$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 11/9. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Sep 21 — Sep 281
Round-trip
1 adult, Economy
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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
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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
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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 August 22, 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 August 22, 2026.
This Frontier deal was found by Cheapflights users on 8/20. 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 9/81:42 pm -
Nonstop4h 04m
Mon 9/144:28 pm -
Nonstop4h 02m
Deal found 8/20![Frontier logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 10/199:37 pm -
Nonstop4h 00m
Mon 10/264:28 pm -
Nonstop4h 14m
Deal found 8/20![Frontier logo]()
$209
This Kiwi.com deal was found by Cheapflights users on 8/21. 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.
Fri 10/308:50 pm -
Nonstop4h 03m
Mon 11/23:43 pm -
Nonstop4h 12m
Deal found 8/21![Frontier logo]()
$210
This Super.com deal was found by Cheapflights users on 8/21. 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 9/99:25 pm -
Nonstop3h 45m
Wed 9/234:28 pm -
Nonstop4h 02m
Deal found 8/21![Frontier logo]()
$211
This Frontier deal was found by Cheapflights users on 8/21. 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.
Wed 9/99:25 pm -
Nonstop3h 45m
Wed 9/164:28 pm -
Nonstop4h 02m
Deal found 8/21![Frontier logo]()
$213
This Super.com deal was found by Cheapflights users on 8/20. 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 9/149:25 pm -
Nonstop3h 45m
Fri 9/184:28 pm -
Nonstop4h 02m
Deal found 8/20![Frontier logo]()
$215
This American Airlines deal was found by Cheapflights users on 8/21. 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 9/127:14 pm -
2 stops14h 10m
Wed 9/233:41 pm -
2 stops8h 15m
Deal found 8/21![American Airlines logo]()
$216
This Super.com deal was found by Cheapflights users on 8/20. 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 9/21:42 pm -
Nonstop4h 04m
Wed 9/164:28 pm -
Nonstop4h 02m
Deal found 8/20![Frontier logo]()
$217
This American Airlines deal was found by Cheapflights users on 8/20. 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.
Sat 10/177:15 pm -
2 stops19h 40m
Tue 10/203:46 pm -
2 stops18h 36m
Deal found 8/20![American Airlines logo]()
$218
This Cheapflightsfares deal was found by Cheapflights users on 8/18. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/71:42 pm -
Nonstop4h 04m
Mon 9/144:28 pm -
Nonstop4h 02m
Deal found 8/18![Frontier logo]()
$219
This American Airlines deal was found by Cheapflights users on 8/19. 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 9/95:26 am -
2 stops15h 21m
Wed 9/163:41 pm -
1 stop7h 52m
Deal found 8/19![American Airlines logo]()
$221
This United Airlines deal was found by Cheapflights users on 8/21. 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.
Sat 9/266:00 am -
1 stop6h 34m
Sat 10/34:55 pm -
1 stop7h 04m
Deal found 8/21![United Airlines logo]()
$222
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 August 22, 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 August 22, 2026.
This United Airlines deal was found by Cheapflights users on 8/21. 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.
Sat 10/246:00 am -
1 stop8h 44m
Wed 10/287:05 am -
1 stop6h 57m
Deal found 8/21![United Airlines logo]()
$228
This JetBlue deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/122:06 pm -
Nonstop3h 58m
Sat 9/1911:15 am -
1 stop9h 39m
Deal found 8/21![JetBlue logo]()
$309
This American Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 2/165:07 am -
2 stops11h 23m
Tue 2/236:36 pm -
2 stops14h 33m
Deal found 8/17![American Airlines logo]()
$330
This Southwest deal was found by Cheapflights users on 8/21. 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 9/2412:35 pm -
1 stop10h 20m
Mon 9/285:30 am -
1 stop12h 10m
Deal found 8/21![Southwest logo]()
$358
This Delta deal was found by Cheapflights users on 8/21. 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.
Thu 12/315:48 am -
1 stop7h 02m
Thu 1/142:10 pm -
1 stop9h 27m
Deal found 8/21![Delta logo]()
$401
This United Airlines deal was found by Cheapflights users on 8/19. 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 11/189:37 am -
2 stops13h 59m
Mon 11/232:35 pm -
2 stops10h 24m
Deal found 8/19![United Airlines logo]()
$228
This United Airlines deal was found by Cheapflights users on 8/20. 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 11/116:00 am -
1 stop6h 15m
Mon 11/165:50 pm -
1 stop7h 09m
Deal found 8/20![United Airlines logo]()
$299
This American Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 10/177:15 pm -
2 stops19h 40m
Tue 10/203:46 pm -
1 stop8h 07m
Deal found 8/17![American Airlines logo]()
$330
This JetBlue deal was found by Cheapflights users on 8/19. 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.
Tue 9/811:49 am -
Nonstop3h 51m
Wed 9/162:32 pm -
1 stop8h 42m
Deal found 8/19![JetBlue logo]()
$339
This United Airlines deal was found by Cheapflights users on 8/20. 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 10/236:05 am -
2 stops14h 33m
Tue 10/277:25 am -
1 stop10h 53m
Deal found 8/20![United Airlines logo]()
$301
This American Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/263:33 pm -
1 stop22h 06m
Sun 10/42:34 pm -
1 stop9h 05m
Deal found 8/17![American Airlines logo]()
$339
This Southwest deal was found by Cheapflights users on 8/18. 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.
Fri 9/412:35 pm -
2 stops9h 40m
Fri 9/183:20 pm -
1 stop6h 55m
Deal found 8/18![Southwest logo]()
$396
This JetBlue deal was found by Cheapflights users on 8/21. 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 11/37:00 am -
1 stop7h 03m
Wed 11/48:00 am -
Nonstop4h 05m
Deal found 8/21![JetBlue logo]()
$364
This Southwest deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/26:00 am -
2 stops12h 10m
Tue 9/86:00 am -
1 stop8h 50m
Deal found 8/17![Southwest logo]()
$396
This American Airlines deal was found by Cheapflights users on 8/19. 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 11/76:15 am -
2 stops13h 43m
Sat 11/1412:55 pm -
2 stops11h 02m
Deal found 8/19![American Airlines logo]()
$362
This United Airlines deal was found by Cheapflights users on 8/21. 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.
Sun 11/86:00 am -
1 stop6h 56m
Tue 11/173:00 pm -
2 stops9h 59m
Deal found 8/21![United Airlines logo]()
$336
This Delta deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/226:00 am -
1 stop7h 53m
Thu 10/13:18 pm -
1 stop6h 58m
Deal found 8/21![Delta logo]()
$467
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Sun 1/245:23 am -
1 stop8h 08m
Wed 1/273:31 pm -
1 stop9h 20m
Deal found 8/19![American Airlines logo]()
$374
This JetBlue deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 10/207:15 am -
1 stop4h 57m
Wed 10/2112:18 pm -
1 stop11h 37m
Deal found 8/17![JetBlue logo]()
$412
This United Airlines deal was found by Cheapflights users on 8/21. 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.
Wed 9/210:33 am -
2 stops13h 17m
Sat 9/57:00 am -
2 stops16h 08m
Deal found 8/21![United Airlines logo]()
$357
This Delta deal was found by Cheapflights users on 8/18. 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.
Sat 9/192:05 pm -
1 stop7h 05m
Sat 9/269:10 am -
1 stop10h 58m
Deal found 8/18![Delta logo]()
$486
This American Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 1/304:52 pm -
2 stops19h 53m
Thu 2/185:33 pm -
2 stops19h 08m
Deal found 8/17![American Airlines logo]()
$379
This United Airlines deal was found by Cheapflights users on 8/18. 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 12/126:00 am -
1 stop10h 35m
Sat 12/195:30 pm -
1 stop6h 16m
Deal found 8/18![United Airlines logo]()
$357
This JetBlue deal was found by Cheapflights users on 8/21. 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.
Mon 9/217:00 am -
1 stop9h 00m
Sat 9/265:57 pm -
1 stop5h 17m
Deal found 8/21![JetBlue logo]()
$441
This Southwest deal was found by Cheapflights users on 8/19. 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.
Sun 9/135:45 am -
1 stop8h 20m
Sun 9/203:05 pm -
1 stop9h 25m
Deal found 8/19![Southwest logo]()
$523
This American Airlines deal was found by Cheapflights users on 8/21. 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 9/192:43 pm -
2 stops22h 40m
Sun 9/272:23 pm -
2 stops21h 46m
Deal found 8/21![American Airlines logo]()
$395
This United Airlines deal was found by Cheapflights users on 8/18. 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 10/298:00 am -
1 stop8h 30m
Tue 11/35:45 pm -
2 stops28h 02m
Deal found 8/18![United Airlines logo]()
$362
This JetBlue deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/37:00 am -
1 stop9h 00m
Thu 10/81:30 pm -
1 stop9h 16m
Deal found 8/21![JetBlue logo]()
$441
This Delta deal was found by Cheapflights users on 8/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/32:00 pm -
1 stop7h 10m
Sat 10/109:15 am -
1 stop11h 04m
Deal found 8/20![Delta logo]()
$573
This United Airlines deal was found by Cheapflights users on 8/20. 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.
Sun 11/17:54 pm -
2 stops20h 36m
Sun 11/85:45 pm -
2 stops16h 58m
Deal found 8/20![United Airlines logo]()
$362
Last-minute flights from Hartford to CaribbeanDiscover last-minute flight deals from Hartford to Caribbean. Data last updated August 22, 2026 and is based on user searches.
Discover last-minute flight deals from Hartford to Caribbean. Data last updated August 22, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 8/21. 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.
Fri 8/281:42 pm -
Nonstop4h 04m
Fri 9/114:28 pm -
Nonstop4h 02m
Deal found 8/21![Frontier logo]()
$224
This Super.com deal was found by Cheapflights users on 8/20. 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 9/21:42 pm -
Nonstop4h 04m
Wed 9/164:28 pm -
Nonstop4h 02m
Deal found 8/20![Frontier logo]()
$217
This Cheapflightsfares deal was found by Cheapflights users on 8/22. 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.
Mon 9/71:42 pm -
Nonstop4h 04m
Fri 9/114:28 pm -
Nonstop4h 02m
Deal found 8/22![Frontier logo]()
$215
This Cheapflightsfares deal was found by Cheapflights users on 8/18. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/71:42 pm -
Nonstop4h 04m
Mon 9/144:28 pm -
Nonstop4h 02m
Deal found 8/18![Frontier logo]()
$219
This Frontier deal was found by Cheapflights users on 8/20. 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 9/81:42 pm -
Nonstop4h 04m
Mon 9/144:28 pm -
Nonstop4h 02m
Deal found 8/20![Frontier logo]()
$208
This Super.com deal was found by Cheapflights users on 8/21. 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 9/99:25 pm -
Nonstop3h 45m
Wed 9/234:28 pm -
Nonstop4h 02m
Deal found 8/21![Frontier logo]()
$211
This Frontier deal was found by Cheapflights users on 8/21. 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.
Wed 9/99:25 pm -
Nonstop3h 45m
Wed 9/164:28 pm -
Nonstop4h 02m
Deal found 8/21![Frontier logo]()
$213
This American Airlines deal was found by Cheapflights users on 8/19. 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 9/95:26 am -
2 stops15h 21m
Wed 9/163:41 pm -
1 stop7h 52m
Deal found 8/19![American Airlines logo]()
$221
This Justfly.com deal was found by Cheapflights users on 8/19. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/119:25 pm -
1 stop15h 23m
Fri 9/181:59 pm -
1 stop6h 31m
Deal found 8/19![Frontier logo]()
$304
This United Airlines deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1211:45 am -
2 stops12h 05m
Tue 9/151:00 am -
2 stops13h 29m
Deal found 8/22![United Airlines logo]()
$216
This American Airlines deal was found by Cheapflights users on 8/19. 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 9/165:30 am -
2 stops10h 10m
Wed 9/232:22 pm -
2 stops9h 34m
Deal found 8/19![American Airlines logo]()
$225
This United Airlines deal was found by Cheapflights users on 8/21. 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.
Sat 9/266:00 am -
1 stop6h 34m
Sat 10/34:55 pm -
1 stop7h 04m
Deal found 8/21![United Airlines logo]()
$222
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 August 22, 2026.
Search for one-way flight options from Hartford to Caribbean. Find affordable one-way fares based on user searches. Data last updated August 22, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 8/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/97:50 pm -
Nonstop4h 03m
Deal found 8/19![Frontier logo]()
$110
This American Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:00 am -
1 stop7h 32m
Deal found 8/21![American Airlines logo]()
$111
This eDestinos deal was found by Cheapflights users on 8/21. 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 9/71:42 pm -
Nonstop4h 04m
Deal found 8/21![Frontier logo]()
$112
This American Airlines deal was found by Cheapflights users on 8/18. 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.
Wed 9/166:00 am -
2 stops14h 47m
Deal found 8/18![American Airlines logo]()
$113
This United Airlines deal was found by Cheapflights users on 8/19. 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.
Fri 10/309:37 am -
2 stops11h 45m
Deal found 8/19![United Airlines logo]()
$114
This Super.com deal was found by Cheapflights users on 8/20. 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 11/187:00 am -
1 stop8h 03m
Deal found 8/20![JetBlue logo]()
$115
This American Airlines deal was found by Cheapflights users on 8/19. 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 9/196:24 pm -
2 stops16h 36m
Deal found 8/19![American Airlines logo]()
$116
This American Airlines deal was found by Cheapflights users on 8/18. 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 10/36:24 pm -
2 stops15h 00m
Deal found 8/18![American Airlines logo]()
$117
This American Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 10/76:00 am -
1 stop9h 38m
Deal found 8/17![American Airlines logo]()
$119
This Cheapflightsfares deal was found by Cheapflights users on 8/18. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/51:42 pm -
Nonstop4h 04m
Deal found 8/18![Frontier logo]()
$121
This American Airlines deal was found by Cheapflights users on 8/18. 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.
Wed 10/288:03 am -
1 stop6h 58m
Deal found 8/18![American Airlines logo]()
$122
This eDestinos deal was found by Cheapflights users on 8/20. 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 8/311:42 pm -
Nonstop4h 04m
Deal found 8/20![Frontier logo]()
$123
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 August 22, 2026.
Round-trip from | $208 (Frontier) |
|---|---|
One-way from | $110 (Cheapflightsfares) |
Popular in | December |
Cheapest in | January |
Average price | $338 |
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 7,457,451 searches. Data last updated August 22, 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 Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl
BDLSJU
Hartford Bradley Intl
Sat 10/24
6:00 am-2:44 pm
1 stop8h 44m
San Juan Luis Munoz Marin Intl
Wed 10/28
7:05 am-2:02 pm
1 stop6h 57m
$228
HartfordSan Juan
BDL Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl
BDLSJU
Hartford Bradley Intl
Wed 11/18
9:37 am-12:36 am
2 stops13h 59m
San Juan Luis Munoz Marin Intl
Mon 11/23
2:35 pm-11:59 pm
2 stops10h 24m
$228
HartfordSan Juan
BDL Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl
BDLSJU
Hartford Bradley Intl
Wed 11/11
6:00 am-1:15 pm
1 stop6h 15m
San Juan Luis Munoz Marin Intl
Mon 11/16
5:50 pm-11:59 pm
1 stop7h 09m
$299
HartfordSan Juan
BDL Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl
BDLSJU
Hartford Bradley Intl
Fri 10/23
6:05 am-8:38 pm
2 stops14h 33m
San Juan Luis Munoz Marin Intl
Tue 10/27
7:25 am-6:18 pm
1 stop10h 53m
$301
HartfordSan Juan
BDL Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl
BDLSJU
Hartford Bradley Intl
Sat 9/12
2:06 pm-6:04 pm
Nonstop3h 58m
San Juan Luis Munoz Marin Intl
Sat 9/19
11:15 am-8:54 pm
1 stop9h 39m
$309
HartfordSaint Thomas Island
BDL Hartford Bradley Intl - STT Saint Thomas Island Cyril E King
BDLSTT
Hartford Bradley Intl
Tue 2/16
5:07 am-5:30 pm
2 stops11h 23m
Saint Thomas Island Cyril E King
Tue 2/23
6:36 pm-8:09 am
2 stops14h 33m
$330
HartfordSaint Thomas Island
BDL Hartford Bradley Intl - STT Saint Thomas Island Cyril E King
BDLSTT
Hartford Bradley Intl
Sat 10/17
7:15 pm-2:55 pm
2 stops19h 40m
Saint Thomas Island Cyril E King
Tue 10/20
3:46 pm-11:53 pm
1 stop8h 07m
$330
HartfordSaint Thomas Island
BDL Hartford Bradley Intl - STT Saint Thomas Island Cyril E King
BDLSTT
Hartford Bradley Intl
Sun 11/8
6:00 am-1:56 pm
1 stop6h 56m
Saint Thomas Island Cyril E King
Tue 11/17
3:00 pm-11:59 pm
2 stops9h 59m
$336
HartfordSan Juan
BDL Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl
BDLSJU
Hartford Bradley Intl
Tue 9/8
11:49 am-3:40 pm
Nonstop3h 51m
San Juan Luis Munoz Marin Intl
Wed 9/16
2:32 pm-11:14 pm
1 stop8h 42m
$339
HartfordNassau
BDL Hartford Bradley Intl - NAS Nassau Intl
BDLNAS
Hartford Bradley Intl
Sat 9/26
3:33 pm-1:39 pm
1 stop22h 06m
Nassau Intl
Sun 10/4
2:34 pm-11:39 pm
1 stop9h 05m
$339
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-PUJ
BDL-SXM
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-PUJ
BDL-SXM
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 $377). Flying from Hartford to Caribbean in December is currently the most expensive (average of $492). 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 August 22, 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 evening.
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 August 22, 2026.
The most flights from BDL to 0CB are scheduled on a Monday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (3 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 August 15, 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 August 22, 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
Entertainment
7.8
Food
7.2
Overall
7.8
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentSalvador,Aug 2026
PHL - DTW
Crew
8.5
Entertainment
7.8
Food
7.2
Overall
7.8
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentSalvador,Aug 2026
PHL - DTW
Crew
8.5
Entertainment
7.8
Food
7.2
Overall
7.8
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentSalvador,Aug 2026
PHL - DTW
Crew
8.5
Entertainment
7.8
Food
7.2
Overall
7.8
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentSalvador,Aug 2026
PHL - DTW
Crew
8.5
Entertainment
7.8
Food
7.2
Overall
7.8
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentSalvador,Aug 2026
PHL - DTW
Crew
8.5
Entertainment
7.8
Food
7.2
Overall
7.8
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentSalvador,Aug 2026
PHL - DTW
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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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 August 22, 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 7,457,451 searches. Data last updated August 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$101 | Average$358 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$120 | Average$342 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$128 | Average$471 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$233 | Average$539 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$262 | Average$474 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$263 | Average$564 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$276 | Average$639 | FlexibilityNo cancel fee | On-time63% |