$94+ 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 5/1. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Apr 4 — Apr 111
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 March 5, 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 March 5, 2026.
This Frontier deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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 4/76:29 pm
BDL
- SJU
1 stop7h 32m
Frontier
Thu 4/911:01 am
SJU
- BDL
1 stop9h 25m
Frontier
Deal found 2/28![Frontier logo]()
$192
This Cheapflightsfares deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/275:52 pm
BDL
- SJU
1 stop8h 09m
Frontier
Sun 5/312:59 am
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 3/3![Frontier logo]()
$194
This Frontier deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/275:52 pm
BDL
- SJU
1 stop8h 09m
Frontier
Fri 5/112:59 am
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 3/3![Frontier logo]()
$195
This Kiwi.com deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:00 am
BDL
- SJU
Nonstop3h 53m
Frontier
Fri 5/112:59 am
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 3/3![Frontier logo]()
$196
This Frontier deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/286:00 am
BDL
- SJU
Nonstop3h 53m
Frontier
Tue 5/511:59 pm
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 3/3![Frontier logo]()
$198
This Cheapflightsfares deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/88:08 pm
BDL
- SJU
1 stop29h 53m
Frontier
Fri 5/1511:59 pm
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 3/3![Frontier logo]()
$199
This Frontier deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/38:42 pm
BDL
- SJU
1 stop13h 12m
Frontier
Thu 5/711:59 pm
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 3/3![Frontier logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:00 am
BDL
- SJU
Nonstop3h 53m
Frontier
Thu 5/711:59 pm
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 3/3![Frontier logo]()
$201
This Cheapflightsfares deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/308:08 pm
BDL
- SJU
1 stop29h 55m
Frontier
Thu 4/212:59 am
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 3/2![Frontier logo]()
$202
This Orbitz deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/238:08 pm
BDL
- SJU
1 stop13h 49m
Frontier
Thu 4/212:59 am
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 2/28![Frontier logo]()
$203
This Booking.com deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:00 am
BDL
- SJU
Nonstop3h 53m
Frontier
Fri 5/112:59 am
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 3/3![Frontier logo]()
$204
This American Airlines deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” 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 5/56:22 am
BDL
- STT
1 stop8h 28m
American Airlines
Tue 5/1212:25 pm
STT
- BDL
1 stop11h 34m
American Airlines
Deal found 3/1![American Airlines logo]()
$232
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 March 5, 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 March 5, 2026.
This United Airlines deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:00 am
BDL
- STT
1 stop11h 00m
United Airlines
Thu 4/304:45 pm
STT
- BDL
1 stop6h 59m
United Airlines
Deal found 3/3![United Airlines logo]()
$232
This Delta deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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 3/246:00 am
BDL
- STT
1 stop7h 47m
Delta
Wed 4/13:00 pm
STT
- BDL
1 stop8h 55m
Delta
Deal found 2/28![Delta logo]()
$260
This American Airlines deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/245:40 pm
BDL
- STT
2 stops19h 43m
American Airlines
Wed 4/14:42 pm
STT
- BDL
2 stops15h 30m
American Airlines
Deal found 2/28![American Airlines logo]()
$260
This Kiwi.com deal was found by Cheapflights users on 3/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/237:13 pm
BDL
- STT
2 stops18h 13m
Multiple Airlines
Mon 4/62:36 pm
STT
- BDL
1 stop27h 03m
Multiple Airlines
Deal found 3/4![Multiple Airlines logo]()
$327
This JetBlue deal was found by Cheapflights users on 3/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/276:00 am
BDL
- NAS
1 stop6h 52m
JetBlue
Thu 4/301:46 pm
NAS
- BDL
1 stop9h 58m
JetBlue
Deal found 3/4![JetBlue logo]()
$364
This Southwest deal was found by Cheapflights users on 3/4. 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.
Sat 5/22:35 pm
BDL
- SJU
2 stops9h 05m
Southwest
Tue 5/125:35 am
SJU
- BDL
2 stops9h 50m
Southwest
Deal found 3/4![Southwest logo]()
$373
This United Airlines deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/36:05 am
BDL
- STT
1 stop6h 15m
United Airlines
Thu 5/72:10 pm
STT
- BDL
2 stops9h 34m
United Airlines
Deal found 3/3![United Airlines logo]()
$252
This American Airlines deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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 6/276:47 pm
BDL
- SXM
2 stops20h 55m
American Airlines
Wed 7/14:43 pm
SXM
- BDL
2 stops17h 41m
American Airlines
Deal found 2/28![American Airlines logo]()
$292
This Delta deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” 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 4/266:00 am
BDL
- SXM
1 stop8h 05m
Delta
Thu 4/301:35 pm
SXM
- BDL
1 stop10h 24m
Delta
Deal found 3/1![Delta logo]()
$305
This American Airlines deal was found by Cheapflights users on 3/4. 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.
Fri 5/85:25 pm
BDL
- SXM
2 stops18h 12m
American Airlines
Tue 5/122:24 pm
SXM
- BDL
1 stop7h 55m
American Airlines
Deal found 3/4![American Airlines logo]()
$312
This United Airlines deal was found by Cheapflights users on 3/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/85:05 pm
BDL
- SXM
2 stops21h 38m
United Airlines
Tue 5/121:35 pm
SXM
- BDL
2 stops20h 02m
United Airlines
Deal found 3/4![United Airlines logo]()
$312
This Delta deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” 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 3/176:00 am
BDL
- SDQ
1 stop7h 10m
Delta
Sat 4/43:55 pm
SDQ
- BDL
1 stop8h 00m
Delta
Deal found 3/1![Delta logo]()
$350
This Southwest deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/12:05 pm
BDL
- SJU
2 stops9h 50m
Southwest
Mon 6/83:55 pm
SJU
- BDL
1 stop7h 00m
Southwest
Deal found 3/1![Southwest logo]()
$398
This United Airlines deal was found by Cheapflights users on 3/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/76:00 am
BDL
- MBJ
1 stop10h 10m
United Airlines
Wed 4/154:12 pm
MBJ
- BDL
1 stop16h 25m
United Airlines
Deal found 3/4![United Airlines logo]()
$332
This American Airlines deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/116:34 pm
BDL
- STT
1 stop16h 13m
American Airlines
Thu 4/165:05 pm
STT
- BDL
2 stops17h 07m
American Airlines
Deal found 3/2![American Airlines logo]()
$334
This KAYAK deal was found by Cheapflights users on 3/4. 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 3/246:00 am
BDL
- NAS
1 stop6h 32m
JetBlue
Fri 3/275:10 pm
NAS
- BDL
1 stop5h 52m
JetBlue
Deal found 3/4![JetBlue logo]()
$434
This Delta deal was found by Cheapflights users on 3/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/147:01 pm
BDL
- AUA
1 stop16h 54m
Delta
Wed 4/223:25 pm
AUA
- BDL
1 stop8h 34m
Delta
Deal found 3/4![Delta logo]()
$359
This United Airlines deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/167:35 pm
BDL
- MBJ
2 stops18h 11m
United Airlines
Sat 5/24:12 pm
MBJ
- BDL
2 stops16h 43m
United Airlines
Deal found 3/2![United Airlines logo]()
$337
This Southwest deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” 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 5/1312:50 pm
BDL
- SJU
2 stops10h 50m
Southwest
Sat 5/162:10 pm
SJU
- BDL
2 stops8h 45m
Southwest
Deal found 3/1![Southwest logo]()
$410
This American Airlines deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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 4/248:42 pm
BDL
- PLS
2 stops15h 43m
American Airlines
Tue 4/281:25 pm
PLS
- BDL
2 stops10h 04m
American Airlines
Deal found 2/28![American Airlines logo]()
$351
This JetBlue deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/2411:05 am
BDL
- SDQ
1 stop8h 41m
JetBlue
Tue 3/313:57 pm
SDQ
- BDL
1 stop8h 00m
JetBlue
Deal found 3/3![JetBlue logo]()
$447
This Southwest deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” 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 5/292:05 pm
BDL
- SJU
2 stops9h 50m
Southwest
Fri 6/51:15 pm
SJU
- BDL
2 stops11h 00m
Southwest
Deal found 3/1![Southwest logo]()
$416
This United Airlines deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” 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 8/236:09 am
BDL
- AUA
1 stop9h 11m
United Airlines
Wed 8/264:30 pm
AUA
- BDL
2 stops17h 29m
United Airlines
Deal found 3/1![United Airlines logo]()
$344
This American Airlines deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” 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 4/127:23 pm
BDL
- STT
1 stop17h 12m
American Airlines
Thu 4/161:15 pm
STT
- BDL
1 stop11h 09m
American Airlines
Deal found 3/1![American Airlines logo]()
$356
This Delta deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” 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 4/197:01 pm
BDL
- NAS
1 stop16h 47m
Delta
Tue 4/211:13 pm
NAS
- BDL
1 stop10h 46m
Delta
Deal found 3/1![Delta logo]()
$394
This Kiwi.com deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” 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 7/161:54 pm
BDL
- SDQ
2 stops21h 03m
Multiple Airlines
Mon 7/2712:41 pm
SDQ
- BDL
1 stop16h 32m
Multiple Airlines
Deal found 3/1![Multiple Airlines logo]()
$529
This United Airlines deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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 4/223:59 pm
NAS
- BDL
1 stop18h 04m
United Airlines
Deal found 2/28![United Airlines logo]()
$344
This JetBlue deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” 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 4/136:45 am
BDL
- SXM
1 stop6h 57m
JetBlue
Wed 4/152:55 pm
SXM
- BDL
1 stop8h 59m
JetBlue
Deal found 3/1![JetBlue logo]()
$459
This American Airlines deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/187:15 pm
BDL
- STT
2 stops15h 51m
American Airlines
Thu 3/193:40 pm
STT
- BDL
1 stop8h 19m
American Airlines
Deal found 3/2![American Airlines logo]()
$370
This Delta deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” 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 4/266:00 am
BDL
- SDQ
1 stop7h 12m
Delta
Wed 4/292:37 pm
SDQ
- BDL
1 stop9h 22m
Delta
Deal found 3/1![Delta logo]()
$411
Last-minute flights from Hartford to CaribbeanDiscover last-minute flight deals from Hartford to Caribbean. Data last updated March 5, 2026 and is based on user searches.
Discover last-minute flight deals from Hartford to Caribbean. Data last updated March 5, 2026 and is based on user searches.
This Orbitz deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/238:08 pm
BDL
- SJU
1 stop13h 49m
Frontier
Thu 4/212:59 am
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 2/28![Frontier logo]()
$203
This Delta deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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 3/246:00 am
BDL
- STT
1 stop7h 47m
Delta
Wed 4/13:00 pm
STT
- BDL
1 stop8h 55m
Delta
Deal found 2/28![Delta logo]()
$260
This Cheapflightsfares deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/308:08 pm
BDL
- SJU
1 stop29h 55m
Frontier
Thu 4/212:59 am
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 3/2![Frontier logo]()
$202
This Frontier deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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 4/76:29 pm
BDL
- SJU
1 stop7h 32m
Frontier
Thu 4/911:01 am
SJU
- BDL
1 stop9h 25m
Frontier
Deal found 2/28![Frontier logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:00 am
BDL
- SJU
Nonstop3h 53m
Frontier
Fri 5/112:59 am
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 3/3![Frontier logo]()
$196
This American Airlines deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/257:23 pm
BDL
- STT
2 stops16h 12m
American Airlines
Thu 4/3012:25 pm
STT
- BDL
2 stops11h 16m
American Airlines
Deal found 3/3![American Airlines logo]()
$252
This Frontier deal was found by Cheapflights users on 3/4. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/268:42 pm
BDL
- SJU
1 stop13h 12m
Frontier
Wed 4/2912:59 am
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 3/4![Frontier logo]()
$210
This Cheapflightsfares deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/275:52 pm
BDL
- SJU
1 stop8h 09m
Frontier
Sun 5/312:59 am
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 3/3![Frontier logo]()
$194
This Frontier deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/275:52 pm
BDL
- SJU
1 stop8h 09m
Frontier
Fri 5/112:59 am
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 3/3![Frontier logo]()
$195
This American Airlines deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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 4/276:00 am
BDL
- STT
1 stop6h 35m
American Airlines
Wed 5/611:27 am
STT
- BDL
1 stop12h 14m
American Airlines
Deal found 2/28![American Airlines logo]()
$232
This Frontier deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/286:00 am
BDL
- SJU
Nonstop3h 53m
Frontier
Tue 5/511:59 pm
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 3/3![Frontier logo]()
$198
This Booking.com deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:00 am
BDL
- SJU
Nonstop3h 53m
Frontier
Fri 5/112:59 am
SJU
- BDL
Nonstop4h 06m
Frontier
Deal found 3/3![Frontier logo]()
$204
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 March 5, 2026.
Search for one-way flight options from Hartford to Caribbean. Find affordable one-way fares based on user searches. Data last updated March 5, 2026.
This Super.com deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/18:42 pm
BDL
- SJU
1 stop12h 11m
Frontier
Deal found 3/2![Frontier logo]()
$94
This Super.com deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/76:29 pm
BDL
- SJU
1 stop7h 32m
Frontier
Deal found 3/3![Frontier logo]()
$95
This Cheapflightsfares deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/811:56 am
BDL
- SJU
1 stop14h 05m
Frontier
Deal found 3/3![Frontier logo]()
$96
This Super.com deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/166:00 am
BDL
- SJU
Nonstop3h 53m
Frontier
Deal found 3/3![Frontier logo]()
$98
This Frontier deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/36:00 am
BDL
- SJU
Nonstop3h 53m
Frontier
Deal found 3/3![Frontier logo]()
$99
This Super.com deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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 5/88:08 pm
BDL
- SJU
1 stop29h 53m
Frontier
Deal found 2/28![Frontier logo]()
$100
This Cheapflightsfares deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/78:08 pm
BDL
- SJU
1 stop29h 53m
Frontier
Deal found 3/3![Frontier logo]()
$101
This Expedia deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/139:53 pm
BDL
- SJU
1 stop28h 08m
Frontier
Deal found 3/2![Frontier logo]()
$102
This Super.com deal was found by Cheapflights users on 3/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/226:00 am
BDL
- SJU
Nonstop3h 53m
Frontier
Deal found 3/4![Frontier logo]()
$103
This Frontier deal was found by Cheapflights users on 3/4. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:00 am
BDL
- SJU
Nonstop3h 53m
Frontier
Deal found 3/4![Frontier logo]()
$104
This American Airlines deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/127:29 pm
BDL
- SXM
2 stops17h 52m
American Airlines
Deal found 3/2![American Airlines logo]()
$105
This eDestinos deal was found by Cheapflights users on 2/28. Clicking the “Pick Dates” 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.
Thu 4/231:33 pm
BDL
- SJU
1 stop12h 28m
Frontier
Deal found 2/28![Frontier logo]()
$106
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 March 5, 2026.
Round-trip from | $192 (Frontier) |
|---|---|
One-way from | $94 (Super.com) |
Popular in | December |
Cheapest in | March |
Average price | $287 |
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 March 5, 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
HartfordSaint Thomas Island
BDL - STT
BDLSTT
Hartford Bradley Intl
Sat 4/25
6:00 am-5:00 pm
1 stop11h 00m
Saint Thomas Island Cyril E King
Thu 4/30
4:45 pm-11:44 pm
1 stop6h 59m
$232
HartfordSaint Thomas Island
BDL - STT
BDLSTT
Hartford Bradley Intl
Sun 5/3
6:05 am-12:20 pm
1 stop6h 15m
Saint Thomas Island Cyril E King
Thu 5/7
2:10 pm-11:44 pm
2 stops9h 34m
$252
HartfordSaint Thomas Island
BDL - STT
BDLSTT
Hartford Bradley Intl
Tue 3/24
6:00 am-1:47 pm
1 stop7h 47m
Saint Thomas Island Cyril E King
Wed 4/1
3:00 pm-11:55 pm
1 stop8h 55m
$260
HartfordSaint Thomas Island
BDL - STT
BDLSTT
Hartford Bradley Intl
Tue 3/24
5:40 pm-1:23 pm
2 stops19h 43m
Saint Thomas Island Cyril E King
Wed 4/1
4:42 pm-8:12 am
2 stops15h 30m
$260
HartfordSimpson Bay
BDL - SXM
BDLSXM
Hartford Bradley Intl
Sat 6/27
6:47 pm-3:42 pm
2 stops20h 55m
Simpson Bay Princess Juliana
Wed 7/1
4:43 pm-10:24 am
2 stops17h 41m
$292
HartfordSimpson Bay
BDL - SXM
BDLSXM
Hartford Bradley Intl
Sun 4/26
6:00 am-2:05 pm
1 stop8h 05m
Simpson Bay Princess Juliana
Thu 4/30
1:35 pm-11:59 pm
1 stop10h 24m
$305
HartfordSimpson Bay
BDL - SXM
BDLSXM
Hartford Bradley Intl
Fri 5/8
5:25 pm-11:37 am
2 stops18h 12m
Simpson Bay Princess Juliana
Tue 5/12
2:24 pm-10:19 pm
1 stop7h 55m
$312
HartfordSimpson Bay
BDL - SXM
BDLSXM
Hartford Bradley Intl
Fri 5/8
5:05 pm-2:43 pm
2 stops21h 38m
Simpson Bay Princess Juliana
Tue 5/12
1:35 pm-9:37 am
2 stops20h 02m
$312
HartfordSaint Thomas Island
BDL - STT
BDLSTT
Hartford Bradley Intl
Mon 3/23
7:13 pm-1:26 pm
2 stops18h 13m
Saint Thomas Island Cyril E King
Mon 4/6
2:36 pm-5:39 pm
1 stop27h 03m
$327
HartfordMontego Bay
BDL - MBJ
BDLMBJ
Hartford Bradley Intl
Tue 4/7
6:00 am-3:10 pm
1 stop10h 10m
Montego Bay Sangster Intl
Wed 4/15
4:12 pm-9:37 am
1 stop16h 25m
$332
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-SXM
BDL-AUA
BDL-SDQ
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-SXM
BDL-AUA
What is the cheapest month to book a flight from Hartford to Caribbean?
Currently, January is the cheapest month in which you can book a flight from Hartford to Caribbean (average of $116). 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 March 5, 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 18% 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 February 21, 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 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 March 5, 2026.
Read through reviews of airlines operating flights from Hartford to Caribbean, such as Delta, United Airlines, and JetBlue. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.5
Boarding
8.1
Food
7.2
Entertainment
7.8
Overall
7.9
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Boarding
8.1
Food
7.2
Entertainment
7.8
Overall
7.9
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Boarding
8.1
Food
7.2
Entertainment
7.8
Overall
7.9
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Boarding
8.1
Food
7.2
Entertainment
7.8
Overall
7.9
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Boarding
8.1
Food
7.2
Entertainment
7.8
Overall
7.9
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Crew
8.5
Boarding
8.1
Food
7.2
Entertainment
7.8
Overall
7.9
Comfort
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 March 5, 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 March 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$53 | Average$298 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$100 | Average$302 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$101 | Average$338 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$110 | Average$470 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$150 | Average$473 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$202 | Average$485 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$262 | Average$623 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$263 | Average$566 | FlexibilityNo cancel fee | On-time71% |