$94+ Cheap flights from Houston to Caribbean Islands
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 16 — Mar 231
1 adult, Economy
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Find cheap flights from Houston to Caribbean Islands 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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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 Houston to Caribbean Islands
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Cheapest flights from Houston to Caribbean IslandsExplore the most affordable flight options available from Houston to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 14, 2026.
Explore the most affordable flight options available from Houston to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 14, 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 2/239:40 pm
IAH
- SJU
1 stop10h 37m
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 2/13. 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.
Sun 3/19:35 am
IAH
- SJU
1 stop14h 34m
Multiple Airlines
Thu 3/511:52 am
SJU
- IAH
1 stop14h 07m
Multiple Airlines
Deal found 2/13![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
Sat 2/287:05 am
SJU
- IAH
1 stop12h 07m
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 2/13. 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.
Thu 5/144:59 pm
IAH
- SJU
1 stop8h 02m
Frontier
Sun 5/176:00 am
SJU
- IAH
1 stop6h 59m
Frontier
Deal found 2/13![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 2/10. 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 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
Thu 5/73:18 pm
SJU
- IAH
1 stop8h 32m
Frontier
Deal found 2/10![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
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.
Tue 4/284:30 pm
IAH
- PUJ
1 stop26h 24m
Multiple Airlines
Fri 5/81:01 pm
PUJ
- IAH
1 stop20h 07m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$311
Best flights from Houston to Caribbean IslandsDiscover carefully curated flight deals from Houston to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 14, 2026.
Discover carefully curated flight deals from Houston to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 14, 2026.
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.
Tue 4/284:30 pm
IAH
- PUJ
1 stop26h 24m
Multiple Airlines
Thu 5/79:38 am
PUJ
- IAH
1 stop29h 01m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$331
This United Airlines deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” 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 5/210:03 am
IAH
- SJU
Nonstop4h 39m
United Airlines
Fri 5/81:25 pm
SJU
- IAH
1 stop10h 11m
United Airlines
Deal found 2/14![United Airlines logo]()
$360
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/175:05 am
HOU
- SJU
1 stop10h 25m
Southwest
Wed 5/205:35 am
SJU
- HOU
2 stops9h 25m
Southwest
Deal found 2/13![Southwest logo]()
$364
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.
Sat 3/215:45 am
IAH
- MBJ
1 stop5h 20m
Spirit Airlines
Wed 3/2512:00 pm
MBJ
- IAH
1 stop11h 59m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$371
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.
Fri 5/88:21 pm
HOU
- MBJ
1 stop16h 49m
American Airlines
Mon 5/114:37 pm
MBJ
- HOU
2 stops16h 49m
American Airlines
Deal found 2/12![American Airlines logo]()
$393
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/126:00 am
HOU
- PUJ
1 stop6h 24m
Delta
Fri 5/152:40 pm
PUJ
- HOU
1 stop9h 28m
Delta
Deal found 2/13![Delta logo]()
$401
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/173:03 pm
IAH
- SJU
Nonstop4h 35m
United Airlines
Wed 5/201:25 pm
SJU
- IAH
1 stop11h 17m
United Airlines
Deal found 2/13![United Airlines logo]()
$360
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 4/148:10 am
HOU
- SJU
1 stop11h 55m
Southwest
Wed 4/225:35 am
SJU
- HOU
1 stop11h 35m
Southwest
Deal found 2/11![Southwest logo]()
$364
This Cheapflightsfares deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” 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 3/245:45 am
IAH
- MBJ
1 stop5h 20m
Spirit Airlines
Sat 3/2812:00 pm
MBJ
- IAH
1 stop8h 34m
Spirit Airlines
Deal found 2/14![Spirit Airlines logo]()
$381
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.
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 2/11![American Airlines logo]()
$393
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.
Thu 4/96:00 am
IAH
- MBJ
1 stop8h 23m
Multiple Airlines
Tue 4/1412:00 pm
MBJ
- IAH
1 stop11h 59m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$396
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/2510:03 am
IAH
- SJU
Nonstop4h 39m
United Airlines
Mon 5/41:00 am
SJU
- IAH
1 stop11h 00m
United Airlines
Deal found 2/13![United Airlines logo]()
$360
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/41:30 pm
HOU
- SJU
2 stops8h 55m
Southwest
Fri 5/81:00 pm
SJU
- HOU
1 stop9h 10m
Southwest
Deal found 2/13![Southwest logo]()
$364
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 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 United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/410:03 am
IAH
- SJU
Nonstop4h 39m
United Airlines
Thu 5/74:55 pm
SJU
- IAH
1 stop8h 50m
United Airlines
Deal found 2/13![United Airlines logo]()
$360
This Southwest deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” 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 5/22:00 pm
HOU
- SJU
1 stop8h 40m
Southwest
Fri 5/85:05 am
SJU
- HOU
2 stops9h 40m
Southwest
Deal found 2/14![Southwest logo]()
$364
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.
Mon 4/65:45 am
IAH
- MBJ
1 stop5h 20m
Multiple Airlines
Fri 4/101:57 pm
MBJ
- IAH
1 stop17h 32m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$402
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/82:45 pm
HOU
- SJU
1 stop7h 40m
Southwest
Fri 5/152:00 pm
SJU
- HOU
2 stops10h 10m
Southwest
Deal found 2/13![Southwest logo]()
$364
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.
Tue 4/286:01 am
HOU
- PUJ
1 stop9h 24m
American Airlines
Thu 5/73:34 pm
PUJ
- HOU
1 stop18h 52m
American Airlines
Deal found 2/10![American Airlines logo]()
$401
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.
Sat 5/166:00 am
HOU
- MBJ
1 stop7h 16m
Delta
Thu 5/2112:55 pm
MBJ
- HOU
1 stop10h 13m
Delta
Deal found 2/12![Delta logo]()
$444
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 4/213:03 pm
IAH
- SJU
Nonstop4h 35m
United Airlines
Tue 4/281:00 am
SJU
- IAH
1 stop10h 55m
United Airlines
Deal found 2/11![United Airlines logo]()
$370
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.
Thu 4/95:24 pm
IAH
- PUJ
1 stop25h 30m
Multiple Airlines
Mon 4/132:36 pm
PUJ
- IAH
1 stop10h 13m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$411
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/184:11 pm
IAH
- PUJ
3 stops22h 45m
Spirit Airlines
Wed 3/255:01 pm
PUJ
- IAH
2 stops18h 35m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$468
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/42:45 pm
HOU
- SJU
1 stop7h 40m
Southwest
Thu 5/73:45 pm
SJU
- HOU
1 stop8h 45m
Southwest
Deal found 2/13![Southwest logo]()
$364
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 4/176:01 am
HOU
- PUJ
1 stop9h 24m
American Airlines
Wed 4/223:34 pm
PUJ
- HOU
1 stop18h 52m
American Airlines
Deal found 2/10![American Airlines logo]()
$411
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/126:00 am
HOU
- NAS
1 stop4h 53m
Delta
Mon 3/163:05 pm
NAS
- HOU
1 stop8h 37m
Delta
Deal found 2/13![Delta logo]()
$456
This United Airlines 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 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
Mon 5/181:00 am
SJU
- IAH
1 stop11h 00m
United Airlines
Deal found 2/13![United Airlines logo]()
$381
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.
Fri 5/152:39 pm
IAH
- NAS
1 stop5h 06m
Multiple Airlines
Tue 5/197:45 am
NAS
- IAH
2 stops16h 05m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$439
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/137:05 pm
HOU
- SJU
1 stop13h 05m
Southwest
Sun 5/179:45 pm
SJU
- HOU
1 stop13h 15m
Southwest
Deal found 2/13![Southwest logo]()
$364
Last-minute flights from Houston to Caribbean IslandsDiscover last-minute flight deals from Houston to Caribbean Islands. Data last updated February 14, 2026 and is based on user searches.
Discover last-minute flight deals from Houston to Caribbean Islands. Data last updated February 14, 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
Sat 2/287:05 am
SJU
- IAH
1 stop12h 07m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$197
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
Thu 2/2611:52 am
SJU
- IAH
1 stop14h 07m
Spirit Airlines
Deal found 2/13![Spirit Airlines logo]()
$187
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 2/236:00 am
IAH
- SJU
1 stop6h 22m
Spirit Airlines
Sat 2/2811:52 am
SJU
- IAH
1 stop14h 07m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$191
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/247:21 am
IAH
- SJU
1 stop6h 10m
Multiple Airlines
Tue 3/34:11 pm
SJU
- IAH
1 stop8h 40m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$200
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 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.
Sat 2/287:48 pm
IAH
- MBJ
1 stop15h 14m
Spirit Airlines
Sun 3/811:57 am
MBJ
- IAH
1 stop8h 26m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$317
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.
Sun 3/19:35 am
IAH
- SJU
1 stop14h 34m
Multiple Airlines
Thu 3/511:52 am
SJU
- IAH
1 stop14h 07m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$195
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.
Wed 3/184:46 pm
IAH
- SJU
1 stop8h 12m
Frontier
Tue 3/243:08 am
SJU
- IAH
1 stop18h 12m
Frontier
Deal found 2/13![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 Caribbean IslandsSearch for one-way flight options from Houston to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated February 14, 2026.
Search for one-way flight options from Houston to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated February 14, 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 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.
Fri 2/209:40 pm
IAH
- SJU
1 stop10h 37m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$99
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.
Fri 5/16:00 am
IAH
- SJU
1 stop7h 08m
Frontier
Deal found 2/10![Frontier logo]()
$100
This Frontier 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 Frontier 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 2/10![Frontier logo]()
$101
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.
Sat 2/216:00 am
IAH
- SJU
1 stop6h 22m
Spirit Airlines
Deal found 2/13![Spirit Airlines logo]()
$102
This WAYA 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 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 31m
Spirit Airlines
Deal found 2/10![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.
Wed 3/185:24 pm
IAH
- SJU
1 stop5h 34m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$104
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/288:18 pm
IAH
- SJU
1 stop28h 35m
Frontier
Deal found 2/13![Frontier 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 2/14. Clicking the “Pick Dates” 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 4/289:32 am
IAH
- SJU
1 stop11h 38m
Spirit Airlines
Deal found 2/14![Spirit Airlines logo]()
$108
Find flight deals from Houston to Caribbean Islands
Keep the following information in mind while searching for Houston to Caribbean Islands flight deals. Data was last updated February 14, 2026.
Round-trip from | $188 (Priceline) |
|---|---|
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 Islands 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 14, 2026.
Use the filters below to find and compare flights from Houston to Caribbean Islands that are best for you.
Fly from
Houston
Fly to
Caribbean Islands
Route
Depart
Return
Price
HoustonPunta Cana
IAH - PUJ
IAHPUJ
Houston George Bush Intcntl
Tue 4/28
4:30 pm-7:54 pm
1 stop26h 24m
Punta Cana
Thu 5/7
9:38 am-1:39 pm
1 stop29h 01m
$331
HoustonSan Juan
IAH - SJU
IAHSJU
Houston George Bush Intcntl
Sat 5/2
10:03 am-3:42 pm
Nonstop4h 39m
San Juan Luis Munoz Marin Intl
Fri 5/8
1:25 pm-10:36 pm
1 stop10h 11m
$360
HoustonSan Juan
IAH - SJU
IAHSJU
Houston George Bush Intcntl
Sun 5/17
3:03 pm-8:38 pm
Nonstop4h 35m
San Juan Luis Munoz Marin Intl
Wed 5/20
1:25 pm-11:42 pm
1 stop11h 17m
$360
HoustonSan Juan
IAH - SJU
IAHSJU
Houston George Bush Intcntl
Sat 4/25
10:03 am-3:42 pm
Nonstop4h 39m
San Juan Luis Munoz Marin Intl
Mon 5/4
1:00 am-11:00 am
1 stop11h 00m
$360
HoustonSan Juan
IAH - SJU
IAHSJU
Houston George Bush Intcntl
Mon 5/4
10:03 am-3:42 pm
Nonstop4h 39m
San Juan Luis Munoz Marin Intl
Thu 5/7
4:55 pm-12:45 am
1 stop8h 50m
$360
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Sun 5/17
5:05 am-4:30 pm
1 stop10h 25m
San Juan Luis Munoz Marin Intl
Wed 5/20
5:35 am-2:00 pm
2 stops9h 25m
$364
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Tue 4/14
8:10 am-9:05 pm
1 stop11h 55m
San Juan Luis Munoz Marin Intl
Wed 4/22
5:35 am-4:10 pm
1 stop11h 35m
$364
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Mon 5/4
1:30 pm-11:25 pm
2 stops8h 55m
San Juan Luis Munoz Marin Intl
Fri 5/8
1:00 pm-9:10 pm
1 stop9h 10m
$364
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Sat 5/2
2:00 pm-11:40 pm
1 stop8h 40m
San Juan Luis Munoz Marin Intl
Fri 5/8
5:05 am-1:45 pm
2 stops9h 40m
$364
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Fri 5/8
2:45 pm-11:25 pm
1 stop7h 40m
San Juan Luis Munoz Marin Intl
Fri 5/15
2:00 pm-11:10 pm
2 stops10h 10m
$364
Showing 1-10 of 60 results
Best time to book a flight from Houston to Caribbean Islands
Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Houston with our price prediction graph.
IAH-PUJ
IAH-SJU
HOU-SJU
IAH-MBJ
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 Islands
HO1-zzEPX
IAH-PUJ
IAH-SJU
HOU-SJU
IAH-MBJ
What is the cheapest month to book a flight from Houston to Caribbean Islands?
Currently, October is the cheapest month in which you can book a flight from Houston to Caribbean Islands (average of $80). Flying from Houston to Caribbean Islands 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 EPX?
Find hourly flight availability from Houston to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 14, 2026.
It’s typically best to fly out from Houston to Caribbean Islands at noon. Doing so could potentially save you 43% on the flight price compared to flying in the morning, which is usually more expensive.
What is the cheapest day to fly from Houston to Caribbean Islands?
Use this chart to determine the cheapest time to fly round-trip from Houston to Caribbean Islands. Price data was last updated on February 7, 2026.
Travelers seeking maximum savings on their Houston to Caribbean Islands 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 Islands
Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated February 14, 2026.
Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines from Houston to Caribbean Islands to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Houston to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Houston to Caribbean Islands
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean Islands by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Houston to Caribbean Islands by cabin class
Find flights from Houston to Caribbean Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Houston and Caribbean Islands flights
Browse other Houston and Caribbean Islands flight options. Last updated on February 14, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Houston to Caribbean Islands flights
Consider these flights traveling from Houston to Caribbean Islands.
Top 6 airlines flying from Houston to Caribbean Islands
Discover the top 6 airlines that operate flights from Houston to Caribbean Islands. 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 14, 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% |