$107+ Cheap flights from Houston 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 8/19. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
Aug 5 — Aug 121
Round-trip
1 adult, Economy
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Find cheap flights from Houston to Caribbean with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Houston to CaribbeanExplore the most affordable flight options available from Houston to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 6, 2026.
Explore the most affordable flight options available from Houston to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 6, 2026.
This American Airlines deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/15:00 am
IAH
- SJU
1 stop8h 09m
American Airlines
Thu 11/54:37 pm
SJU
- IAH
1 stop9h 53m
American Airlines
Deal found 7/1![American Airlines logo]()
$388
This Kiwi.com deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/158:36 am
IAH
- SJU
1 stop14h 02m
Frontier
Mon 10/199:49 pm
SJU
- IAH
1 stop24h 15m
Frontier
Deal found 7/1![Frontier logo]()
$391
This CheapOair deal was found by Cheapflights users on 7/2. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/254:42 pm
IAH
- SJU
1 stop15h 37m
Multiple Airlines
Wed 8/56:26 pm
SJU
- IAH
1 stop15h 19m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$393
This Trip.com deal was found by Cheapflights users on 7/1. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/299:09 am
IAH
- SJU
1 stop14h 14m
Frontier
Sat 8/16:00 am
SJU
- IAH
1 stop9h 50m
Frontier
Deal found 7/1![Frontier logo]()
$394
This Kiwi.com deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/238:50 am
IAH
- SJU
2 stops28h 10m
Frontier
Sun 7/268:37 pm
SJU
- IAH
1 stop13h 08m
Frontier
Deal found 7/1![Frontier logo]()
$395
This Frontier deal was found by Cheapflights users on 7/1. 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.
Wed 7/229:09 am
IAH
- SJU
1 stop14h 14m
Frontier
Mon 7/2710:48 pm
SJU
- IAH
1 stop10h 57m
Frontier
Deal found 7/1![Frontier logo]()
$396
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/298:37 pm
IAH
- SJU
1 stop26h 51m
Frontier
Tue 8/48:37 pm
SJU
- IAH
1 stop13h 08m
Frontier
Deal found 7/4![Frontier logo]()
$397
This Kiwi.com deal was found by Cheapflights users on 7/1. 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.
Fri 7/178:37 pm
IAH
- SJU
1 stop26h 51m
Frontier
Wed 7/226:30 am
SJU
- IAH
2 stops17h 09m
Frontier
Deal found 7/1![Frontier logo]()
$398
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/168:37 pm
IAH
- SJU
1 stop26h 51m
Frontier
Fri 7/246:45 am
SJU
- IAH
2 stops25h 35m
Frontier
Deal found 7/4![Frontier logo]()
$399
This Cheapflightsfares deal was found by Cheapflights users on 7/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/101:00 pm
IAH
- SJU
1 stop6h 27m
JetBlue
Sat 8/157:00 am
SJU
- IAH
1 stop9h 47m
JetBlue
Deal found 7/1![JetBlue logo]()
$400
This Southwest deal was found by Cheapflights users on 7/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1710:00 am
HOU
- SJU
2 stops11h 50m
Southwest
Sun 9/205:30 am
SJU
- HOU
2 stops15h 10m
Southwest
Deal found 7/2![Southwest logo]()
$401
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.
Tue 7/218:37 pm
IAH
- SJU
1 stop26h 51m
Frontier
Tue 7/286:44 am
SJU
- IAH
2 stops26h 40m
Frontier
Deal found 7/5![Frontier logo]()
$401
Best flights from Houston to CaribbeanDiscover carefully curated flight deals from Houston to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 6, 2026.
Discover carefully curated flight deals from Houston to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 6, 2026.
This Southwest deal was found by Cheapflights users on 7/1. 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.
Thu 12/311:10 am
HOU
- SJU
1 stop10h 10m
Southwest
Mon 12/76:45 am
SJU
- HOU
1 stop14h 05m
Southwest
Deal found 7/1![Southwest logo]()
$421
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.
Tue 9/86:00 pm
IAH
- AUA
1 stop16h 20m
JetBlue
Thu 9/173:25 pm
AUA
- IAH
1 stop7h 42m
JetBlue
Deal found 7/3![JetBlue logo]()
$454
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/213:06 pm
IAH
- SJU
Nonstop4h 32m
United Airlines
Mon 10/266:40 am
SJU
- IAH
Nonstop5h 06m
United Airlines
Deal found 7/3![United Airlines logo]()
$457
This Delta deal was found by Cheapflights users on 7/2. 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.
Sat 10/176:00 am
HOU
- SJU
1 stop9h 33m
Delta
Fri 10/2312:46 pm
SJU
- HOU
1 stop11h 23m
Delta
Deal found 7/2![Delta logo]()
$466
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/98:14 pm
HOU
- AUA
2 stops16h 45m
American Airlines
Thu 8/134:50 pm
AUA
- HOU
2 stops17h 12m
American Airlines
Deal found 7/5![American Airlines logo]()
$841
This Southwest deal was found by Cheapflights users on 7/1. 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.
Tue 11/35:25 am
HOU
- NAS
1 stop5h 50m
Southwest
Wed 11/111:10 pm
NAS
- HOU
2 stops8h 30m
Southwest
Deal found 7/1![Southwest logo]()
$422
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.
Tue 9/86:00 pm
IAH
- AUA
1 stop16h 20m
JetBlue
Wed 9/163:25 pm
AUA
- IAH
1 stop7h 42m
JetBlue
Deal found 7/3![JetBlue logo]()
$454
This United Airlines deal was found by Cheapflights users on 7/1. 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.
Tue 8/253:06 pm
IAH
- SJU
Nonstop4h 32m
United Airlines
Wed 9/21:25 pm
SJU
- IAH
1 stop11h 08m
United Airlines
Deal found 7/1![United Airlines logo]()
$462
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/236:00 am
HOU
- SJU
1 stop6h 42m
Delta
Sat 8/297:00 am
SJU
- HOU
1 stop10h 25m
Delta
Deal found 7/5![Delta logo]()
$466
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.
Wed 8/196:25 am
HOU
- NAS
1 stop4h 50m
Southwest
Sat 8/221:25 pm
NAS
- HOU
2 stops7h 30m
Southwest
Deal found 7/3![Southwest logo]()
$456
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/1610:10 am
IAH
- SJU
Nonstop4h 32m
United Airlines
Fri 8/213:56 pm
SJU
- IAH
1 stop9h 31m
United Airlines
Deal found 7/4![United Airlines logo]()
$462
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1712:02 pm
IAH
- SJU
1 stop10h 48m
United Airlines
Sat 10/247:00 am
SJU
- IAH
Nonstop4h 45m
United Airlines
Deal found 7/3![United Airlines logo]()
$462
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 8/1211:25 am
HOU
- SJU
1 stop6h 35m
Southwest
Wed 8/196:00 am
SJU
- HOU
1 stop8h 15m
Southwest
Deal found 7/4![Southwest logo]()
$466
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.
Mon 9/76:00 pm
IAH
- AUA
1 stop17h 15m
JetBlue
Thu 9/173:25 pm
AUA
- IAH
1 stop7h 42m
JetBlue
Deal found 7/3![JetBlue logo]()
$530
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:00 am
IAH
- MBJ
1 stop8h 34m
Delta
Wed 10/212:45 pm
MBJ
- IAH
1 stop7h 20m
Delta
Deal found 7/3![Delta logo]()
$545
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.
Mon 8/1010:00 am
HOU
- SJU
2 stops11h 50m
Southwest
Tue 8/188:20 am
SJU
- HOU
1 stop9h 35m
Southwest
Deal found 7/4![Southwest logo]()
$466
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/611:56 pm
IAH
- SJU
Nonstop4h 33m
United Airlines
Wed 8/122:55 pm
SJU
- IAH
1 stop9h 38m
United Airlines
Deal found 7/3![United Airlines logo]()
$487
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.
Thu 9/105:15 pm
IAH
- AUA
1 stop17h 05m
JetBlue
Wed 9/163:25 pm
AUA
- IAH
1 stop7h 42m
JetBlue
Deal found 7/3![JetBlue logo]()
$544
This Delta deal was found by Cheapflights users on 7/2. 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.
Thu 10/16:00 am
HOU
- MBJ
1 stop9h 34m
Delta
Tue 10/61:32 pm
MBJ
- HOU
1 stop9h 37m
Delta
Deal found 7/2![Delta logo]()
$545
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.
Wed 10/2111:00 am
HOU
- SJU
2 stops8h 30m
Southwest
Mon 10/266:30 am
SJU
- HOU
2 stops10h 10m
Southwest
Deal found 7/3![Southwest logo]()
$466
This Delta deal was found by Cheapflights users on 7/1. 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 9/16:00 am
HOU
- MBJ
1 stop5h 44m
Delta
Sat 9/52:26 pm
MBJ
- HOU
1 stop6h 57m
Delta
Deal found 7/1![Delta logo]()
$545
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.
Mon 8/316:00 pm
IAH
- AUA
1 stop17h 10m
JetBlue
Wed 9/22:37 pm
AUA
- IAH
1 stop9h 22m
JetBlue
Deal found 7/5![JetBlue logo]()
$563
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.
Mon 7/277:30 am
HOU
- SJU
2 stops12h 45m
Southwest
Wed 8/55:15 am
SJU
- HOU
1 stop7h 30m
Southwest
Deal found 7/6![Southwest logo]()
$466
This United Airlines deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/13:05 pm
IAH
- SJU
Nonstop4h 19m
United Airlines
Mon 11/94:55 pm
SJU
- IAH
1 stop9h 35m
United Airlines
Deal found 7/1![United Airlines logo]()
$537
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:00 am
HOU
- MBJ
1 stop7h 20m
Delta
Wed 10/211:32 pm
MBJ
- HOU
1 stop9h 37m
Delta
Deal found 7/3![Delta logo]()
$545
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/42:45 pm
HOU
- SJU
1 stop6h 15m
Southwest
Tue 8/111:20 pm
SJU
- HOU
1 stop7h 30m
Southwest
Deal found 7/5![Southwest logo]()
$466
This United Airlines deal was found by Cheapflights users on 7/1. 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.
Fri 8/710:05 am
IAH
- MBJ
Nonstop3h 25m
United Airlines
Thu 8/134:12 pm
MBJ
- IAH
1 stop16h 32m
United Airlines
Deal found 7/1![United Airlines logo]()
$541
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.
Thu 9/105:15 pm
IAH
- AUA
1 stop17h 05m
JetBlue
Tue 9/153:25 pm
AUA
- IAH
1 stop7h 42m
JetBlue
Deal found 7/3![JetBlue logo]()
$598
This Delta deal was found by Cheapflights users on 7/2. 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.
Thu 9/35:09 pm
IAH
- MBJ
2 stops18h 25m
Delta
Tue 9/812:59 pm
MBJ
- IAH
2 stops19h 34m
Delta
Deal found 7/2![Delta logo]()
$550
This Southwest deal was found by Cheapflights users on 7/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:40 pm
HOU
- STT
2 stops16h 45m
Southwest
Sat 8/292:05 pm
STT
- HOU
1 stop7h 35m
Southwest
Deal found 7/2![Southwest logo]()
$488
Last-minute flights from Houston to CaribbeanDiscover last-minute flight deals from Houston to Caribbean. Data last updated July 6, 2026 and is based on user searches.
Discover last-minute flight deals from Houston to Caribbean. Data last updated July 6, 2026 and is based on user searches.
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/168:37 pm
IAH
- SJU
1 stop26h 51m
Frontier
Fri 7/246:45 am
SJU
- IAH
2 stops25h 35m
Frontier
Deal found 7/4![Frontier logo]()
$399
This Kiwi.com deal was found by Cheapflights users on 7/1. 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.
Fri 7/178:37 pm
IAH
- SJU
1 stop26h 51m
Frontier
Wed 7/226:30 am
SJU
- IAH
2 stops17h 09m
Frontier
Deal found 7/1![Frontier logo]()
$398
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.
Tue 7/218:37 pm
IAH
- SJU
1 stop26h 51m
Frontier
Tue 7/286:44 am
SJU
- IAH
2 stops26h 40m
Frontier
Deal found 7/5![Frontier logo]()
$401
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/218:20 am
IAH
- SJU
1 stop6h 45m
Frontier
Sat 7/256:45 am
SJU
- IAH
2 stops25h 35m
Frontier
Deal found 7/4![Frontier logo]()
$406
This Frontier deal was found by Cheapflights users on 7/1. 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.
Wed 7/229:09 am
IAH
- SJU
1 stop14h 14m
Frontier
Mon 7/2710:48 pm
SJU
- IAH
1 stop10h 57m
Frontier
Deal found 7/1![Frontier logo]()
$396
This Kiwi.com deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/238:50 am
IAH
- SJU
2 stops28h 10m
Frontier
Sun 7/268:37 pm
SJU
- IAH
1 stop13h 08m
Frontier
Deal found 7/1![Frontier logo]()
$395
This Kiwi.com deal was found by Cheapflights users on 7/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/248:37 pm
IAH
- SJU
1 stop26h 51m
Frontier
Fri 7/316:00 am
SJU
- IAH
1 stop9h 50m
Frontier
Deal found 7/2![Frontier logo]()
$405
This CheapOair deal was found by Cheapflights users on 7/2. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/254:42 pm
IAH
- SJU
1 stop15h 37m
Multiple Airlines
Wed 8/56:26 pm
SJU
- IAH
1 stop15h 19m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$393
This Trip.com deal was found by Cheapflights users on 7/1. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/299:09 am
IAH
- SJU
1 stop14h 14m
Frontier
Sat 8/16:00 am
SJU
- IAH
1 stop9h 50m
Frontier
Deal found 7/1![Frontier logo]()
$394
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/298:37 pm
IAH
- SJU
1 stop26h 51m
Frontier
Tue 8/48:37 pm
SJU
- IAH
1 stop13h 08m
Frontier
Deal found 7/4![Frontier logo]()
$397
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/3010:53 am
IAH
- SJU
2 stops12h 48m
Frontier
Sat 8/13:10 am
SJU
- IAH
1 stop6h 35m
Frontier
Deal found 7/4![Frontier logo]()
$402
This Cheapflightsfares deal was found by Cheapflights users on 7/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/101:00 pm
IAH
- SJU
1 stop6h 27m
JetBlue
Sat 8/157:00 am
SJU
- IAH
1 stop9h 47m
JetBlue
Deal found 7/1![JetBlue logo]()
$400
One-way flights from Houston to CaribbeanSearch for one-way flight options from Houston to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 6, 2026.
Search for one-way flight options from Houston to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 6, 2026.
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 8/196:25 am
HOU
- NAS
1 stop4h 50m
Southwest
Deal found 7/4![Southwest logo]()
$107
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/56:35 am
IAH
- MBJ
1 stop5h 28m
JetBlue
Deal found 7/4![JetBlue logo]()
$173
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/46:35 am
IAH
- MBJ
1 stop5h 28m
JetBlue
Deal found 7/5![JetBlue logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 7/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/308:11 pm
IAH
- SJU
1 stop27h 32m
Frontier
Deal found 7/2![Frontier logo]()
$183
This United Airlines deal was found by Cheapflights users on 7/1. 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 8/153:06 pm
IAH
- SJU
Nonstop4h 32m
United Airlines
Deal found 7/1![United Airlines logo]()
$184
This Super.com deal was found by Cheapflights users on 7/1. 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.
Wed 7/299:09 am
IAH
- SJU
1 stop14h 14m
Frontier
Deal found 7/1![Frontier logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 7/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/17:53 pm
IAH
- PUJ
1 stop23h 01m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$186
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 7/3010:53 am
IAH
- SJU
2 stops26h 07m
Frontier
Deal found 7/5![Frontier logo]()
$186
This Southwest deal was found by Cheapflights users on 7/1. 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.
Sun 9/135:00 am
HOU
- NAS
1 stop6h 15m
Southwest
Deal found 7/1![Southwest logo]()
$187
This Priceline deal was found by Cheapflights users on 7/2. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/308:44 pm
IAH
- MBJ
1 stop16h 47m
Frontier
Deal found 7/2![Frontier logo]()
$187
This Kiwi.com deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:11 pm
IAH
- PUJ
1 stop22h 43m
Multiple Airlines
Deal found 7/1![Multiple Airlines logo]()
$187
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/38:35 am
IAH
- SJU
2 stops24h 44m
Frontier
Deal found 7/4![Frontier logo]()
$187
Find flight deals from Houston to Caribbean
Keep the following information in mind while searching for Houston to Caribbean flight deals. Data was last updated July 6, 2026.
Round-trip from | $393 (CheapOair) |
|---|---|
One-way from | $107 (Southwest) |
Popular in | June |
Cheapest in | October |
Average price | $487 |
Cheapflights Fare Finder
Customize your flight search to find flights from Houston 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 6, 2026.
Use the filters below to find and compare flights from Houston to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Thu 12/3
11:10 am-11:20 pm
1 stop10h 10m
San Juan Luis Munoz Marin Intl
Mon 12/7
6:45 am-6:50 pm
1 stop14h 05m
$421
HoustonNassau
HOU - NAS
HOUNAS
Houston Hobby
Tue 11/3
5:25 am-12:15 pm
1 stop5h 50m
Nassau Intl
Wed 11/11
1:10 pm-8:40 pm
2 stops8h 30m
$422
HoustonOranjestad
IAH - AUA
IAHAUA
Houston George Bush Intcntl
Tue 9/8
6:00 pm-11:20 am
1 stop16h 20m
Oranjestad Reina Beatrix
Thu 9/17
3:25 pm-10:07 pm
1 stop7h 42m
$454
HoustonOranjestad
IAH - AUA
IAHAUA
Houston George Bush Intcntl
Tue 9/8
6:00 pm-11:20 am
1 stop16h 20m
Oranjestad Reina Beatrix
Wed 9/16
3:25 pm-10:07 pm
1 stop7h 42m
$454
HoustonNassau
HOU - NAS
HOUNAS
Houston Hobby
Wed 8/19
6:25 am-12:15 pm
1 stop4h 50m
Nassau Intl
Sat 8/22
1:25 pm-7:55 pm
2 stops7h 30m
$456
Quickest round-trip
HoustonSan Juan
IAH - SJU
IAHSJU
Houston George Bush Intcntl
Wed 10/21
3:06 pm-8:38 pm
Nonstop4h 32m
San Juan Luis Munoz Marin Intl
Mon 10/26
6:40 am-10:46 am
Nonstop5h 06m
$457
HoustonSan Juan
IAH - SJU
IAHSJU
Houston George Bush Intcntl
Tue 8/25
3:06 pm-8:38 pm
Nonstop4h 32m
San Juan Luis Munoz Marin Intl
Wed 9/2
1:25 pm-11:33 pm
1 stop11h 08m
$462
HoustonSan Juan
IAH - SJU
IAHSJU
Houston George Bush Intcntl
Sun 8/16
10:10 am-3:42 pm
Nonstop4h 32m
San Juan Luis Munoz Marin Intl
Fri 8/21
3:56 pm-12:27 am
1 stop9h 31m
$462
HoustonSan Juan
IAH - SJU
IAHSJU
Houston George Bush Intcntl
Sat 10/17
12:02 pm-11:50 pm
1 stop10h 48m
San Juan Luis Munoz Marin Intl
Sat 10/24
7:00 am-10:45 am
Nonstop4h 45m
$462
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Sat 10/17
6:00 am-4:33 pm
1 stop9h 33m
San Juan Luis Munoz Marin Intl
Fri 10/23
12:46 pm-11:09 pm
1 stop11h 23m
$466
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Houston to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Houston with our price prediction graph.
IAH-SJU
HOU-NAS
IAH-MBJ
HOU-STT
IAH-PUJ
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 Houston to Caribbean
HO1-0CB
IAH-SJU
HOU-NAS
IAH-MBJ
HOU-STT
What is the cheapest month to book a flight from Houston to Caribbean?
Currently, October is the cheapest month in which you can book a flight from Houston to Caribbean (average of $507). Flying from Houston to Caribbean in June is currently the most expensive (average of $720). 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 HOU to CB?
Find hourly flight availability from Houston 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 6, 2026.
A simple way to save on the total cost of your ticket is to fly from Houston to Caribbean at noon. If you’re flexible enough to do this you can expect to save up to 42% on your trip compared to booking a flight in the afternoon.
How far ahead should I book a flight from Houston to Caribbean?
The best time to book flights from Houston to Caribbean is 14 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest day to fly from Houston to Caribbean?
Use this chart to determine the cheapest time to fly round-trip from Houston to Caribbean. Price data was last updated on June 27, 2026.
Travelers seeking maximum savings on their Houston to Caribbean flight should consider departing on Thursday at noon when fares are most often at their lowest. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated July 6, 2026.
See what other customers who have flown with Southwest,Delta, andUnited Airlines from Houston to Caribbean have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Overall
7.9
Crew
8.6
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Food
7.0
Overall
7.9
Crew
8.6
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Food
7.0
Overall
7.9
Crew
8.6
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Food
7.0
Overall
7.9
Crew
8.6
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Food
7.0
Overall
7.9
Crew
8.6
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Food
7.0
Overall
7.9
Crew
8.6
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Related info for your journey
Find useful and relevant information for your journey from Houston 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 Houston 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 Houston to Caribbean by cabin class
Find flights from Houston to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Houston and Caribbean flights
Browse other Houston and Caribbean flight options. Last updated on July 6, 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.
Houston to Caribbean flights
Consider these flights traveling from Houston to Caribbean.
Top 7 airlines flying from Houston to Caribbean
Discover the top 7 airlines that operate flights from Houston 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 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$630 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$148 | Average$462 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$175 | Average$635 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$222 | Average$629 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$223 | Average$505 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$292 | Average$684 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$325 | Average$645 | FlexibilityNo cancel fee | On-time63% |