$108+ Cheap flights from Hartford (BDL) to Caribbean
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Oct 24 — Oct 311
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 September 24, 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 September 24, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 9/24. 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.
Fri 10/307:03 pm -
Nonstop4h 03m
Mon 11/21:56 pm -
Nonstop4h 12m
Deal found 9/24![Frontier logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 9/20. 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.
Wed 10/148:49 pm -
Nonstop3h 58m
Fri 10/234:28 pm -
Nonstop4h 14m
Deal found 9/20![Frontier logo]()
$176
This Kiwi.com deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/269:37 pm -
Nonstop4h 00m
Mon 11/21:56 pm -
Nonstop4h 12m
Deal found 9/22![Frontier logo]()
$178
This Cheapflightsfares deal was found by Cheapflights users on 9/22. 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 11/26:03 pm -
Nonstop4h 03m
Mon 11/91:56 pm -
Nonstop4h 12m
Deal found 9/22![Frontier logo]()
$186
This Super.com deal was found by Cheapflights users on 9/21. 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 10/169:37 pm -
Nonstop4h 00m
Fri 10/234:28 pm -
Nonstop4h 14m
Deal found 9/21![Frontier logo]()
$193
This Super.com deal was found by Cheapflights users on 9/19. 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 Super.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 9/19![Frontier logo]()
$194
This Booking.com deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/169:37 pm -
Nonstop4h 00m
Mon 10/194:28 pm -
Nonstop4h 14m
Deal found 9/23![Frontier logo]()
$196
This CheapOair deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/148:49 pm -
Nonstop3h 58m
Mon 10/194:28 pm -
Nonstop4h 14m
Deal found 9/23![Frontier logo]()
$198
This Super.com deal was found by Cheapflights users on 9/20. 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.
Fri 10/99:37 pm -
Nonstop4h 00m
Wed 10/143:41 pm -
Nonstop4h 13m
Deal found 9/20![Frontier logo]()
$203
This Cheapflightsfares deal was found by Cheapflights users on 9/19. 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 10/199:37 pm -
Nonstop4h 00m
Thu 10/223:00 am -
1 stop11h 21m
Deal found 9/19![Frontier logo]()
$205
This JetBlue deal was found by Cheapflights users on 9/21. 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 10/176:25 am -
1 stop6h 25m
Tue 10/201:00 pm -
1 stop9h 46m
Deal found 9/21![JetBlue logo]()
$318
This United Airlines deal was found by Cheapflights users on 9/22. 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.
Mon 11/95:02 pm -
2 stops18h 47m
Fri 11/132:40 pm -
1 stop8h 41m
Deal found 9/22![United Airlines logo]()
$326
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 September 24, 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 September 24, 2026.
This JetBlue deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:00 am -
1 stop7h 46m
Mon 11/28:00 am -
Nonstop4h 06m
Deal found 9/22![JetBlue logo]()
$240
This United Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/19:22 am -
2 stops12h 00m
Mon 2/82:05 am -
2 stops13h 10m
Deal found 9/21![United Airlines logo]()
$306
This Delta deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/256:00 am -
1 stop5h 50m
Thu 10/293:19 pm -
1 stop8h 40m
Deal found 9/23![Delta logo]()
$326
This American Airlines deal was found by Cheapflights users on 9/19. 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.
Fri 1/227:30 pm -
2 stops17h 59m
Fri 1/293:29 pm -
2 stops20h 13m
Deal found 9/19![American Airlines logo]()
$358
This Southwest deal was found by Cheapflights users on 9/19. 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.
Fri 10/3011:35 am -
2 stops10h 20m
Mon 11/211:20 am -
2 stops9h 10m
Deal found 9/19![Southwest logo]()
$399
This JetBlue deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/257:47 pm -
Nonstop3h 57m
Sat 10/312:50 pm -
1 stop9h 09m
Deal found 9/23![JetBlue logo]()
$282
This United Airlines deal was found by Cheapflights users on 9/19. 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.
Tue 2/26:00 am -
2 stops14h 00m
Tue 2/98:25 am -
2 stops11h 06m
Deal found 9/19![United Airlines logo]()
$322
This JetBlue deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/286:00 am -
1 stop7h 46m
Sun 11/18:00 am -
Nonstop4h 06m
Deal found 9/23![JetBlue logo]()
$296
This American Airlines deal was found by Cheapflights users on 9/19. 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.
Fri 1/226:37 pm -
2 stops18h 52m
Thu 1/283:29 pm -
2 stops18h 46m
Deal found 9/19![American Airlines logo]()
$358
This United Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:00 am -
1 stop10h 28m
Wed 11/185:10 pm -
2 stops18h 33m
Deal found 9/21![United Airlines logo]()
$355
This Southwest deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/224:25 pm -
2 stops9h 00m
Sun 10/258:25 pm -
1 stop13h 30m
Deal found 9/20![Southwest logo]()
$399
This JetBlue deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/97:42 pm -
1 stop11h 18m
Thu 11/192:55 pm -
1 stop8h 56m
Deal found 9/19![JetBlue logo]()
$338
This American Airlines deal was found by Cheapflights users on 9/19. 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 12/127:06 pm -
1 stop18h 29m
Tue 12/1512:13 pm -
2 stops8h 12m
Deal found 9/19![American Airlines logo]()
$379
This United Airlines deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/127:54 pm -
2 stops20h 36m
Mon 11/165:45 pm -
2 stops16h 58m
Deal found 9/20![United Airlines logo]()
$362
This Southwest deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/188:55 am -
2 stops10h 40m
Sat 10/316:50 am -
2 stops10h 35m
Deal found 9/22![Southwest logo]()
$403
This Delta deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:00 am -
1 stop7h 32m
Tue 11/33:57 pm -
1 stop9h 02m
Deal found 9/22![Delta logo]()
$456
This American Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/125:35 am -
2 stops14h 18m
Mon 11/168:23 am -
1 stop15h 12m
Deal found 9/23![American Airlines logo]()
$389
This JetBlue deal was found by Cheapflights users on 9/19. 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.
Sat 12/126:00 am -
1 stop6h 55m
Tue 12/153:15 pm -
1 stop8h 44m
Deal found 9/19![JetBlue logo]()
$359
This United Airlines deal was found by Cheapflights users on 9/21. 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 11/88:00 am -
1 stop8h 30m
Sun 11/222:25 pm -
2 stops23h 37m
Deal found 9/21![United Airlines logo]()
$362
This Southwest deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/69:25 am -
2 stops8h 20m
Sun 10/115:00 am -
2 stops9h 40m
Deal found 9/20![Southwest logo]()
$418
This Delta deal was found by Cheapflights users on 9/21. 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.
Wed 11/118:00 am -
1 stop8h 57m
Wed 11/182:16 pm -
1 stop9h 59m
Deal found 9/21![Delta logo]()
$461
This American Airlines deal was found by Cheapflights users on 9/19. 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 2/203:16 pm -
1 stop21h 52m
Sat 2/275:33 pm -
2 stops18h 23m
Deal found 9/19![American Airlines logo]()
$405
This JetBlue deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/188:00 am -
Nonstop3h 57m
Mon 10/263:00 pm -
1 stop8h 38m
Deal found 9/23![JetBlue logo]()
$372
This United Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/17:54 pm -
1 stop16h 46m
Thu 11/55:35 pm -
1 stop7h 24m
Deal found 9/23![United Airlines logo]()
$375
This Southwest deal was found by Cheapflights users on 9/19. 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 10/188:55 am -
2 stops10h 40m
Fri 10/2310:10 am -
2 stops10h 35m
Deal found 9/19![Southwest logo]()
$446
This American Airlines deal was found by Cheapflights users on 9/21. 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 1/166:42 pm -
2 stops18h 46m
Sat 1/235:29 pm -
2 stops16h 58m
Deal found 9/21![American Airlines logo]()
$408
This United Airlines deal was found by Cheapflights users on 9/21. 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 12/306:00 am -
1 stop6h 50m
Thu 1/75:00 pm -
1 stop7h 52m
Deal found 9/21![United Airlines logo]()
$394
This Delta deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/261:31 pm -
1 stop6h 29m
Thu 12/39:00 am -
1 stop8h 58m
Deal found 9/19![Delta logo]()
$558
This JetBlue deal was found by Cheapflights users on 9/24. 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 10/317:30 am -
1 stop6h 21m
Mon 11/912:21 pm -
1 stop11h 38m
Deal found 9/24![JetBlue logo]()
$435
This United Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/97:54 pm -
2 stops14h 51m
Thu 11/1912:56 pm -
1 stop12h 03m
Deal found 9/19![United Airlines logo]()
$401
Last-minute flights from Hartford to CaribbeanDiscover last-minute flight deals from Hartford to Caribbean. Data last updated September 24, 2026 and is based on user searches.
Discover last-minute flight deals from Hartford to Caribbean. Data last updated September 24, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 9/20. 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.
Fri 10/99:37 pm -
Nonstop4h 00m
Wed 10/143:41 pm -
Nonstop4h 13m
Deal found 9/20![Frontier logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 9/20. 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.
Wed 10/148:49 pm -
Nonstop3h 58m
Fri 10/234:28 pm -
Nonstop4h 14m
Deal found 9/20![Frontier logo]()
$176
This CheapOair deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/148:49 pm -
Nonstop3h 58m
Mon 10/194:28 pm -
Nonstop4h 14m
Deal found 9/23![Frontier logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 9/20. 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.
Wed 10/148:49 pm -
Nonstop3h 58m
Wed 10/213:41 pm -
Nonstop4h 13m
Deal found 9/20![Frontier logo]()
$207
This Super.com deal was found by Cheapflights users on 9/21. 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 10/169:37 pm -
Nonstop4h 00m
Fri 10/234:28 pm -
Nonstop4h 14m
Deal found 9/21![Frontier logo]()
$193
This Booking.com deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/169:37 pm -
Nonstop4h 00m
Mon 10/194:28 pm -
Nonstop4h 14m
Deal found 9/23![Frontier logo]()
$196
This JetBlue deal was found by Cheapflights users on 9/21. 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 10/176:25 am -
1 stop6h 25m
Tue 10/201:00 pm -
1 stop9h 46m
Deal found 9/21![JetBlue logo]()
$318
This Super.com deal was found by Cheapflights users on 9/19. 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 Super.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 9/19![Frontier logo]()
$194
This Cheapflightsfares deal was found by Cheapflights users on 9/19. 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 10/199:37 pm -
Nonstop4h 00m
Thu 10/223:00 am -
1 stop11h 21m
Deal found 9/19![Frontier logo]()
$205
This Delta deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:00 am -
1 stop5h 50m
Tue 10/273:19 pm -
1 stop8h 40m
Deal found 9/23![Delta logo]()
$326
This Kiwi.com deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/269:37 pm -
Nonstop4h 00m
Mon 11/21:56 pm -
Nonstop4h 12m
Deal found 9/22![Frontier logo]()
$178
This Cheapflightsfares deal was found by Cheapflights users on 9/24. 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.
Fri 10/307:03 pm -
Nonstop4h 03m
Mon 11/21:56 pm -
Nonstop4h 12m
Deal found 9/24![Frontier logo]()
$174
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 September 24, 2026.
Search for one-way flight options from Hartford to Caribbean. Find affordable one-way fares based on user searches. Data last updated September 24, 2026.
This Southwest deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/95:15 am -
1 stop8h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Southwest logo]()
$108
This American Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/205:37 am -
2 stops8h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![American Airlines logo]()
$109
This Cheapflightsfares deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/129:37 pm -
Nonstop4h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Frontier logo]()
$111
This Super.com deal was found by Cheapflights users on 9/20. 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.
Fri 10/239:37 pm -
Nonstop4h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Frontier logo]()
$112
This Kiwi.com deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/37:26 pm -
1 stop13h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Breeze Airways logo]()
$113
This American Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:00 am -
1 stop5h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![American Airlines logo]()
$114
This American Airlines deal was found by Cheapflights users on 9/20. 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.
Tue 10/206:46 pm -
1 stop16h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![American Airlines logo]()
$115
This American Airlines deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1112:18 pm -
1 stop10h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![American Airlines logo]()
$120
This Cheapflightsfares deal was found by Cheapflights users on 9/19. 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.
Fri 10/99:37 pm -
Nonstop4h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Frontier logo]()
$121
This JetBlue deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/126:00 am -
1 stop6h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![JetBlue logo]()
$121
This Cheapflightsfares deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/23:15 pm -
1 stop18h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Frontier logo]()
$122
This American Airlines deal was found by Cheapflights users on 9/19. 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 11/189:50 am -
2 stops11h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![American Airlines logo]()
$125
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 September 24, 2026.
Round-trip from | $176 (Kiwi.com) |
|---|---|
One-way from | $108 (Southwest) |
Popular in | December |
Cheapest in | September |
Average price | $313 |
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 September 24, 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
HartfordSimpson Bay
BDL Hartford Bradley Intl - SXM Simpson Bay Princess Juliana
BDLSXM
Hartford Bradley Intl
Wed 12/9
5:15 am-2:20 pm
1 stop8h 05m
Simpson Bay Princess Juliana
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$108
HartfordNassau
BDL Hartford Bradley Intl - NAS Nassau Intl
BDLNAS
Hartford Bradley Intl
Mon 10/19
6:00 am-1:54 pm
1 stop7h 54m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$109
HartfordNassau
BDL Hartford Bradley Intl - NAS Nassau Intl
BDLNAS
Hartford Bradley Intl
Mon 11/9
5:02 pm-11:49 am
2 stops18h 47m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$109
HartfordNassau
BDL Hartford Bradley Intl - NAS Nassau Intl
BDLNAS
Hartford Bradley Intl
Tue 11/10
6:00 am-3:33 pm
1 stop9h 33m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$109
HartfordNassau
BDL Hartford Bradley Intl - NAS Nassau Intl
BDLNAS
Hartford Bradley Intl
Tue 10/20
5:37 am-1:52 pm
2 stops8h 15m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$130
HartfordNassau
BDL Hartford Bradley Intl - NAS Nassau Intl
BDLNAS
Hartford Bradley Intl
Wed 10/14
6:25 am-12:50 pm
1 stop6h 25m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$135
HartfordSimpson Bay
BDL Hartford Bradley Intl - SXM Simpson Bay Princess Juliana
BDLSXM
Hartford Bradley Intl
Sun 10/25
6:00 am-3:39 pm
1 stop9h 39m
Simpson Bay Princess Juliana
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$149
HartfordNassau
BDL Hartford Bradley Intl - NAS Nassau Intl
BDLNAS
Hartford Bradley Intl
Fri 1/8
5:48 am-1:30 pm
1 stop7h 42m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$152
HartfordSan Juan
BDL Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl
BDLSJU
Hartford Bradley Intl
Thu 10/29
6:00 am-8:24 pm
2 stops14h 24m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$153
HartfordSimpson Bay
BDL Hartford Bradley Intl - SXM Simpson Bay Princess Juliana
BDLSXM
Hartford Bradley Intl
Wed 12/9
6:32 pm-4:31 pm
2 stops20h 59m
Simpson Bay Princess Juliana
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$154
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-SXM
BDL-PUJ
BDL-AUA
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-SXM
BDL-PUJ
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 $380). 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 September 24, 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.
How far ahead should I book a flight from Hartford to Caribbean?
Booking 27 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 September 19, 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 September 24, 2026.
Read through reviews of airlines operating flights from Hartford to Caribbean, such as Delta,United Airlines, andJetBlue. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Food
7.2
Crew
8.5
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Overall
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Food
7.2
Crew
8.5
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Overall
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Food
7.2
Crew
8.5
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Overall
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Food
7.2
Crew
8.5
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Overall
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Food
7.2
Crew
8.5
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Overall
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Food
7.2
Crew
8.5
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Overall
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Related info for your journey
Find useful and relevant information for your journey from Hartford to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Hartford to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Hartford to Caribbean by cabin class
Find flights from Hartford to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Hartford and Caribbean flights
Browse other Hartford and Caribbean flight options. Last updated on September 24, 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 September 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$101 | Average$357 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$112 | Average$342 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$128 | Average$466 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$238 | Average$542 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$251 | Average$590 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$260 | Average$476 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$276 | Average$652 | FlexibilityNo cancel fee | On-time63% |