$94+ Cheap flights from Hartford (BDL) to Caribbean
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/10. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Apr 22 — Apr 291
Round-trip
1 adult, Economy
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Cheapest flights from Hartford to CaribbeanExplore the most affordable flight options available from Hartford to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 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 March 23, 2026.
This eDestinos deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/208:50 pm
BDL
- SJU
1 stop13h 04m
Frontier
Wed 4/2912:59 am
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 3/20![Frontier logo]()
$191
This eDestinos deal was found by Cheapflights users on 3/22. 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.
Fri 5/295:40 pm
BDL
- SJU
1 stop14h 24m
Frontier
Tue 6/94:05 pm
SJU
- BDL
1 stop19h 33m
Frontier
Deal found 3/22![Frontier logo]()
$192
This Cheapflightsfares deal was found by Cheapflights users on 3/22. 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.
Sun 5/38:42 pm
BDL
- SJU
1 stop29h 19m
Frontier
Sat 5/96:00 am
SJU
- BDL
1 stop13h 05m
Frontier
Deal found 3/22![Frontier logo]()
$193
This Priceline deal was found by Cheapflights users on 3/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/58:04 pm
BDL
- SJU
1 stop28h 57m
Frontier
Thu 4/96:00 am
SJU
- BDL
1 stop13h 09m
Frontier
Deal found 3/20![Frontier logo]()
$196
This Cheapflightsfares deal was found by Cheapflights users on 3/23. 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.
Tue 3/3111:10 am
BDL
- SJU
Nonstop3h 51m
Frontier
Mon 4/69:10 pm
SJU
- BDL
1 stop20h 29m
Frontier
Deal found 3/23![Frontier logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 3/20. 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.
Mon 4/208:50 pm
BDL
- SJU
1 stop13h 04m
Frontier
Wed 4/293:19 pm
SJU
- BDL
1 stop21h 24m
Frontier
Deal found 3/20![Frontier logo]()
$201
This Kiwi.com deal was found by Cheapflights users on 3/22. 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.
Thu 4/92:55 pm
BDL
- SJU
1 stop9h 57m
Frontier
Mon 4/1312:28 pm
SJU
- BDL
1 stop8h 40m
Frontier
Deal found 3/22![Frontier logo]()
$202
This Trip.com deal was found by Cheapflights users on 3/22. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/258:42 pm
BDL
- SJU
1 stop13h 06m
Frontier
Thu 4/303:21 am
SJU
- BDL
1 stop16h 36m
Frontier
Deal found 3/22![Frontier logo]()
$204
This Frontier deal was found by Cheapflights users on 3/19. 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.
Thu 4/92:55 pm
BDL
- SJU
1 stop9h 57m
Frontier
Fri 4/106:00 am
SJU
- BDL
1 stop13h 09m
Frontier
Deal found 3/19![Frontier logo]()
$207
This Cheapflightsfares deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/25:42 pm
BDL
- SJU
1 stop8h 19m
Frontier
Mon 5/412:59 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 3/20![Frontier logo]()
$210
This Frontier deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/286:00 am
BDL
- PUJ
1 stop6h 32m
Frontier
Sat 5/29:13 pm
PUJ
- BDL
1 stop7h 52m
Frontier
Deal found 3/20![Frontier logo]()
$251
This Expedia deal was found by Cheapflights users on 3/23. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/46:00 am
BDL
- PUJ
1 stop14h 08m
Frontier
Fri 5/154:37 pm
PUJ
- BDL
1 stop12h 33m
Frontier
Deal found 3/23![Frontier logo]()
$255
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 March 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 March 23, 2026.
This Delta deal was found by Cheapflights users on 3/22. 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 5/56:00 am
BDL
- STT
1 stop8h 48m
Delta
Thu 5/141:16 pm
STT
- BDL
1 stop11h 17m
Delta
Deal found 3/22![Delta logo]()
$260
This American Airlines deal was found by Cheapflights users on 3/18. 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.
Mon 5/45:25 pm
BDL
- SXM
2 stops18h 12m
American Airlines
Sat 5/92:21 pm
SXM
- BDL
2 stops18h 49m
American Airlines
Deal found 3/18![American Airlines logo]()
$332
This United Airlines deal was found by Cheapflights users on 3/19. 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 4/276:00 am
BDL
- GCM
1 stop7h 45m
United Airlines
Fri 5/11:35 pm
GCM
- BDL
2 stops23h 43m
United Airlines
Deal found 3/19![United Airlines logo]()
$348
This JetBlue deal was found by Cheapflights users on 3/21. 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.
Tue 5/56:45 am
BDL
- SJU
1 stop6h 44m
JetBlue
Tue 5/125:01 am
SJU
- BDL
Nonstop3h 57m
JetBlue
Deal found 3/21![JetBlue logo]()
$358
This FlightHub deal was found by Cheapflights users on 3/22. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/108:04 pm
BDL
- SDQ
1 stop17h 52m
Frontier
Mon 4/131:36 pm
SDQ
- BDL
1 stop15h 29m
Frontier
Deal found 3/22![Frontier logo]()
$372
This Southwest deal was found by Cheapflights users on 3/21. 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.
Thu 7/302:50 pm
BDL
- SJU
1 stop9h 25m
Southwest
Fri 8/145:30 am
SJU
- BDL
1 stop12h 10m
Southwest
Deal found 3/21![Southwest logo]()
$380
This Breeze Airways deal was found by Cheapflights users on 3/18. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/287:15 am
BDL
- PUJ
1 stop27h 05m
Breeze Airways
Sun 8/28:11 pm
PUJ
- BDL
1 stop21h 44m
Breeze Airways
Deal found 3/18![Breeze Airways logo]()
$489
This Delta deal was found by Cheapflights users on 3/22. 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.
Wed 5/66:00 am
BDL
- STT
1 stop7h 51m
Delta
Wed 5/131:16 pm
STT
- BDL
1 stop11h 17m
Delta
Deal found 3/22![Delta logo]()
$260
This Delta deal was found by Cheapflights users on 3/22. 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.
Sun 5/106:00 am
BDL
- STT
1 stop7h 51m
Delta
Thu 5/141:16 pm
STT
- BDL
1 stop11h 17m
Delta
Deal found 3/22![Delta logo]()
$260
This American Airlines deal was found by Cheapflights users on 3/21. 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.
Thu 6/185:24 pm
BDL
- SXM
2 stops19h 58m
American Airlines
Tue 6/234:43 pm
SXM
- BDL
2 stops17h 41m
American Airlines
Deal found 3/21![American Airlines logo]()
$332
This United Airlines deal was found by Cheapflights users on 3/22. 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.
Tue 4/216:00 am
BDL
- GCM
1 stop7h 45m
United Airlines
Tue 4/281:35 pm
GCM
- BDL
2 stops19h 28m
United Airlines
Deal found 3/22![United Airlines logo]()
$348
This JetBlue deal was found by Cheapflights users on 3/18. 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 4/266:00 am
BDL
- SXM
1 stop6h 35m
JetBlue
Thu 4/301:39 pm
SXM
- BDL
1 stop10h 05m
JetBlue
Deal found 3/18![JetBlue logo]()
$365
This American Airlines deal was found by Cheapflights users on 3/19. 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 8/315:20 pm
BDL
- GCM
2 stops18h 50m
American Airlines
Sat 9/52:10 pm
GCM
- BDL
2 stops17h 50m
American Airlines
Deal found 3/19![American Airlines logo]()
$348
This United Airlines deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1610:33 am
BDL
- GCM
1 stop5h 32m
United Airlines
Sat 5/234:45 pm
GCM
- BDL
2 stops16h 11m
United Airlines
Deal found 3/18![United Airlines logo]()
$348
This Southwest deal was found by Cheapflights users on 3/18. 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 4/1512:50 pm
BDL
- SJU
1 stop9h 50m
Southwest
Wed 4/225:35 am
SJU
- BDL
2 stops9h 50m
Southwest
Deal found 3/18![Southwest logo]()
$383
This Delta deal was found by Cheapflights users on 3/22. 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 5/58:00 am
BDL
- STT
1 stop6h 48m
Delta
Tue 5/123:01 pm
STT
- BDL
1 stop9h 32m
Delta
Deal found 3/22![Delta logo]()
$326
This JetBlue deal was found by Cheapflights users on 3/18. 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.
Sat 5/26:45 am
BDL
- GCM
1 stop7h 10m
JetBlue
Sat 5/92:20 pm
GCM
- BDL
1 stop8h 34m
JetBlue
Deal found 3/18![JetBlue logo]()
$381
This United Airlines deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/116:05 am
BDL
- MBJ
1 stop10h 05m
United Airlines
Sat 7/254:12 pm
MBJ
- BDL
1 stop6h 47m
United Airlines
Deal found 3/21![United Airlines logo]()
$352
This American Airlines deal was found by Cheapflights users on 3/21. 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 8/227:30 pm
BDL
- STT
2 stops17h 22m
American Airlines
Sat 8/293:49 pm
STT
- BDL
1 stop7h 13m
American Airlines
Deal found 3/21![American Airlines logo]()
$354
This Southwest deal was found by Cheapflights users on 3/22. 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 7/411:30 am
BDL
- SJU
1 stop8h 05m
Southwest
Thu 7/96:30 am
SJU
- BDL
2 stops10h 00m
Southwest
Deal found 3/22![Southwest logo]()
$410
This Delta deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/67:00 am
BDL
- GCM
1 stop6h 00m
Delta
Tue 5/121:19 pm
GCM
- BDL
1 stop10h 14m
Delta
Deal found 3/18![Delta logo]()
$343
This JetBlue deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/56:45 am
BDL
- NAS
1 stop5h 42m
JetBlue
Thu 5/79:30 am
NAS
- BDL
1 stop10h 23m
JetBlue
Deal found 3/18![JetBlue logo]()
$400
This United Airlines deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/76:05 am
BDL
- MBJ
1 stop10h 05m
United Airlines
Sun 5/104:12 pm
MBJ
- BDL
1 stop6h 32m
United Airlines
Deal found 3/18![United Airlines logo]()
$372
This Southwest deal was found by Cheapflights users on 3/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/192:50 pm
BDL
- SJU
1 stop9h 25m
Southwest
Thu 6/255:15 pm
SJU
- BDL
1 stop7h 00m
Southwest
Deal found 3/23![Southwest logo]()
$410
This Delta deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/57:00 am
BDL
- GCM
1 stop6h 00m
Delta
Wed 5/131:19 pm
GCM
- BDL
1 stop10h 14m
Delta
Deal found 3/18![Delta logo]()
$343
This American Airlines deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:00 am
BDL
- AUA
1 stop9h 50m
American Airlines
Sat 5/95:16 pm
AUA
- BDL
1 stop16h 56m
American Airlines
Deal found 3/18![American Airlines logo]()
$379
This Breeze Airways deal was found by Cheapflights users on 3/19. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/77:15 am
BDL
- PUJ
1 stop27h 05m
Breeze Airways
Wed 7/1511:20 am
PUJ
- BDL
1 stop7h 32m
Breeze Airways
Deal found 3/19![Breeze Airways logo]()
$523
This JetBlue deal was found by Cheapflights users on 3/22. 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.
Wed 5/66:00 am
BDL
- NAS
1 stop6h 51m
JetBlue
Wed 5/131:56 pm
NAS
- BDL
1 stop9h 53m
JetBlue
Deal found 3/22![JetBlue logo]()
$400
This Delta deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/277:00 am
BDL
- GCM
1 stop6h 00m
Delta
Fri 5/11:25 pm
GCM
- BDL
1 stop9h 34m
Delta
Deal found 3/19![Delta logo]()
$343
This United Airlines deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/137:44 pm
BDL
- AUA
2 stops18h 16m
United Airlines
Mon 4/204:30 pm
AUA
- BDL
1 stop17h 07m
United Airlines
Deal found 3/21![United Airlines logo]()
$379
Last-minute flights from Hartford to CaribbeanDiscover last-minute flight deals from Hartford to Caribbean. Data last updated March 23, 2026 and is based on user searches.
Discover last-minute flight deals from Hartford to Caribbean. Data last updated March 23, 2026 and is based on user searches.
This Priceline deal was found by Cheapflights users on 3/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/58:04 pm
BDL
- SJU
1 stop28h 57m
Frontier
Thu 4/96:00 am
SJU
- BDL
1 stop13h 09m
Frontier
Deal found 3/20![Frontier logo]()
$196
This Kiwi.com deal was found by Cheapflights users on 3/22. 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.
Thu 4/92:55 pm
BDL
- SJU
1 stop9h 57m
Frontier
Mon 4/1312:28 pm
SJU
- BDL
1 stop8h 40m
Frontier
Deal found 3/22![Frontier logo]()
$202
This Frontier deal was found by Cheapflights users on 3/19. 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.
Thu 4/92:55 pm
BDL
- SJU
1 stop9h 57m
Frontier
Fri 4/106:00 am
SJU
- BDL
1 stop13h 09m
Frontier
Deal found 3/19![Frontier logo]()
$207
This American Airlines deal was found by Cheapflights users on 3/19. 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 4/156:00 am
BDL
- STT
1 stop6h 35m
American Airlines
Wed 4/225:05 pm
STT
- BDL
2 stops17h 07m
American Airlines
Deal found 3/19![American Airlines logo]()
$285
This eDestinos deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/208:50 pm
BDL
- SJU
1 stop13h 04m
Frontier
Wed 4/2912:59 am
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 3/20![Frontier logo]()
$191
This Cheapflightsfares deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/208:50 pm
BDL
- SJU
1 stop13h 04m
Frontier
Fri 5/110:28 am
SJU
- BDL
1 stop9h 29m
Frontier
Deal found 3/20![Frontier logo]()
$193
This Kiwi.com deal was found by Cheapflights users on 3/20. 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.
Mon 4/208:50 pm
BDL
- SJU
1 stop13h 04m
Frontier
Wed 4/293:19 pm
SJU
- BDL
1 stop21h 24m
Frontier
Deal found 3/20![Frontier logo]()
$201
This Frontier deal was found by Cheapflights users on 3/20. 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.
Thu 4/231:33 pm
BDL
- SJU
1 stop12h 28m
Frontier
Wed 4/293:21 am
SJU
- BDL
1 stop9h 22m
Frontier
Deal found 3/20![Frontier logo]()
$212
This Trip.com deal was found by Cheapflights users on 3/22. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/258:42 pm
BDL
- SJU
1 stop13h 06m
Frontier
Thu 4/303:21 am
SJU
- BDL
1 stop16h 36m
Frontier
Deal found 3/22![Frontier logo]()
$204
This Orbitz deal was found by Cheapflights users on 3/20. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/258:42 pm
BDL
- SJU
1 stop13h 06m
Frontier
Tue 4/2812:59 am
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 3/20![Frontier logo]()
$211
This American Airlines deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/278:42 pm
BDL
- STT
2 stops14h 53m
American Airlines
Wed 5/65:05 pm
STT
- BDL
2 stops15h 06m
American Airlines
Deal found 3/20![American Airlines logo]()
$280
This Frontier deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/286:00 am
BDL
- PUJ
1 stop6h 32m
Frontier
Sat 5/29:13 pm
PUJ
- BDL
1 stop7h 52m
Frontier
Deal found 3/20![Frontier logo]()
$251
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 March 23, 2026.
Search for one-way flight options from Hartford to Caribbean. Find affordable one-way fares based on user searches. Data last updated March 23, 2026.
This eDestinos deal was found by Cheapflights users on 3/22. 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.
Fri 4/108:04 pm
BDL
- SJU
1 stop25h 29m
Frontier
Deal found 3/22![Frontier logo]()
$94
This eDestinos deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/129:21 pm
BDL
- SJU
1 stop16h 05m
Frontier
Deal found 3/19![Frontier logo]()
$96
This Super.com deal was found by Cheapflights users on 3/23. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/92:55 pm
BDL
- SJU
1 stop9h 57m
Frontier
Deal found 3/23![Frontier logo]()
$97
This Expedia deal was found by Cheapflights users on 3/20. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/85:44 pm
BDL
- SJU
1 stop28h 59m
Frontier
Deal found 3/20![Frontier logo]()
$104
This Super.com deal was found by Cheapflights users on 3/20. 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.
Wed 4/811:56 am
BDL
- SJU
1 stop12h 06m
Frontier
Deal found 3/20![Frontier logo]()
$105
This Frontier deal was found by Cheapflights users on 3/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/185:44 pm
BDL
- SJU
1 stop8h 24m
Frontier
Deal found 3/18![Frontier logo]()
$106
This eDestinos deal was found by Cheapflights users on 3/22. 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.
Sun 4/266:00 am
BDL
- SJU
Nonstop3h 53m
Frontier
Deal found 3/22![Frontier logo]()
$112
This Expedia deal was found by Cheapflights users on 3/23. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/226:00 am
BDL
- SXM
1 stop8h 10m
JetBlue
Deal found 3/23![JetBlue logo]()
$119
This American Airlines deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/226:00 am
BDL
- SXM
2 stops9h 22m
American Airlines
Deal found 3/20![American Airlines logo]()
$124
This American Airlines deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/37:31 pm
BDL
- SXM
2 stops18h 18m
American Airlines
Deal found 3/20![American Airlines logo]()
$125
This United Airlines deal was found by Cheapflights users on 3/22. 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.
Tue 5/56:05 am
BDL
- STT
1 stop6h 15m
United Airlines
Deal found 3/22![United Airlines logo]()
$128
This Priceline deal was found by Cheapflights users on 3/22. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/15:18 pm
BDL
- PUJ
1 stop20h 36m
Frontier
Deal found 3/22![Frontier logo]()
$131
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 March 23, 2026.
Round-trip from | $191 (eDestinos) |
|---|---|
One-way from | $94 (eDestinos) |
Popular in | December |
Cheapest in | January |
Average price | $325 |
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 March 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
Tue 5/5
6:00 am-2:48 pm
1 stop8h 48m
Saint Thomas Island Cyril E King
Thu 5/14
1:16 pm-12:33 am
1 stop11h 17m
$260
HartfordSaint Thomas Island
BDL - STT
BDLSTT
Hartford Bradley Intl
Wed 5/6
6:00 am-1:51 pm
1 stop7h 51m
Saint Thomas Island Cyril E King
Wed 5/13
1:16 pm-12:33 am
1 stop11h 17m
$260
HartfordSaint Thomas Island
BDL - STT
BDLSTT
Hartford Bradley Intl
Sun 5/10
6:00 am-1:51 pm
1 stop7h 51m
Saint Thomas Island Cyril E King
Thu 5/14
1:16 pm-12:33 am
1 stop11h 17m
$260
HartfordSaint Thomas Island
BDL - STT
BDLSTT
Hartford Bradley Intl
Tue 5/5
8:00 am-2:48 pm
1 stop6h 48m
Saint Thomas Island Cyril E King
Tue 5/12
3:01 pm-12:33 am
1 stop9h 32m
$326
HartfordSimpson Bay
BDL - SXM
BDLSXM
Hartford Bradley Intl
Mon 5/4
5:25 pm-11:37 am
2 stops18h 12m
Simpson Bay Princess Juliana
Sat 5/9
2:21 pm-9:10 am
2 stops18h 49m
$332
HartfordSimpson Bay
BDL - SXM
BDLSXM
Hartford Bradley Intl
Thu 6/18
5:24 pm-1:22 pm
2 stops19h 58m
Simpson Bay Princess Juliana
Tue 6/23
4:43 pm-10:24 am
2 stops17h 41m
$332
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Wed 5/6
7:00 am-12:00 pm
1 stop6h 00m
George Town Owen Roberts Intl
Tue 5/12
1:19 pm-12:33 am
1 stop10h 14m
$343
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Tue 5/5
7:00 am-12:00 pm
1 stop6h 00m
George Town Owen Roberts Intl
Wed 5/13
1:19 pm-12:33 am
1 stop10h 14m
$343
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Mon 4/27
7:00 am-12:00 pm
1 stop6h 00m
George Town Owen Roberts Intl
Fri 5/1
1:25 pm-11:59 pm
1 stop9h 34m
$343
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Mon 4/27
6:00 am-12:45 pm
1 stop7h 45m
George Town Owen Roberts Intl
Fri 5/1
1:35 pm-2:18 pm
2 stops23h 43m
$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-STT
BDL-SXM
BDL-GCM
BDL-SJU
BDL-SDQ
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Hartford to Caribbean
BDL-0CB
BDL-STT
BDL-SXM
BDL-GCM
BDL-SJU
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 $109). Flying from Hartford to Caribbean in May is currently the most expensive (average of $198). 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 March 23, 2026.
A simple way to save on the total cost of your ticket is to fly from Hartford to Caribbean in the afternoon. If you’re flexible enough to do this you can expect to save up to 16% on your trip compared to booking a flight at noon.
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 March 14, 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 at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from Hartford to Caribbean
Explore weekly flight availability from Hartford to Caribbean. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated March 23, 2026.
The most flights from BDL to 0CB are scheduled on a Saturday (3 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (1 on average).
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated March 23, 2026.
Read through reviews of airlines operating flights from Hartford to Caribbean, such as Delta,United Airlines, andJetBlue. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.9
Comfort
7.9
Boarding
8.1
Crew
8.5
Food
7.2
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Overall
7.9
Comfort
7.9
Boarding
8.1
Crew
8.5
Food
7.2
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Overall
7.9
Comfort
7.9
Boarding
8.1
Crew
8.5
Food
7.2
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Overall
7.9
Comfort
7.9
Boarding
8.1
Crew
8.5
Food
7.2
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Overall
7.9
Comfort
7.9
Boarding
8.1
Crew
8.5
Food
7.2
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Overall
7.9
Comfort
7.9
Boarding
8.1
Crew
8.5
Food
7.2
Entertainment
7.8
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Related info for your journey
Find useful and relevant information for your journey from Hartford to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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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 March 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 8 airlines flying from Hartford to Caribbean
Discover the top 8 airlines that operate flights from Hartford to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$100 | Average$330 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$101 | Average$342 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$110 | Average$494 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$112 | Average$323 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$150 | Average$464 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$212 | Average$521 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$262 | Average$606 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$263 | Average$544 | FlexibilityNo cancel fee | On-time71% |