$121+ 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 8/10. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Aug 29 — Sep 51
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Hartford to Caribbean with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Hartford to Caribbean
Cheapest
Best
Last-minute
One-way
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 30, 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 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 9/99:25 pm
BDL
- SJU
Nonstop3h 45m
Multiple Airlines
Wed 9/164:39 pm
SJU
- BDL
2 stops30h 57m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$241
This Cheapflightsfares deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 8/258:57 pm
SJU
- BDL
1 stop14h 35m
Frontier
Deal found 7/30![Frontier logo]()
$242
This Super.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/221:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 8/268:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/30![Frontier logo]()
$243
This Priceline deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 10/91:38 pm
BDL
- SJU
Nonstop4h 00m
Multiple Airlines
Sat 10/1712:55 pm
SJU
- BDL
1 stop9h 51m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$244
This Priceline deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 9/119:25 pm
BDL
- SJU
Nonstop3h 45m
Multiple Airlines
Sun 9/208:30 am
SJU
- BDL
Nonstop3h 57m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$245
This Frontier deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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
Mon 8/318:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/30![Frontier logo]()
$246
This Kiwi.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 9/189:25 pm
BDL
- SJU
Nonstop3h 45m
Multiple Airlines
Tue 9/228:45 am
SJU
- BDL
2 stops26h 11m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$247
This FlightHub deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 10/91:38 pm
BDL
- SJU
Nonstop4h 00m
Multiple Airlines
Tue 10/1312:55 pm
SJU
- BDL
1 stop9h 51m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$248
This Expedia deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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.
Thu 10/157:31 pm
BDL
- SJU
Nonstop3h 57m
Multiple Airlines
Mon 10/198:30 am
SJU
- BDL
Nonstop4h 13m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$249
This Kiwi.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 8/211:42 pm
BDL
- SJU
Nonstop4h 04m
Multiple Airlines
Wed 8/265:37 pm
SJU
- BDL
2 stops29h 34m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$250
This Frontier deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/309:25 pm
BDL
- SJU
Nonstop3h 45m
Frontier
Wed 10/148:30 am
SJU
- BDL
Nonstop4h 13m
Frontier
Deal found 7/29![Frontier logo]()
$251
This Frontier deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/301:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 9/23:10 am
SJU
- BDL
1 stop8h 22m
Frontier
Deal found 7/29![Frontier logo]()
$252
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 30, 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 30, 2026.
This United Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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
Fri 8/284:55 pm
SJU
- BDL
1 stop7h 04m
United Airlines
Deal found 7/29![United Airlines logo]()
$264
This Southwest deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/293:30 pm
BDL
- SJU
1 stop6h 25m
Southwest
Wed 9/22:25 pm
SJU
- BDL
1 stop6h 45m
Southwest
Deal found 7/29![Southwest logo]()
$264
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.
Thu 9/311:44 am
BDL
- SJU
Nonstop3h 52m
JetBlue
Thu 9/108:30 am
SJU
- BDL
Nonstop3h 57m
JetBlue
Deal found 7/26![JetBlue logo]()
$295
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/46:45 am
BDL
- GCM
1 stop5h 42m
American Airlines
Thu 9/1012:36 pm
GCM
- BDL
1 stop9h 57m
American Airlines
Deal found 7/26![American Airlines logo]()
$357
This Delta deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 1/236:00 am
BDL
- NAS
1 stop10h 45m
Delta
Sat 1/306:10 pm
NAS
- BDL
1 stop5h 35m
Delta
Deal found 7/27![Delta logo]()
$418
This United Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 9/26:00 am
BDL
- SJU
2 stops14h 38m
United Airlines
Tue 9/81:00 am
SJU
- BDL
2 stops8h 37m
United Airlines
Deal found 7/29![United Airlines logo]()
$264
This United Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 9/86:00 am
BDL
- SJU
1 stop8h 44m
United Airlines
Tue 9/291:00 am
SJU
- BDL
2 stops13h 29m
United Airlines
Deal found 7/28![United Airlines logo]()
$264
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:50 am
BDL
- SJU
1 stop13h 40m
Southwest
Sun 10/255:30 am
SJU
- BDL
1 stop6h 25m
Southwest
Deal found 7/26![Southwest logo]()
$343
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 8/2712:00 pm
GCM
- BDL
1 stop10h 47m
American Airlines
Deal found 7/30![American Airlines logo]()
$357
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/228:15 am
BDL
- SJU
1 stop12h 23m
United Airlines
Fri 8/281:00 am
SJU
- BDL
2 stops13h 29m
United Airlines
Deal found 7/26![United Airlines logo]()
$296
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.
Sat 8/225:07 pm
BDL
- BQN
1 stop7h 26m
JetBlue
Thu 8/278:39 am
BQN
- BDL
1 stop10h 28m
JetBlue
Deal found 7/26![JetBlue logo]()
$374
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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
Tue 8/2512:30 pm
GCM
- BDL
1 stop10h 01m
American Airlines
Deal found 7/30![American Airlines logo]()
$357
This United Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 9/910:33 am
BDL
- SJU
2 stops13h 17m
United Airlines
Sat 9/121:00 am
SJU
- BDL
2 stops8h 37m
United Airlines
Deal found 7/27![United Airlines logo]()
$296
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 11/127:35 pm
BDL
- GCM
1 stop15h 48m
American Airlines
Mon 11/168:15 am
GCM
- BDL
2 stops12h 10m
American Airlines
Deal found 7/27![American Airlines logo]()
$362
This United Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 9/116:00 am
BDL
- SJU
2 stops14h 38m
United Airlines
Mon 9/144:55 pm
SJU
- BDL
1 stop7h 04m
United Airlines
Deal found 7/27![United Airlines logo]()
$308
This JetBlue deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 9/107:00 am
BDL
- NAS
1 stop9h 00m
JetBlue
Thu 9/173:54 pm
NAS
- BDL
1 stop7h 20m
JetBlue
Deal found 7/27![JetBlue logo]()
$420
This Delta 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 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
Thu 9/249:10 am
KIN
- BDL
1 stop13h 49m
Delta
Deal found 7/26![Delta logo]()
$466
This Breeze Airways deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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.
Wed 12/237:10 am
BDL
- STT
1 stop9h 29m
Breeze Airways
Wed 12/306:39 pm
STT
- BDL
1 stop19h 15m
Breeze Airways
Deal found 7/28![Breeze Airways logo]()
$942
This American Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/186:04 am
BDL
- GCM
1 stop5h 51m
American Airlines
Sat 10/248:00 am
GCM
- BDL
2 stops14h 33m
American Airlines
Deal found 7/28![American Airlines logo]()
$362
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 10/17:15 am
BDL
- KIN
1 stop13h 55m
Delta
Thu 10/299:15 am
KIN
- BDL
1 stop7h 49m
Delta
Deal found 7/28![Delta logo]()
$466
This United Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 11/139:38 am
BDL
- SJU
1 stop10h 22m
United Airlines
Wed 11/182:05 am
SJU
- BDL
2 stops13h 10m
United Airlines
Deal found 7/28![United Airlines logo]()
$324
This American Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/275:41 pm
BDL
- GCM
2 stops18h 19m
American Airlines
Mon 8/3112:30 pm
GCM
- BDL
2 stops10h 21m
American Airlines
Deal found 7/29![American Airlines logo]()
$362
This JetBlue deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 9/107:00 am
BDL
- STI
1 stop6h 27m
JetBlue
Thu 9/173:30 pm
STI
- BDL
1 stop7h 44m
JetBlue
Deal found 7/30![JetBlue logo]()
$444
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 9/107:15 am
BDL
- KIN
1 stop13h 55m
Delta
Tue 9/229:10 am
KIN
- BDL
1 stop10h 58m
Delta
Deal found 7/28![Delta logo]()
$466
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.
Sun 9/277:00 am
BDL
- STI
1 stop6h 27m
JetBlue
Thu 10/13:30 pm
STI
- BDL
1 stop7h 44m
JetBlue
Deal found 7/26![JetBlue logo]()
$446
This United Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 11/176:00 am
BDL
- SJU
2 stops14h 24m
United Airlines
Mon 11/235:50 pm
SJU
- BDL
1 stop7h 09m
United Airlines
Deal found 7/29![United Airlines logo]()
$341
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/177:15 am
BDL
- KIN
1 stop13h 55m
Delta
Tue 9/229:10 am
KIN
- BDL
1 stop10h 58m
Delta
Deal found 7/26![Delta logo]()
$466
This Southwest deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 10/11:45 pm
BDL
- STT
2 stops24h 15m
Southwest
Mon 10/52:50 pm
STT
- BDL
2 stops20h 05m
Southwest
Deal found 7/29![Southwest logo]()
$566
This United Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 9/26:00 am
BDL
- SJU
1 stop6h 54m
United Airlines
Fri 9/111:00 am
SJU
- BDL
2 stops13h 29m
United Airlines
Deal found 7/28![United Airlines logo]()
$354
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 30, 2026 and is based on user searches.
Discover last-minute flight deals from Hartford to Caribbean. Data last updated July 30, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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
Mon 8/318:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/30![Frontier logo]()
$246
This Cheapflightsfares deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/191:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Fri 8/283:10 am
SJU
- BDL
1 stop8h 22m
Frontier
Deal found 7/29![Frontier logo]()
$253
This Cheapflightsfares deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 8/258:57 pm
SJU
- BDL
1 stop14h 35m
Frontier
Deal found 7/30![Frontier logo]()
$242
This Cheapflightsfares deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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
Thu 8/278:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/29![Frontier logo]()
$254
This Kiwi.com deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/201:42 pm
BDL
- SJU
Nonstop4h 04m
Multiple Airlines
Tue 8/256:35 am
SJU
- BDL
2 stops33h 55m
Multiple Airlines
Deal found 7/29![Multiple Airlines logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 8/211:42 pm
BDL
- SJU
Nonstop4h 04m
Multiple Airlines
Wed 8/265:37 pm
SJU
- BDL
2 stops29h 34m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$250
This Super.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/221:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 8/268:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/30![Frontier logo]()
$243
This Priceline deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 8/231:42 pm
BDL
- SJU
Nonstop4h 04m
Multiple Airlines
Sat 8/295:00 pm
SJU
- BDL
1 stop6h 58m
Multiple Airlines
Deal found 7/28![Multiple Airlines logo]()
$259
This Kiwi.com deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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
Sat 10/39:50 pm
SJU
- BDL
1 stop16h 28m
Frontier
Deal found 7/29![Frontier logo]()
$257
This JetBlue deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 8/277:59 pm
BDL
- SJU
Nonstop3h 53m
JetBlue
Wed 9/27:00 am
SJU
- BDL
Nonstop3h 54m
JetBlue
Deal found 7/28![JetBlue logo]()
$255
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.
Thu 8/271:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Mon 8/318:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/26![Frontier logo]()
$258
This Frontier deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/301:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 9/23:10 am
SJU
- BDL
1 stop8h 22m
Frontier
Deal found 7/29![Frontier logo]()
$252
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 30, 2026.
Search for one-way flight options from Hartford to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 30, 2026.
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 8/101:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 7/26![Frontier logo]()
$121
This Cheapflightsfares deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 10/231:38 pm
BDL
- SJU
Nonstop4h 00m
Frontier
Deal found 7/30![Frontier logo]()
$125
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 9/306:00 am
BDL
- SJU
1 stop7h 32m
American Airlines
Deal found 7/30![American Airlines logo]()
$126
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/269:50 am
BDL
- GCM
2 stops10h 08m
American Airlines
Deal found 7/26![American Airlines logo]()
$126
This Southwest deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 8/225:50 am
BDL
- SJU
1 stop7h 20m
Southwest
Deal found 7/27![Southwest logo]()
$127
This Super.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 10/79:25 pm
BDL
- SJU
Nonstop3h 45m
Frontier
Deal found 7/30![Frontier logo]()
$131
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/268:00 am
BDL
- GCM
1 stop8h 30m
United Airlines
Deal found 7/26![United Airlines logo]()
$131
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/306:01 am
BDL
- SJU
1 stop10h 56m
American Airlines
Deal found 7/30![American Airlines logo]()
$132
This Frontier deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/151:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 7/29![Frontier logo]()
$134
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 8/2811:04 am
BDL
- SJU
2 stops10h 51m
American Airlines
Deal found 7/30![American Airlines logo]()
$135
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/45:00 am
BDL
- GCM
2 stops12h 10m
American Airlines
Deal found 7/26![American Airlines logo]()
$153
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 8/296:10 am
BDL
- STT
1 stop7h 30m
American Airlines
Deal found 7/30![American Airlines logo]()
$153
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 30, 2026.
Round-trip from | $241 (Kiwi.com) |
|---|---|
One-way from | $121 (Cheapflightsfares) |
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 30, 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
Sun 8/23
6:00 am-12:54 pm
1 stop6h 54m
San Juan Luis Munoz Marin Intl
Fri 8/28
4:55 pm-11:59 pm
1 stop7h 04m
$264
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Sat 8/29
3:30 pm-9:55 pm
1 stop6h 25m
San Juan Luis Munoz Marin Intl
Wed 9/2
2:25 pm-9:10 pm
1 stop6h 45m
$264
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Wed 9/2
6:00 am-8:38 pm
2 stops14h 38m
San Juan Luis Munoz Marin Intl
Tue 9/8
1:00 am-9:37 am
2 stops8h 37m
$264
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Tue 9/8
6:00 am-2:44 pm
1 stop8h 44m
San Juan Luis Munoz Marin Intl
Tue 9/29
1:00 am-2:29 pm
2 stops13h 29m
$264
Quickest round-trip
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Thu 9/3
11:44 am-3:36 pm
Nonstop3h 52m
San Juan Luis Munoz Marin Intl
Thu 9/10
8:30 am-12:27 pm
Nonstop3h 57m
$295
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Sat 8/22
8:15 am-8:38 pm
1 stop12h 23m
San Juan Luis Munoz Marin Intl
Fri 8/28
1:00 am-2:29 pm
2 stops13h 29m
$296
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Wed 9/9
10:33 am-11:50 pm
2 stops13h 17m
San Juan Luis Munoz Marin Intl
Sat 9/12
1:00 am-9:37 am
2 stops8h 37m
$296
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Fri 9/11
6:00 am-8:38 pm
2 stops14h 38m
San Juan Luis Munoz Marin Intl
Mon 9/14
4:55 pm-11:59 pm
1 stop7h 04m
$308
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Fri 11/13
9:38 am-9:00 pm
1 stop10h 22m
San Juan Luis Munoz Marin Intl
Wed 11/18
2:05 am-2:15 pm
2 stops13h 10m
$324
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Tue 11/17
6:00 am-9:24 pm
2 stops14h 24m
San Juan Luis Munoz Marin Intl
Mon 11/23
5:50 pm-11:59 pm
1 stop7h 09m
$341
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-BQN
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 30, 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 30, 2026.
The most flights from BDL to 0CB are scheduled on a Monday (3 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 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 25, 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 30, 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.
Crew
8.5
Comfort
7.8
Overall
7.8
Boarding
8.1
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Comfort
7.8
Overall
7.8
Boarding
8.1
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Comfort
7.8
Overall
7.8
Boarding
8.1
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Comfort
7.8
Overall
7.8
Boarding
8.1
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Comfort
7.8
Overall
7.8
Boarding
8.1
Entertainment
7.8
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Comfort
7.8
Overall
7.8
Boarding
8.1
Entertainment
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.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top countries
Top destinations
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 30, 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 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$101 | Average$360 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$112 | Average$345 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$128 | Average$462 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$232 | Average$511 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$262 | Average$633 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$262 | Average$477 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$263 | Average$581 | FlexibilityNo cancel fee | On-time71% |