$115+ 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 8/22. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Aug 14 — Aug 211
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 July 15, 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 July 15, 2026.
This American Airlines deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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 8/225:54 pm
BDL
- STT
2 stops21h 58m
American Airlines
Fri 8/281:49 pm
STT
- BDL
2 stops20h 33m
American Airlines
Deal found 7/10![American Airlines logo]()
$234
This CheapOair deal was found by Cheapflights users on 7/13. 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.
Fri 8/211:42 pm
BDL
- SJU
Nonstop4h 04m
Multiple Airlines
Tue 8/256:00 am
SJU
- BDL
2 stops18h 20m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$273
This Cheapflightsfares deal was found by Cheapflights users on 7/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/301:38 pm
BDL
- SJU
Nonstop4h 00m
Frontier
Wed 10/148:30 am
SJU
- BDL
Nonstop4h 13m
Frontier
Deal found 7/14![Frontier logo]()
$275
This Cheapflightsfares deal was found by Cheapflights users on 7/13. 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.
Wed 8/191:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sun 8/233:10 am
SJU
- BDL
1 stop8h 22m
Frontier
Deal found 7/13![Frontier logo]()
$276
This Cheapflightsfares deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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.
Tue 8/111:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 8/188:57 pm
SJU
- BDL
1 stop14h 35m
Frontier
Deal found 7/10![Frontier logo]()
$277
This Super.com deal was found by Cheapflights users on 7/11. 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.
Mon 8/101:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sat 8/158:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/11![Frontier logo]()
$278
This Frontier deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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 8/151:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Fri 8/288:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/10![Frontier logo]()
$279
This Frontier deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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.
Tue 8/111:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sun 8/233:10 am
SJU
- BDL
1 stop8h 22m
Frontier
Deal found 7/10![Frontier logo]()
$280
This Frontier deal was found by Cheapflights users on 7/11. 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.
Thu 8/131:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Thu 8/133:10 am
SJU
- BDL
1 stop7h 26m
Frontier
Deal found 7/11![Frontier logo]()
$281
This Cheapflightsfares deal was found by Cheapflights users on 7/11. 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.
Mon 8/101:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sat 8/153:10 am
SJU
- BDL
1 stop8h 22m
Frontier
Deal found 7/11![Frontier logo]()
$282
This Cheapflightsfares deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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.
Tue 9/221:45 pm
BDL
- SJU
Nonstop3h 57m
JetBlue
Thu 10/18:30 am
SJU
- BDL
Nonstop3h 57m
JetBlue
Deal found 7/10![JetBlue logo]()
$283
This Frontier deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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.
Wed 7/221:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 8/58:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/10![Frontier logo]()
$284
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 July 15, 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 July 15, 2026.
This United Airlines deal was found by Cheapflights users on 7/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/236:00 am
BDL
- SJU
2 stops14h 38m
United Airlines
Mon 9/284:55 pm
SJU
- BDL
1 stop7h 04m
United Airlines
Deal found 7/13![United Airlines logo]()
$324
This Delta deal was found by Cheapflights users on 7/14. 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 9/76:00 am
BDL
- SJU
1 stop7h 42m
Delta
Mon 9/1412:56 pm
SJU
- BDL
1 stop9h 19m
Delta
Deal found 7/14![Delta logo]()
$336
This American Airlines deal was found by Cheapflights users on 7/11. 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 7/256:01 am
BDL
- GCM
1 stop10h 02m
American Airlines
Tue 8/412:02 pm
GCM
- BDL
1 stop10h 53m
American Airlines
Deal found 7/11![American Airlines logo]()
$341
This Southwest deal was found by Cheapflights users on 7/12. 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.
Fri 9/46:45 am
BDL
- SJU
1 stop10h 10m
Southwest
Tue 9/86:00 am
SJU
- BDL
1 stop6h 10m
Southwest
Deal found 7/12![Southwest logo]()
$347
This JetBlue deal was found by Cheapflights users on 7/12. 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.
Wed 9/28:00 am
BDL
- NAS
1 stop9h 22m
JetBlue
Sat 9/56:27 pm
NAS
- BDL
1 stop5h 31m
JetBlue
Deal found 7/12![JetBlue logo]()
$400
This United Airlines deal was found by Cheapflights users on 7/14. 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 9/96:00 am
BDL
- SJU
2 stops14h 38m
United Airlines
Wed 9/161:25 pm
SJU
- BDL
2 stops10h 34m
United Airlines
Deal found 7/14![United Airlines logo]()
$336
This Delta deal was found by Cheapflights users on 7/13. 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 8/1512:48 pm
BDL
- SJU
1 stop9h 41m
Delta
Sat 8/292:31 pm
SJU
- BDL
1 stop9h 20m
Delta
Deal found 7/13![Delta logo]()
$345
This American Airlines deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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 7/10![American Airlines logo]()
$346
This Southwest deal was found by Cheapflights users on 7/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/43:40 pm
BDL
- SJU
2 stops8h 10m
Southwest
Fri 9/1811:35 am
SJU
- BDL
2 stops10h 35m
Southwest
Deal found 7/11![Southwest logo]()
$349
This American Airlines deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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 8/107:24 pm
BDL
- GCM
2 stops16h 36m
American Airlines
Fri 8/1412:00 pm
GCM
- BDL
2 stops21h 22m
American Airlines
Deal found 7/10![American Airlines logo]()
$346
This United Airlines deal was found by Cheapflights users on 7/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/76:00 am
BDL
- GCM
1 stop7h 45m
United Airlines
Sat 11/145:45 pm
GCM
- BDL
2 stops16h 40m
United Airlines
Deal found 7/12![United Airlines logo]()
$346
This Delta deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 9/195:30 am
BDL
- SJU
1 stop7h 44m
Delta
Sun 12/204:50 pm
SJU
- BDL
1 stop7h 47m
Delta
Deal found 7/9![Delta logo]()
$362
This JetBlue deal was found by Cheapflights users on 7/12. 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.
Wed 8/268:00 am
BDL
- NAS
1 stop9h 22m
JetBlue
Wed 9/23:02 pm
NAS
- BDL
1 stop8h 56m
JetBlue
Deal found 7/12![JetBlue logo]()
$400
This United deal was found by Cheapflights users on 7/14. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/16:09 am
BDL
- STT
2 stops10h 51m
Multiple Airlines
Thu 8/65:45 pm
STT
- BDL
2 stops20h 21m
Multiple Airlines
Deal found 7/14![Multiple Airlines logo]()
$809
This United Airlines deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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 7/256:09 am
BDL
- GCM
1 stop8h 21m
United Airlines
Sat 8/14:45 pm
GCM
- BDL
2 stops16h 36m
United Airlines
Deal found 7/10![United Airlines logo]()
$351
This American Airlines deal was found by Cheapflights users on 7/12. 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.
Fri 11/276:10 pm
BDL
- GCM
1 stop18h 46m
American Airlines
Wed 12/21:25 pm
GCM
- BDL
2 stops11h 01m
American Airlines
Deal found 7/12![American Airlines logo]()
$353
This Southwest deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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 8/1412:35 pm
BDL
- SJU
2 stops10h 30m
Southwest
Fri 8/213:20 pm
SJU
- BDL
1 stop6h 50m
Southwest
Deal found 7/10![Southwest logo]()
$419
This JetBlue deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/298:00 am
BDL
- NAS
1 stop9h 22m
JetBlue
Sat 9/512:20 pm
NAS
- BDL
1 stop11h 38m
JetBlue
Deal found 7/14![JetBlue logo]()
$420
This United Airlines deal was found by Cheapflights users on 7/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/36:00 am
BDL
- PUJ
1 stop8h 57m
United Airlines
Wed 11/185:10 pm
PUJ
- BDL
1 stop7h 49m
United Airlines
Deal found 7/12![United Airlines logo]()
$352
This Delta deal was found by Cheapflights users on 7/13. 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.
Fri 1/12:20 pm
BDL
- NAS
1 stop7h 24m
Delta
Sat 1/92:40 pm
NAS
- BDL
1 stop8h 57m
Delta
Deal found 7/13![Delta logo]()
$390
This American Airlines deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:09 am
BDL
- GCM
1 stop6h 31m
American Airlines
Sat 11/213:18 pm
GCM
- BDL
1 stop18h 04m
American Airlines
Deal found 7/14![American Airlines logo]()
$361
This American Airlines deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/205:54 pm
BDL
- GCM
2 stops18h 06m
American Airlines
Thu 8/2712:00 pm
GCM
- BDL
2 stops10h 31m
American Airlines
Deal found 7/14![American Airlines logo]()
$366
This Southwest deal was found by Cheapflights users on 7/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/212:35 pm
BDL
- SJU
2 stops9h 45m
Southwest
Thu 7/235:30 am
SJU
- BDL
1 stop8h 40m
Southwest
Deal found 7/11![Southwest logo]()
$445
This United Airlines deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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 7/306:09 am
BDL
- NAS
1 stop8h 48m
United Airlines
Mon 8/34:58 pm
NAS
- BDL
2 stops17h 23m
United Airlines
Deal found 7/10![United Airlines logo]()
$378
This Delta deal was found by Cheapflights users on 7/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/197:00 am
BDL
- KIN
1 stop14h 13m
Delta
Wed 8/269:13 am
KIN
- BDL
1 stop10h 40m
Delta
Deal found 7/12![Delta logo]()
$436
This JetBlue deal was found by Cheapflights users on 7/13. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:00 am
BDL
- STI
1 stop7h 01m
JetBlue
Thu 9/38:13 am
STI
- BDL
1 stop8h 01m
JetBlue
Deal found 7/13![JetBlue logo]()
$484
This American Airlines deal was found by Cheapflights users on 7/13. 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.
Tue 12/86:00 am
BDL
- GCM
2 stops14h 15m
American Airlines
Tue 12/159:00 am
GCM
- BDL
1 stop14h 58m
American Airlines
Deal found 7/13![American Airlines logo]()
$366
This United Airlines deal was found by Cheapflights users on 7/14. 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.
Mon 11/96:10 am
BDL
- PUJ
1 stop10h 18m
United Airlines
Wed 11/185:10 pm
PUJ
- BDL
1 stop17h 37m
United Airlines
Deal found 7/14![United Airlines logo]()
$378
This JetBlue deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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 9/227:00 am
BDL
- STI
1 stop6h 27m
JetBlue
Thu 9/243:49 pm
STI
- BDL
1 stop7h 25m
JetBlue
Deal found 7/10![JetBlue logo]()
$484
This American Airlines deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/75:17 pm
BDL
- GCM
1 stop19h 23m
American Airlines
Sat 11/143:18 pm
GCM
- BDL
1 stop9h 09m
American Airlines
Deal found 7/14![American Airlines logo]()
$369
Last-minute flights from Hartford to CaribbeanDiscover last-minute flight deals from Hartford to Caribbean. Data last updated July 15, 2026 and is based on user searches.
Discover last-minute flight deals from Hartford to Caribbean. Data last updated July 15, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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.
Wed 7/221:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 8/58:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/10![Frontier logo]()
$284
This eDestinos deal was found by Cheapflights users on 7/11. 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 eDestinos 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
Sat 8/18:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/11![Frontier logo]()
$283
This Frontier deal was found by Cheapflights users on 7/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/31:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sat 8/88:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/14![Frontier logo]()
$285
This Cheapflightsfares deal was found by Cheapflights users on 7/11. 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.
Mon 8/101:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sat 8/158:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/11![Frontier logo]()
$278
This Cheapflightsfares deal was found by Cheapflights users on 7/11. 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.
Mon 8/101:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sat 8/153:10 am
SJU
- BDL
1 stop8h 22m
Frontier
Deal found 7/11![Frontier logo]()
$282
This Cheapflightsfares deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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.
Tue 8/111:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 8/188:57 pm
SJU
- BDL
1 stop14h 35m
Frontier
Deal found 7/10![Frontier logo]()
$277
This Frontier deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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.
Tue 8/111:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sun 8/233:10 am
SJU
- BDL
1 stop8h 22m
Frontier
Deal found 7/10![Frontier logo]()
$280
This Frontier deal was found by Cheapflights users on 7/11. 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.
Thu 8/131:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Thu 8/133:10 am
SJU
- BDL
1 stop7h 26m
Frontier
Deal found 7/11![Frontier logo]()
$281
This Frontier deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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 8/151:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Fri 8/288:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/10![Frontier logo]()
$279
This Cheapflightsfares deal was found by Cheapflights users on 7/13. 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.
Wed 8/191:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sun 8/233:10 am
SJU
- BDL
1 stop8h 22m
Frontier
Deal found 7/13![Frontier logo]()
$276
This CheapOair deal was found by Cheapflights users on 7/13. 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.
Fri 8/211:42 pm
BDL
- SJU
Nonstop4h 04m
Multiple Airlines
Tue 8/256:00 am
SJU
- BDL
2 stops18h 20m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$273
This American Airlines deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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 8/225:54 pm
BDL
- STT
2 stops21h 58m
American Airlines
Fri 8/281:49 pm
STT
- BDL
2 stops20h 33m
American Airlines
Deal found 7/10![American Airlines logo]()
$234
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 July 15, 2026.
Search for one-way flight options from Hartford to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 15, 2026.
This Delta deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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
- STT
1 stop7h 34m
Delta
Deal found 7/10![Delta logo]()
$115
This American Airlines deal was found by Cheapflights users on 7/12. 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.
Tue 10/66:04 am
BDL
- GCM
1 stop9h 19m
American Airlines
Deal found 7/12![American Airlines logo]()
$118
This American Airlines deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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
Deal found 7/10![American Airlines logo]()
$121
This eDestinos deal was found by Cheapflights users on 7/14. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/81:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 7/14![Frontier logo]()
$125
This Cheapflightsfares deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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 7/291:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 7/10![Frontier logo]()
$126
This Frontier deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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 9/211:38 pm
BDL
- SJU
Nonstop4h 00m
Frontier
Deal found 7/10![Frontier logo]()
$128
This Cheapflightsfares deal was found by Cheapflights users on 7/11. 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.
Mon 10/121:38 pm
BDL
- SJU
Nonstop4h 00m
Frontier
Deal found 7/11![Frontier logo]()
$129
This American Airlines deal was found by Cheapflights users on 7/12. 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.
Wed 10/75:21 pm
BDL
- GCM
2 stops18h 34m
American Airlines
Deal found 7/12![American Airlines logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 7/13. 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.
Wed 9/911:36 am
BDL
- SJU
1 stop12h 21m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$133
This United Airlines deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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 7/316:09 am
BDL
- NAS
1 stop8h 48m
United Airlines
Deal found 7/10![United Airlines logo]()
$133
This Cheapflightsfares deal was found by Cheapflights users on 7/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/31:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 7/14![Frontier logo]()
$136
This Cheapflightsfares deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” 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 9/67:25 am
BDL
- MBJ
1 stop7h 57m
JetBlue
Deal found 7/10![JetBlue logo]()
$136
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 July 15, 2026.
Round-trip from | $234 (American Airlines) |
|---|---|
One-way from | $115 (Delta) |
Popular in | December |
Cheapest in | January |
Average price | $392 |
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 July 15, 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
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Wed 9/23
6:00 am-8:38 pm
2 stops14h 38m
San Juan Luis Munoz Marin Intl
Mon 9/28
4:55 pm-11:59 pm
1 stop7h 04m
$324
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Mon 9/7
6:00 am-1:42 pm
1 stop7h 42m
San Juan Luis Munoz Marin Intl
Mon 9/14
12:56 pm-10:15 pm
1 stop9h 19m
$336
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Wed 9/9
6:00 am-8:38 pm
2 stops14h 38m
San Juan Luis Munoz Marin Intl
Wed 9/16
1:25 pm-11:59 pm
2 stops10h 34m
$336
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Sat 7/25
6:01 am-3:03 pm
1 stop10h 02m
George Town Owen Roberts Intl
Tue 8/4
12:02 pm-11:55 pm
1 stop10h 53m
$341
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Sat 8/15
12:48 pm-10:29 pm
1 stop9h 41m
San Juan Luis Munoz Marin Intl
Sat 8/29
2:31 pm-11:51 pm
1 stop9h 20m
$345
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
$346
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Mon 8/10
7:24 pm-11:00 am
2 stops16h 36m
George Town Owen Roberts Intl
Fri 8/14
12:00 pm-10:22 am
2 stops21h 22m
$346
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Sat 11/7
6:00 am-1:45 pm
1 stop7h 45m
George Town Owen Roberts Intl
Sat 11/14
5:45 pm-10:25 am
2 stops16h 40m
$346
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Fri 9/4
6:45 am-4:55 pm
1 stop10h 10m
San Juan Luis Munoz Marin Intl
Tue 9/8
6:00 am-12:10 pm
1 stop6h 10m
$347
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Fri 9/4
3:40 pm-11:50 pm
2 stops8h 10m
San Juan Luis Munoz Marin Intl
Fri 9/18
11:35 am-10:10 pm
2 stops10h 35m
$349
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-STT
BDL-PUJ
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Hartford to Caribbean
BDL-0CB
BDL-SJU
BDL-GCM
BDL-NAS
BDL-STT
What is the cheapest month to book a flight from Hartford to Caribbean?
Currently, July is the cheapest month in which you can book a flight from Hartford to Caribbean (average of $388). Flying from Hartford to Caribbean in June is currently the most expensive (average of $549). 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 July 15, 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 July 15, 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 (1 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 July 11, 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 July 15, 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
Crew
8.5
Food
7.2
Boarding
8.1
Overall
7.8
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Overall
7.8
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Overall
7.8
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Overall
7.8
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Overall
7.8
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Overall
7.8
Comfort
7.8
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 July 15, 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 July 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$101 | Average$354 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$112 | Average$345 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$152 | Average$462 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$172 | Average$500 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$231 | Average$511 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$262 | Average$626 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$263 | Average$578 | FlexibilityNo cancel fee | On-time71% |