$94+ 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 2/23. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
Mar 15 — Mar 221
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 February 13, 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 February 13, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 2/236:00 am
IAH
- SJU
1 stop6h 22m
Spirit Airlines
Sat 2/286:00 am
SJU
- IAH
1 stop7h 11m
Spirit Airlines
Deal found 2/13![Spirit Airlines logo]()
$187
This Cheapflightsfares deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 2/234:20 pm
IAH
- SJU
1 stop15h 57m
Spirit Airlines
Thu 2/2611:52 am
SJU
- IAH
1 stop14h 07m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$188
This Cheapflightsfares deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 2/219:40 pm
IAH
- SJU
1 stop10h 37m
Spirit Airlines
Wed 2/256:00 am
SJU
- IAH
1 stop7h 11m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$192
This Priceline deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 2/259:40 pm
IAH
- SJU
1 stop10h 37m
Multiple Airlines
Sat 2/287:05 am
SJU
- IAH
1 stop12h 07m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$195
This Kiwi.com deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 2/219:40 pm
IAH
- SJU
1 stop10h 37m
Multiple Airlines
Fri 2/274:16 pm
SJU
- IAH
1 stop8h 35m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 2/262:36 pm
IAH
- SJU
1 stop8h 05m
Multiple Airlines
Wed 3/46:00 am
SJU
- IAH
1 stop7h 11m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 2/199:40 pm
IAH
- SJU
1 stop10h 37m
Spirit Airlines
Tue 2/246:00 am
SJU
- IAH
1 stop7h 11m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$199
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 5/144:59 pm
IAH
- SJU
1 stop8h 02m
Frontier
Sun 5/176:00 am
SJU
- IAH
1 stop6h 59m
Frontier
Deal found 2/10![Frontier logo]()
$200
This Cheapflightsfares deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 2/169:40 pm
IAH
- SJU
1 stop10h 37m
Spirit Airlines
Thu 2/194:36 pm
SJU
- IAH
1 stop9h 42m
Spirit Airlines
Deal found 2/13![Spirit Airlines logo]()
$201
This Frontier deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/14:27 pm
IAH
- SJU
1 stop7h 13m
Frontier
Mon 5/47:15 am
SJU
- IAH
1 stop9h 17m
Frontier
Deal found 2/12![Frontier logo]()
$202
This CheapOair deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 2/214:20 pm
IAH
- SJU
1 stop15h 57m
Spirit Airlines
Wed 3/116:00 am
SJU
- IAH
1 stop11h 38m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 3/185:15 am
IAH
- PUJ
1 stop8h 02m
Multiple Airlines
Wed 3/253:32 pm
PUJ
- IAH
1 stop8h 24m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$306
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 February 13, 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 February 13, 2026.
This Southwest deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 5/58:10 am
HOU
- SJU
1 stop11h 55m
Southwest
Tue 5/128:10 am
SJU
- HOU
1 stop9h 00m
Southwest
Deal found 2/11![Southwest logo]()
$364
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/236:07 pm
IAH
- MBJ
2 stops16h 55m
Multiple Airlines
Thu 2/261:00 pm
MBJ
- IAH
1 stop9h 16m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$364
This United Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1210:03 am
IAH
- SJU
Nonstop4h 39m
United Airlines
Tue 5/197:00 am
SJU
- IAH
Nonstop4h 53m
United Airlines
Deal found 2/9![United Airlines logo]()
$365
This Delta deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 5/26:00 am
HOU
- SJU
1 stop6h 14m
Delta
Wed 5/67:30 am
SJU
- HOU
1 stop9h 58m
Delta
Deal found 2/11![Delta logo]()
$374
This American Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/157:17 am
IAH
- MBJ
1 stop8h 20m
American Airlines
Wed 4/2212:56 pm
MBJ
- IAH
2 stops11h 03m
American Airlines
Deal found 2/12![American Airlines logo]()
$393
This Frontier deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/66:00 am
IAH
- MBJ
1 stop6h 42m
Frontier
Fri 4/101:57 pm
MBJ
- IAH
1 stop8h 53m
Frontier
Deal found 2/13![Frontier logo]()
$403
This Cheapflightsfares deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/145:45 am
IAH
- PUJ
1 stop8h 51m
Spirit Airlines
Tue 5/194:47 pm
PUJ
- IAH
1 stop16h 58m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$414
This Southwest deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 4/2010:20 am
HOU
- SJU
2 stops12h 20m
Southwest
Thu 4/231:00 pm
SJU
- HOU
1 stop9h 10m
Southwest
Deal found 2/11![Southwest logo]()
$364
This United Airlines deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/510:03 am
IAH
- SJU
Nonstop4h 39m
United Airlines
Tue 5/127:00 am
SJU
- IAH
Nonstop4h 53m
United Airlines
Deal found 2/11![United Airlines logo]()
$365
This Delta deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 5/36:00 am
HOU
- SJU
1 stop9h 23m
Delta
Tue 5/57:30 am
SJU
- HOU
1 stop9h 58m
Delta
Deal found 2/11![Delta logo]()
$374
This American Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/248:21 pm
HOU
- MBJ
1 stop16h 49m
American Airlines
Mon 4/274:37 pm
MBJ
- HOU
2 stops16h 49m
American Airlines
Deal found 2/10![American Airlines logo]()
$393
This Southwest deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/210:25 am
HOU
- SJU
Nonstop4h 10m
Southwest
Wed 5/65:35 am
SJU
- HOU
1 stop11h 35m
Southwest
Deal found 2/11![Southwest logo]()
$365
This Delta deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 5/36:00 am
HOU
- SJU
1 stop9h 23m
Delta
Wed 5/66:15 am
SJU
- HOU
1 stop11h 13m
Delta
Deal found 2/11![Delta logo]()
$374
This United Airlines deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/153:03 pm
IAH
- SJU
Nonstop4h 35m
United Airlines
Tue 5/193:56 pm
SJU
- IAH
1 stop9h 43m
United Airlines
Deal found 2/11![United Airlines logo]()
$379
This Kiwi.com deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/216:08 pm
IAH
- MBJ
2 stops16h 57m
Multiple Airlines
Wed 3/2512:00 pm
MBJ
- IAH
1 stop11h 59m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$431
This American Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/258:21 pm
HOU
- MBJ
2 stops15h 03m
American Airlines
Wed 4/2912:25 pm
MBJ
- HOU
2 stops11h 22m
American Airlines
Deal found 2/10![American Airlines logo]()
$393
This Southwest deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 4/255:40 am
HOU
- SJU
1 stop8h 10m
Southwest
Wed 4/295:05 am
SJU
- HOU
1 stop15h 05m
Southwest
Deal found 2/11![Southwest logo]()
$369
This United Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/163:03 pm
IAH
- SJU
Nonstop4h 35m
United Airlines
Fri 5/221:00 am
SJU
- IAH
1 stop8h 41m
United Airlines
Deal found 2/12![United Airlines logo]()
$381
This American Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/116:01 am
HOU
- MBJ
1 stop7h 09m
American Airlines
Sat 4/1810:13 am
MBJ
- HOU
2 stops13h 34m
American Airlines
Deal found 2/12![American Airlines logo]()
$393
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/286:00 am
HOU
- PUJ
1 stop7h 32m
Delta
Fri 5/84:05 pm
PUJ
- HOU
1 stop8h 03m
Delta
Deal found 2/12![Delta logo]()
$401
This Southwest deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 4/128:35 pm
HOU
- SJU
1 stop11h 35m
Southwest
Wed 4/152:00 pm
SJU
- HOU
1 stop6h 45m
Southwest
Deal found 2/12![Southwest logo]()
$369
This Kiwi.com deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/66:05 am
IAH
- PUJ
2 stops32h 26m
Multiple Airlines
Wed 3/111:01 pm
PUJ
- IAH
1 stop25h 53m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$487
This United Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/119:39 am
IAH
- MBJ
Nonstop3h 26m
United Airlines
Wed 3/182:20 pm
MBJ
- IAH
Nonstop3h 35m
United Airlines
Deal found 2/12![United Airlines logo]()
$405
This American Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 3/57:57 pm
IAH
- MBJ
2 stops15h 24m
American Airlines
Mon 3/1612:28 pm
MBJ
- IAH
2 stops11h 24m
American Airlines
Deal found 2/10![American Airlines logo]()
$419
This Southwest deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 3/102:45 pm
HOU
- SJU
1 stop6h 30m
Southwest
Mon 3/168:50 pm
SJU
- HOU
1 stop13h 20m
Southwest
Deal found 2/10![Southwest logo]()
$395
This United Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2010:05 am
IAH
- MBJ
Nonstop3h 25m
United Airlines
Wed 5/272:40 pm
MBJ
- IAH
Nonstop3h 28m
United Airlines
Deal found 2/12![United Airlines logo]()
$405
This American Airlines deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 3/58:20 pm
HOU
- MBJ
1 stop17h 33m
American Airlines
Mon 3/233:04 pm
MBJ
- HOU
1 stop8h 54m
American Airlines
Deal found 2/11![American Airlines logo]()
$420
This Southwest deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 5/35:05 am
HOU
- PUJ
1 stop9h 10m
Southwest
Wed 5/62:05 pm
PUJ
- HOU
1 stop9h 40m
Southwest
Deal found 2/11![Southwest logo]()
$401
This United Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 4/1210:03 am
IAH
- SJU
Nonstop4h 39m
United Airlines
Wed 4/157:00 am
SJU
- IAH
Nonstop4h 53m
United Airlines
Deal found 2/12![United Airlines logo]()
$410
This American Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/53:05 pm
IAH
- MBJ
2 stops18h 02m
American Airlines
Sun 3/2210:07 am
MBJ
- IAH
1 stop13h 50m
American Airlines
Deal found 2/12![American Airlines logo]()
$424
Last-minute flights from Houston to CaribbeanDiscover last-minute flight deals from Houston to Caribbean. Data last updated February 13, 2026 and is based on user searches.
Discover last-minute flight deals from Houston to Caribbean. Data last updated February 13, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 2/169:40 pm
IAH
- SJU
1 stop10h 37m
Spirit Airlines
Thu 2/194:36 pm
SJU
- IAH
1 stop9h 42m
Spirit Airlines
Deal found 2/13![Spirit Airlines logo]()
$201
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 2/199:40 pm
IAH
- SJU
1 stop10h 37m
Spirit Airlines
Tue 2/246:00 am
SJU
- IAH
1 stop7h 11m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$199
This Cheapflightsfares deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 2/219:40 pm
IAH
- SJU
1 stop10h 37m
Spirit Airlines
Wed 2/256:00 am
SJU
- IAH
1 stop7h 11m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 2/219:40 pm
IAH
- SJU
1 stop10h 37m
Multiple Airlines
Fri 2/274:16 pm
SJU
- IAH
1 stop8h 35m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$197
This Priceline deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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.
Sat 2/215:15 am
IAH
- SJU
1 stop11h 34m
Multiple Airlines
Sat 2/285:25 pm
SJU
- IAH
1 stop16h 30m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$200
This CheapOair deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 2/214:20 pm
IAH
- SJU
1 stop15h 57m
Spirit Airlines
Wed 3/116:00 am
SJU
- IAH
1 stop11h 38m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$203
This Cheapflightsfares deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 2/236:00 am
IAH
- SJU
1 stop6h 22m
Spirit Airlines
Sat 2/286:00 am
SJU
- IAH
1 stop7h 11m
Spirit Airlines
Deal found 2/13![Spirit Airlines logo]()
$187
This Cheapflightsfares deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 2/234:20 pm
IAH
- SJU
1 stop15h 57m
Spirit Airlines
Thu 2/2611:52 am
SJU
- IAH
1 stop14h 07m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$188
This Priceline deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 2/259:40 pm
IAH
- SJU
1 stop10h 37m
Multiple Airlines
Sat 2/287:05 am
SJU
- IAH
1 stop12h 07m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$195
This Kiwi.com deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 2/262:36 pm
IAH
- SJU
1 stop8h 05m
Multiple Airlines
Wed 3/46:00 am
SJU
- IAH
1 stop7h 11m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$198
This Priceline deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/184:46 pm
IAH
- SJU
1 stop8h 12m
Frontier
Tue 3/243:08 am
SJU
- IAH
1 stop18h 12m
Frontier
Deal found 2/12![Frontier logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 3/185:15 am
IAH
- PUJ
1 stop8h 02m
Multiple Airlines
Wed 3/253:32 pm
PUJ
- IAH
1 stop8h 24m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$306
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 February 13, 2026.
Search for one-way flight options from Houston to Caribbean. Find affordable one-way fares based on user searches. Data last updated February 13, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 2/236:00 am
IAH
- SJU
1 stop6h 22m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$94
This Super.com deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” 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 3/175:15 am
IAH
- SJU
1 stop13h 35m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$97
This Priceline deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 3/315:15 am
IAH
- SJU
1 stop13h 35m
Spirit Airlines
Deal found 2/13![Spirit Airlines logo]()
$99
This Kiwi.com deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 4/112:46 pm
IAH
- SJU
1 stop12h 15m
Frontier
Deal found 2/13![Frontier logo]()
$100
This Priceline deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 3/249:15 pm
IAH
- SJU
1 stop10h 39m
Frontier
Deal found 2/13![Frontier logo]()
$101
This Frontier deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/84:27 pm
IAH
- SJU
1 stop7h 13m
Frontier
Deal found 2/12![Frontier logo]()
$102
This WAYA deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/199:24 am
IAH
- SJU
1 stop7h 34m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$103
This Cheapflightsfares deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/235:24 pm
IAH
- SJU
1 stop5h 34m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$104
This WAYA deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/105:24 pm
IAH
- SJU
1 stop6h 55m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$105
This CheapOair deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 4/225:23 pm
IAH
- SJU
1 stop6h 57m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$106
This Expedia deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/56:57 pm
IAH
- SJU
1 stop18h 09m
Frontier
Deal found 2/13![Frontier logo]()
$107
This Cheapflightsfares deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 4/287:35 am
IAH
- SJU
1 stop5h 56m
Spirit Airlines
Deal found 2/13![Spirit Airlines logo]()
$108
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 February 13, 2026.
Round-trip from | $187 (Cheapflightsfares) |
|---|---|
One-way from | $94 (Cheapflightsfares) |
Popular in | December |
Cheapest in | April |
Average price | $387 |
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 February 13, 2026.
Use the filters below to find and compare flights from Houston to Caribbean that are best for you.
Fly from
Houston
Fly to
Caribbean
Route
Depart
Return
Price
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Tue 5/5
8:10 am-9:05 pm
1 stop11h 55m
San Juan Luis Munoz Marin Intl
Tue 5/12
8:10 am-4:10 pm
1 stop9h 00m
$364
HoustonMontego Bay
IAH - MBJ
IAHMBJ
Houston George Bush Intcntl
Mon 2/23
6:07 pm-12:02 pm
2 stops16h 55m
Montego Bay Sangster Intl
Thu 2/26
1:00 pm-9:16 pm
1 stop9h 16m
$364
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Mon 4/20
10:20 am-11:40 pm
2 stops12h 20m
San Juan Luis Munoz Marin Intl
Thu 4/23
1:00 pm-9:10 pm
1 stop9h 10m
$364
HoustonSan Juan
IAH - SJU
IAHSJU
Houston George Bush Intcntl
Tue 5/12
10:03 am-3:42 pm
Nonstop4h 39m
San Juan Luis Munoz Marin Intl
Tue 5/19
7:00 am-10:53 am
Nonstop4h 53m
$365
HoustonSan Juan
IAH - SJU
IAHSJU
Houston George Bush Intcntl
Tue 5/5
10:03 am-3:42 pm
Nonstop4h 39m
San Juan Luis Munoz Marin Intl
Tue 5/12
7:00 am-10:53 am
Nonstop4h 53m
$365
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Sat 5/2
10:25 am-3:35 pm
Nonstop4h 10m
San Juan Luis Munoz Marin Intl
Wed 5/6
5:35 am-4:10 pm
1 stop11h 35m
$365
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Sat 4/25
5:40 am-2:50 pm
1 stop8h 10m
San Juan Luis Munoz Marin Intl
Wed 4/29
5:05 am-7:10 pm
1 stop15h 05m
$369
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Sun 4/12
8:35 pm-9:10 am
1 stop11h 35m
San Juan Luis Munoz Marin Intl
Wed 4/15
2:00 pm-7:45 pm
1 stop6h 45m
$369
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Sat 5/2
6:00 am-1:14 pm
1 stop6h 14m
San Juan Luis Munoz Marin Intl
Wed 5/6
7:30 am-4:28 pm
1 stop9h 58m
$374
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Sun 5/3
6:00 am-4:23 pm
1 stop9h 23m
San Juan Luis Munoz Marin Intl
Tue 5/5
7:30 am-4:28 pm
1 stop9h 58m
$374
Showing 1-10 of 60 results
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
IAH-PUJ
IAH-MBJ
HOU-NAS
HOU-MBJ
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
IAH-PUJ
IAH-MBJ
HOU-NAS
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 $80). Flying from Houston to Caribbean in December is currently the most expensive (average of $151). 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 February 13, 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 43% on your trip compared to booking a flight in the morning.
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 February 7, 2026.
Travelers seeking maximum savings on their Houston to Caribbean flight should consider departing on Tuesday at noon when fares are most often at their lowest. Tuesday 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 February 13, 2026.
See what other customers who have flown with Delta, United Airlines, and American 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
7.2
Crew
8.5
Comfort
7.9
Boarding
8.1
Entertainment
7.8
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Crew
8.5
Comfort
7.9
Boarding
8.1
Entertainment
7.8
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Crew
8.5
Comfort
7.9
Boarding
8.1
Entertainment
7.8
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Crew
8.5
Comfort
7.9
Boarding
8.1
Entertainment
7.8
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Crew
8.5
Comfort
7.9
Boarding
8.1
Entertainment
7.8
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Crew
8.5
Comfort
7.9
Boarding
8.1
Entertainment
7.8
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Related info for your journey
Find useful and relevant information for your journey from 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 February 13, 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 6 airlines flying from Houston to Caribbean
Discover the top 6 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 February 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$100 | Average$424 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$102 | Average$373 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$108 | Average$577 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$165 | Average$689 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$170 | Average$611 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$180 | Average$672 | FlexibilityNo cancel fee | On-time69% |