$106+ 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 11/1. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Sep 28 — Oct 51
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
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
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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 29, 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 29, 2026.
This CheapOair deal was found by Cheapflights users on 8/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/259:25 pm -
Nonstop3h 45m
Fri 10/24:28 pm -
Nonstop4h 02m
Deal found 8/28![Frontier logo]()
$195
This Super.com deal was found by Cheapflights users on 8/27. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/239:25 pm -
Nonstop3h 45m
Mon 10/54:28 pm -
Nonstop4h 02m
Deal found 8/27![Frontier logo]()
$196
This Super.com deal was found by Cheapflights users on 8/26. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/219:25 pm -
Nonstop3h 45m
Fri 9/254:28 pm -
Nonstop4h 02m
Deal found 8/26![Frontier logo]()
$199
This eDestinos deal was found by Cheapflights users on 8/27. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/169:25 pm -
Nonstop3h 45m
Fri 9/254:28 pm -
Nonstop4h 02m
Deal found 8/27![Frontier logo]()
$201
This Kiwi.com deal was found by Cheapflights users on 8/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/307:03 pm -
Nonstop4h 03m
Mon 11/21:56 pm -
Nonstop4h 12m
Deal found 8/27![Frontier logo]()
$202
This Frontier deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/79:25 pm -
Nonstop3h 45m
Fri 10/164:28 pm -
Nonstop4h 14m
Deal found 8/24![Frontier logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 8/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/59:25 pm -
Nonstop3h 45m
Fri 10/94:28 pm -
Nonstop4h 14m
Deal found 8/27![Frontier logo]()
$204
This Cheapflightsfares deal was found by Cheapflights users on 8/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/81:42 pm -
Nonstop4h 04m
Wed 9/164:28 pm -
Nonstop4h 02m
Deal found 8/27![Frontier logo]()
$205
This Cheapflightsfares deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/79:25 pm -
Nonstop3h 45m
Wed 10/143:36 pm -
Nonstop4h 13m
Deal found 8/24![Frontier logo]()
$206
This Cheapflightsfares deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares 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 8/24![Frontier logo]()
$208
This Super.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/169:25 pm -
Nonstop3h 45m
Mon 9/214:28 pm -
Nonstop4h 02m
Deal found 8/24![Frontier logo]()
$210
This American Airlines deal was found by Cheapflights users on 8/26. 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.
Sat 10/177:15 pm -
2 stops19h 40m
Tue 10/203:46 pm -
2 stops18h 36m
Deal found 8/26![American Airlines logo]()
$218
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 29, 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 29, 2026.
This American Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/177:40 pm -
2 stops19h 16m
Mon 1/256:39 pm -
2 stops17h 25m
Deal found 8/24![American Airlines logo]()
$218
This JetBlue deal was found by Cheapflights users on 8/25. 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.
Sat 10/107:36 pm -
Nonstop3h 57m
Tue 10/136:30 am -
Nonstop3h 55m
Deal found 8/25![JetBlue logo]()
$275
This United Airlines deal was found by Cheapflights users on 8/28. 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.
Mon 11/167:54 pm -
2 stops17h 39m
Mon 11/2312:55 pm -
2 stops11h 04m
Deal found 8/28![United Airlines logo]()
$320
This Delta deal was found by Cheapflights users on 8/27. 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.
Mon 1/185:48 am -
1 stop7h 17m
Fri 1/223:15 pm -
1 stop9h 22m
Deal found 8/27![Delta logo]()
$350
This Southwest deal was found by Cheapflights users on 8/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1011:00 am -
2 stops9h 15m
Tue 2/166:10 am -
1 stop12h 10m
Deal found 8/28![Southwest logo]()
$357
This United Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/126:02 am -
1 stop8h 56m
Tue 12/1512:55 pm -
2 stops10h 53m
Deal found 8/25![United Airlines logo]()
$331
This Southwest deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/12:30 pm -
2 stops9h 25m
Wed 11/45:40 am -
2 stops9h 40m
Deal found 8/25![Southwest logo]()
$358
This Delta deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/242:20 pm -
1 stop8h 30m
Sat 3/66:15 am -
1 stop8h 01m
Deal found 8/24![Delta logo]()
$386
This United Airlines deal was found by Cheapflights users on 8/28. 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 12/45:01 pm -
2 stops20h 14m
Mon 12/75:45 pm -
2 stops20h 23m
Deal found 8/28![United Airlines logo]()
$362
This American Airlines deal was found by Cheapflights users on 8/29. 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.
Sun 11/16:26 pm -
2 stops18h 00m
Sat 11/75:33 pm -
2 stops15h 52m
Deal found 8/29![American Airlines logo]()
$417
This Southwest deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/115:50 am -
2 stops11h 05m
Fri 9/118:55 pm -
1 stop12h 30m
Deal found 8/25![Southwest logo]()
$392
This United Airlines deal was found by Cheapflights users on 8/29. 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.
Thu 11/268:00 am -
1 stop8h 30m
Tue 12/15:45 pm -
2 stops20h 23m
Deal found 8/29![United Airlines logo]()
$362
This JetBlue deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/276:20 am -
1 stop7h 11m
Sun 1/33:22 pm -
1 stop8h 36m
Deal found 8/24![JetBlue logo]()
$442
This Delta deal was found by Cheapflights users on 8/28. 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.
Mon 1/186:00 am -
1 stop9h 15m
Wed 1/271:50 pm -
1 stop8h 20m
Deal found 8/28![Delta logo]()
$420
This American Airlines deal was found by Cheapflights users on 8/28. 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.
Sat 2/207:21 pm -
2 stops17h 58m
Sat 2/275:33 pm -
2 stops18h 23m
Deal found 8/28![American Airlines logo]()
$430
This United Airlines deal was found by Cheapflights users on 8/27. 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 10/307:54 pm -
2 stops17h 51m
Tue 11/35:45 pm -
2 stops20h 33m
Deal found 8/27![United Airlines logo]()
$362
This JetBlue deal was found by Cheapflights users on 8/28. 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.
Sat 10/248:00 am -
1 stop6h 40m
Wed 10/281:32 pm -
1 stop10h 27m
Deal found 8/28![JetBlue logo]()
$456
This American Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/115:33 am -
1 stop9h 12m
Thu 11/123:45 pm -
1 stop7h 50m
Deal found 8/25![American Airlines logo]()
$432
This Southwest deal was found by Cheapflights users on 8/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1612:30 pm -
2 stops8h 50m
Fri 11/207:30 am -
2 stops9h 40m
Deal found 8/28![Southwest logo]()
$435
This United Airlines deal was found by Cheapflights users on 8/28. 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.
Thu 12/38:00 am -
1 stop8h 30m
Mon 12/75:45 pm -
1 stop29h 49m
Deal found 8/28![United Airlines logo]()
$366
This Delta deal was found by Cheapflights users on 8/26. 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.
Sun 1/176:00 am -
1 stop9h 15m
Thu 1/283:10 pm -
1 stop9h 35m
Deal found 8/26![Delta logo]()
$450
This JetBlue deal was found by Cheapflights users on 8/28. 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.
Mon 10/266:00 am -
1 stop7h 48m
Thu 10/2912:07 pm -
1 stop6h 50m
Deal found 8/28![JetBlue logo]()
$463
This American Airlines deal was found by Cheapflights users on 8/26. 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 11/129:50 am -
2 stops10h 08m
Mon 11/168:15 am -
1 stop15h 20m
Deal found 8/26![American Airlines logo]()
$432
This United Airlines deal was found by Cheapflights users on 8/27. 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.
Sat 11/149:38 am -
2 stops11h 44m
Fri 11/202:05 am -
2 stops13h 10m
Deal found 8/27![United Airlines logo]()
$377
This Southwest deal was found by Cheapflights users on 8/26. 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.
Sun 11/16:55 am -
1 stop7h 45m
Mon 11/94:40 pm -
1 stop8h 05m
Deal found 8/26![Southwest logo]()
$457
This Delta deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/15:15 am -
1 stop9h 15m
Thu 1/146:06 pm -
1 stop17h 40m
Deal found 8/24![Delta logo]()
$460
This JetBlue deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/107:36 pm -
Nonstop3h 57m
Sun 10/257:00 am -
Nonstop4h 05m
Deal found 8/24![JetBlue logo]()
$473
This American Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:20 pm -
1 stop16h 48m
Tue 10/272:08 pm -
1 stop7h 56m
Deal found 8/24![American Airlines logo]()
$440
This United Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:40 pm -
2 stops18h 34m
Tue 10/272:01 pm -
2 stops18h 40m
Deal found 8/24![United Airlines logo]()
$378
This JetBlue deal was found by Cheapflights users on 8/28. 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.
Mon 10/267:30 am -
1 stop6h 55m
Thu 10/291:48 pm -
1 stop10h 11m
Deal found 8/28![JetBlue logo]()
$474
Last-minute flights from Hartford to CaribbeanDiscover last-minute flight deals from Hartford to Caribbean. Data last updated August 29, 2026 and is based on user searches.
Discover last-minute flight deals from Hartford to Caribbean. Data last updated August 29, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares 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 8/24![Frontier logo]()
$208
This Cheapflightsfares deal was found by Cheapflights users on 8/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/81:42 pm -
Nonstop4h 04m
Wed 9/164:28 pm -
Nonstop4h 02m
Deal found 8/27![Frontier logo]()
$205
This Cheapflightsfares deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares 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 8/24![Frontier logo]()
$211
This eDestinos deal was found by Cheapflights users on 8/27. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/169:25 pm -
Nonstop3h 45m
Fri 9/254:28 pm -
Nonstop4h 02m
Deal found 8/27![Frontier logo]()
$201
This Super.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/169:25 pm -
Nonstop3h 45m
Mon 9/214:28 pm -
Nonstop4h 02m
Deal found 8/24![Frontier logo]()
$210
This Super.com deal was found by Cheapflights users on 8/26. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/219:25 pm -
Nonstop3h 45m
Fri 9/254:28 pm -
Nonstop4h 02m
Deal found 8/26![Frontier logo]()
$199
This Super.com deal was found by Cheapflights users on 8/27. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/239:25 pm -
Nonstop3h 45m
Mon 10/54:28 pm -
Nonstop4h 02m
Deal found 8/27![Frontier logo]()
$196
This Frontier deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/239:25 pm -
Nonstop3h 45m
Wed 9/304:28 pm -
Nonstop4h 02m
Deal found 8/24![Frontier logo]()
$203
This American Airlines deal was found by Cheapflights users on 8/27. 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.
Wed 9/237:16 am -
1 stop6h 22m
Wed 9/302:34 pm -
1 stop9h 05m
Deal found 8/27![American Airlines logo]()
$331
This CheapOair deal was found by Cheapflights users on 8/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/259:25 pm -
Nonstop3h 45m
Fri 10/24:28 pm -
Nonstop4h 02m
Deal found 8/28![Frontier logo]()
$195
This United Airlines deal was found by Cheapflights users on 8/27. 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 9/255:03 pm -
2 stops20h 30m
Mon 9/282:35 pm -
2 stops9h 24m
Deal found 8/27![United Airlines logo]()
$341
This Kiwi.com deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/283:13 pm -
2 stops10h 39m
Mon 10/54:28 pm -
Nonstop4h 02m
Deal found 8/25![Multiple Airlines logo]()
$212
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 29, 2026.
Search for one-way flight options from Hartford to Caribbean. Find affordable one-way fares based on user searches. Data last updated August 29, 2026.
This American Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/315:34 pm -
2 stops20h 56m
Deal found 8/24![American Airlines logo]()
$106
This United Airlines deal was found by Cheapflights users on 8/27. 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.
Sun 9/206:10 am -
1 stop6h 44m
Deal found 8/27![United Airlines logo]()
$108
This American Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:00 am -
1 stop7h 32m
Deal found 8/24![American Airlines logo]()
$110
This eDestinos deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 8/24![Frontier logo]()
$112
This American Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/27:46 pm -
2 stops19h 45m
Deal found 8/24![American Airlines logo]()
$112
This American Airlines deal was found by Cheapflights users on 8/26. 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.
Wed 9/165:30 am -
2 stops15h 17m
Deal found 8/26![American Airlines logo]()
$113
This American Airlines deal was found by Cheapflights users on 8/28. 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.
Thu 9/245:30 am -
2 stops15h 17m
Deal found 8/28![American Airlines logo]()
$114
This American Airlines deal was found by Cheapflights users on 8/26. 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.
Wed 9/306:00 am -
1 stop14h 47m
Deal found 8/26![American Airlines logo]()
$116
This American Airlines deal was found by Cheapflights users on 8/28. 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.
Wed 11/45:35 am -
2 stops14h 23m
Deal found 8/28![American Airlines logo]()
$116
This Cheapflightsfares deal was found by Cheapflights users on 8/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/17:33 pm -
Nonstop3h 57m
Deal found 8/27![Frontier logo]()
$117
This United Airlines deal was found by Cheapflights users on 8/27. 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.
Sat 10/107:40 pm -
2 stops17h 53m
Deal found 8/27![United Airlines logo]()
$120
This Cheapflightsfares deal was found by Cheapflights users on 8/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/169:25 pm -
Nonstop3h 45m
Deal found 8/27![Frontier logo]()
$121
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 29, 2026.
Round-trip from | $195 (CheapOair) |
|---|---|
One-way from | $106 (American Airlines) |
Popular in | December |
Cheapest in | January |
Average price | $339 |
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 29, 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 Hartford Bradley Intl - STT Saint Thomas Island Cyril E King
BDLSTT
Hartford Bradley Intl
Sun 1/17
7:40 pm-3:56 pm
2 stops19h 16m
Saint Thomas Island Cyril E King
Mon 1/25
6:39 pm-11:04 am
2 stops17h 25m
$218
Quickest round-trip
HartfordSan Juan
BDL Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl
BDLSJU
Hartford Bradley Intl
Sat 10/10
7:36 pm-11:33 pm
Nonstop3h 57m
San Juan Luis Munoz Marin Intl
Tue 10/13
6:30 am-10:25 am
Nonstop3h 55m
$275
HartfordNassau
BDL Hartford Bradley Intl - NAS Nassau Intl
BDLNAS
Hartford Bradley Intl
Mon 11/16
7:54 pm-1:33 pm
2 stops17h 39m
Nassau Intl
Mon 11/23
12:55 pm-11:59 pm
2 stops11h 04m
$320
HartfordNassau
BDL Hartford Bradley Intl - NAS Nassau Intl
BDLNAS
Hartford Bradley Intl
Sat 12/12
6:02 am-2:58 pm
1 stop8h 56m
Nassau Intl
Tue 12/15
12:55 pm-11:48 pm
2 stops10h 53m
$331
HartfordSan Juan
BDL Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl
BDLSJU
Hartford Bradley Intl
Mon 1/18
5:48 am-2:05 pm
1 stop7h 17m
San Juan Luis Munoz Marin Intl
Fri 1/22
3:15 pm-11:37 pm
1 stop9h 22m
$350
HartfordSan Juan
BDL Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl
BDLSJU
Hartford Bradley Intl
Wed 2/10
11:00 am-9:15 pm
2 stops9h 15m
San Juan Luis Munoz Marin Intl
Tue 2/16
6:10 am-5:20 pm
1 stop12h 10m
$357
HartfordSan Juan
BDL Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl
BDLSJU
Hartford Bradley Intl
Sun 11/1
2:30 pm-12:55 am
2 stops9h 25m
San Juan Luis Munoz Marin Intl
Wed 11/4
5:40 am-2:20 pm
2 stops9h 40m
$358
HartfordGeorge Town
BDL Hartford Bradley Intl - GCM George Town Owen Roberts Intl
BDLGCM
Hartford Bradley Intl
Fri 12/4
5:01 pm-1:15 pm
2 stops20h 14m
George Town Owen Roberts Intl
Mon 12/7
5:45 pm-2:08 pm
2 stops20h 23m
$362
HartfordGeorge Town
BDL Hartford Bradley Intl - GCM George Town Owen Roberts Intl
BDLGCM
Hartford Bradley Intl
Thu 11/26
8:00 am-4:30 pm
1 stop8h 30m
George Town Owen Roberts Intl
Tue 12/1
5:45 pm-2:08 pm
2 stops20h 23m
$362
HartfordGeorge Town
BDL Hartford Bradley Intl - GCM George Town Owen Roberts Intl
BDLGCM
Hartford Bradley Intl
Fri 10/30
7:54 pm-12:45 pm
2 stops17h 51m
George Town Owen Roberts Intl
Tue 11/3
5:45 pm-2:18 pm
2 stops20h 33m
$362
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Hartford to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Hartford with our price prediction graph.
BDL-SJU
BDL-NAS
BDL-STT
BDL-GCM
BDL-SXM
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-NAS
BDL-STT
BDL-GCM
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 $493). 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 29, 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 13% 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 29, 2026.
The most flights from BDL to 0CB are scheduled on a Monday (3 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (2 on average).
How far ahead should I book a flight from Hartford to Caribbean?
Booking 78 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 22, 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. Monday afternoons 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 29, 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.
Comfort
7.8
Entertainment
7.8
Boarding
8.1
Crew
8.5
Overall
7.8
Food
7.2
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Comfort
7.8
Entertainment
7.8
Boarding
8.1
Crew
8.5
Overall
7.8
Food
7.2
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Comfort
7.8
Entertainment
7.8
Boarding
8.1
Crew
8.5
Overall
7.8
Food
7.2
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Comfort
7.8
Entertainment
7.8
Boarding
8.1
Crew
8.5
Overall
7.8
Food
7.2
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Comfort
7.8
Entertainment
7.8
Boarding
8.1
Crew
8.5
Overall
7.8
Food
7.2
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Comfort
7.8
Entertainment
7.8
Boarding
8.1
Crew
8.5
Overall
7.8
Food
7.2
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - 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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Hartford to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Hartford to Caribbean by cabin class
Find flights from Hartford to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Hartford and Caribbean flights
Browse other Hartford and Caribbean flight options. Last updated on August 29, 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 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$101 | Average$358 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$120 | Average$343 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$128 | Average$465 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$233 | Average$537 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$262 | Average$475 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$263 | Average$596 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$276 | Average$641 | FlexibilityNo cancel fee | On-time63% |