$107+ Cheap flights from Hartford (BDL) to Caribbean
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/20. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Jul 16 — Jul 231
Round-trip
1 adult, Economy
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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 June 16, 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 June 16, 2026.
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 8/227:24 pm
BDL
- STT
2 stops20h 28m
American Airlines
Fri 8/283:43 pm
STT
- BDL
2 stops17h 43m
American Airlines
Deal found 6/11![American Airlines logo]()
$206
This Orbitz deal was found by Cheapflights users on 6/15. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/241:48 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Sun 8/308:33 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 6/15![Frontier logo]()
$218
This Kiwi.com deal was found by Cheapflights users on 6/16. 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.
Sat 8/221:48 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Sun 8/308:33 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 6/16![Frontier logo]()
$222
This Super.com deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” 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 8/171:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 8/268:33 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 6/13![Frontier logo]()
$224
This Cheapflightsfares deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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.
Sat 8/291:48 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Sat 9/58:33 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 6/12![Frontier logo]()
$225
This Kiwi.com deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/221:48 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Wed 8/268:33 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 6/13![Frontier logo]()
$231
This Kiwi.com deal was found by Cheapflights users on 6/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/212:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Tue 6/238:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 6/14![Frontier logo]()
$240
This Cheapflightsfares deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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.
Sat 7/251:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 8/268:33 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 6/11![Frontier logo]()
$246
This Super.com deal was found by Cheapflights users on 6/14. 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 9/21:48 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Sat 9/58:33 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 6/14![Frontier logo]()
$251
This Super.com deal was found by Cheapflights users on 6/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/71:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Mon 7/208:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/15![Frontier logo]()
$252
This Cheapflightsfares deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” 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.
Sat 6/202:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Tue 6/238:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 6/13![Frontier logo]()
$253
This Cheapflightsfares deal was found by Cheapflights users on 6/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/91:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Mon 7/138:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/16![Frontier logo]()
$254
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 June 16, 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 June 16, 2026.
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 8/226:00 am
BDL
- STT
1 stop9h 52m
American Airlines
Fri 8/283:43 pm
STT
- BDL
2 stops17h 43m
American Airlines
Deal found 6/11![American Airlines logo]()
$206
This Delta deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” 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 8/226:00 am
BDL
- SJU
1 stop10h 38m
Delta
Mon 8/3112:56 pm
SJU
- BDL
1 stop11h 02m
Delta
Deal found 6/13![Delta logo]()
$314
This Southwest deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 8/126:50 am
BDL
- SJU
1 stop12h 10m
Southwest
Wed 8/1911:50 am
SJU
- BDL
1 stop8h 20m
Southwest
Deal found 6/12![Southwest logo]()
$324
This United Airlines deal was found by Cheapflights users on 6/16. 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.
Sat 7/48:20 am
BDL
- SJU
1 stop12h 18m
United Airlines
Wed 7/87:20 am
SJU
- BDL
1 stop6h 46m
United Airlines
Deal found 6/16![United Airlines logo]()
$344
This JetBlue deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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.
Fri 9/113:00 pm
BDL
- SJU
1 stop7h 04m
JetBlue
Fri 9/188:30 am
SJU
- BDL
Nonstop3h 57m
JetBlue
Deal found 6/11![JetBlue logo]()
$396
This Expedia deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/42:10 pm
BDL
- PUJ
1 stop6h 08m
Frontier
Tue 7/149:29 pm
PUJ
- BDL
1 stop15h 18m
Frontier
Deal found 6/11![Frontier logo]()
$500
This Delta deal was found by Cheapflights users on 6/14. 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.
Mon 8/316:00 am
BDL
- GCM
1 stop6h 39m
Delta
Sat 9/51:04 pm
GCM
- BDL
1 stop9h 54m
Delta
Deal found 6/14![Delta logo]()
$331
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 8/275:41 pm
BDL
- GCM
2 stops18h 19m
American Airlines
Mon 8/312:10 pm
GCM
- BDL
2 stops19h 12m
American Airlines
Deal found 6/12![American Airlines logo]()
$336
This Delta deal was found by Cheapflights users on 6/16. 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.
Sat 8/298:00 am
BDL
- PUJ
1 stop6h 39m
Delta
Thu 9/31:10 pm
PUJ
- BDL
1 stop10h 48m
Delta
Deal found 6/16![Delta logo]()
$332
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 8/116:45 am
BDL
- GCM
1 stop5h 42m
American Airlines
Wed 8/192:10 pm
GCM
- BDL
2 stops19h 12m
American Airlines
Deal found 6/11![American Airlines logo]()
$336
This Southwest deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 7/65:10 pm
BDL
- SJU
1 stop7h 10m
Southwest
Sat 7/116:30 am
SJU
- BDL
1 stop9h 15m
Southwest
Deal found 6/12![Southwest logo]()
$372
This United Airlines deal was found by Cheapflights users on 6/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/156:00 am
BDL
- SXM
1 stop6h 33m
United Airlines
Wed 7/223:50 pm
SXM
- BDL
1 stop8h 09m
United Airlines
Deal found 6/14![United Airlines logo]()
$387
This JetBlue deal was found by Cheapflights users on 6/15. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/912:25 pm
BDL
- SDQ
1 stop11h 34m
JetBlue
Thu 11/126:01 am
SDQ
- BDL
1 stop12h 48m
JetBlue
Deal found 6/15![JetBlue logo]()
$396
This American Airlines deal was found by Cheapflights users on 6/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/207:24 pm
BDL
- GCM
2 stops18h 46m
American Airlines
Mon 8/242:10 pm
GCM
- BDL
2 stops19h 10m
American Airlines
Deal found 6/16![American Airlines logo]()
$336
This Southwest deal was found by Cheapflights users on 6/15. 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.
Tue 9/296:00 am
BDL
- SJU
1 stop6h 50m
Southwest
Thu 10/15:20 pm
SJU
- BDL
1 stop6h 30m
Southwest
Deal found 6/15![Southwest logo]()
$390
This United Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 9/912:12 pm
BDL
- SJU
2 stops11h 38m
United Airlines
Mon 9/142:55 pm
SJU
- BDL
2 stops9h 04m
United Airlines
Deal found 6/11![United Airlines logo]()
$405
This American Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/147:24 pm
BDL
- GCM
2 stops18h 46m
American Airlines
Tue 8/182:10 pm
GCM
- BDL
2 stops19h 12m
American Airlines
Deal found 6/13![American Airlines logo]()
$336
This Delta deal was found by Cheapflights users on 6/14. 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.
Fri 8/286:00 am
BDL
- STT
1 stop7h 34m
Delta
Mon 8/312:49 pm
STT
- BDL
1 stop9h 09m
Delta
Deal found 6/14![Delta logo]()
$379
This JetBlue deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 8/298:00 am
BDL
- PUJ
1 stop7h 24m
JetBlue
Wed 9/24:41 pm
PUJ
- BDL
1 stop7h 18m
JetBlue
Deal found 6/12![JetBlue logo]()
$425
This Southwest deal was found by Cheapflights users on 6/15. 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.
Wed 9/26:00 am
BDL
- SJU
2 stops10h 25m
Southwest
Tue 9/85:15 am
SJU
- BDL
2 stops9h 35m
Southwest
Deal found 6/15![Southwest logo]()
$400
This Delta deal was found by Cheapflights users on 6/16. 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.
Sun 9/137:00 am
BDL
- SDQ
1 stop6h 41m
Delta
Wed 9/162:56 pm
SDQ
- BDL
1 stop9h 02m
Delta
Deal found 6/16![Delta logo]()
$386
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 8/1211:10 am
BDL
- GCM
1 stop25h 17m
American Airlines
Wed 8/1912:30 pm
GCM
- BDL
1 stop20h 50m
American Airlines
Deal found 6/11![American Airlines logo]()
$351
This JetBlue deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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.
Fri 7/317:55 pm
BDL
- SJU
Nonstop3h 53m
JetBlue
Mon 8/108:55 am
SJU
- BDL
1 stop10h 03m
JetBlue
Deal found 6/11![JetBlue logo]()
$436
This CheapOair deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” 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.
Tue 8/111:42 pm
BDL
- PUJ
1 stop20h 42m
Frontier
Mon 8/174:40 pm
PUJ
- BDL
1 stop20h 13m
Frontier
Deal found 6/13![Frontier logo]()
$540
This United Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 8/294:50 pm
BDL
- PUJ
2 stops19h 50m
United Airlines
Wed 9/23:35 pm
PUJ
- BDL
2 stops19h 03m
United Airlines
Deal found 6/11![United Airlines logo]()
$457
This Southwest deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” 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 12/35:15 am
BDL
- SJU
1 stop10h 40m
Southwest
Tue 12/810:45 am
SJU
- BDL
2 stops10h 00m
Southwest
Deal found 6/13![Southwest logo]()
$425
This Delta deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” 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 8/276:00 am
BDL
- GCM
1 stop6h 39m
Delta
Mon 8/311:04 pm
GCM
- BDL
1 stop9h 54m
Delta
Deal found 6/13![Delta logo]()
$394
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 7/286:01 am
BDL
- SXM
1 stop7h 50m
American Airlines
Tue 8/44:45 pm
SXM
- BDL
2 stops17h 37m
American Airlines
Deal found 6/11![American Airlines logo]()
$362
This Justfly.com deal was found by Cheapflights users on 6/14. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/277:00 am
BDL
- SXM
1 stop7h 00m
JetBlue
Sun 10/42:45 pm
SXM
- BDL
1 stop8h 59m
JetBlue
Deal found 6/14![JetBlue logo]()
$449
This United Airlines deal was found by Cheapflights users on 6/15. 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.
Tue 7/216:09 am
BDL
- MBJ
2 stops10h 01m
United Airlines
Fri 7/244:12 pm
MBJ
- BDL
1 stop6h 47m
United Airlines
Deal found 6/15![United Airlines logo]()
$461
Last-minute flights from Hartford to CaribbeanDiscover last-minute flight deals from Hartford to Caribbean. Data last updated June 16, 2026 and is based on user searches.
Discover last-minute flight deals from Hartford to Caribbean. Data last updated June 16, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 6/157:26 pm
BDL
- GCM
2 stops16h 35m
American Airlines
Mon 6/225:12 pm
GCM
- BDL
2 stops16h 12m
American Airlines
Deal found 6/12![American Airlines logo]()
$336
This eDestinos deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” 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.
Tue 6/162:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Tue 6/238:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 6/13![Frontier logo]()
$258
This Cheapflightsfares deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” 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.
Sat 6/202:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Tue 6/238:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 6/13![Frontier logo]()
$253
This Frontier deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” 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.
Sun 6/212:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Thu 6/258:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 6/13![Frontier logo]()
$231
This Kiwi.com deal was found by Cheapflights users on 6/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/212:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Tue 6/238:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 6/14![Frontier logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” 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.
Sun 6/212:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Mon 6/298:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 6/13![Frontier logo]()
$261
This Super.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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.
Thu 7/22:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Thu 7/98:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/11![Frontier logo]()
$271
This Super.com deal was found by Cheapflights users on 6/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/71:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Mon 7/208:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/15![Frontier logo]()
$252
This Cheapflightsfares deal was found by Cheapflights users on 6/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/91:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Mon 7/138:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/16![Frontier logo]()
$254
This Priceline deal was found by Cheapflights users on 6/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/91:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Thu 7/168:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/15![Frontier logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 6/16. 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 7/201:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 7/298:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 6/16![Frontier logo]()
$270
This Cheapflightsfares deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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.
Sat 7/251:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 8/268:33 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 6/11![Frontier logo]()
$246
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 June 16, 2026.
Search for one-way flight options from Hartford to Caribbean. Find affordable one-way fares based on user searches. Data last updated June 16, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 6/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/301:48 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Deal found 6/15![Frontier logo]()
$107
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 8/207:24 pm
BDL
- STT
2 stops19h 35m
American Airlines
Deal found 6/11![American Airlines logo]()
$107
This Frontier deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 9/51:48 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Deal found 6/11![Frontier logo]()
$109
This Super.com deal was found by Cheapflights users on 6/14. 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.
Sat 8/291:48 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Deal found 6/14![Frontier logo]()
$115
This Cheapflightsfares deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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.
Sun 8/231:48 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Deal found 6/11![Frontier logo]()
$116
This Kiwi.com deal was found by Cheapflights users on 6/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/71:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 6/15![Frontier logo]()
$117
This eDestinos deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” 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.
Sun 6/212:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Deal found 6/13![Frontier logo]()
$119
This eDestinos deal was found by Cheapflights users on 6/16. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/131:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 6/16![Frontier logo]()
$124
This American Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” 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 8/57:24 pm
BDL
- GCM
2 stops16h 36m
American Airlines
Deal found 6/13![American Airlines logo]()
$124
This Cheapflightsfares deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” 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.
Sat 6/202:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Deal found 6/13![Frontier logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 8/101:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 6/11![Frontier logo]()
$129
This Super.com deal was found by Cheapflights users on 6/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/261:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 6/15![Frontier logo]()
$135
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 June 16, 2026.
Round-trip from | $206 (American Airlines) |
|---|---|
One-way from | $107 (Cheapflightsfares) |
Popular in | December |
Cheapest in | January |
Average price | $383 |
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 2,558,603 searches. Data last updated June 16, 2026.
Use the filters below to find and compare flights from Hartford to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
HartfordSaint Thomas Island
BDL - STT
BDLSTT
Hartford Bradley Intl
Sat 8/22
6:00 am-3:52 pm
1 stop9h 52m
Saint Thomas Island Cyril E King
Fri 8/28
3:43 pm-9:26 am
2 stops17h 43m
$206
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Sat 8/22
6:00 am-4:38 pm
1 stop10h 38m
San Juan Luis Munoz Marin Intl
Mon 8/31
12:56 pm-11:58 pm
1 stop11h 02m
$314
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Wed 8/12
6:50 am-7:00 pm
1 stop12h 10m
San Juan Luis Munoz Marin Intl
Wed 8/19
11:50 am-8:10 pm
1 stop8h 20m
$324
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Mon 8/31
6:00 am-11:39 am
1 stop6h 39m
George Town Owen Roberts Intl
Sat 9/5
1:04 pm-11:58 pm
1 stop9h 54m
$331
HartfordPunta Cana
BDL - PUJ
BDLPUJ
Hartford Bradley Intl
Sat 8/29
8:00 am-2:39 pm
1 stop6h 39m
Punta Cana
Thu 9/3
1:10 pm-11:58 pm
1 stop10h 48m
$332
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Thu 8/27
5:41 pm-11:00 am
2 stops18h 19m
George Town Owen Roberts Intl
Mon 8/31
2:10 pm-10:22 am
2 stops19h 12m
$336
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Tue 8/11
6:45 am-11:27 am
1 stop5h 42m
George Town Owen Roberts Intl
Wed 8/19
2:10 pm-10:22 am
2 stops19h 12m
$336
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Thu 8/20
7:24 pm-1:10 pm
2 stops18h 46m
George Town Owen Roberts Intl
Mon 8/24
2:10 pm-10:20 am
2 stops19h 10m
$336
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Fri 8/14
7:24 pm-1:10 pm
2 stops18h 46m
George Town Owen Roberts Intl
Tue 8/18
2:10 pm-10:22 am
2 stops19h 12m
$336
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Sat 7/4
8:20 am-8:38 pm
1 stop12h 18m
San Juan Luis Munoz Marin Intl
Wed 7/8
7:20 am-2:06 pm
1 stop6h 46m
$344
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-STT
BDL-PUJ
BDL-SJU
BDL-KIN
BDL-GCM
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-STT
BDL-PUJ
BDL-SJU
BDL-KIN
What is the cheapest month to book a flight from Hartford to Caribbean?
Currently, June is the cheapest month in which you can book a flight from Hartford to Caribbean (average of $381). Flying from Hartford to Caribbean in September is currently the most expensive (average of $513). 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 June 16, 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 11% 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 June 16, 2026.
The most flights from BDL to 0CB are scheduled on a Monday (3 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (2 on average).
How far ahead should I book a flight from Hartford to Caribbean?
Booking 69 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 June 13, 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. Friday mornings 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 June 16, 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.
Entertainment
7.8
Overall
7.9
Boarding
8.1
Comfort
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Overall
7.9
Boarding
8.1
Comfort
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Overall
7.9
Boarding
8.1
Comfort
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Overall
7.9
Boarding
8.1
Comfort
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Overall
7.9
Boarding
8.1
Comfort
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Overall
7.9
Boarding
8.1
Comfort
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Related info for your journey
Find useful and relevant information for your journey from Hartford to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Hartford to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Hartford to Caribbean by cabin class
Find flights from Hartford to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Hartford and Caribbean flights
Browse other Hartford and Caribbean flight options. Last updated on June 16, 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 2,558,603 searches. Data last updated June 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$101 | Average$350 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$112 | Average$343 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$152 | Average$472 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$200 | Average$457 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$229 | Average$518 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$262 | Average$617 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$263 | Average$581 | FlexibilityNo cancel fee | On-time71% |