$93+ 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 5/16. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Jun 3 — Jun 101
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 4, 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 4, 2026.
This Frontier deal was found by Cheapflights users on 5/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/136:00 am
BDL
- SJU
Nonstop4h 04m
Frontier
Sat 5/238:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 5/2![Frontier logo]()
$172
This Super.com deal was found by Cheapflights users on 5/1. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/126:00 am
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 5/1312:59 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 5/1![Frontier logo]()
$174
This Frontier deal was found by Cheapflights users on 5/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/116:00 am
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 5/1312:59 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 5/1![Frontier logo]()
$176
This Cheapflightsfares deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/301:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Thu 6/48:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 4/30![Frontier logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/106:00 am
BDL
- SJU
Nonstop4h 04m
Frontier
Thu 5/1412:59 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 4/29![Frontier logo]()
$178
This Cheapflightsfares deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/271:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Thu 6/46:09 pm
SJU
- BDL
1 stop22h 36m
Frontier
Deal found 4/30![Frontier logo]()
$179
This Frontier deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/185:44 pm
BDL
- SJU
1 stop8h 24m
Frontier
Thu 5/288:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 4/30![Frontier logo]()
$180
This Cheapflightsfares deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/156:00 am
BDL
- SJU
Nonstop4h 04m
Frontier
Sat 5/238:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 4/30![Frontier logo]()
$181
This Frontier deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/166:00 am
BDL
- SJU
Nonstop4h 04m
Frontier
Sat 5/238:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 4/30![Frontier logo]()
$182
This Expedia deal was found by Cheapflights users on 5/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/301:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sun 8/98:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 5/1![Frontier logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 5/1. 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.
Sun 5/176:00 am
BDL
- SJU
Nonstop4h 04m
Frontier
Sat 6/68:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 5/1![Frontier logo]()
$184
This Cheapflightsfares deal was found by Cheapflights users on 5/3. 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.
Sun 5/311:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sun 6/76:09 pm
SJU
- BDL
1 stop22h 50m
Frontier
Deal found 5/3![Frontier logo]()
$185
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 4, 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 4, 2026.
This Delta deal was found by Cheapflights users on 5/1. 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 8/186:00 am
BDL
- GCM
1 stop6h 41m
Delta
Wed 8/2612:56 pm
GCM
- BDL
1 stop9h 57m
Delta
Deal found 5/1![Delta logo]()
$321
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 8/316:01 am
BDL
- GCM
1 stop5h 59m
American Airlines
Sat 9/511:55 am
GCM
- BDL
1 stop10h 57m
American Airlines
Deal found 4/29![American Airlines logo]()
$321
This United Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/306:00 am
BDL
- GCM
1 stop10h 10m
United Airlines
Sat 6/64:45 pm
GCM
- BDL
2 stops16h 11m
United Airlines
Deal found 4/30![United Airlines logo]()
$326
This Southwest deal was found by Cheapflights users on 4/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/82:05 pm
BDL
- SJU
2 stops9h 20m
Southwest
Tue 5/125:05 am
SJU
- BDL
1 stop9h 35m
Southwest
Deal found 4/28![Southwest logo]()
$412
This Breeze Airways deal was found by Cheapflights users on 5/2. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/287:15 am
BDL
- PUJ
1 stop27h 05m
Breeze Airways
Sun 8/28:11 pm
PUJ
- BDL
1 stop21h 44m
Breeze Airways
Deal found 5/2![Breeze Airways logo]()
$492
This JetBlue deal was found by Cheapflights users on 5/1. 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.
Tue 6/237:00 am
BDL
- SJU
1 stop10h 23m
JetBlue
Wed 7/19:52 am
SJU
- BDL
1 stop6h 35m
JetBlue
Deal found 5/1![JetBlue logo]()
$511
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 6/46:00 am
BDL
- GCM
1 stop6h 30m
American Airlines
Mon 6/812:01 pm
GCM
- BDL
1 stop10h 57m
American Airlines
Deal found 4/29![American Airlines logo]()
$321
This Delta deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:00 am
BDL
- GCM
1 stop6h 40m
Delta
Mon 9/2812:55 pm
GCM
- BDL
1 stop9h 58m
Delta
Deal found 4/29![Delta logo]()
$321
This United Airlines deal was found by Cheapflights users on 5/3. 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 7/196:00 am
BDL
- SXM
1 stop6h 33m
United Airlines
Thu 7/233:50 pm
SXM
- BDL
1 stop8h 09m
United Airlines
Deal found 5/3![United Airlines logo]()
$347
This American Airlines deal was found by Cheapflights users on 5/4. 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 9/27:24 pm
BDL
- STT
2 stops17h 28m
American Airlines
Tue 9/81:49 pm
STT
- BDL
2 stops22h 06m
American Airlines
Deal found 5/4![American Airlines logo]()
$347
This Delta deal was found by Cheapflights users on 5/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/306:00 am
BDL
- SXM
1 stop7h 53m
Delta
Thu 9/103:20 pm
SXM
- BDL
1 stop8h 33m
Delta
Deal found 5/2![Delta logo]()
$347
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/266:00 am
BDL
- MBJ
1 stop10h 10m
United Airlines
Sat 5/304:33 pm
MBJ
- BDL
2 stops16h 48m
United Airlines
Deal found 4/29![United Airlines logo]()
$357
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/285:00 am
BDL
- STT
1 stop10h 58m
American Airlines
Mon 6/14:42 pm
STT
- BDL
2 stops17h 42m
American Airlines
Deal found 4/30![American Airlines logo]()
$354
This United Airlines deal was found by Cheapflights users on 5/1. 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.
Sat 5/166:00 am
BDL
- STT
1 stop11h 00m
United Airlines
Wed 5/204:45 pm
STT
- BDL
1 stop6h 59m
United Airlines
Deal found 5/1![United Airlines logo]()
$370
This Southwest deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/65:10 pm
BDL
- SJU
1 stop7h 05m
Southwest
Mon 7/135:00 am
SJU
- BDL
2 stops9h 10m
Southwest
Deal found 4/29![Southwest logo]()
$476
This United Airlines deal was found by Cheapflights users on 5/2. 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.
Wed 7/226:00 am
BDL
- MBJ
1 stop10h 10m
United Airlines
Fri 8/74:12 pm
MBJ
- BDL
1 stop6h 47m
United Airlines
Deal found 5/2![United Airlines logo]()
$372
This Delta deal was found by Cheapflights users on 5/1. 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.
Wed 5/276:00 am
BDL
- AUA
1 stop8h 10m
Delta
Wed 6/31:15 pm
AUA
- BDL
1 stop7h 57m
Delta
Deal found 5/1![Delta logo]()
$419
This American Airlines deal was found by Cheapflights users on 5/1. 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.
Sat 7/45:00 am
BDL
- STT
1 stop6h 57m
American Airlines
Mon 7/64:46 pm
STT
- BDL
2 stops17h 36m
American Airlines
Deal found 5/1![American Airlines logo]()
$382
This JetBlue deal was found by Cheapflights users on 4/28. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/53:40 pm
BDL
- SJU
1 stop8h 50m
JetBlue
Tue 6/95:01 am
SJU
- BDL
1 stop7h 39m
JetBlue
Deal found 4/28![JetBlue logo]()
$519
This United Airlines deal was found by Cheapflights users on 5/2. 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.
Wed 6/36:09 am
BDL
- MBJ
2 stops10h 01m
United Airlines
Fri 6/124:12 pm
MBJ
- BDL
1 stop6h 47m
United Airlines
Deal found 5/2![United Airlines logo]()
$372
This Southwest deal was found by Cheapflights users on 4/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/232:50 pm
BDL
- SJU
1 stop9h 25m
Southwest
Tue 7/285:30 am
SJU
- BDL
2 stops8h 30m
Southwest
Deal found 4/28![Southwest logo]()
$498
This JetBlue deal was found by Cheapflights users on 5/1. 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.
Thu 6/255:22 pm
BDL
- SJU
1 stop6h 37m
JetBlue
Fri 7/37:05 am
SJU
- BDL
Nonstop3h 54m
JetBlue
Deal found 5/1![JetBlue logo]()
$536
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/315:00 am
BDL
- AUA
1 stop10h 50m
American Airlines
Fri 6/52:33 pm
AUA
- BDL
2 stops18h 54m
American Airlines
Deal found 4/29![American Airlines logo]()
$404
This Delta deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 7/166:00 am
BDL
- STT
1 stop9h 20m
Delta
Mon 7/201:21 pm
STT
- BDL
1 stop9h 35m
Delta
Deal found 4/29![Delta logo]()
$452
This United Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/89:35 am
BDL
- SJU
2 stops11h 49m
United Airlines
Fri 5/81:00 am
SJU
- BDL
2 stops8h 37m
United Airlines
Deal found 4/30![United Airlines logo]()
$381
This Southwest deal was found by Cheapflights users on 5/1. 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 6/122:50 pm
BDL
- SJU
2 stops8h 45m
Southwest
Fri 6/195:00 am
SJU
- BDL
2 stops9h 10m
Southwest
Deal found 5/1![Southwest logo]()
$531
This American Airlines deal was found by Cheapflights users on 5/3. 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.
Mon 6/296:00 am
BDL
- NAS
1 stop5h 37m
American Airlines
Thu 7/212:29 pm
NAS
- BDL
1 stop9h 57m
American Airlines
Deal found 5/3![American Airlines logo]()
$404
This JetBlue deal was found by Cheapflights users on 5/3. 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.
Sun 5/317:15 am
BDL
- AUA
1 stop7h 50m
JetBlue
Tue 6/94:40 pm
AUA
- BDL
1 stop7h 12m
JetBlue
Deal found 5/3![JetBlue logo]()
$542
This United Airlines deal was found by Cheapflights users on 4/28. 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 5/63:04 pm
BDL
- SJU
1 stop6h 20m
United Airlines
Wed 5/61:00 am
SJU
- BDL
2 stops8h 37m
United Airlines
Deal found 4/28![United Airlines logo]()
$389
This Southwest deal was found by Cheapflights users on 5/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/152:05 pm
BDL
- SJU
2 stops9h 50m
Southwest
Tue 5/195:35 am
SJU
- BDL
2 stops9h 50m
Southwest
Deal found 5/3![Southwest logo]()
$533
Last-minute flights from Hartford to CaribbeanDiscover last-minute flight deals from Hartford to Caribbean. Data last updated May 4, 2026 and is based on user searches.
Discover last-minute flight deals from Hartford to Caribbean. Data last updated May 4, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/106:00 am
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 5/1312:59 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 4/29![Frontier logo]()
$178
This Frontier deal was found by Cheapflights users on 5/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/116:00 am
BDL
- SJU
Nonstop4h 04m
Frontier
Thu 5/1412:59 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 5/1![Frontier logo]()
$176
This Super.com deal was found by Cheapflights users on 5/1. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/126:00 am
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 5/1312:59 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 5/1![Frontier logo]()
$174
This Frontier deal was found by Cheapflights users on 5/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/136:00 am
BDL
- SJU
Nonstop4h 04m
Frontier
Sat 5/238:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 5/2![Frontier logo]()
$172
This Cheapflightsfares deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/156:00 am
BDL
- SJU
Nonstop4h 04m
Frontier
Sat 5/238:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 4/30![Frontier logo]()
$181
This Frontier deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/166:00 am
BDL
- SJU
Nonstop4h 04m
Frontier
Sat 5/238:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 4/30![Frontier logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 5/1. 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.
Sun 5/176:00 am
BDL
- SJU
Nonstop4h 04m
Frontier
Sat 6/68:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 5/1![Frontier logo]()
$184
This Cheapflightsfares deal was found by Cheapflights users on 5/2. 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.
Sun 5/176:00 am
BDL
- SJU
Nonstop4h 04m
Frontier
Thu 5/218:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 5/2![Frontier logo]()
$187
This Frontier deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/185:44 pm
BDL
- SJU
1 stop8h 24m
Frontier
Thu 5/288:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 4/30![Frontier logo]()
$180
This Cheapflightsfares deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/271:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Thu 6/46:09 pm
SJU
- BDL
1 stop22h 36m
Frontier
Deal found 4/30![Frontier logo]()
$179
This Cheapflightsfares deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/301:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Thu 6/48:33 am
SJU
- BDL
Nonstop4h 11m
Frontier
Deal found 4/30![Frontier logo]()
$177
This Cheapflightsfares deal was found by Cheapflights users on 5/3. 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.
Sun 5/311:48 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sun 6/76:09 pm
SJU
- BDL
1 stop22h 50m
Frontier
Deal found 5/3![Frontier logo]()
$185
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 4, 2026.
Search for one-way flight options from Hartford to Caribbean. Find affordable one-way fares based on user searches. Data last updated May 4, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/166:00 am
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 4/30![Frontier logo]()
$93
This Cheapflightsfares deal was found by Cheapflights users on 5/3. 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 6/101:54 pm
BDL
- SJU
Nonstop3h 55m
Frontier
Deal found 5/3![Frontier logo]()
$94
This Super.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/237:43 pm
BDL
- SJU
1 stop12h 21m
Frontier
Deal found 4/30![Frontier logo]()
$97
This eDestinos deal was found by Cheapflights users on 5/1. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/86:00 am
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 5/1![Frontier logo]()
$103
This Cheapflightsfares deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 6/67:43 pm
BDL
- SJU
1 stop12h 21m
Frontier
Deal found 4/29![Frontier logo]()
$105
This Frontier deal was found by Cheapflights users on 5/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/295:40 pm
BDL
- SJU
1 stop8h 28m
Frontier
Deal found 5/1![Frontier logo]()
$106
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:01 am
BDL
- GCM
1 stop8h 09m
American Airlines
Deal found 4/29![American Airlines logo]()
$108
This eDestinos deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 7/188:10 pm
BDL
- SJU
1 stop17h 10m
Frontier
Deal found 4/30![Frontier logo]()
$109
This Cheapflightsfares deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/116:00 am
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 4/30![Frontier logo]()
$112
This eDestinos deal was found by Cheapflights users on 5/1. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/81:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 5/1![Frontier logo]()
$119
This American Airlines deal was found by Cheapflights users on 5/1. 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.
Wed 9/233:15 pm
BDL
- GCM
2 stops20h 35m
American Airlines
Deal found 5/1![American Airlines logo]()
$119
This Delta deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/116:00 am
BDL
- GCM
1 stop6h 54m
Delta
Deal found 4/30![Delta logo]()
$122
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 4, 2026.
Round-trip from | $172 (Frontier) |
|---|---|
One-way from | $93 (Cheapflightsfares) |
Popular in | December |
Cheapest in | January |
Average price | $308 |
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 4, 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
Tue 8/18
6:00 am-11:41 am
1 stop6h 41m
George Town Owen Roberts Intl
Wed 8/26
12:56 pm-11:53 pm
1 stop9h 57m
$321
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Mon 8/31
6:01 am-11:00 am
1 stop5h 59m
George Town Owen Roberts Intl
Sat 9/5
11:55 am-11:52 pm
1 stop10h 57m
$321
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Thu 6/4
6:00 am-11:30 am
1 stop6h 30m
George Town Owen Roberts Intl
Mon 6/8
12:01 pm-11:58 pm
1 stop10h 57m
$321
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Sat 9/26
6:00 am-11:40 am
1 stop6h 40m
George Town Owen Roberts Intl
Mon 9/28
12:55 pm-11:53 pm
1 stop9h 58m
$321
HartfordGeorge Town
BDL - GCM
BDLGCM
Hartford Bradley Intl
Sat 5/30
6:00 am-3:10 pm
1 stop10h 10m
George Town Owen Roberts Intl
Sat 6/6
4:45 pm-9:56 am
2 stops16h 11m
$326
HartfordSimpson Bay
BDL - SXM
BDLSXM
Hartford Bradley Intl
Sun 7/19
6:00 am-12:33 pm
1 stop6h 33m
Simpson Bay Princess Juliana
Thu 7/23
3:50 pm-11:59 pm
1 stop8h 09m
$347
HartfordSaint Thomas Island
BDL - STT
BDLSTT
Hartford Bradley Intl
Wed 9/2
7:24 pm-12:52 pm
2 stops17h 28m
Saint Thomas Island Cyril E King
Tue 9/8
1:49 pm-11:55 am
2 stops22h 06m
$347
HartfordSimpson Bay
BDL - SXM
BDLSXM
Hartford Bradley Intl
Sun 8/30
6:00 am-1:53 pm
1 stop7h 53m
Simpson Bay Princess Juliana
Thu 9/10
3:20 pm-11:53 pm
1 stop8h 33m
$347
HartfordSaint Thomas Island
BDL - STT
BDLSTT
Hartford Bradley Intl
Thu 5/28
5:00 am-3:58 pm
1 stop10h 58m
Saint Thomas Island Cyril E King
Mon 6/1
4:42 pm-10:24 am
2 stops17h 42m
$354
HartfordMontego Bay
BDL - MBJ
BDLMBJ
Hartford Bradley Intl
Tue 5/26
6:00 am-3:10 pm
1 stop10h 10m
Montego Bay Sangster Intl
Sat 5/30
4:33 pm-10:21 am
2 stops16h 48m
$357
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Hartford to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Hartford with our price prediction graph.
BDL-SJU
BDL-GCM
BDL-MBJ
BDL-PUJ
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-GCM
BDL-MBJ
BDL-PUJ
How far ahead should I book a flight from Hartford to Caribbean?
Booking 30 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 month to book a flight from Hartford to Caribbean?
Currently, May is the cheapest month in which you can book a flight from Hartford to Caribbean (average of $324). Flying from Hartford to Caribbean in September is currently the most expensive (average of $509). 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 4, 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 13% on your trip compared to booking a flight in the evening.
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 2, 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.
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 4, 2026.
The most flights from BDL to 0CB are scheduled on a Monday (3 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (2 on average).
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 4, 2026.
Read through reviews of airlines operating flights from Hartford to Caribbean, such as Delta,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.8
Food
7.2
Overall
7.9
Crew
8.5
Comfort
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Entertainment
7.8
Food
7.2
Overall
7.9
Crew
8.5
Comfort
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Entertainment
7.8
Food
7.2
Overall
7.9
Crew
8.5
Comfort
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Entertainment
7.8
Food
7.2
Overall
7.9
Crew
8.5
Comfort
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Entertainment
7.8
Food
7.2
Overall
7.9
Crew
8.5
Comfort
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Entertainment
7.8
Food
7.2
Overall
7.9
Crew
8.5
Comfort
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - 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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Hartford to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Hartford to Caribbean by cabin class
Find flights from Hartford to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Hartford and Caribbean flights
Browse other Hartford and Caribbean flight options. Last updated on May 4, 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 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$101 | Average$346 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$110 | Average$489 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$112 | Average$338 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$116 | Average$301 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$150 | Average$468 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$220 | Average$526 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$262 | Average$614 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$263 | Average$547 | FlexibilityNo cancel fee | On-time71% |