$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 12/1. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Nov 6 — Nov 131
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 October 7, 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 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/26:03 pm -
Nonstop4h 03m
Fri 11/131:56 pm -
Nonstop4h 12m
Deal found 10/5![Frontier logo]()
$177
This CheapOair deal was found by Cheapflights users on 10/3. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/199:37 pm -
Nonstop4h 00m
Fri 10/234:28 pm -
Nonstop4h 14m
Deal found 10/3![Frontier logo]()
$179
This Cheapflightsfares deal was found by Cheapflights users on 10/6. 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 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 10/6![Frontier logo]()
$180
This CheapOair deal was found by Cheapflights users on 10/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:03 pm -
Nonstop4h 03m
Mon 11/161:56 pm -
Nonstop4h 12m
Deal found 10/6![Frontier logo]()
$181
This Super.com deal was found by Cheapflights users on 10/4. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/307:03 pm -
Nonstop4h 03m
Mon 11/21:56 pm -
Nonstop4h 12m
Deal found 10/4![Frontier logo]()
$185
This Cheapflightsfares deal was found by Cheapflights users on 10/5. 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.
Mon 10/199:37 pm -
Nonstop4h 00m
Wed 10/213:41 pm -
Nonstop4h 13m
Deal found 10/5![Frontier logo]()
$186
This Super.com deal was found by Cheapflights users on 10/6. 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 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
Wed 10/213:41 pm -
Nonstop4h 13m
Deal found 10/6![Frontier logo]()
$190
This Cheapflightsfares deal was found by Cheapflights users on 10/6. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:03 pm -
Nonstop4h 03m
Wed 11/113:55 am -
1 stop11h 25m
Deal found 10/6![Frontier logo]()
$191
This American Airlines deal was found by Cheapflights users on 10/5. 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.
Mon 11/307:07 pm -
2 stops17h 34m
Thu 12/102:18 pm -
2 stops10h 29m
Deal found 10/5![American Airlines logo]()
$242
This JetBlue deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” 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 12/66:00 am -
1 stop8h 11m
Fri 12/112:36 pm -
1 stop10h 23m
Deal found 10/2![JetBlue logo]()
$294
This American Airlines deal was found by Cheapflights users on 10/5. 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 11/155:33 am -
1 stop7h 53m
Thu 11/193:00 pm -
1 stop9h 32m
Deal found 10/5![American Airlines logo]()
$305
This JetBlue deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” 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 12/66:00 am -
1 stop8h 11m
Wed 12/162:36 pm -
1 stop10h 23m
Deal found 10/2![JetBlue logo]()
$307
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 7, 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 7, 2026.
This United Airlines deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” 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 11/166:00 am -
1 stop6h 15m
Tue 12/12:05 am -
2 stops13h 10m
Deal found 10/2![United Airlines logo]()
$253
This JetBlue deal was found by Cheapflights users on 10/4. 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 10/267:47 pm -
Nonstop3h 57m
Sat 10/317:00 am -
Nonstop4h 05m
Deal found 10/4![JetBlue logo]()
$255
This Southwest deal was found by Cheapflights users on 10/6. 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.
Sun 11/222:30 pm -
1 stop9h 40m
Sat 12/55:40 am -
2 stops10h 30m
Deal found 10/6![Southwest logo]()
$327
This American Airlines deal was found by Cheapflights users on 10/7. 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.
Tue 3/165:01 am -
2 stops14h 47m
Tue 3/232:20 pm -
1 stop9h 30m
Deal found 10/7![American Airlines logo]()
$382
This Delta deal was found by Cheapflights users on 10/5. 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.
Tue 10/207:00 am -
1 stop7h 40m
Mon 11/234:55 pm -
1 stop8h 20m
Deal found 10/5![Delta logo]()
$480
This JetBlue deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” 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 12/66:00 am -
1 stop8h 11m
Thu 12/102:36 pm -
1 stop10h 23m
Deal found 10/2![JetBlue logo]()
$294
This Southwest deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” 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 1/66:00 am -
1 stop6h 20m
Mon 1/113:45 pm -
1 stop6h 45m
Deal found 10/2![Southwest logo]()
$350
This United Airlines deal was found by Cheapflights users on 10/6. 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.
Mon 11/166:00 am -
1 stop6h 08m
Mon 11/235:10 pm -
2 stops18h 33m
Deal found 10/6![United Airlines logo]()
$355
This United deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/910:37 am -
3 stops24h 28m
Fri 11/138:39 am -
2 stops16h 20m
Deal found 10/2![Multiple Airlines logo]()
$711
This JetBlue deal was found by Cheapflights users on 10/4. 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.
Sun 11/296:00 am -
1 stop8h 11m
Sat 12/52:36 pm -
1 stop10h 23m
Deal found 10/4![JetBlue logo]()
$354
This United Airlines deal was found by Cheapflights users on 10/3. 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.
Sun 2/76:00 am -
1 stop7h 45m
Fri 2/125:45 pm -
2 stops20h 24m
Deal found 10/3![United Airlines logo]()
$362
This Southwest deal was found by Cheapflights users on 10/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/112:30 pm -
2 stops9h 25m
Fri 12/185:35 am -
1 stop7h 25m
Deal found 10/4![Southwest logo]()
$365
This American Airlines deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” 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 1/65:05 am -
1 stop10h 09m
Mon 1/115:04 pm -
2 stops18h 01m
Deal found 10/2![American Airlines logo]()
$405
This United Airlines deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” 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 1/136:00 am -
1 stop7h 45m
Mon 1/182:55 pm -
2 stops23h 07m
Deal found 10/2![United Airlines logo]()
$362
This JetBlue deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” 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 11/106:00 am -
1 stop7h 40m
Mon 11/168:00 am -
Nonstop4h 06m
Deal found 10/2![JetBlue logo]()
$365
This Southwest deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” 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 11/165:40 am -
1 stop7h 05m
Sun 11/224:05 pm -
1 stop8h 45m
Deal found 10/2![Southwest logo]()
$386
This JetBlue deal was found by Cheapflights users on 10/6. 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 11/37:30 am -
1 stop6h 21m
Sat 11/712:21 pm -
1 stop11h 38m
Deal found 10/6![JetBlue logo]()
$369
This Delta deal was found by Cheapflights users on 10/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/306:00 am -
1 stop7h 32m
Tue 11/33:57 pm -
1 stop9h 02m
Deal found 10/6![Delta logo]()
$503
This United Airlines deal was found by Cheapflights users on 10/5. 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.
Mon 11/96:00 am -
1 stop6h 40m
Wed 11/182:50 pm -
2 stops19h 51m
Deal found 10/5![United Airlines logo]()
$380
This Southwest deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” 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 stop6h 55m
Fri 11/132:40 pm -
1 stop8h 40m
Deal found 10/2![Southwest logo]()
$395
This JetBlue deal was found by Cheapflights users on 10/4. 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 1/234:41 pm -
Nonstop3h 52m
Sun 1/3112:40 pm -
Nonstop4h 11m
Deal found 10/4![JetBlue logo]()
$371
This American Airlines deal was found by Cheapflights users on 10/7. 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.
Sun 11/227:35 pm -
2 stops19h 49m
Thu 12/35:33 pm -
2 stops16h 59m
Deal found 10/7![American Airlines logo]()
$508
This United Airlines deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” 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 11/157:54 pm -
2 stops17h 54m
Mon 11/2312:55 pm -
2 stops11h 04m
Deal found 10/2![United Airlines logo]()
$386
This Southwest deal was found by Cheapflights users on 10/3. 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.
Fri 10/304:25 pm -
2 stops9h 00m
Sun 11/17:30 am -
2 stops9h 40m
Deal found 10/3![Southwest logo]()
$414
This JetBlue deal was found by Cheapflights users on 10/5. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/116:00 am -
1 stop7h 40m
Tue 11/178:00 am -
Nonstop4h 06m
Deal found 10/5![JetBlue logo]()
$391
This United Airlines deal was found by Cheapflights users on 10/3. 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.
Thu 10/296:00 am -
2 stops10h 28m
Tue 11/37:30 pm -
2 stops15h 11m
Deal found 10/3![United Airlines logo]()
$391
This Delta deal was found by Cheapflights users on 10/5. 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.
Mon 10/267:00 am -
1 stop14h 15m
Tue 11/179:00 am -
1 stop8h 57m
Deal found 10/5![Delta logo]()
$580
This Southwest deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” 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 10/234:25 pm -
2 stops9h 00m
Mon 10/2612:35 pm -
2 stops11h 20m
Deal found 10/2![Southwest logo]()
$416
This United Airlines deal was found by Cheapflights users on 10/4. 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.
Sat 1/236:00 am -
1 stop8h 57m
Sun 1/315:00 pm -
1 stop7h 59m
Deal found 10/4![United Airlines logo]()
$395
This United deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/910:37 am -
3 stops24h 28m
Thu 11/123:00 pm -
2 stops9h 59m
Deal found 10/2![Multiple Airlines logo]()
$711
Last-minute flights from Hartford to CaribbeanDiscover last-minute flight deals from Hartford to Caribbean. Data last updated October 7, 2026 and is based on user searches.
Discover last-minute flight deals from Hartford to Caribbean. Data last updated October 7, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 10/7. 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 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
Mon 10/264:28 pm -
Nonstop4h 14m
Deal found 10/7![Frontier logo]()
$190
This CheapOair deal was found by Cheapflights users on 10/3. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/199:37 pm -
Nonstop4h 00m
Fri 10/234:28 pm -
Nonstop4h 14m
Deal found 10/3![Frontier logo]()
$179
This Cheapflightsfares deal was found by Cheapflights users on 10/6. 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 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 10/6![Frontier logo]()
$180
This Cheapflightsfares deal was found by Cheapflights users on 10/7. 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.
Mon 10/199:37 pm -
Nonstop4h 00m
Wed 10/213:41 pm -
Nonstop4h 13m
Deal found 10/7![Frontier logo]()
$186
This Super.com deal was found by Cheapflights users on 10/4. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/307:03 pm -
Nonstop4h 03m
Mon 11/21:56 pm -
Nonstop4h 12m
Deal found 10/4![Frontier logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 10/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/26:03 pm -
Nonstop4h 03m
Fri 11/131:56 pm -
Nonstop4h 12m
Deal found 10/5![Frontier logo]()
$177
This Super.com deal was found by Cheapflights users on 10/7. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:03 pm -
Nonstop4h 03m
Fri 11/131:56 pm -
Nonstop4h 12m
Deal found 10/7![Frontier logo]()
$189
This Cheapflightsfares deal was found by Cheapflights users on 10/7. 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.
Mon 11/96:03 pm -
Nonstop4h 03m
Wed 11/113:55 am -
1 stop11h 25m
Deal found 10/7![Frontier logo]()
$182
This CheapOair deal was found by Cheapflights users on 10/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:03 pm -
Nonstop4h 03m
Mon 11/161:56 pm -
Nonstop4h 12m
Deal found 10/6![Frontier logo]()
$181
This American Airlines deal was found by Cheapflights users on 10/5. 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 11/155:33 am -
1 stop7h 53m
Thu 11/193:00 pm -
1 stop9h 32m
Deal found 10/5![American Airlines logo]()
$305
This American Airlines deal was found by Cheapflights users on 10/5. 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 11/287:07 pm -
2 stops20h 17m
Wed 12/25:33 pm -
1 stop21h 54m
Deal found 10/5![American Airlines logo]()
$318
This American Airlines deal was found by Cheapflights users on 10/5. 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.
Mon 11/307:07 pm -
2 stops17h 34m
Thu 12/102:18 pm -
2 stops10h 29m
Deal found 10/5![American Airlines logo]()
$242
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 7, 2026.
Search for one-way flight options from Hartford to Caribbean. Find affordable one-way fares based on user searches. Data last updated October 7, 2026.
This American Airlines deal was found by Cheapflights users on 10/5. 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.
Tue 2/97:00 am -
2 stops12h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![American Airlines logo]()
$108
This Southwest deal was found by Cheapflights users on 10/5. 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.
Sun 11/15:55 am -
1 stop7h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Southwest logo]()
$108
This Super.com deal was found by Cheapflights users on 10/5. 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 10/129:37 pm -
Nonstop4h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Frontier logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 10/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:03 pm -
Nonstop4h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Frontier logo]()
$118
This American Airlines deal was found by Cheapflights users on 10/6. 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 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 10/6![American Airlines logo]()
$119
This Super.com deal was found by Cheapflights users on 10/4. 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 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 10/4![Frontier logo]()
$121
This American Airlines deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” 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 12/127:31 pm -
1 stop18h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/2![American Airlines logo]()
$121
This Cheapflightsfares deal was found by Cheapflights users on 10/6. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/28:28 pm -
Nonstop4h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Frontier logo]()
$122
This American Airlines deal was found by Cheapflights users on 10/5. 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 10/247:20 pm -
1 stop16h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![American Airlines logo]()
$123
This Frontier deal was found by Cheapflights users on 10/7. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/38:28 pm -
Nonstop4h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Frontier logo]()
$124
This United Airlines deal was found by Cheapflights users on 10/6. 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 12/45:01 pm -
2 stops20h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![United Airlines logo]()
$126
This Southwest deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” 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 10/3111:35 am -
1 stop6h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/2![Southwest logo]()
$128
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 7, 2026.
Round-trip from | $177 (Kiwi.com) |
|---|---|
One-way from | $108 (American Airlines) |
Popular in | December |
Cheapest in | January |
Average price | $360 |
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 7, 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
Tue 12/1
7:35 pm-11:26 am
1 stop15h 51m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$108
HartfordSimpson Bay
BDL Hartford Bradley Intl - SXM Simpson Bay Princess Juliana
BDLSXM
Hartford Bradley Intl
Sun 11/1
5:55 am-2:15 pm
1 stop7h 20m
Simpson Bay Princess Juliana
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$108
HartfordSimpson Bay
BDL Hartford Bradley Intl - SXM Simpson Bay Princess Juliana
BDLSXM
Hartford Bradley Intl
Mon 10/26
7:54 pm-12:50 pm
2 stops16h 56m
Simpson Bay Princess Juliana
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$108
HartfordGeorge Town
BDL Hartford Bradley Intl - GCM George Town Owen Roberts Intl
BDLGCM
Hartford Bradley Intl
Tue 2/9
5:05 am-11:48 am
1 stop6h 43m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$108
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
$108
HartfordSimpson Bay
BDL Hartford Bradley Intl - SXM Simpson Bay Princess Juliana
BDLSXM
Hartford Bradley Intl
Sun 1/3
6:44 pm-1:50 pm
2 stops18h 06m
Simpson Bay Princess Juliana
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$118
HartfordGeorge Town
BDL Hartford Bradley Intl - GCM George Town Owen Roberts Intl
BDLGCM
Hartford Bradley Intl
Fri 12/4
5:01 pm-1:15 pm
2 stops20h 14m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$126
HartfordGeorge Town
BDL Hartford Bradley Intl - GCM George Town Owen Roberts Intl
BDLGCM
Hartford Bradley Intl
Wed 3/17
6:00 am-11:08 am
1 stop6h 08m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$131
HartfordGeorge Town
BDL Hartford Bradley Intl - GCM George Town Owen Roberts Intl
BDLGCM
Hartford Bradley Intl
Fri 1/8
7:30 am-11:29 am
2 stops27h 59m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$132
HartfordSimpson Bay
BDL Hartford Bradley Intl - SXM Simpson Bay Princess Juliana
BDLSXM
Hartford Bradley Intl
Wed 3/31
6:00 am-12:33 pm
1 stop6h 33m
Simpson Bay Princess Juliana
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$136
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-GCM
BDL-SXM
BDL-AUA
BDL-NAS
BDL-KIN
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-GCM
BDL-SXM
BDL-AUA
BDL-NAS
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 $495). 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 7, 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 15% 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 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 7, 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.
Entertainment
7.8
Comfort
7.8
Overall
7.8
Crew
8.5
Boarding
8.1
Food
7.2
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Entertainment
7.8
Comfort
7.8
Overall
7.8
Crew
8.5
Boarding
8.1
Food
7.2
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Entertainment
7.8
Comfort
7.8
Overall
7.8
Crew
8.5
Boarding
8.1
Food
7.2
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Entertainment
7.8
Comfort
7.8
Overall
7.8
Crew
8.5
Boarding
8.1
Food
7.2
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Entertainment
7.8
Comfort
7.8
Overall
7.8
Crew
8.5
Boarding
8.1
Food
7.2
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Entertainment
7.8
Comfort
7.8
Overall
7.8
Crew
8.5
Boarding
8.1
Food
7.2
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 October 7, 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 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$101 | Average$357 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$112 | Average$352 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$128 | Average$457 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$239 | Average$528 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$251 | Average$575 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$260 | Average$480 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$276 | Average$649 | FlexibilityNo cancel fee | On-time63% |