$104+ 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 12/3. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Oct 9 — Oct 161
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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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 9, 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 9, 2026.
This Super.com deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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
Wed 10/213:41 pm -
Nonstop4h 13m
Deal found 9/8![Frontier logo]()
$183
This Super.com deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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
Wed 10/143:41 pm -
Nonstop4h 13m
Deal found 9/8![Frontier logo]()
$188
This Cheapflightsfares deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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 9/309:25 pm -
Nonstop3h 45m
Wed 10/143:41 pm -
Nonstop4h 13m
Deal found 9/5![Frontier logo]()
$189
This Super.com deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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 9/5![Frontier logo]()
$193
This Cheapflightsfares deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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
Fri 10/301:56 pm -
Nonstop4h 12m
Deal found 9/8![Frontier logo]()
$194
This Super.com deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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 9/289:25 pm -
Nonstop3h 45m
Fri 10/24:28 pm -
Nonstop4h 02m
Deal found 9/5![Frontier logo]()
$203
This Cheapflightsfares deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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 10/143:41 pm -
Nonstop4h 13m
Deal found 9/5![Frontier logo]()
$205
This Cheapflightsfares deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 10/148:49 pm -
Nonstop3h 58m
Mon 10/194:28 pm -
Nonstop4h 14m
Deal found 9/7![Frontier logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” 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 10/129:37 pm -
Nonstop4h 00m
Fri 10/234:28 pm -
Nonstop4h 14m
Deal found 9/4![Frontier logo]()
$208
This Super.com deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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 9/289:25 pm -
Nonstop3h 45m
Mon 10/54:28 pm -
Nonstop4h 02m
Deal found 9/5![Frontier logo]()
$211
This American Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 10/66:00 am -
1 stop11h 56m
Thu 10/812:20 pm -
1 stop11h 09m
Deal found 9/8![American Airlines logo]()
$326
This United Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 10/266:00 am -
1 stop6h 56m
Wed 10/2812:07 pm -
1 stop6h 35m
Deal found 9/8![United Airlines logo]()
$330
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 9, 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 9, 2026.
This United Airlines deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/306:00 am -
1 stop6h 34m
Wed 10/144:55 pm -
1 stop7h 04m
Deal found 9/4![United Airlines logo]()
$216
This American Airlines deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” 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 12/73:00 pm -
1 stop6h 16m
Fri 12/112:18 pm -
1 stop10h 04m
Deal found 9/4![American Airlines logo]()
$356
This Southwest deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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 9/5![Southwest logo]()
$389
This JetBlue deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/287:00 am -
1 stop7h 00m
Fri 10/23:05 pm -
1 stop8h 09m
Deal found 9/4![JetBlue logo]()
$391
This Delta deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:00 am -
1 stop7h 53m
Mon 10/51:16 pm -
1 stop10h 43m
Deal found 9/5![Delta logo]()
$400
This United Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/309:37 am -
1 stop10h 23m
Mon 11/22:05 am -
2 stops13h 13m
Deal found 9/6![United Airlines logo]()
$285
This United Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 1/319:22 am -
1 stop10h 38m
Thu 2/42:35 pm -
2 stops10h 17m
Deal found 9/6![United Airlines logo]()
$286
This United Airlines deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 1/225:04 pm -
2 stops12h 11m
Fri 2/58:25 am -
1 stop10h 52m
Deal found 9/3![United Airlines logo]()
$304
This Southwest deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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 10/164:25 pm -
2 stops9h 00m
Sun 10/188:25 pm -
1 stop13h 30m
Deal found 9/5![Southwest logo]()
$389
This American Airlines deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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 23m
Mon 11/1612:18 pm -
1 stop12h 06m
Deal found 9/5![American Airlines logo]()
$402
This JetBlue deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 10/176:20 am -
1 stop5h 37m
Wed 10/2112:20 pm -
1 stop11h 38m
Deal found 9/7![JetBlue logo]()
$412
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 10/306:00 am -
1 stop10h 27m
Fri 11/63:26 pm -
1 stop8h 33m
Deal found 9/8![Delta logo]()
$413
This United Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/198:15 am -
1 stop12h 23m
Tue 9/291:00 am -
2 stops8h 37m
Deal found 9/8![United Airlines logo]()
$312
This Southwest deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 9/215:55 am -
2 stops11h 00m
Fri 9/2511:35 am -
2 stops10h 45m
Deal found 9/8![Southwest logo]()
$396
This JetBlue deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 2/226:37 pm -
Nonstop3h 51m
Mon 3/16:01 am -
Nonstop4h 04m
Deal found 9/3![JetBlue logo]()
$421
This American Airlines deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 2/205:45 pm -
2 stops19h 34m
Sat 2/275:42 pm -
2 stops18h 14m
Deal found 9/3![American Airlines logo]()
$450
This Delta deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 10/262:00 pm -
1 stop7h 15m
Tue 11/179:00 am -
1 stop7h 07m
Deal found 9/7![Delta logo]()
$456
This Southwest deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals ”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2011:45 am -
2 stops10h 15m
Wed 2/245:45 am -
2 stops10h 20m
Deal found 9/6![Southwest logo]()
$422
This United Airlines deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” 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 12/75:01 pm -
2 stops18h 48m
Fri 12/112:55 pm -
2 stops8h 53m
Deal found 9/4![United Airlines logo]()
$350
This JetBlue deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 12/32:30 pm -
1 stop10h 29m
Deal found 9/6![JetBlue logo]()
$446
This United Airlines deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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 12/96:00 am -
2 stops14h 00m
Mon 12/142:35 pm -
2 stops10h 13m
Deal found 9/5![United Airlines logo]()
$351
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 10/26:00 am -
1 stop15h 10m
Tue 10/69:15 am -
1 stop11h 04m
Deal found 9/3![Delta logo]()
$486
This Southwest deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” 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 11/45:15 am -
1 stop8h 05m
Sun 11/83:20 pm -
2 stops17h 30m
Deal found 9/3![Southwest logo]()
$445
This JetBlue deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” 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 12/56:00 am -
1 stop8h 11m
Sat 12/124:32 pm -
1 stop8h 25m
Deal found 9/4![JetBlue logo]()
$456
This United Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 1/65:04 pm -
2 stops21h 23m
Wed 1/1312:55 pm -
2 stops10h 57m
Deal found 9/6![United Airlines logo]()
$352
This American Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 11/225:28 am -
1 stop9h 56m
Thu 12/33:26 pm -
2 stops18h 00m
Deal found 9/8![American Airlines logo]()
$522
This Delta deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/262:05 pm -
1 stop7h 05m
Mon 10/59:10 am -
1 stop13h 49m
Deal found 9/5![Delta logo]()
$486
This JetBlue deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 stop7h 18m
Thu 10/2912:07 pm -
1 stop10h 52m
Deal found 9/7![JetBlue logo]()
$462
This United Airlines deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/265:03 pm -
2 stops20h 30m
Tue 9/292:35 pm -
2 stops9h 24m
Deal found 9/5![United Airlines logo]()
$361
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 2/247:05 pm -
1 stop16h 50m
Wed 3/104:35 pm -
1 stop8h 10m
Deal found 9/8![Delta logo]()
$514
Last-minute flights from Hartford to CaribbeanDiscover last-minute flight deals from Hartford to Caribbean. Data last updated September 9, 2026 and is based on user searches.
Discover last-minute flight deals from Hartford to Caribbean. Data last updated September 9, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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
Wed 10/143:41 pm -
Nonstop4h 13m
Deal found 9/8![Frontier logo]()
$188
This Super.com deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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 9/289:25 pm -
Nonstop3h 45m
Fri 10/24:28 pm -
Nonstop4h 02m
Deal found 9/5![Frontier logo]()
$203
This Super.com deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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 9/289:25 pm -
Nonstop3h 45m
Mon 10/54:28 pm -
Nonstop4h 02m
Deal found 9/5![Frontier logo]()
$211
This Cheapflightsfares deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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 9/309:25 pm -
Nonstop3h 45m
Wed 10/143:41 pm -
Nonstop4h 13m
Deal found 9/5![Frontier logo]()
$189
This American Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 10/66:00 am -
1 stop11h 56m
Thu 10/812:20 pm -
1 stop11h 09m
Deal found 9/8![American Airlines logo]()
$326
This Cheapflightsfares deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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 10/143:41 pm -
Nonstop4h 13m
Deal found 9/5![Frontier logo]()
$205
This Kiwi.com deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” 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 10/129:37 pm -
Nonstop4h 00m
Fri 10/234:28 pm -
Nonstop4h 14m
Deal found 9/4![Frontier logo]()
$208
This Cheapflightsfares deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 10/148:49 pm -
Nonstop3h 58m
Mon 10/194:28 pm -
Nonstop4h 14m
Deal found 9/7![Frontier logo]()
$207
This Super.com deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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 9/5![Frontier logo]()
$193
This Super.com deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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
Wed 10/213:41 pm -
Nonstop4h 13m
Deal found 9/8![Frontier logo]()
$183
This Cheapflightsfares deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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
Fri 10/301:56 pm -
Nonstop4h 12m
Deal found 9/8![Frontier logo]()
$194
This United Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 10/266:00 am -
1 stop6h 56m
Wed 10/2812:07 pm -
1 stop6h 35m
Deal found 9/8![United Airlines logo]()
$330
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 9, 2026.
Search for one-way flight options from Hartford to Caribbean. Find affordable one-way fares based on user searches. Data last updated September 9, 2026.
This Frontier deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” 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 12/37:33 pm -
Nonstop3h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Frontier logo]()
$104
This American Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” 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 12/75:30 am -
1 stop9h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![American Airlines logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Frontier logo]()
$115
This Frontier deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/57:33 pm -
Nonstop3h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Frontier logo]()
$119
This United Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/297:40 pm -
2 stops17h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![United Airlines logo]()
$119
This American Airlines deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![American Airlines logo]()
$119
This Super.com deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Frontier logo]()
$120
This United Airlines deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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 12/316:01 am -
1 stop8h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![United Airlines logo]()
$120
This Cheapflightsfares deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” 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 12/47:33 pm -
Nonstop3h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Frontier logo]()
$122
This Frontier deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/77:33 pm -
Nonstop3h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Frontier logo]()
$124
This JetBlue deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/297:00 am -
1 stop5h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![JetBlue logo]()
$124
This American Airlines deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:24 pm -
2 stops17h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![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 9, 2026.
Round-trip from | $183 (Super.com) |
|---|---|
One-way from | $104 (Frontier) |
Popular in | December |
Cheapest in | September |
Average price | $310 |
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 9, 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
Mon 12/7
6:00 am-7:58 pm
2 stops13h 58m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$111
HartfordSimpson Bay
BDL Hartford Bradley Intl - SXM Simpson Bay Princess Juliana
BDLSXM
Hartford Bradley Intl
Sun 11/1
6:26 pm-1:26 pm
2 stops18h 00m
Simpson Bay Princess Juliana
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$119
HartfordNassau
BDL Hartford Bradley Intl - NAS Nassau Intl
BDLNAS
Hartford Bradley Intl
Thu 12/31
6:01 am-2:58 pm
1 stop8h 57m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$120
HartfordNassau
BDL Hartford Bradley Intl - NAS Nassau Intl
BDLNAS
Hartford Bradley Intl
Tue 9/29
7:00 am-12:01 pm
1 stop5h 01m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$124
HartfordNassau
BDL Hartford Bradley Intl - NAS Nassau Intl
BDLNAS
Hartford Bradley Intl
Wed 9/30
6:00 am-11:51 am
1 stop5h 51m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$124
Quickest round-trip
HartfordSan Juan
BDL Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl
BDLSJU
Hartford Bradley Intl
Sun 10/11
7:36 pm-11:33 pm
Nonstop3h 57m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$138
HartfordNassau
BDL Hartford Bradley Intl - NAS Nassau Intl
BDLNAS
Hartford Bradley Intl
Sat 10/3
3:33 pm-1:39 pm
1 stop22h 06m
Nassau Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$139
HartfordSan Juan
BDL Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl
BDLSJU
Hartford Bradley Intl
Wed 10/7
7:00 am-4:49 pm
1 stop9h 49m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$142
HartfordSan Juan
BDL Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl
BDLSJU
Hartford Bradley Intl
Sat 11/14
9:38 am-12:36 am
2 stops13h 58m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$143
HartfordSan Juan
BDL Hartford Bradley Intl - SJU San Juan Luis Munoz Marin Intl
BDLSJU
Hartford Bradley Intl
Sat 10/31
6:00 am-12:15 pm
1 stop6h 15m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$143
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Hartford to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Hartford with our price prediction graph.
BDL-SJU
BDL-GCM
BDL-NAS
BDL-SXM
BDL-MBJ
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Hartford to Caribbean
BDL-0CB
BDL-SJU
BDL-GCM
BDL-NAS
BDL-SXM
What is the cheapest month to book a flight from Hartford to Caribbean?
Currently, May is the cheapest month in which you can book a flight from Hartford to Caribbean (average of $379). Flying from Hartford to Caribbean in December is currently the most expensive (average of $497). 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 9, 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.
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 5, 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 9, 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.
Boarding
8.1
Food
7.2
Overall
7.8
Crew
8.5
Entertainment
7.8
Comfort
7.8
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Boarding
8.1
Food
7.2
Overall
7.8
Crew
8.5
Entertainment
7.8
Comfort
7.8
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Boarding
8.1
Food
7.2
Overall
7.8
Crew
8.5
Entertainment
7.8
Comfort
7.8
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Boarding
8.1
Food
7.2
Overall
7.8
Crew
8.5
Entertainment
7.8
Comfort
7.8
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Boarding
8.1
Food
7.2
Overall
7.8
Crew
8.5
Entertainment
7.8
Comfort
7.8
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Boarding
8.1
Food
7.2
Overall
7.8
Crew
8.5
Entertainment
7.8
Comfort
7.8
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.
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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 9, 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 9, 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$467 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$236 | Average$537 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$251 | Average$595 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$260 | Average$475 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$276 | Average$645 | FlexibilityNo cancel fee | On-time63% |