$73+ 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 2/23. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Mar 10 — Mar 171
1 adult, Economy
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Find cheap flights from Hartford to Caribbean with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Hartford to CaribbeanExplore the most affordable flight options available from Hartford to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 8, 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 February 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/227:55 pm
BDL
- SJU
Nonstop3h 51m
Frontier
Wed 3/45:25 pm
SJU
- BDL
1 stop18h 12m
Frontier
Deal found 2/5![Frontier logo]()
$190
This Super.com deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/3111:10 am
BDL
- SJU
Nonstop3h 51m
Frontier
Fri 4/312:59 am
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 2/5![Frontier logo]()
$191
This Frontier deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/2310:52 am
BDL
- SJU
1 stop12h 51m
Frontier
Wed 2/253:53 am
SJU
- BDL
1 stop7h 44m
Frontier
Deal found 2/7![Frontier logo]()
$192
This eDestinos deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/2310:52 am
BDL
- SJU
1 stop12h 51m
Frontier
Fri 2/273:53 am
SJU
- BDL
1 stop8h 11m
Frontier
Deal found 2/7![Frontier logo]()
$193
This Frontier deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/227:55 pm
BDL
- SJU
Nonstop3h 51m
Frontier
Fri 2/273:53 am
SJU
- BDL
1 stop8h 11m
Frontier
Deal found 2/6![Frontier logo]()
$195
This Frontier deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/2111:10 am
BDL
- SJU
Nonstop3h 51m
Frontier
Tue 3/316:00 am
SJU
- BDL
Nonstop4h 15m
Frontier
Deal found 2/5![Frontier logo]()
$196
This Cheapflightsfares deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/287:55 pm
BDL
- SJU
Nonstop3h 51m
Frontier
Tue 3/35:25 pm
SJU
- BDL
1 stop16h 58m
Frontier
Deal found 2/5![Frontier logo]()
$197
This Frontier deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/310:19 am
BDL
- SJU
1 stop13h 24m
Frontier
Thu 3/53:55 pm
SJU
- BDL
Nonstop4h 15m
Frontier
Deal found 2/5![Frontier logo]()
$198
This Super.com deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/217:55 pm
BDL
- SJU
Nonstop3h 51m
Frontier
Wed 2/253:55 pm
SJU
- BDL
Nonstop4h 15m
Frontier
Deal found 2/5![Frontier logo]()
$199
This Kiwi.com deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/98:08 pm
BDL
- SJU
1 stop14h 04m
Frontier
Thu 3/126:00 am
SJU
- BDL
Nonstop4h 15m
Frontier
Deal found 2/7![Frontier logo]()
$200
This Cheapflightsfares deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/308:08 pm
BDL
- SJU
1 stop29h 53m
Frontier
Mon 5/411:59 pm
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 2/8![Frontier logo]()
$201
This Flysmarter deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/26:00 am
BDL
- SXM
1 stop8h 15m
JetBlue
Tue 3/101:25 pm
SXM
- BDL
1 stop10h 32m
JetBlue
Deal found 2/6![JetBlue logo]()
$238
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 February 8, 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 February 8, 2026.
This Delta deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/1511:55 am
BDL
- SJU
1 stop8h 17m
Delta
Fri 2/206:15 am
SJU
- BDL
1 stop8h 24m
Delta
Deal found 2/5![Delta logo]()
$252
This Southwest deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/311:45 am
BDL
- SJU
1 stop12h 20m
Southwest
Sat 5/94:25 pm
SJU
- BDL
1 stop6h 30m
Southwest
Deal found 2/4![Southwest logo]()
$252
This United Airlines deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/26:05 am
BDL
- SJU
1 stop8h 35m
United Airlines
Thu 3/51:35 pm
SJU
- BDL
2 stops11h 24m
United Airlines
Deal found 2/6![United Airlines logo]()
$252
This Kiwi.com deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/192:27 pm
BDL
- STT
2 stops25h 07m
Multiple Airlines
Thu 2/263:36 pm
STT
- BDL
1 stop19h 12m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$264
This American Airlines deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/97:23 pm
BDL
- SXM
2 stops19h 59m
American Airlines
Sat 5/162:21 pm
SXM
- BDL
2 stops19h 51m
American Airlines
Deal found 2/7![American Airlines logo]()
$270
This KAYAK deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/166:30 pm
BDL
- SDQ
1 stop6h 29m
JetBlue
Wed 7/159:30 pm
SDQ
- BDL
1 stop12h 23m
JetBlue
Deal found 2/4![JetBlue logo]()
$337
This Frontier deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:00 am
BDL
- PUJ
1 stop6h 09m
Frontier
Sun 5/38:44 pm
PUJ
- BDL
1 stop7h 21m
Frontier
Deal found 2/8![Frontier logo]()
$339
This Delta deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/22:21 pm
BDL
- SJU
1 stop8h 52m
Delta
Fri 5/155:15 pm
SJU
- BDL
1 stop7h 10m
Delta
Deal found 2/6![Delta logo]()
$252
This Southwest deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/712:50 pm
BDL
- SJU
1 stop9h 50m
Southwest
Thu 4/95:35 am
SJU
- BDL
1 stop10h 35m
Southwest
Deal found 2/7![Southwest logo]()
$252
This United Airlines deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/286:00 am
BDL
- SXM
1 stop6h 50m
United Airlines
Sat 3/75:00 pm
SXM
- BDL
1 stop7h 59m
United Airlines
Deal found 2/7![United Airlines logo]()
$265
This American Airlines deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/155:24 pm
BDL
- SXM
2 stops18h 05m
American Airlines
Thu 3/194:28 pm
SXM
- BDL
2 stops18h 40m
American Airlines
Deal found 2/5![American Airlines logo]()
$270
This Delta deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/62:21 pm
BDL
- SJU
1 stop8h 52m
Delta
Sat 5/91:55 pm
SJU
- BDL
1 stop9h 40m
Delta
Deal found 2/6![Delta logo]()
$252
This United Airlines deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/86:00 am
BDL
- SXM
1 stop8h 57m
United Airlines
Wed 3/113:55 pm
SXM
- BDL
1 stop8h 04m
United Airlines
Deal found 2/6![United Airlines logo]()
$265
This American Airlines deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/175:25 pm
BDL
- SXM
2 stops19h 51m
American Airlines
Sat 5/232:45 pm
SXM
- BDL
2 stops19h 45m
American Airlines
Deal found 2/6![American Airlines logo]()
$270
This Delta deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/252:49 pm
BDL
- SJU
1 stop8h 09m
Delta
Fri 3/67:30 am
SJU
- BDL
1 stop11h 16m
Delta
Deal found 2/7![Delta logo]()
$252
This United Airlines deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/286:00 am
BDL
- SXM
1 stop6h 33m
United Airlines
Tue 8/43:50 pm
SXM
- BDL
1 stop8h 08m
United Airlines
Deal found 2/5![United Airlines logo]()
$265
This American Airlines deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/255:43 pm
BDL
- SXM
2 stops19h 36m
American Airlines
Wed 3/44:01 pm
SXM
- BDL
2 stops19h 09m
American Airlines
Deal found 2/4![American Airlines logo]()
$270
This Delta deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/266:00 am
BDL
- SJU
1 stop10h 27m
Delta
Tue 3/37:30 am
SJU
- BDL
1 stop7h 09m
Delta
Deal found 2/5![Delta logo]()
$252
This Kiwi.com deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/238:08 pm
BDL
- PUJ
2 stops18h 09m
Frontier
Fri 3/274:11 pm
PUJ
- BDL
1 stop18h 04m
Frontier
Deal found 2/7![Frontier logo]()
$352
This American Airlines deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/265:25 pm
BDL
- SXM
2 stops19h 51m
American Airlines
Sat 5/23:32 pm
SXM
- BDL
2 stops18h 40m
American Airlines
Deal found 2/6![American Airlines logo]()
$270
This Delta deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/242:49 pm
BDL
- SJU
1 stop8h 09m
Delta
Thu 3/56:15 am
SJU
- BDL
1 stop10h 37m
Delta
Deal found 2/5![Delta logo]()
$252
This JetBlue deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/236:00 am
BDL
- MBJ
1 stop7h 51m
JetBlue
Thu 2/2612:22 pm
MBJ
- BDL
1 stop11h 35m
JetBlue
Deal found 2/5![JetBlue logo]()
$376
This Delta deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/226:00 am
BDL
- SJU
1 stop7h 27m
Delta
Wed 3/256:15 am
SJU
- BDL
1 stop9h 44m
Delta
Deal found 2/7![Delta logo]()
$252
This United Airlines deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/16:05 am
BDL
- NAS
1 stop9h 17m
United Airlines
Thu 3/51:05 pm
NAS
- BDL
1 stop10h 54m
United Airlines
Deal found 2/7![United Airlines logo]()
$314
This American Airlines deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/15:30 am
BDL
- STT
2 stops10h 59m
American Airlines
Mon 3/95:25 pm
STT
- BDL
2 stops17h 43m
American Airlines
Deal found 2/6![American Airlines logo]()
$288
This Delta deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/266:00 am
BDL
- SJU
1 stop10h 27m
Delta
Sat 2/286:15 am
SJU
- BDL
1 stop8h 26m
Delta
Deal found 2/6![Delta logo]()
$252
This American Airlines deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/15:24 pm
BDL
- STT
1 stop17h 42m
American Airlines
Wed 3/1112:02 pm
STT
- BDL
2 stops11h 50m
American Airlines
Deal found 2/5![American Airlines logo]()
$288
This KAYAK deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/276:45 am
BDL
- KIN
1 stop7h 41m
JetBlue
Mon 5/412:37 pm
KIN
- BDL
1 stop10h 17m
JetBlue
Deal found 2/6![JetBlue logo]()
$423
This United Airlines deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/156:00 am
BDL
- NAS
2 stops8h 57m
United Airlines
Wed 4/222:53 pm
NAS
- BDL
2 stops18h 44m
United Airlines
Deal found 2/7![United Airlines logo]()
$318
This Delta deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/85:30 am
BDL
- SJU
1 stop7h 20m
Delta
Sat 5/91:55 pm
SJU
- BDL
1 stop9h 40m
Delta
Deal found 2/6![Delta logo]()
$252
Last-minute flights from Hartford to CaribbeanDiscover last-minute flight deals from Hartford to Caribbean. Data last updated February 8, 2026 and is based on user searches.
Discover last-minute flight deals from Hartford to Caribbean. Data last updated February 8, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/217:55 pm
BDL
- SJU
Nonstop3h 51m
Frontier
Wed 2/253:55 pm
SJU
- BDL
Nonstop4h 15m
Frontier
Deal found 2/5![Frontier logo]()
$199
This Kiwi.com deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/227:55 pm
BDL
- SJU
Nonstop3h 51m
Frontier
Wed 3/45:25 pm
SJU
- BDL
1 stop18h 12m
Frontier
Deal found 2/5![Frontier logo]()
$190
This Frontier deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/227:55 pm
BDL
- SJU
Nonstop3h 51m
Frontier
Fri 2/273:53 am
SJU
- BDL
1 stop8h 11m
Frontier
Deal found 2/6![Frontier logo]()
$195
This Cheapflightsfares deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/227:55 pm
BDL
- SJU
Nonstop3h 51m
Frontier
Wed 2/253:55 pm
SJU
- BDL
Nonstop4h 15m
Frontier
Deal found 2/5![Frontier logo]()
$201
This Super.com deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/2310:52 am
BDL
- SJU
1 stop12h 51m
Frontier
Wed 2/253:53 am
SJU
- BDL
1 stop7h 44m
Frontier
Deal found 2/6![Frontier logo]()
$192
This eDestinos deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/2310:52 am
BDL
- SJU
1 stop12h 51m
Frontier
Fri 2/273:53 am
SJU
- BDL
1 stop8h 11m
Frontier
Deal found 2/8![Frontier logo]()
$193
This Cheapflightsfares deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/287:55 pm
BDL
- SJU
Nonstop3h 51m
Frontier
Wed 3/45:25 pm
SJU
- BDL
1 stop18h 12m
Frontier
Deal found 2/5![Frontier logo]()
$197
This Flysmarter deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/26:00 am
BDL
- SXM
1 stop8h 15m
JetBlue
Tue 3/101:25 pm
SXM
- BDL
1 stop10h 32m
JetBlue
Deal found 2/6![JetBlue logo]()
$238
This Frontier deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/310:19 am
BDL
- SJU
1 stop13h 24m
Frontier
Thu 3/53:55 pm
SJU
- BDL
Nonstop4h 15m
Frontier
Deal found 2/5![Frontier logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/98:08 pm
BDL
- SJU
1 stop14h 04m
Frontier
Thu 3/126:00 am
SJU
- BDL
Nonstop4h 15m
Frontier
Deal found 2/7![Frontier logo]()
$200
This Frontier deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/2111:10 am
BDL
- SJU
Nonstop3h 51m
Frontier
Tue 3/316:00 am
SJU
- BDL
Nonstop4h 15m
Frontier
Deal found 2/5![Frontier logo]()
$196
This Super.com deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/3111:10 am
BDL
- SJU
Nonstop3h 51m
Frontier
Mon 4/612:59 am
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 2/5![Frontier logo]()
$191
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 February 8, 2026.
Search for one-way flight options from Hartford to Caribbean. Find affordable one-way fares based on user searches. Data last updated February 8, 2026.
This eDestinos deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/237:55 pm
BDL
- SJU
Nonstop3h 51m
Frontier
Deal found 2/8![Frontier logo]()
$73
This Super.com deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/247:55 pm
BDL
- SJU
Nonstop3h 51m
Frontier
Deal found 2/6![Frontier logo]()
$77
This Cheapflightsfares deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/227:55 pm
BDL
- SJU
Nonstop3h 51m
Frontier
Deal found 2/5![Frontier logo]()
$78
This eDestinos deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/187:55 pm
BDL
- SJU
Nonstop3h 51m
Frontier
Deal found 2/7![Frontier logo]()
$81
This Cheapflightsfares deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2811:49 am
BDL
- SJU
1 stop11h 54m
Frontier
Deal found 2/7![Frontier logo]()
$87
This United Airlines deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/166:00 am
BDL
- SXM
1 stop6h 50m
United Airlines
Deal found 2/6![United Airlines logo]()
$88
This American Airlines deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/255:24 pm
BDL
- SXM
2 stops19h 57m
American Airlines
Deal found 2/7![American Airlines logo]()
$94
This Cheapflightsfares deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/207:55 pm
BDL
- SJU
Nonstop3h 51m
Frontier
Deal found 2/5![Frontier logo]()
$98
This Super.com deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/210:52 am
BDL
- SJU
1 stop22h 02m
Frontier
Deal found 2/7![Frontier logo]()
$100
This Cheapflightsfares deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/138:04 pm
BDL
- SJU
1 stop21h 26m
Frontier
Deal found 2/7![Frontier logo]()
$101
This American Airlines deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/55:28 am
BDL
- NAS
1 stop7h 58m
American Airlines
Deal found 2/6![American Airlines logo]()
$103
This Flightnetwork deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/47:55 pm
BDL
- SJU
Nonstop3h 51m
Frontier
Deal found 2/5![Frontier logo]()
$104
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 February 8, 2026.
Round-trip from | $190 (Kiwi.com) |
|---|---|
One-way from | $73 (eDestinos) |
Popular in | December |
Cheapest in | March |
Average price | $315 |
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 February 8, 2026.
Use the filters below to find and compare flights from Hartford to Caribbean that are best for you.
Fly from
Hartford
Fly to
Caribbean
Route
Depart
Return
Price
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Sun 2/15
11:55 am-9:12 pm
1 stop8h 17m
San Juan Luis Munoz Marin Intl
Fri 2/20
6:15 am-1:39 pm
1 stop8h 24m
$252
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Sun 5/3
11:45 am-12:05 am
1 stop12h 20m
San Juan Luis Munoz Marin Intl
Sat 5/9
4:25 pm-10:55 pm
1 stop6h 30m
$252
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Mon 3/2
6:05 am-3:40 pm
1 stop8h 35m
San Juan Luis Munoz Marin Intl
Thu 3/5
1:35 pm-11:59 pm
2 stops11h 24m
$252
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Sat 5/2
2:21 pm-11:13 pm
1 stop8h 52m
San Juan Luis Munoz Marin Intl
Fri 5/15
5:15 pm-12:25 am
1 stop7h 10m
$252
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Tue 4/7
12:50 pm-10:40 pm
1 stop9h 50m
San Juan Luis Munoz Marin Intl
Thu 4/9
5:35 am-4:10 pm
1 stop10h 35m
$252
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Wed 5/6
2:21 pm-11:13 pm
1 stop8h 52m
San Juan Luis Munoz Marin Intl
Sat 5/9
1:55 pm-11:35 pm
1 stop9h 40m
$252
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Wed 2/25
2:49 pm-11:58 pm
1 stop8h 09m
San Juan Luis Munoz Marin Intl
Fri 3/6
7:30 am-5:46 pm
1 stop11h 16m
$252
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Thu 2/26
6:00 am-5:27 pm
1 stop10h 27m
San Juan Luis Munoz Marin Intl
Tue 3/3
7:30 am-1:39 pm
1 stop7h 09m
$252
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Tue 2/24
2:49 pm-11:58 pm
1 stop8h 09m
San Juan Luis Munoz Marin Intl
Thu 3/5
6:15 am-3:52 pm
1 stop10h 37m
$252
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Sun 3/22
6:00 am-1:27 pm
1 stop7h 27m
San Juan Luis Munoz Marin Intl
Wed 3/25
6:15 am-3:59 pm
1 stop9h 44m
$252
Showing 1-10 of 60 results
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-SXM
BDL-SDQ
BDL-NAS
BDL-KIN
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Hartford to Caribbean
BDL-0CB
BDL-SJU
BDL-SXM
BDL-SDQ
BDL-NAS
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 $112). Flying from Hartford to Caribbean in May is currently the most expensive (average of $198). 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 February 8, 2026.
A simple way to save on the total cost of your ticket is to fly from Hartford to Caribbean in the afternoon. If you’re flexible enough to do this you can expect to save up to 24% on your trip compared to booking a flight at noon.
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 January 31, 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. Thursday at noon 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 February 8, 2026.
Read through reviews of airlines operating flights from Hartford to Caribbean, such as Delta, Avelo Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.5
Food
7.2
Boarding
8.1
Entertainment
7.8
Comfort
7.9
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Food
7.2
Boarding
8.1
Entertainment
7.8
Comfort
7.9
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Avelo Airlines
Crew
8.5
Food
7.2
Boarding
8.1
Entertainment
7.8
Comfort
7.9
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Food
7.2
Boarding
8.1
Entertainment
7.8
Comfort
7.9
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Food
7.2
Boarding
8.1
Entertainment
7.8
Comfort
7.9
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Food
7.2
Boarding
8.1
Entertainment
7.8
Comfort
7.9
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Related info for your journey
Find useful and relevant information for your journey from Hartford to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Hartford to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Hartford to Caribbean by cabin class
Find flights from Hartford to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Hartford and Caribbean flights
Browse other Hartford and Caribbean flight options. Last updated on February 8, 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 February 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$93 | Average$335 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$105 | Average$337 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$110 | Average$485 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$116 | Average$288 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$150 | Average$514 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$191 | Average$484 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$262 | Average$605 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$263 | Average$584 | FlexibilityNo cancel fee | On-time71% |