$92+ 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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Jun 21 — Jun 281
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 May 22, 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 May 22, 2026.
This eDestinos deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/301:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sun 6/78:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 5/19![Frontier logo]()
$187
This Super.com deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/81:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Fri 6/128:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/18![Frontier logo]()
$192
This Cheapflightsfares deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/31:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 6/108:39 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/18![Frontier logo]()
$196
This Frontier deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/91:54 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Thu 6/118:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/18![Frontier logo]()
$198
This Cheapflightsfares deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/21:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Thu 6/118:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/18![Frontier logo]()
$200
This Frontier deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/11:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 6/108:39 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/18![Frontier logo]()
$202
This Super.com deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/122:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Sun 6/148:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/18![Frontier logo]()
$211
This eDestinos deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/301:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 6/168:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/18![Frontier logo]()
$212
This Cheapflightsfares deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/71:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 6/108:39 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/19![Frontier logo]()
$214
This Cheapflightsfares deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/122:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Mon 6/158:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/18![Frontier logo]()
$216
This American Airlines deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/236:01 am
BDL
- STT
1 stop9h 51m
American Airlines
Sat 8/294:42 pm
STT
- BDL
2 stops17h 41m
American Airlines
Deal found 5/18![American Airlines logo]()
$280
This Super.com deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 11/98:00 am
BDL
- PUJ
1 stop6h 25m
JetBlue
Wed 11/184:30 pm
PUJ
- BDL
1 stop8h 25m
JetBlue
Deal found 5/20![JetBlue logo]()
$302
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 May 22, 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 May 22, 2026.
This American Airlines deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/45:11 am
BDL
- GCM
1 stop12h 00m
American Airlines
Mon 6/85:12 pm
GCM
- BDL
2 stops19h 39m
American Airlines
Deal found 5/18![American Airlines logo]()
$326
This JetBlue deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” 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 6/86:26 pm
BDL
- SJU
Nonstop3h 51m
JetBlue
Fri 6/126:50 pm
SJU
- BDL
Nonstop3h 57m
JetBlue
Deal found 5/21![JetBlue logo]()
$333
This Delta deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” 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 10/206:00 am
BDL
- NAS
1 stop5h 51m
Delta
Sat 10/243:15 pm
NAS
- BDL
1 stop6h 47m
Delta
Deal found 5/21![Delta logo]()
$340
This United Airlines deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 6/17:45 pm
BDL
- NAS
2 stops19h 12m
United Airlines
Sat 6/62:53 pm
NAS
- BDL
1 stop8h 06m
United Airlines
Deal found 5/20![United Airlines logo]()
$340
This Southwest deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/305:10 pm
BDL
- SJU
1 stop7h 05m
Southwest
Mon 8/35:30 am
SJU
- BDL
1 stop8h 40m
Southwest
Deal found 5/18![Southwest logo]()
$453
This United Airlines deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 7/76:00 am
BDL
- NAS
2 stops8h 57m
United Airlines
Tue 7/144:58 pm
NAS
- BDL
2 stops17h 23m
United Airlines
Deal found 5/20![United Airlines logo]()
$344
This American Airlines deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 7/307:31 pm
BDL
- STT
2 stops17h 28m
American Airlines
Mon 8/103:43 pm
STT
- BDL
2 stops18h 40m
American Airlines
Deal found 5/20![American Airlines logo]()
$354
This United Airlines deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/156:09 am
BDL
- AUA
1 stop9h 26m
United Airlines
Wed 7/294:30 pm
AUA
- BDL
1 stop7h 29m
United Airlines
Deal found 5/17![United Airlines logo]()
$345
This Delta deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” 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 6/36:00 am
BDL
- GCM
1 stop6h 54m
Delta
Tue 6/1612:59 pm
GCM
- BDL
1 stop10h 05m
Delta
Deal found 5/21![Delta logo]()
$389
This JetBlue deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/157:00 am
BDL
- NAS
1 stop9h 59m
JetBlue
Sun 6/213:04 pm
NAS
- BDL
1 stop8h 52m
JetBlue
Deal found 5/18![JetBlue logo]()
$443
This American Airlines deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 6/265:25 pm
BDL
- NAS
1 stop16h 37m
American Airlines
Thu 7/212:29 pm
NAS
- BDL
1 stop9h 57m
American Airlines
Deal found 5/20![American Airlines logo]()
$408
This Delta deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” 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 6/286:00 am
BDL
- KIN
1 stop15h 00m
Delta
Wed 7/89:00 am
KIN
- BDL
1 stop13h 54m
Delta
Deal found 5/21![Delta logo]()
$416
This Southwest deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/294:00 pm
BDL
- SJU
2 stops8h 15m
Southwest
Wed 8/511:50 am
SJU
- BDL
1 stop8h 20m
Southwest
Deal found 5/19![Southwest logo]()
$460
This United Airlines deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/197:57 pm
BDL
- PUJ
1 stop16h 43m
United Airlines
Sat 9/266:45 pm
PUJ
- BDL
2 stops14h 52m
United Airlines
Deal found 5/18![United Airlines logo]()
$394
This American Airlines deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/37:31 pm
BDL
- STT
2 stops16h 26m
American Airlines
Tue 7/74:50 pm
STT
- BDL
2 stops17h 32m
American Airlines
Deal found 5/17![American Airlines logo]()
$431
This JetBlue deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” 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 8/257:25 am
BDL
- MBJ
1 stop7h 57m
JetBlue
Sat 8/2912:55 pm
MBJ
- BDL
1 stop10h 04m
JetBlue
Deal found 5/21![JetBlue logo]()
$477
This Southwest deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” 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 8/46:00 am
BDL
- SJU
2 stops12h 10m
Southwest
Fri 8/75:00 am
SJU
- BDL
2 stops8h 00m
Southwest
Deal found 5/21![Southwest logo]()
$493
This Delta deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/126:00 am
BDL
- GCM
1 stop6h 34m
Delta
Tue 6/1612:59 pm
GCM
- BDL
1 stop10h 05m
Delta
Deal found 5/19![Delta logo]()
$457
This United Airlines deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/156:00 am
BDL
- PUJ
1 stop9h 00m
United Airlines
Sat 8/222:20 pm
PUJ
- BDL
2 stops19h 17m
United Airlines
Deal found 5/18![United Airlines logo]()
$420
This American Airlines deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” 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 8/106:01 am
BDL
- STT
1 stop9h 51m
American Airlines
Fri 8/141:49 pm
STT
- BDL
2 stops20h 34m
American Airlines
Deal found 5/21![American Airlines logo]()
$431
This JetBlue deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” 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 8/108:00 am
BDL
- KIN
1 stop5h 46m
JetBlue
Wed 8/196:00 am
KIN
- BDL
1 stop9h 35m
JetBlue
Deal found 5/22![JetBlue logo]()
$490
This Southwest deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/222:35 pm
BDL
- SJU
1 stop8h 10m
Southwest
Mon 7/275:30 am
SJU
- BDL
1 stop8h 40m
Southwest
Deal found 5/19![Southwest logo]()
$495
This Delta deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/126:00 am
BDL
- GCM
1 stop6h 34m
Delta
Mon 6/1512:59 pm
GCM
- BDL
1 stop9h 03m
Delta
Deal found 5/19![Delta logo]()
$457
This United Airlines deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/66:09 am
BDL
- NAS
1 stop8h 48m
United Airlines
Sat 7/112:53 pm
NAS
- BDL
1 stop7h 54m
United Airlines
Deal found 5/17![United Airlines logo]()
$423
This American Airlines deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” 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 6/157:31 pm
BDL
- GCM
2 stops16h 30m
American Airlines
Fri 6/195:12 pm
GCM
- BDL
2 stops16h 12m
American Airlines
Deal found 5/22![American Airlines logo]()
$455
This Southwest deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” 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 8/56:00 am
BDL
- SJU
2 stops12h 10m
Southwest
Sat 9/55:05 am
SJU
- BDL
2 stops10h 05m
Southwest
Deal found 5/21![Southwest logo]()
$502
This Justfly.com deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/96:25 am
BDL
- AUA
1 stop28h 55m
JetBlue
Wed 9/162:29 pm
AUA
- BDL
1 stop9h 26m
JetBlue
Deal found 5/17![JetBlue logo]()
$505
This United Airlines deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/186:00 am
BDL
- NAS
2 stops7h 48m
United Airlines
Mon 11/232:55 pm
NAS
- BDL
2 stops9h 02m
United Airlines
Deal found 5/18![United Airlines logo]()
$440
This American Airlines deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” 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 6/157:31 pm
BDL
- GCM
2 stops16h 30m
American Airlines
Thu 6/185:12 pm
GCM
- BDL
2 stops14h 43m
American Airlines
Deal found 5/22![American Airlines logo]()
$455
This Southwest deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” 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 8/73:40 pm
BDL
- SJU
2 stops8h 10m
Southwest
Tue 8/115:15 am
SJU
- BDL
2 stops9h 35m
Southwest
Deal found 5/21![Southwest logo]()
$510
Last-minute flights from Hartford to CaribbeanDiscover last-minute flight deals from Hartford to Caribbean. Data last updated May 22, 2026 and is based on user searches.
Discover last-minute flight deals from Hartford to Caribbean. Data last updated May 22, 2026 and is based on user searches.
This eDestinos deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/301:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sun 6/78:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 5/19![Frontier logo]()
$187
This eDestinos deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/301:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 6/168:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/18![Frontier logo]()
$212
This Frontier deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/11:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 6/108:39 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/18![Frontier logo]()
$202
This American Airlines deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” 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 6/17:31 pm
BDL
- GCM
2 stops16h 30m
American Airlines
Mon 6/85:12 pm
GCM
- BDL
2 stops19h 31m
American Airlines
Deal found 5/21![American Airlines logo]()
$326
This Cheapflightsfares deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/21:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Thu 6/118:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/18![Frontier logo]()
$200
This Cheapflightsfares deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/31:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 6/108:39 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/18![Frontier logo]()
$196
This American Airlines deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” 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 6/45:11 am
BDL
- GCM
1 stop6h 50m
American Airlines
Mon 6/812:01 pm
GCM
- BDL
1 stop10h 57m
American Airlines
Deal found 5/22![American Airlines logo]()
$321
This Cheapflightsfares deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/71:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 6/108:39 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/19![Frontier logo]()
$214
This Super.com deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/81:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Fri 6/128:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/18![Frontier logo]()
$192
This Frontier deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/91:54 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Thu 6/118:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/18![Frontier logo]()
$198
This Super.com deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/122:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Sun 6/148:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/18![Frontier logo]()
$211
This Cheapflightsfares deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/122:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Mon 6/158:55 am
SJU
- BDL
Nonstop4h 20m
Frontier
Deal found 5/18![Frontier logo]()
$216
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 May 22, 2026.
Search for one-way flight options from Hartford to Caribbean. Find affordable one-way fares based on user searches. Data last updated May 22, 2026.
This Super.com deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/21:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 5/19![Frontier logo]()
$92
This Super.com deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/112:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Deal found 5/18![Frontier logo]()
$106
This Cheapflightsfares deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/101:54 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Deal found 5/18![Frontier logo]()
$107
This Delta deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 6/66:00 am
BDL
- GCM
1 stop6h 54m
Delta
Deal found 5/20![Delta logo]()
$108
This Cheapflightsfares deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/261:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 5/17![Frontier logo]()
$111
This eDestinos deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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 5/301:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 5/20![Frontier logo]()
$112
This Frontier deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/11:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 5/19![Frontier logo]()
$113
This Delta deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/96:00 am
BDL
- NAS
1 stop8h 04m
Delta
Deal found 5/18![Delta logo]()
$116
This Cheapflightsfares deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” 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 6/61:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 5/22![Frontier logo]()
$121
This CheapOair deal was found by Cheapflights users on 5/20. Clicking the “Pick Dates” 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.
Wed 6/31:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 5/20![Frontier logo]()
$123
This Cheapflightsfares deal was found by Cheapflights users on 5/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/152:10 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Deal found 5/19![Frontier logo]()
$129
This United Airlines deal was found by Cheapflights users on 5/21. Clicking the “Pick Dates” 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 8/166:00 am
BDL
- AUA
1 stop9h 20m
United Airlines
Deal found 5/21![United Airlines logo]()
$140
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 May 22, 2026.
Round-trip from | $187 (eDestinos) |
|---|---|
One-way from | $92 (Super.com) |
Popular in | December |
Cheapest in | January |
Average price | $314 |
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 May 22, 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 - GCM
BDLGCM
Hartford Bradley Intl
Thu 6/4
5:11 am-4:11 pm
1 stop12h 00m
George Town Owen Roberts Intl
Mon 6/8
5:12 pm-1:51 pm
2 stops19h 39m
$326
Quickest round-trip
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Mon 6/8
6:26 pm-10:17 pm
Nonstop3h 51m
San Juan Luis Munoz Marin Intl
Fri 6/12
6:50 pm-10:47 pm
Nonstop3h 57m
$333
HartfordNassau
BDL - NAS
BDLNAS
Hartford Bradley Intl
Tue 10/20
6:00 am-11:51 am
1 stop5h 51m
Nassau Intl
Sat 10/24
3:15 pm-10:02 pm
1 stop6h 47m
$340
HartfordNassau
BDL - NAS
BDLNAS
Hartford Bradley Intl
Mon 6/1
7:45 pm-2:57 pm
2 stops19h 12m
Nassau Intl
Sat 6/6
2:53 pm-10:59 pm
1 stop8h 06m
$340
HartfordNassau
BDL - NAS
BDLNAS
Hartford Bradley Intl
Tue 7/7
6:00 am-2:57 pm
2 stops8h 57m
Nassau Intl
Tue 7/14
4:58 pm-10:21 am
2 stops17h 23m
$344
HartfordOranjestad
BDL - AUA
BDLAUA
Hartford Bradley Intl
Wed 7/15
6:09 am-3:35 pm
1 stop9h 26m
Oranjestad Reina Beatrix
Wed 7/29
4:30 pm-11:59 pm
1 stop7h 29m
$345
HartfordSaint Thomas Island
BDL - STT
BDLSTT
Hartford Bradley Intl
Thu 7/30
7:31 pm-12:59 pm
2 stops17h 28m
Saint Thomas Island Cyril E King
Mon 8/10
3:43 pm-10:23 am
2 stops18h 40m
$354
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Wed 6/3
6:00 am-11:54 am
1 stop6h 54m
George Town Owen Roberts Intl
Tue 6/16
12:59 pm-12:04 am
1 stop10h 05m
$389
HartfordPunta Cana
BDL - PUJ
BDLPUJ
Hartford Bradley Intl
Sat 9/19
7:57 pm-12:40 pm
1 stop16h 43m
Punta Cana
Sat 9/26
6:45 pm-9:37 am
2 stops14h 52m
$394
HartfordNassau
BDL - NAS
BDLNAS
Hartford Bradley Intl
Fri 6/26
5:25 pm-10:02 am
1 stop16h 37m
Nassau Intl
Thu 7/2
12:29 pm-10:26 pm
1 stop9h 57m
$408
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-STT
BDL-PUJ
BDL-GCM
BDL-NAS
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-STT
BDL-PUJ
BDL-GCM
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 $356). Flying from Hartford to Caribbean in September is currently the most expensive (average of $536). 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 May 22, 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 evening.
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 May 22, 2026.
The most flights from BDL to 0CB are scheduled on a Monday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (3 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 May 16, 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 May 22, 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.
Comfort
7.8
Overall
7.9
Boarding
8.1
Crew
8.5
Food
7.2
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Overall
7.9
Boarding
8.1
Crew
8.5
Food
7.2
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Overall
7.9
Boarding
8.1
Crew
8.5
Food
7.2
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Overall
7.9
Boarding
8.1
Crew
8.5
Food
7.2
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Overall
7.9
Boarding
8.1
Crew
8.5
Food
7.2
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Comfort
7.8
Overall
7.9
Boarding
8.1
Crew
8.5
Food
7.2
Entertainment
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.
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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 May 22, 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 8 airlines flying from Hartford to Caribbean
Discover the top 8 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 May 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$101 | Average$346 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$110 | Average$459 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$112 | Average$339 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$113 | Average$203 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$152 | Average$463 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$223 | Average$528 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$262 | Average$613 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$263 | Average$558 | FlexibilityNo cancel fee | On-time71% |