 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 Frontier 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
Wed 9/28:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/19![Frontier logo]()
$253
This Cheapflightsfares deal was found by Cheapflights users on 6/21. 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.
Tue 9/11:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 9/88:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/21![Frontier logo]()
$254
This eDestinos deal was found by Cheapflights users on 6/22. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/211:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 7/288:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/22![Frontier logo]()
$256
This Frontier deal was found by Cheapflights users on 6/20. 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.
Sat 8/291:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 9/28:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/20![Frontier logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 6/19. 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 Kiwi.com 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
Thu 9/38:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/19![Frontier logo]()
$258
This Kiwi.com deal was found by Cheapflights users on 6/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/221:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Fri 9/48:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/19![Frontier logo]()
$261
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 23, 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 23, 2026.
This American Airlines deal was found by Cheapflights users on 6/22. 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 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 stops21h 58m
American Airlines
Fri 8/283:43 pm
STT
- BDL
2 stops18h 39m
American Airlines
Deal found 6/22![American Airlines logo]()
$206
This Southwest deal was found by Cheapflights users on 6/21. 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.
Wed 8/2612:40 pm
BDL
- SJU
1 stop9h 20m
Southwest
Tue 9/111:50 am
SJU
- BDL
1 stop8h 20m
Southwest
Deal found 6/21![Southwest logo]()
$280
This Delta deal was found by Cheapflights users on 6/23. 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 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 6/23![Delta logo]()
$341
This United Airlines deal was found by Cheapflights users on 6/19. 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.
Mon 11/96:10 am
BDL
- PUJ
1 stop10h 18m
United Airlines
Wed 11/185:10 pm
PUJ
- BDL
1 stop7h 49m
United Airlines
Deal found 6/19![United Airlines logo]()
$342
This JetBlue deal was found by Cheapflights users on 6/18. 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.
Sun 8/167:59 pm
BDL
- SJU
Nonstop3h 53m
JetBlue
Thu 8/204:55 pm
SJU
- BDL
1 stop7h 01m
JetBlue
Deal found 6/18![JetBlue logo]()
$368
This Delta deal was found by Cheapflights users on 6/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:00 am
BDL
- GCM
1 stop6h 39m
Delta
Mon 8/311:04 pm
GCM
- BDL
1 stop9h 54m
Delta
Deal found 6/23![Delta logo]()
$341
This American Airlines deal was found by Cheapflights users on 6/22. 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 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 6/22![American Airlines logo]()
$341
This United Airlines deal was found by Cheapflights users on 6/19. 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.
Wed 8/266:00 am
BDL
- SJU
2 stops14h 38m
United Airlines
Sat 8/291:00 am
SJU
- BDL
2 stops8h 37m
United Airlines
Deal found 6/19![United Airlines logo]()
$343
This American Airlines deal was found by Cheapflights users on 6/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:45 am
BDL
- GCM
1 stop5h 42m
American Airlines
Thu 8/272:10 pm
GCM
- BDL
1 stop8h 37m
American Airlines
Deal found 6/22![American Airlines logo]()
$341
This United Airlines deal was found by Cheapflights users on 6/20. 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 8/266:00 am
BDL
- PUJ
1 stop6h 40m
United Airlines
Wed 9/233:35 pm
PUJ
- BDL
1 stop18h 02m
United Airlines
Deal found 6/20![United Airlines logo]()
$348
This Southwest deal was found by Cheapflights users on 6/22. 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.
Mon 8/175:55 am
BDL
- SJU
2 stops11h 00m
Southwest
Fri 8/218:55 pm
SJU
- BDL
1 stop12h 30m
Southwest
Deal found 6/22![Southwest logo]()
$383
This JetBlue deal was found by Cheapflights users on 6/19. 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 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 6/19![JetBlue logo]()
$400
This American Airlines deal was found by Cheapflights users on 6/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:01 am
BDL
- GCM
1 stop5h 59m
American Airlines
Sat 9/511:55 am
GCM
- BDL
2 stops21h 05m
American Airlines
Deal found 6/19![American Airlines logo]()
$346
This United Airlines deal was found by Cheapflights users on 6/22. 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 7/48:20 am
BDL
- SJU
1 stop12h 18m
United Airlines
Wed 7/87:20 am
SJU
- BDL
1 stop6h 46m
United Airlines
Deal found 6/22![United Airlines logo]()
$352
This Delta deal was found by Cheapflights users on 6/22. 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.
Mon 8/246:00 am
BDL
- SDQ
1 stop7h 28m
Delta
Sun 8/302:53 pm
SDQ
- BDL
1 stop7h 36m
Delta
Deal found 6/22![Delta logo]()
$396
This Southwest deal was found by Cheapflights users on 6/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/86:25 am
BDL
- SJU
1 stop10h 05m
Southwest
Mon 10/125:30 am
SJU
- BDL
1 stop6h 20m
Southwest
Deal found 6/19![Southwest logo]()
$400
This United Airlines deal was found by Cheapflights users on 6/20. 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.
Fri 9/184:50 pm
BDL
- NAS
2 stops20h 43m
United Airlines
Fri 9/252:53 pm
NAS
- BDL
1 stop8h 38m
United Airlines
Deal found 6/20![United Airlines logo]()
$360
This American Airlines deal was found by Cheapflights users on 6/18. 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.
Fri 7/105:28 pm
BDL
- NAS
1 stop16h 33m
American Airlines
Tue 7/143:02 pm
NAS
- BDL
1 stop8h 53m
American Airlines
Deal found 6/18![American Airlines logo]()
$360
This JetBlue deal was found by Cheapflights users on 6/19. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/287:00 am
BDL
- NAS
1 stop9h 00m
JetBlue
Fri 10/25:57 pm
NAS
- BDL
1 stop5h 17m
JetBlue
Deal found 6/19![JetBlue logo]()
$437
This Delta deal was found by Cheapflights users on 6/21. 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.
Sat 9/126:00 am
BDL
- SJU
1 stop10h 49m
Delta
Sat 9/193:10 pm
SJU
- BDL
1 stop8h 03m
Delta
Deal found 6/21![Delta logo]()
$400
This Southwest deal was found by Cheapflights users on 6/20. 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 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
Fri 8/148:55 pm
SJU
- BDL
1 stop12h 30m
Southwest
Deal found 6/20![Southwest logo]()
$400
This United Airlines deal was found by Cheapflights users on 6/20. 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.
Thu 8/66:00 am
BDL
- NAS
2 stops8h 57m
United Airlines
Mon 8/102:35 pm
NAS
- BDL
2 stops9h 24m
United Airlines
Deal found 6/20![United Airlines logo]()
$364
This JetBlue deal was found by Cheapflights users on 6/19. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:25 am
BDL
- AUA
1 stop9h 05m
JetBlue
Thu 9/173:25 pm
AUA
- BDL
1 stop7h 49m
JetBlue
Deal found 6/19![JetBlue logo]()
$461
This Southwest deal was found by Cheapflights users on 6/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/35:10 pm
BDL
- SJU
1 stop7h 05m
Southwest
Wed 7/85:30 am
SJU
- BDL
2 stops8h 30m
Southwest
Deal found 6/20![Southwest logo]()
$427
This United Airlines deal was found by Cheapflights users on 6/19. 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 7/56:09 am
BDL
- NAS
1 stop8h 48m
United Airlines
Fri 7/104:58 pm
NAS
- BDL
2 stops17h 23m
United Airlines
Deal found 6/19![United Airlines logo]()
$364
This JetBlue deal was found by Cheapflights users on 6/22. 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.
Thu 8/66:45 am
BDL
- NAS
1 stop9h 24m
JetBlue
Thu 8/132:47 pm
NAS
- BDL
1 stop8h 11m
JetBlue
Deal found 6/22![JetBlue logo]()
$462
This American Airlines deal was found by Cheapflights users on 6/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/177:14 pm
BDL
- NAS
2 stops14h 28m
American Airlines
Fri 10/210:32 am
NAS
- BDL
1 stop13h 07m
American Airlines
Deal found 6/22![American Airlines logo]()
$421
This Southwest deal was found by Cheapflights users on 6/18. 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.
Wed 8/56:00 am
BDL
- SJU
2 stops12h 10m
Southwest
Tue 8/115:15 am
SJU
- BDL
2 stops9h 35m
Southwest
Deal found 6/18![Southwest logo]()
$431
This United Airlines deal was found by Cheapflights users on 6/22. 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.
Fri 7/176:09 am
BDL
- NAS
1 stop8h 48m
United Airlines
Mon 7/204:58 pm
NAS
- BDL
2 stops16h 47m
United Airlines
Deal found 6/22![United Airlines logo]()
$364
This American Airlines deal was found by Cheapflights users on 6/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/155:00 am
BDL
- NAS
2 stops8h 18m
American Airlines
Sun 7/197:38 am
NAS
- BDL
1 stop16h 17m
American Airlines
Deal found 6/22![American Airlines logo]()
$431
Last-minute flights from Hartford to CaribbeanDiscover last-minute flight deals from Hartford to Caribbean. Data last updated June 23, 2026 and is based on user searches.
Discover last-minute flight deals from Hartford to Caribbean. Data last updated June 23, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 6/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/292:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Fri 7/178:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/23![Frontier logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 6/23. 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 Kiwi.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
Sat 7/188:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/23![Frontier logo]()
$264
This Kiwi.com deal was found by Cheapflights users on 6/23. 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 Kiwi.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
Tue 7/218:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/23![Frontier logo]()
$267
This Kiwi.com deal was found by Cheapflights users on 6/23. 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 Kiwi.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
Sun 7/198:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/23![Frontier logo]()
$269
This Frontier deal was found by Cheapflights users on 6/23. 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 Frontier 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 7/228:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/23![Frontier logo]()
$272
This eDestinos deal was found by Cheapflights users on 6/18. 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.
Tue 7/141:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 7/288:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/18![Frontier logo]()
$266
This Kiwi.com deal was found by Cheapflights users on 6/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/151:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 7/288:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/22![Frontier logo]()
$268
This Super.com deal was found by Cheapflights users on 6/21. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/151:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sat 7/188:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/21![Frontier logo]()
$274
This eDestinos deal was found by Cheapflights users on 6/21. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/201:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Fri 7/248:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/21![Frontier logo]()
$248
This eDestinos deal was found by Cheapflights users on 6/22. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/211:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 7/288:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/22![Frontier logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 6/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/231:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sun 7/268:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/20![Frontier logo]()
$271
This Super.com deal was found by Cheapflights users on 6/22. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/241:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 7/288:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/22![Frontier logo]()
$273
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 23, 2026.
Search for one-way flight options from Hartford to Caribbean. Find affordable one-way fares based on user searches. Data last updated June 23, 2026.
This Super.com deal was found by Cheapflights users on 6/20. 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 Super.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
Frontier
Deal found 6/20![Frontier logo]()
$110
This Cheapflightsfares deal was found by Cheapflights users on 6/21. 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.
Sun 8/231:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 6/21![Frontier logo]()
$111
This Frontier deal was found by Cheapflights users on 6/21. 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.
Sun 8/161:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 6/21![Frontier logo]()
$113
This United Airlines deal was found by Cheapflights users on 6/19. 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.
Sat 8/1510:33 am
BDL
- GCM
1 stop5h 37m
United Airlines
Deal found 6/19![United Airlines logo]()
$118
This eDestinos deal was found by Cheapflights users on 6/21. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/201:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 6/21![Frontier logo]()
$124
This American Airlines deal was found by Cheapflights users on 6/19. 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 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 06m
American Airlines
Deal found 6/19![American Airlines logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 6/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/292:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Deal found 6/22![Frontier logo]()
$130
This Cheapflightsfares deal was found by Cheapflights users on 6/23. 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.
Sat 7/42:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Deal found 6/23![Frontier logo]()
$131
This Super.com deal was found by Cheapflights users on 6/18. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/91:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 6/18![Frontier logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 6/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/191:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 6/20![Frontier logo]()
$136
This Cheapflightsfares deal was found by Cheapflights users on 6/21. 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.
Sun 7/261:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 6/21![Frontier logo]()
$137
This American Airlines deal was found by Cheapflights users on 6/21. 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.
Fri 8/77:24 pm
BDL
- NAS
1 stop18h 48m
American Airlines
Deal found 6/21![American Airlines 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 June 23, 2026.
Round-trip from | $206 (American Airlines) |
|---|---|
One-way from | $110 (Super.com) |
Popular in | December |
Cheapest in | January |
Average price | $389 |
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 23, 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
Sat 8/22
5:54 pm-3:52 pm
2 stops21h 58m
Saint Thomas Island Cyril E King
Fri 8/28
3:43 pm-10:22 am
2 stops18h 39m
$206
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Wed 8/26
12:40 pm-10:00 pm
1 stop9h 20m
San Juan Luis Munoz Marin Intl
Tue 9/1
11:50 am-8:10 pm
1 stop8h 20m
$280
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
$341
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Thu 8/27
6:00 am-11:39 am
1 stop6h 39m
George Town Owen Roberts Intl
Mon 8/31
1:04 pm-11:58 pm
1 stop9h 54m
$341
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
$341
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Thu 8/20
6:45 am-11:27 am
1 stop5h 42m
George Town Owen Roberts Intl
Thu 8/27
2:10 pm-11:47 pm
1 stop8h 37m
$341
HartfordPunta Cana
BDL - PUJ
BDLPUJ
Hartford Bradley Intl
Mon 11/9
6:10 am-5:28 pm
1 stop10h 18m
Punta Cana
Wed 11/18
5:10 pm-11:59 pm
1 stop7h 49m
$342
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Wed 8/26
6:00 am-8:38 pm
2 stops14h 38m
San Juan Luis Munoz Marin Intl
Sat 8/29
1:00 am-9:37 am
2 stops8h 37m
$343
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Mon 8/31
6:01 am-11:00 am
1 stop5h 59m
George Town Owen Roberts Intl
Sat 9/5
11:55 am-10:00 am
2 stops21h 05m
$346
HartfordPunta Cana
BDL - PUJ
BDLPUJ
Hartford Bradley Intl
Wed 8/26
6:00 am-12:40 pm
1 stop6h 40m
Punta Cana
Wed 9/23
3:35 pm-9:37 am
1 stop18h 02m
$348
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-PUJ
BDL-NAS
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Hartford to Caribbean
BDL-0CB
BDL-SJU
BDL-STT
BDL-GCM
BDL-PUJ
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 $377). Flying from Hartford to Caribbean in September is currently the most expensive (average of $516). 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 23, 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.
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 20, 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 23, 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.
Overall
7.8
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Overall
7.8
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Crew
8.5
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 June 23, 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 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$101 | Average$352 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$112 | Average$349 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$152 | Average$473 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$229 | Average$519 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$242 | Average$468 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$262 | Average$618 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$263 | Average$582 | FlexibilityNo cancel fee | On-time71% |