$120+ Cheap flights from Hartford (BDL) to Caribbean
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/4. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Aug 7 — Aug 141
Round-trip
1 adult, Economy
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Cheapest flights from Hartford to CaribbeanExplore the most affordable flight options available from Hartford to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 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 July 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/5. 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.
Thu 9/102:05 pm
BDL
- SJU
2 stops33h 52m
Multiple Airlines
Wed 9/308:30 am
SJU
- BDL
Nonstop4h 13m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$271
This Super.com deal was found by Cheapflights users on 7/6. 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 7/271:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Thu 7/308:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/6![Frontier logo]()
$272
This Super.com deal was found by Cheapflights users on 7/4. 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.
Sat 7/251:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 7/298:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/4![Frontier logo]()
$273
This eDestinos deal was found by Cheapflights users on 7/4. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/251:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 8/48:37 pm
SJU
- BDL
1 stop13h 59m
Frontier
Deal found 7/4![Frontier logo]()
$274
This Cheapflightsfares deal was found by Cheapflights users on 7/3. 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 7/261:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Thu 7/308:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/3![Frontier logo]()
$275
This Frontier deal was found by Cheapflights users on 7/4. 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.
Tue 8/111:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 8/113:10 am
SJU
- BDL
1 stop7h 26m
Frontier
Deal found 7/4![Frontier logo]()
$276
This Cheapflightsfares deal was found by Cheapflights users on 7/8. 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.
Sat 8/81:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 8/118:37 pm
SJU
- BDL
1 stop13h 59m
Frontier
Deal found 7/8![Frontier logo]()
$277
This Super.com deal was found by Cheapflights users on 7/7. 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.
Tue 8/181:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Fri 8/218:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/7![Frontier logo]()
$278
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/251:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Fri 7/318:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/8![Frontier logo]()
$279
This Cheapflightsfares deal was found by Cheapflights users on 7/6. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/161:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Fri 8/218:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/6![Frontier logo]()
$280
This Frontier deal was found by Cheapflights users on 7/8. 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 9/212:27 pm
BDL
- SJU
1 stop7h 25m
Frontier
Sun 9/68:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/8![Frontier logo]()
$281
This Frontier deal was found by Cheapflights users on 7/7. 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.
Tue 7/211:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 7/288:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/7![Frontier logo]()
$282
Best flights from Hartford to CaribbeanDiscover carefully curated flight deals from Hartford to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 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 July 8, 2026.
This JetBlue deal was found by Cheapflights users on 7/6. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/228:00 am
BDL
- NAS
1 stop5h 50m
JetBlue
Wed 8/2612:20 pm
NAS
- BDL
1 stop11h 38m
JetBlue
Deal found 7/6![JetBlue logo]()
$314
This Delta deal was found by Cheapflights users on 7/4. 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.
Sat 8/226:00 am
BDL
- NAS
1 stop5h 51m
Delta
Sat 8/291:16 pm
NAS
- BDL
1 stop8h 38m
Delta
Deal found 7/4![Delta logo]()
$322
This Southwest deal was found by Cheapflights users on 7/4. 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.
Wed 8/193:30 pm
BDL
- SJU
1 stop6h 30m
Southwest
Wed 8/265:15 am
SJU
- BDL
2 stops9h 35m
Southwest
Deal found 7/4![Southwest logo]()
$324
This United Airlines deal was found by Cheapflights users on 7/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/306:09 am
BDL
- NAS
1 stop8h 48m
United Airlines
Wed 8/53:59 pm
NAS
- BDL
1 stop18h 22m
United Airlines
Deal found 7/8![United Airlines logo]()
$329
This Priceline deal was found by Cheapflights users on 7/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/45:07 pm
BDL
- PSE
1 stop6h 52m
Multiple Airlines
Tue 8/1110:32 am
PSE
- BDL
1 stop24h 04m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$350
This Frontier deal was found by Cheapflights users on 7/3. 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.
Fri 7/2412:27 pm
BDL
- BQN
1 stop13h 43m
Frontier
Thu 7/303:10 am
BQN
- BDL
1 stop8h 22m
Frontier
Deal found 7/3![Frontier logo]()
$372
This American Airlines deal was found by Cheapflights users on 7/3. 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.
Tue 9/156:00 am
BDL
- SDQ
2 stops9h 17m
American Airlines
Thu 9/2410:21 am
SDQ
- BDL
2 stops13h 12m
American Airlines
Deal found 7/3![American Airlines logo]()
$485
This Delta deal was found by Cheapflights users on 7/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/197:00 am
BDL
- NAS
1 stop6h 57m
Delta
Thu 8/271:16 pm
NAS
- BDL
1 stop7h 14m
Delta
Deal found 7/8![Delta logo]()
$322
This Southwest deal was found by Cheapflights users on 7/3. 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.
Tue 8/183:05 pm
BDL
- SJU
1 stop6h 55m
Southwest
Tue 8/2510:30 am
SJU
- BDL
2 stops10h 40m
Southwest
Deal found 7/3![Southwest logo]()
$324
This JetBlue deal was found by Cheapflights users on 7/3. 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.
Fri 8/285:07 pm
BDL
- BQN
1 stop7h 26m
JetBlue
Tue 9/12:30 pm
BQN
- BDL
1 stop9h 28m
JetBlue
Deal found 7/3![JetBlue logo]()
$344
This Delta deal was found by Cheapflights users on 7/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:00 am
BDL
- NAS
1 stop7h 57m
Delta
Fri 8/281:16 pm
NAS
- BDL
1 stop10h 42m
Delta
Deal found 7/8![Delta logo]()
$322
This United Airlines deal was found by Cheapflights users on 7/6. 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.
Wed 12/26:00 am
BDL
- NAS
2 stops7h 48m
United Airlines
Tue 12/82:35 pm
NAS
- BDL
1 stop8h 22m
United Airlines
Deal found 7/6![United Airlines logo]()
$360
This JetBlue deal was found by Cheapflights users on 7/7. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/315:07 pm
BDL
- BQN
1 stop7h 26m
JetBlue
Wed 9/22:30 pm
BQN
- BDL
1 stop9h 28m
JetBlue
Deal found 7/7![JetBlue logo]()
$344
This CheapOair deal was found by Cheapflights users on 7/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/305:07 pm
BDL
- PSE
1 stop6h 52m
Multiple Airlines
Thu 8/610:06 am
PSE
- BDL
1 stop24h 30m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$385
This Southwest deal was found by Cheapflights users on 7/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/213:40 pm
BDL
- SJU
1 stop7h 10m
Southwest
Wed 8/265:15 am
SJU
- BDL
2 stops9h 35m
Southwest
Deal found 7/8![Southwest logo]()
$354
This Delta deal was found by Cheapflights users on 7/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/17:00 am
BDL
- SJU
1 stop9h 38m
Delta
Sat 9/52:31 pm
SJU
- BDL
1 stop9h 20m
Delta
Deal found 7/8![Delta logo]()
$324
This United Airlines deal was found by Cheapflights users on 7/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:00 am
BDL
- PUJ
1 stop6h 40m
United Airlines
Thu 9/33:35 pm
PUJ
- BDL
2 stops19h 03m
United Airlines
Deal found 7/8![United Airlines logo]()
$378
This JetBlue deal was found by Cheapflights users on 7/5. 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.
Sat 8/225:07 pm
BDL
- BQN
1 stop7h 26m
JetBlue
Thu 8/272:30 pm
BQN
- BDL
1 stop9h 28m
JetBlue
Deal found 7/5![JetBlue logo]()
$344
This Southwest deal was found by Cheapflights users on 7/7. 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.
Thu 9/33:40 pm
BDL
- SJU
2 stops8h 10m
Southwest
Sun 9/66:00 am
SJU
- BDL
1 stop9h 20m
Southwest
Deal found 7/7![Southwest logo]()
$354
This CheapOair deal was found by Cheapflights users on 7/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/295:07 pm
BDL
- PSE
1 stop6h 52m
Multiple Airlines
Sat 8/110:32 am
PSE
- BDL
1 stop8h 53m
Multiple Airlines
Deal found 7/4![Multiple Airlines logo]()
$413
This JetBlue deal was found by Cheapflights users on 7/5. 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.
Tue 8/115:07 pm
BDL
- PSE
1 stop6h 52m
JetBlue
Tue 8/258:48 am
PSE
- BDL
1 stop9h 17m
JetBlue
Deal found 7/5![JetBlue logo]()
$353
This Southwest deal was found by Cheapflights users on 7/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/125:50 am
BDL
- SJU
2 stops10h 50m
Southwest
Sat 9/195:55 am
SJU
- BDL
1 stop9h 15m
Southwest
Deal found 7/6![Southwest logo]()
$354
This Orbitz deal was found by Cheapflights users on 7/3. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/231:42 pm
BDL
- PUJ
1 stop6h 37m
Frontier
Tue 7/289:29 pm
PUJ
- BDL
1 stop15h 18m
Frontier
Deal found 7/3![Frontier logo]()
$490
This United Airlines deal was found by Cheapflights users on 7/6. 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.
Tue 7/143:02 pm
BDL
- SJU
1 stop6h 22m
United Airlines
Fri 7/171:00 am
SJU
- BDL
2 stops13h 24m
United Airlines
Deal found 7/6![United Airlines logo]()
$406
This Delta deal was found by Cheapflights users on 7/7. 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.
Thu 9/246:00 am
BDL
- SJU
1 stop10h 49m
Delta
Sat 10/33:10 pm
SJU
- BDL
1 stop8h 03m
Delta
Deal found 7/7![Delta logo]()
$372
This Kiwi.com deal was found by Cheapflights users on 7/7. 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.
Fri 9/113:13 pm
BDL
- BQN
2 stops18h 44m
Multiple Airlines
Sun 9/2010:52 am
BQN
- BDL
1 stop9h 09m
Multiple Airlines
Deal found 7/7![Multiple Airlines logo]()
$418
This JetBlue deal was found by Cheapflights users on 7/7. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/315:07 pm
BDL
- PSE
1 stop6h 52m
JetBlue
Wed 9/28:48 am
PSE
- BDL
1 stop10h 19m
JetBlue
Deal found 7/7![JetBlue logo]()
$353
This American Airlines deal was found by Cheapflights users on 7/3. 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.
Thu 11/266:00 am
BDL
- KIN
2 stops16h 11m
American Airlines
Thu 12/31:42 pm
KIN
- BDL
1 stop10h 16m
American Airlines
Deal found 7/3![American Airlines logo]()
$529
This Delta deal was found by Cheapflights users on 7/6. 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.
Mon 8/171:54 pm
BDL
- SJU
1 stop8h 35m
Delta
Thu 8/277:00 am
SJU
- BDL
1 stop11h 05m
Delta
Deal found 7/6![Delta logo]()
$372
This United Airlines deal was found by Cheapflights users on 7/5. 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.
Sat 8/156:00 am
BDL
- MBJ
1 stop10h 10m
United Airlines
Sat 8/222:40 pm
MBJ
- BDL
2 stops18h 58m
United Airlines
Deal found 7/5![United Airlines logo]()
$422
Last-minute flights from Hartford to CaribbeanDiscover last-minute flight deals from Hartford to Caribbean. Data last updated July 8, 2026 and is based on user searches.
Discover last-minute flight deals from Hartford to Caribbean. Data last updated July 8, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 7/7. 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.
Tue 7/211:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 7/288:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/7![Frontier logo]()
$282
This Super.com deal was found by Cheapflights users on 7/4. 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.
Sat 7/251:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 7/298:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/4![Frontier logo]()
$273
This eDestinos deal was found by Cheapflights users on 7/4. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/251:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 8/48:37 pm
SJU
- BDL
1 stop13h 59m
Frontier
Deal found 7/4![Frontier logo]()
$274
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/251:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Fri 7/318:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/8![Frontier logo]()
$279
This Cheapflightsfares deal was found by Cheapflights users on 7/3. 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 7/261:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Thu 7/308:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/3![Frontier logo]()
$275
This Super.com deal was found by Cheapflights users on 7/6. 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 7/271:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Thu 7/308:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/6![Frontier logo]()
$272
This Cheapflightsfares deal was found by Cheapflights users on 7/8. 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.
Sat 8/81:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 8/118:37 pm
SJU
- BDL
1 stop13h 59m
Frontier
Deal found 7/8![Frontier logo]()
$277
This Frontier deal was found by Cheapflights users on 7/4. 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.
Tue 8/111:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 8/113:10 am
SJU
- BDL
1 stop7h 26m
Frontier
Deal found 7/4![Frontier logo]()
$276
This Cheapflightsfares deal was found by Cheapflights users on 7/6. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/161:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Fri 8/218:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/6![Frontier logo]()
$280
This deal was found by Cheapflights users on 7/7. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/171:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Fri 8/288:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/7![Frontier logo]()
$283
This Cheapflightsfares deal was found by Cheapflights users on 7/7. 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.
Tue 8/181:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 9/16:09 pm
SJU
- BDL
1 stop17h 23m
Frontier
Deal found 7/7![Frontier logo]()
$278
This Frontier deal was found by Cheapflights users on 7/8. 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.
Sat 8/221:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 8/253:10 am
SJU
- BDL
1 stop8h 22m
Frontier
Deal found 7/8![Frontier logo]()
$281
One-way flights from Hartford to CaribbeanSearch for one-way flight options from Hartford to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 8, 2026.
Search for one-way flight options from Hartford to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 8, 2026.
This Frontier deal was found by Cheapflights users on 7/6. 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.
Tue 8/41:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 7/6![Frontier logo]()
$120
This Super.com deal was found by Cheapflights users on 7/7. 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 8/101:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 7/7![Frontier logo]()
$121
This Frontier deal was found by Cheapflights users on 7/8. 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.
Mon 10/51:38 pm
BDL
- SJU
Nonstop4h 00m
Frontier
Deal found 7/8![Frontier logo]()
$122
This Cheapflightsfares deal was found by Cheapflights users on 7/3. 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 8/121:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 7/3![Frontier logo]()
$124
This eDestinos deal was found by Cheapflights users on 7/8. 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.
Wed 7/291:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 7/8![Frontier logo]()
$126
This eDestinos deal was found by Cheapflights users on 7/7. 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.
Tue 7/211:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 7/7![Frontier logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 7/5. 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.
Wed 8/266:00 am
BDL
- SJU
1 stop18h 56m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 7/7. 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.
Wed 9/26:00 am
BDL
- SJU
1 stop18h 56m
Multiple Airlines
Deal found 7/7![Multiple Airlines logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/911:36 am
BDL
- SJU
1 stop12h 21m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$134
This Super.com deal was found by Cheapflights users on 7/5. 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.
Thu 7/301:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 7/5![Frontier logo]()
$135
This Super.com deal was found by Cheapflights users on 7/3. 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 7/251:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 7/3![Frontier logo]()
$136
This Southwest deal was found by Cheapflights users on 7/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/156:30 am
BDL
- MBJ
1 stop7h 20m
Southwest
Deal found 7/6![Southwest logo]()
$138
Find flight deals from Hartford to Caribbean
Keep the following information in mind while searching for Hartford to Caribbean flight deals. Data was last updated July 8, 2026.
Round-trip from | $271 (Kiwi.com) |
|---|---|
One-way from | $120 (Frontier) |
Popular in | December |
Cheapest in | January |
Average price | $388 |
Cheapflights Fare Finder
Customize your flight search to find flights from Hartford to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 8, 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
HartfordNassau
BDL - NAS
BDLNAS
Hartford Bradley Intl
Sat 8/22
8:00 am-1:50 pm
1 stop5h 50m
Nassau Intl
Wed 8/26
12:20 pm-11:58 pm
1 stop11h 38m
$314
HartfordNassau
BDL - NAS
BDLNAS
Hartford Bradley Intl
Sat 8/22
6:00 am-11:51 am
1 stop5h 51m
Nassau Intl
Sat 8/29
1:16 pm-9:54 pm
1 stop8h 38m
$322
Quickest round-trip
HartfordNassau
BDL - NAS
BDLNAS
Hartford Bradley Intl
Wed 8/19
7:00 am-1:57 pm
1 stop6h 57m
Nassau Intl
Thu 8/27
1:16 pm-8:30 pm
1 stop7h 14m
$322
HartfordNassau
BDL - NAS
BDLNAS
Hartford Bradley Intl
Thu 8/20
6:00 am-1:57 pm
1 stop7h 57m
Nassau Intl
Fri 8/28
1:16 pm-11:58 pm
1 stop10h 42m
$322
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Wed 8/19
3:30 pm-10:00 pm
1 stop6h 30m
San Juan Luis Munoz Marin Intl
Wed 8/26
5:15 am-2:50 pm
2 stops9h 35m
$324
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Tue 8/18
3:05 pm-10:00 pm
1 stop6h 55m
San Juan Luis Munoz Marin Intl
Tue 8/25
10:30 am-9:10 pm
2 stops10h 40m
$324
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Tue 9/1
7:00 am-4:38 pm
1 stop9h 38m
San Juan Luis Munoz Marin Intl
Sat 9/5
2:31 pm-11:51 pm
1 stop9h 20m
$324
HartfordNassau
BDL - NAS
BDLNAS
Hartford Bradley Intl
Thu 7/30
6:09 am-2:57 pm
1 stop8h 48m
Nassau Intl
Wed 8/5
3:59 pm-10:21 am
1 stop18h 22m
$329
HartfordAguadilla
BDL - BQN
BDLBQN
Hartford Bradley Intl
Fri 8/28
5:07 pm-12:33 am
1 stop7h 26m
Aguadilla Borinquen
Tue 9/1
2:30 pm-11:58 pm
1 stop9h 28m
$344
HartfordAguadilla
BDL - BQN
BDLBQN
Hartford Bradley Intl
Mon 8/31
5:07 pm-12:33 am
1 stop7h 26m
Aguadilla Borinquen
Wed 9/2
2:30 pm-11:58 pm
1 stop9h 28m
$344
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-MBJ
BDL-NAS
BDL-PSE
BDL-BQN
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-MBJ
BDL-NAS
BDL-PSE
What is the cheapest month to book a flight from Hartford to Caribbean?
Currently, July is the cheapest month in which you can book a flight from Hartford to Caribbean (average of $387). Flying from Hartford to Caribbean in June is currently the most expensive (average of $552). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from BDL to CB?
Find hourly flight availability from Hartford to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 8, 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 10% on your trip compared to booking a flight in the morning.
Weekly flight availability from Hartford to Caribbean
Explore weekly flight availability from Hartford to Caribbean. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 8, 2026.
The most flights from BDL to 0CB are scheduled on a Tuesday (3 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (1 on average).
How far ahead should I book a flight from Hartford to Caribbean?
Booking 69 days in advance of your planned departure date is, on average, the best time to get cheap flights from Hartford to Caribbean. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest day to fly from Hartford to Caribbean?
Use this chart to determine the cheapest time to fly round-trip from Hartford to Caribbean. Price data was last updated on July 4, 2026.
Travelers seeking maximum savings on their Hartford to Caribbean flight should consider departing on Tuesday mornings when fares are most often at their lowest. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated July 8, 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.
Crew
8.5
Entertainment
7.8
Overall
7.8
Food
7.2
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Entertainment
7.8
Overall
7.8
Food
7.2
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Entertainment
7.8
Overall
7.8
Food
7.2
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Entertainment
7.8
Overall
7.8
Food
7.2
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Entertainment
7.8
Overall
7.8
Food
7.2
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Entertainment
7.8
Overall
7.8
Food
7.2
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Related info for your journey
Find useful and relevant information for your journey from Hartford to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Hartford to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Hartford to Caribbean by cabin class
Find flights from Hartford to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Hartford and Caribbean flights
Browse other Hartford and Caribbean flight options. Last updated on July 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 7 airlines flying from Hartford to Caribbean
Discover the top 7 airlines that operate flights from Hartford to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$101 | Average$354 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$112 | Average$339 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$152 | Average$472 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$230 | Average$510 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$242 | Average$469 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$262 | Average$626 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$263 | Average$579 | FlexibilityNo cancel fee | On-time71% |