$106+ 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 11/9. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Nov 18 — Nov 251
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Hartford to Caribbean with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Hartford to Caribbean
Cheapest
Best
Last-minute
One-way
Cheapest flights from Hartford to CaribbeanExplore the most affordable flight options available from Hartford to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 19, 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 October 19, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 10/19. 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 10/269:37 pm -
Nonstop4h 00m
Fri 10/301:56 pm -
Nonstop4h 12m
Deal found 10/19![Frontier logo]()
$175
This Cheapflightsfares deal was found by Cheapflights users on 10/19. 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 10/269:37 pm -
Nonstop4h 00m
Mon 11/21:56 pm -
Nonstop4h 12m
Deal found 10/19![Frontier logo]()
$179
This Cheapflightsfares deal was found by Cheapflights users on 10/19. 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 11/23:15 pm -
1 stop10h 35m
Fri 11/61:56 pm -
Nonstop4h 12m
Deal found 10/19![Frontier logo]()
$180
This Frontier deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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.
Fri 10/303:15 pm -
1 stop10h 35m
Fri 11/61:56 pm -
Nonstop4h 12m
Deal found 10/16![Frontier logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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
Thu 10/296:15 am -
2 stops28h 45m
Deal found 10/16![Multiple Airlines logo]()
$184
This Super.com deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/218:49 pm -
Nonstop3h 58m
Wed 10/286:25 pm -
1 stop19h 55m
Deal found 10/14![Frontier logo]()
$186
This Super.com deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” 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 10/286:25 pm -
1 stop19h 55m
Deal found 10/14![Frontier logo]()
$188
This Frontier deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/293:15 pm -
1 stop10h 35m
Fri 11/61:56 pm -
Nonstop4h 12m
Deal found 10/15![Frontier logo]()
$190
This CheapOair deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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.
Mon 11/97:42 pm -
Nonstop3h 58m
Fri 11/131:56 pm -
Nonstop4h 12m
Deal found 10/16![Multiple Airlines logo]()
$193
This Southwest deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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 11/305:20 am -
1 stop6h 55m
Tue 12/81:10 pm -
1 stop7h 50m
Deal found 10/15![Southwest logo]()
$326
This JetBlue deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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 11/236:00 am -
1 stop8h 11m
Thu 12/33:30 pm -
1 stop9h 27m
Deal found 10/16![JetBlue logo]()
$338
This JetBlue deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/612:00 pm -
1 stop5h 14m
Thu 12/101:50 pm -
1 stop10h 07m
Deal found 10/18![JetBlue logo]()
$339
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 October 19, 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 October 19, 2026.
This JetBlue deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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 11/1712:29 pm -
1 stop7h 52m
Fri 11/206:14 pm -
1 stop6h 45m
Deal found 10/16![JetBlue logo]()
$220
This United Airlines deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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 1/186:00 am -
1 stop6h 15m
Fri 1/222:05 am -
2 stops13h 09m
Deal found 10/16![United Airlines logo]()
$236
This Southwest deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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 12/15:10 pm -
1 stop6h 40m
Fri 12/47:40 am -
2 stops8h 40m
Deal found 10/16![Southwest logo]()
$317
This Delta deal was found by Cheapflights users on 10/19. 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.
Sun 11/87:05 pm -
1 stop18h 35m
Wed 11/114:05 pm -
1 stop9h 10m
Deal found 10/19![Delta logo]()
$379
This American Airlines deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” 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 2/165:15 am -
1 stop10h 05m
Tue 2/235:12 pm -
2 stops18h 00m
Deal found 10/14![American Airlines logo]()
$390
This Priceline deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/97:10 am -
1 stop26h 15m
Fri 12/189:25 am -
1 stop8h 05m
Deal found 10/14![Breeze Airways logo]()
$483
This United Airlines deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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 1/229:26 am -
2 stops14h 10m
Tue 1/268:05 am -
2 stops14h 32m
Deal found 10/16![United Airlines logo]()
$251
This United Airlines deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:00 am -
2 stops15h 22m
Wed 11/188:25 am -
1 stop10h 29m
Deal found 10/16![United Airlines logo]()
$260
This JetBlue deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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 12/134:45 pm -
Nonstop3h 58m
Sat 12/195:30 pm -
1 stop7h 27m
Deal found 10/16![JetBlue logo]()
$321
This United Airlines deal was found by Cheapflights users on 10/19. 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 2/195:04 pm -
2 stops12h 11m
Tue 2/238:05 am -
2 stops10h 40m
Deal found 10/19![United Airlines logo]()
$287
This Southwest deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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 11/95:55 am -
1 stop8h 30m
Fri 11/133:45 pm -
1 stop6h 35m
Deal found 10/15![Southwest logo]()
$353
This JetBlue deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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 11/147:45 am -
1 stop6h 48m
Thu 11/197:45 am -
Nonstop4h 05m
Deal found 10/16![JetBlue logo]()
$342
This United Airlines deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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 11/129:37 am -
2 stops11h 45m
Thu 11/191:00 pm -
2 stops11h 59m
Deal found 10/15![United Airlines logo]()
$290
This Southwest deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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 2/152:40 pm -
1 stop9h 10m
Thu 2/256:45 am -
2 stops10h 30m
Deal found 10/15![Southwest logo]()
$359
This American Airlines deal was found by Cheapflights users on 10/19. 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 10/315:34 pm -
2 stops20h 52m
Mon 11/233:26 pm -
2 stops19h 00m
Deal found 10/19![American Airlines logo]()
$480
This United Airlines deal was found by Cheapflights users on 10/19. 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.
Sat 1/306:00 am -
3 stops17h 36m
Fri 2/52:05 am -
2 stops13h 09m
Deal found 10/19![United Airlines logo]()
$336
This Delta deal was found by Cheapflights users on 10/19. 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.
Tue 2/27:05 pm -
1 stop16h 50m
Sun 2/71:45 pm -
1 stop11h 00m
Deal found 10/19![Delta logo]()
$500
This United Airlines deal was found by Cheapflights users on 10/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/186:00 am -
1 stop6h 15m
Fri 1/221:00 pm -
2 stops11h 59m
Deal found 10/17![United Airlines logo]()
$336
This Southwest deal was found by Cheapflights users on 10/19. 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.
Tue 12/15:15 am -
1 stop9h 30m
Tue 12/81:00 pm -
1 stop9h 10m
Deal found 10/19![Southwest logo]()
$449
This Delta deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” 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 3/106:00 am -
1 stop7h 45m
Mon 3/151:55 pm -
1 stop9h 50m
Deal found 10/14![Delta logo]()
$511
This JetBlue deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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 11/226:00 am -
1 stop8h 11m
Thu 12/34:32 pm -
1 stop8h 25m
Deal found 10/16![JetBlue logo]()
$474
This Breeze Airways deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/27:10 am -
1 stop28h 15m
Sun 3/73:24 pm -
1 stop8h 26m
Deal found 10/16![Breeze Airways logo]()
$601
This American Airlines deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” 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 11/255:28 am -
1 stop16h 55m
Wed 12/161:42 pm -
1 stop9h 53m
Deal found 10/14![American Airlines logo]()
$551
This Southwest deal was found by Cheapflights users on 10/17. 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 12/27:00 am -
2 stops7h 45m
Wed 12/93:25 pm -
1 stop6h 45m
Deal found 10/17![Southwest logo]()
$478
This United Airlines deal was found by Cheapflights users on 10/18. 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.
Mon 1/256:00 am -
2 stops9h 50m
Fri 1/295:50 pm -
1 stop7h 09m
Deal found 10/18![United Airlines logo]()
$362
This Delta deal was found by Cheapflights users on 10/19. 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 12/246:00 am -
1 stop8h 36m
Thu 12/311:13 pm -
1 stop10h 06m
Deal found 10/19![Delta logo]()
$540
This JetBlue deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/267:50 am -
1 stop6h 00m
Mon 11/305:30 pm -
1 stop6h 27m
Deal found 10/14![JetBlue logo]()
$496
This United Airlines deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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 1/76:00 am -
1 stop6h 50m
Mon 1/115:50 pm -
1 stop7h 09m
Deal found 10/16![United Airlines logo]()
$362
This Southwest deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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 1/35:55 am -
1 stop7h 25m
Sun 2/212:55 pm -
2 stops21h 10m
Deal found 10/15![Southwest logo]()
$505
This Delta deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/226:00 am -
1 stop8h 36m
Thu 12/311:13 pm -
2 stops21h 21m
Deal found 10/18![Delta logo]()
$562
Last-minute flights from Hartford to CaribbeanDiscover last-minute flight deals from Hartford to Caribbean. Data last updated October 19, 2026 and is based on user searches.
Discover last-minute flight deals from Hartford to Caribbean. Data last updated October 19, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/218:49 pm -
Nonstop3h 58m
Wed 10/286:25 pm -
1 stop19h 55m
Deal found 10/14![Frontier logo]()
$186
This Super.com deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” 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 10/286:25 pm -
1 stop19h 55m
Deal found 10/14![Frontier logo]()
$188
This eDestinos deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/269:37 pm -
Nonstop4h 00m
Sun 11/13:55 am -
1 stop11h 25m
Deal found 10/19![Frontier logo]()
$173
This Cheapflightsfares deal was found by Cheapflights users on 10/19. 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 10/269:37 pm -
Nonstop4h 00m
Fri 10/301:56 pm -
Nonstop4h 12m
Deal found 10/19![Frontier logo]()
$175
This Kiwi.com deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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
Thu 10/296:15 am -
2 stops28h 45m
Deal found 10/16![Multiple Airlines logo]()
$184
This Frontier deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/293:15 pm -
1 stop10h 35m
Fri 11/61:56 pm -
Nonstop4h 12m
Deal found 10/15![Frontier logo]()
$190
This Frontier deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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.
Fri 10/303:15 pm -
1 stop10h 35m
Fri 11/61:56 pm -
Nonstop4h 12m
Deal found 10/16![Frontier logo]()
$182
This Cheapflightsfares deal was found by Cheapflights users on 10/19. 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 11/23:15 pm -
1 stop10h 35m
Fri 11/61:56 pm -
Nonstop4h 12m
Deal found 10/19![Frontier logo]()
$180
This JetBlue deal was found by Cheapflights users on 10/19. 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 11/167:30 am -
1 stop6h 21m
Thu 11/191:25 pm -
1 stop9h 25m
Deal found 10/19![JetBlue logo]()
$341
This JetBlue deal was found by Cheapflights users on 10/19. 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 11/167:30 am -
1 stop6h 21m
Fri 11/201:45 pm -
1 stop10h 12m
Deal found 10/19![JetBlue logo]()
$342
This JetBlue deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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 11/236:00 am -
1 stop8h 11m
Thu 12/33:30 pm -
1 stop9h 27m
Deal found 10/16![JetBlue logo]()
$338
This Southwest deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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 11/305:20 am -
1 stop6h 55m
Tue 12/81:10 pm -
1 stop7h 50m
Deal found 10/15![Southwest logo]()
$326
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 October 19, 2026.
Search for one-way flight options from Hartford to Caribbean. Find affordable one-way fares based on user searches. Data last updated October 19, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 10/19. 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 11/93:15 pm -
1 stop10h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Frontier logo]()
$106
This Southwest deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” 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 11/125:40 pm -
1 stop6h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/14![Southwest logo]()
$108
This Super.com deal was found by Cheapflights users on 10/17. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/812:00 pm -
1 stop9h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/17![JetBlue logo]()
$110
This Orbitz deal was found by Cheapflights users on 10/17. 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 Orbitz 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 10/17![Frontier logo]()
$111
This JetBlue deal was found by Cheapflights users on 10/19. 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.
Sun 12/612:00 pm -
1 stop9h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![JetBlue logo]()
$115
This CheapOair deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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.
Sun 12/62:44 pm -
1 stop18h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![Frontier logo]()
$116
This American Airlines deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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 1/275:05 am -
1 stop10h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![American Airlines logo]()
$116
This eDestinos deal was found by Cheapflights users on 10/18. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/307:03 pm -
Nonstop4h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![Frontier logo]()
$117
This Southwest deal was found by Cheapflights users on 10/19. 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.
Tue 11/174:00 pm -
1 stop6h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Southwest logo]()
$118
This American Airlines deal was found by Cheapflights users on 10/15. Clicking the “Pick Dates” 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 1/96:37 pm -
1 stop16h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![American Airlines logo]()
$118
This Delta deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” 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 12/217:05 am -
1 stop14h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Delta logo]()
$119
This JetBlue deal was found by Cheapflights users on 10/19. 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.
Wed 11/1812:29 pm -
1 stop7h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![JetBlue logo]()
$122
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 October 19, 2026.
Round-trip from | $180 (Cheapflightsfares) |
|---|---|
One-way from | $106 (Cheapflightsfares) |
Popular in | December |
Cheapest in | September |
Average price | $348 |
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 October 19, 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
HartfordGeorge Town
BDL Hartford Bradley Intl - GCM George Town Owen Roberts Intl
BDLGCM
Hartford Bradley Intl
Wed 1/27
5:05 am-3:15 pm
1 stop10h 10m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$116
HartfordSan Juan
BDL Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl
BDLSJU
Hartford Bradley Intl
Mon 12/14
3:07 pm-10:22 pm
1 stop6h 15m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$118
HartfordSan Juan
BDL Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl
BDLSJU
Hartford Bradley Intl
Sun 12/13
8:00 am-9:24 pm
1 stop12h 24m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$118
HartfordSan Juan
BDL Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl
BDLSJU
Hartford Bradley Intl
Tue 11/17
9:37 am-10:22 pm
2 stops11h 45m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$118
HartfordNassau
BDL Hartford Bradley Intl - NAS Nassau Intl
BDLNAS
Hartford Bradley Intl
Wed 12/30
7:00 am-9:46 pm
1 stop14h 46m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$119
HartfordNassau
BDL Hartford Bradley Intl - NAS Nassau Intl
BDLNAS
Hartford Bradley Intl
Wed 10/28
7:00 am-1:54 pm
1 stop6h 54m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$138
Quickest round-trip
HartfordNassau
BDL Hartford Bradley Intl - NAS Nassau Intl
BDLNAS
Hartford Bradley Intl
Tue 10/27
8:10 am-1:54 pm
1 stop5h 44m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$138
HartfordSan Juan
BDL Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl
BDLSJU
Hartford Bradley Intl
Sun 12/13
6:55 am-5:50 pm
1 stop9h 55m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$144
HartfordPunta Cana
BDL Hartford Bradley Intl - PUJ Punta Cana
BDLPUJ
Hartford Bradley Intl
Mon 10/26
9:37 pm-1:11 pm
1 stop15h 34m
Punta Cana
Wed 12/31
12:00 am-11:30 pm
Nonstop0h 00m
$145
HartfordOranjestad
BDL Hartford Bradley Intl - AUA Oranjestad Reina Beatrix
BDLAUA
Hartford Bradley Intl
Sun 1/3
6:59 pm-12:55 pm
1 stop16h 56m
Oranjestad Reina Beatrix
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$148
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-GCM
BDL-PUJ
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-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 $380). Flying from Hartford to Caribbean in December is currently the most expensive (average of $498). 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 October 19, 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 morning.
Weekly flight availability from Hartford to Caribbean
Explore weekly flight availability from Hartford to Caribbean. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated October 19, 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 (1 on average).
How often are flights from Hartford to Caribbean delayed?
About 31% of weekly flights between Hartford and Caribbean have experienced delays in the past year, with the average delay time being 152 minutes.
What is the most punctual flight time for Hartford to Caribbean flights?
Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Friday tends to have the lowest number of delays on this route, whereas Monday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Hartford to Caribbean flights?
Over the last year, Frontier have had the lowest number of delays on this route, with just 30% of flights being delayed.
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 October 3, 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 October 19, 2026.
Read through reviews of airlines operating flights from Hartford to Caribbean, such as Delta,United Airlines, andJetBlue. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.8
Comfort
7.8
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Overall
7.8
Comfort
7.8
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Overall
7.8
Comfort
7.8
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Overall
7.8
Comfort
7.8
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Overall
7.8
Comfort
7.8
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Overall
7.8
Comfort
7.8
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - 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.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top countries
Top destinations
Alternative routes for Hartford to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Hartford to Caribbean by cabin class
Find flights from Hartford to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Hartford and Caribbean flights
Browse other Hartford and Caribbean flight options. Last updated on October 19, 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 October 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$97 | Average$352 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$101 | Average$357 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$128 | Average$460 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$242 | Average$535 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$251 | Average$572 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$260 | Average$481 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$276 | Average$647 | FlexibilityNo cancel fee | On-time63% |