$126+ 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 8/15. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SJU
Aug 20 — Aug 271
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Hartford to Caribbean with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Hartford to Caribbean
Cheapest
Best
Last-minute
One-way
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 21, 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 21, 2026.
This Frontier deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/151:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sat 8/228:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/20![Frontier logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/261:42 pm
BDL
- SJU
Nonstop4h 04m
Multiple Airlines
Sat 8/295:37 pm
SJU
- BDL
3 stops26h 54m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$270
This Frontier deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/201:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Fri 8/288:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/20![Frontier logo]()
$271
This Travelocity deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/201:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Mon 8/248:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/20![Frontier logo]()
$272
This Cheapflightsfares deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/141:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 8/1812:11 pm
SJU
- BDL
1 stop23h 21m
Frontier
Deal found 7/19![Frontier logo]()
$273
This Southwest deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/123:30 pm
BDL
- SJU
1 stop6h 25m
Southwest
Sat 9/195:55 am
SJU
- BDL
1 stop6h 25m
Southwest
Deal found 7/20![Southwest logo]()
$274
This Frontier deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/141:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Fri 8/218:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/18![Frontier logo]()
$275
This Kiwi.com deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/141:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 8/198:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/19![Frontier logo]()
$276
This Super.com deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/11:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sun 8/98:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/18![Frontier logo]()
$277
This Super.com deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/131:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 8/198:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/19![Frontier logo]()
$278
This Kiwi.com deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/141:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sun 8/238:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/18![Frontier logo]()
$279
This Frontier deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 8/121:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 8/198:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/16![Frontier logo]()
$280
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 21, 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 21, 2026.
This Delta deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:00 am
BDL
- SJU
1 stop9h 38m
Delta
Tue 9/12:59 pm
SJU
- BDL
1 stop8h 59m
Delta
Deal found 7/19![Delta logo]()
$286
This United Airlines deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/186:10 am
BDL
- SJU
1 stop6h 44m
United Airlines
Sun 9/201:00 am
SJU
- BDL
2 stops8h 37m
United Airlines
Deal found 7/18![United Airlines logo]()
$286
This American Airlines deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/216:01 am
BDL
- STT
1 stop9h 51m
American Airlines
Fri 8/281:49 pm
STT
- BDL
2 stops20h 33m
American Airlines
Deal found 7/18![American Airlines logo]()
$310
This Cheapflightsfares deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/32:23 pm
BDL
- BQN
1 stop6h 39m
JetBlue
Wed 9/99:35 am
BQN
- BDL
1 stop7h 54m
JetBlue
Deal found 7/18![JetBlue logo]()
$361
This Southwest deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 11/73:15 pm
BDL
- SJU
1 stop6h 40m
Southwest
Sun 11/156:05 am
SJU
- BDL
1 stop7h 15m
Southwest
Deal found 7/16![Southwest logo]()
$384
This United Airlines deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/196:00 am
BDL
- SJU
1 stop8h 44m
United Airlines
Sun 9/271:25 pm
SJU
- BDL
2 stops10h 34m
United Airlines
Deal found 7/19![United Airlines logo]()
$286
This Delta deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 9/102:04 pm
BDL
- SJU
1 stop8h 15m
Delta
Thu 9/172:59 pm
SJU
- BDL
1 stop8h 59m
Delta
Deal found 7/16![Delta logo]()
$314
This United Airlines deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/128:15 am
BDL
- SJU
1 stop12h 23m
United Airlines
Fri 9/181:00 am
SJU
- BDL
2 stops13h 29m
United Airlines
Deal found 7/20![United Airlines logo]()
$286
This American Airlines deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:01 am
BDL
- STT
1 stop9h 51m
American Airlines
Sun 9/64:42 pm
STT
- BDL
2 stops15h 41m
American Airlines
Deal found 7/19![American Airlines logo]()
$335
This JetBlue deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 8/235:07 pm
BDL
- BQN
1 stop7h 26m
JetBlue
Sat 8/295:01 am
BQN
- BDL
1 stop9h 47m
JetBlue
Deal found 7/16![JetBlue logo]()
$364
This American Airlines deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 12/117:05 pm
BDL
- STT
2 stops17h 47m
American Airlines
Fri 12/186:36 pm
STT
- BDL
2 stops17h 22m
American Airlines
Deal found 7/16![American Airlines logo]()
$335
This United Airlines deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/236:00 am
BDL
- SJU
1 stop6h 34m
United Airlines
Tue 10/271:35 pm
SJU
- BDL
2 stops10h 24m
United Airlines
Deal found 7/18![United Airlines logo]()
$340
This Delta deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/195:30 am
BDL
- SJU
1 stop7h 46m
Delta
Sun 12/203:45 pm
SJU
- BDL
1 stop8h 52m
Delta
Deal found 7/20![Delta logo]()
$382
This United deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/1110:23 am
BDL
- STT
3 stops24h 37m
Multiple Airlines
Tue 1/195:45 pm
STT
- BDL
2 stops21h 04m
Multiple Airlines
Deal found 7/17![Multiple Airlines logo]()
$846
This American Airlines deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 8/17:38 am
BDL
- GCM
1 stop8h 25m
American Airlines
Mon 8/3112:00 pm
GCM
- BDL
1 stop10h 54m
American Airlines
Deal found 7/16![American Airlines logo]()
$357
This United Airlines deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/186:00 am
BDL
- SJU
1 stop6h 54m
United Airlines
Mon 8/241:00 am
SJU
- BDL
2 stops8h 37m
United Airlines
Deal found 7/20![United Airlines logo]()
$344
This JetBlue deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/298:00 am
BDL
- NAS
1 stop5h 50m
JetBlue
Wed 9/212:20 pm
NAS
- BDL
1 stop11h 38m
JetBlue
Deal found 7/20![JetBlue logo]()
$420
This American Airlines deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 8/206:45 am
BDL
- GCM
1 stop5h 42m
American Airlines
Thu 8/272:10 pm
GCM
- BDL
1 stop8h 37m
American Airlines
Deal found 7/16![American Airlines logo]()
$357
This Delta deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/126:00 am
BDL
- STT
1 stop8h 05m
Delta
Wed 1/204:15 pm
STT
- BDL
1 stop8h 30m
Delta
Deal found 7/17![Delta logo]()
$399
This Southwest deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:45 am
BDL
- NAS
1 stop5h 30m
Southwest
Mon 8/241:10 pm
NAS
- BDL
2 stops9h 00m
Southwest
Deal found 7/18![Southwest logo]()
$520
This United Airlines deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 11/146:10 am
BDL
- GCM
1 stop10h 25m
United Airlines
Sat 11/215:30 pm
GCM
- BDL
1 stop6h 29m
United Airlines
Deal found 7/16![United Airlines logo]()
$357
This American Airlines deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:41 pm
BDL
- GCM
2 stops18h 19m
American Airlines
Mon 8/3112:00 pm
GCM
- BDL
2 stops10h 51m
American Airlines
Deal found 7/18![American Airlines logo]()
$362
This JetBlue deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/308:00 am
BDL
- PUJ
1 stop7h 29m
JetBlue
Wed 9/24:39 pm
PUJ
- BDL
1 stop7h 19m
JetBlue
Deal found 7/20![JetBlue logo]()
$456
This Delta deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 8/246:00 am
BDL
- NAS
1 stop5h 51m
Delta
Fri 8/281:16 pm
NAS
- BDL
1 stop10h 42m
Delta
Deal found 7/16![Delta logo]()
$420
This United Airlines deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/78:00 am
BDL
- GCM
1 stop8h 20m
United Airlines
Sat 11/145:45 pm
GCM
- BDL
2 stops16h 40m
United Airlines
Deal found 7/19![United Airlines logo]()
$362
This United Airlines deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/297:57 pm
BDL
- PUJ
1 stop16h 43m
United Airlines
Fri 9/43:35 pm
PUJ
- BDL
1 stop8h 24m
United Airlines
Deal found 7/18![United Airlines logo]()
$372
This Delta deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1511:43 am
BDL
- KIN
1 stop9h 27m
Delta
Tue 9/229:10 am
KIN
- BDL
1 stop13h 49m
Delta
Deal found 7/21![Delta logo]()
$456
This JetBlue deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 9/277:00 am
BDL
- STI
1 stop6h 27m
JetBlue
Thu 10/110:05 am
STI
- BDL
1 stop7h 24m
JetBlue
Deal found 7/16![JetBlue logo]()
$504
This United Airlines deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 10/266:10 am
BDL
- PUJ
1 stop5h 58m
United Airlines
Fri 10/3011:56 am
PUJ
- BDL
1 stop12h 03m
United Airlines
Deal found 7/16![United Airlines logo]()
$372
This JetBlue deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/228:00 am
BDL
- PUJ
1 stop7h 29m
JetBlue
Sat 8/294:39 pm
PUJ
- BDL
1 stop7h 19m
JetBlue
Deal found 7/20![JetBlue logo]()
$506
Last-minute flights from Hartford to CaribbeanDiscover last-minute flight deals from Hartford to Caribbean. Data last updated July 21, 2026 and is based on user searches.
Discover last-minute flight deals from Hartford to Caribbean. Data last updated July 21, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/11:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sun 8/98:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/18![Frontier logo]()
$277
This Frontier deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 8/121:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 8/198:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/16![Frontier logo]()
$280
This Super.com deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/131:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 8/198:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/19![Frontier logo]()
$278
This Cheapflightsfares deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/141:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Tue 8/1812:11 pm
SJU
- BDL
1 stop23h 21m
Frontier
Deal found 7/19![Frontier logo]()
$273
This Frontier deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/141:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Fri 8/218:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/18![Frontier logo]()
$275
This Kiwi.com deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/141:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Wed 8/198:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/19![Frontier logo]()
$276
This Kiwi.com deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/141:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sun 8/238:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/18![Frontier logo]()
$279
This Frontier deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/151:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Sat 8/228:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/20![Frontier logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.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
Sun 8/238:57 pm
SJU
- BDL
1 stop14h 35m
Frontier
Deal found 7/18![Frontier logo]()
$274
This Frontier deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/201:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Fri 8/288:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/20![Frontier logo]()
$271
This Travelocity deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/201:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Mon 8/248:45 am
SJU
- BDL
Nonstop4h 02m
Frontier
Deal found 7/20![Frontier logo]()
$272
This Kiwi.com deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/261:42 pm
BDL
- SJU
Nonstop4h 04m
Multiple Airlines
Sat 8/295:37 pm
SJU
- BDL
3 stops26h 54m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$270
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 21, 2026.
Search for one-way flight options from Hartford to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 21, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 8/101:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 7/16![Frontier logo]()
$126
This American Airlines deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/37:31 pm
BDL
- GCM
2 stops16h 29m
American Airlines
Deal found 7/20![American Airlines logo]()
$126
This Southwest deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/225:50 am
BDL
- SJU
1 stop7h 20m
Southwest
Deal found 7/17![Southwest logo]()
$127
This Cheapflightsfares deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/151:45 pm
BDL
- SJU
Nonstop3h 57m
JetBlue
Deal found 7/20![JetBlue logo]()
$131
This eDestinos deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/11:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 7/20![Frontier logo]()
$132
This United Airlines deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 8/34:55 pm
BDL
- GCM
2 stops20h 35m
United Airlines
Deal found 7/16![United Airlines logo]()
$132
This Cheapflightsfares deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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
Deal found 7/16![Frontier logo]()
$136
This Southwest deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/313:40 pm
BDL
- SJU
1 stop7h 10m
Southwest
Deal found 7/19![Southwest logo]()
$137
This Frontier deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 9/181:38 pm
BDL
- SJU
Nonstop4h 00m
Frontier
Deal found 7/16![Frontier logo]()
$138
This Travelocity deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/31:42 pm
BDL
- SJU
Nonstop4h 04m
Frontier
Deal found 7/19![Frontier logo]()
$141
This Super.com deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 7/17![Frontier logo]()
$142
This United Airlines deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/186:00 am
BDL
- SJU
2 stops14h 38m
United Airlines
Deal found 7/19![United Airlines logo]()
$143
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 21, 2026.
Round-trip from | $269 (Frontier) |
|---|---|
One-way from | $126 (Cheapflightsfares) |
Popular in | December |
Cheapest in | January |
Average price | $393 |
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 21, 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
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Tue 8/25
7:00 am-4:38 pm
1 stop9h 38m
San Juan Luis Munoz Marin Intl
Tue 9/1
2:59 pm-11:58 pm
1 stop8h 59m
$286
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Fri 9/18
6:10 am-12:54 pm
1 stop6h 44m
San Juan Luis Munoz Marin Intl
Sun 9/20
1:00 am-9:37 am
2 stops8h 37m
$286
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Sat 9/19
6:00 am-2:44 pm
1 stop8h 44m
San Juan Luis Munoz Marin Intl
Sun 9/27
1:25 pm-11:59 pm
2 stops10h 34m
$286
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Sat 9/12
8:15 am-8:38 pm
1 stop12h 23m
San Juan Luis Munoz Marin Intl
Fri 9/18
1:00 am-2:29 pm
2 stops13h 29m
$286
HartfordSaint Thomas Island
BDL - STT
BDLSTT
Hartford Bradley Intl
Fri 8/21
6:01 am-3:52 pm
1 stop9h 51m
Saint Thomas Island Cyril E King
Fri 8/28
1:49 pm-10:22 am
2 stops20h 33m
$310
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Thu 9/10
2:04 pm-10:19 pm
1 stop8h 15m
San Juan Luis Munoz Marin Intl
Thu 9/17
2:59 pm-11:58 pm
1 stop8h 59m
$314
HartfordSaint Thomas Island
BDL - STT
BDLSTT
Hartford Bradley Intl
Mon 8/31
6:01 am-3:52 pm
1 stop9h 51m
Saint Thomas Island Cyril E King
Sun 9/6
4:42 pm-8:23 am
2 stops15h 41m
$335
HartfordSaint Thomas Island
BDL - STT
BDLSTT
Hartford Bradley Intl
Fri 12/11
7:05 pm-1:52 pm
2 stops17h 47m
Saint Thomas Island Cyril E King
Fri 12/18
6:36 pm-10:58 am
2 stops17h 22m
$335
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Fri 10/23
6:00 am-12:34 pm
1 stop6h 34m
San Juan Luis Munoz Marin Intl
Tue 10/27
1:35 pm-11:59 pm
2 stops10h 24m
$340
HartfordSan Juan
BDL - SJU
BDLSJU
Hartford Bradley Intl
Tue 8/18
6:00 am-12:54 pm
1 stop6h 54m
San Juan Luis Munoz Marin Intl
Mon 8/24
1:00 am-9:37 am
2 stops8h 37m
$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-GCM
BDL-SJU
BDL-BQN
BDL-STT
BDL-NAS
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Hartford to Caribbean
BDL-0CB
BDL-GCM
BDL-SJU
BDL-BQN
BDL-STT
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 $376). Flying from Hartford to Caribbean in December is currently the most expensive (average of $492). 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 21, 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 12% 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 21, 2026.
The most flights from BDL to 0CB are scheduled on a Monday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (3 on average).
How far ahead should I book a flight from Hartford to Caribbean?
Booking 69 days in advance of your planned departure date is, on average, the best time to get cheap flights from Hartford to Caribbean. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest day to fly from Hartford to Caribbean?
Use this chart to determine the cheapest time to fly round-trip from Hartford to Caribbean. Price data was last updated on July 18, 2026.
Travelers seeking maximum savings on their Hartford to Caribbean flight should consider departing on Tuesday mornings when fares are most often at their lowest. Thursday evenings 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 21, 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.
Boarding
8.1
Entertainment
7.8
Food
7.2
Comfort
7.8
Crew
8.5
Overall
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Entertainment
7.8
Food
7.2
Comfort
7.8
Crew
8.5
Overall
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Entertainment
7.8
Food
7.2
Comfort
7.8
Crew
8.5
Overall
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Entertainment
7.8
Food
7.2
Comfort
7.8
Crew
8.5
Overall
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Entertainment
7.8
Food
7.2
Comfort
7.8
Crew
8.5
Overall
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Entertainment
7.8
Food
7.2
Comfort
7.8
Crew
8.5
Overall
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.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top countries
Top destinations
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 21, 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 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$101 | Average$354 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$112 | Average$345 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$152 | Average$477 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$231 | Average$524 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$262 | Average$632 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$262 | Average$472 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$263 | Average$583 | FlexibilityNo cancel fee | On-time71% |