$103+ 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 3/22. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
Apr 14 — Apr 211
Round-trip
1 adult, Economy
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Find cheap flights from Houston to Caribbean with Cheapflights
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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 March 15, 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 March 15, 2026.
This Priceline deal was found by Cheapflights users on 3/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/2411:19 am
IAH
- SJU
1 stop6h 36m
Spirit Airlines
Wed 3/257:00 am
SJU
- IAH
1 stop8h 24m
Spirit Airlines
Deal found 3/10![Spirit Airlines logo]()
$208
This Cheapflightsfares deal was found by Cheapflights users on 3/14. 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.
Sat 3/2111:16 am
IAH
- SJU
1 stop9h 43m
Spirit Airlines
Wed 3/257:54 pm
SJU
- IAH
1 stop13h 46m
Spirit Airlines
Deal found 3/14![Spirit Airlines logo]()
$211
This Booking.com deal was found by Cheapflights users on 3/12. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/245:15 am
IAH
- SJU
1 stop13h 35m
Spirit Airlines
Sat 4/412:55 pm
SJU
- IAH
1 stop8h 39m
Spirit Airlines
Deal found 3/12![Spirit Airlines logo]()
$212
This Cheapflightsfares deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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 3/314:20 pm
IAH
- SJU
1 stop15h 33m
Spirit Airlines
Fri 4/107:54 pm
SJU
- IAH
1 stop13h 46m
Spirit Airlines
Deal found 3/15![Spirit Airlines logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 3/11. 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.
Tue 3/245:15 am
IAH
- SJU
1 stop13h 35m
Spirit Airlines
Thu 4/211:03 am
SJU
- IAH
1 stop13h 46m
Spirit Airlines
Deal found 3/11![Spirit Airlines logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 3/12. 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.
Tue 3/3111:15 am
IAH
- SJU
1 stop9h 44m
Spirit Airlines
Sun 4/57:54 pm
SJU
- IAH
1 stop13h 46m
Spirit Airlines
Deal found 3/12![Spirit Airlines logo]()
$216
This Cheapflightsfares deal was found by Cheapflights users on 3/10. 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 4/111:19 am
IAH
- SJU
1 stop6h 36m
Spirit Airlines
Sun 4/57:54 pm
SJU
- IAH
1 stop13h 46m
Spirit Airlines
Deal found 3/10![Spirit Airlines logo]()
$217
This CheapOair deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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 4/16:27 pm
IAH
- SJU
1 stop16h 22m
Spirit Airlines
Mon 4/131:29 am
SJU
- IAH
1 stop12h 12m
Spirit Airlines
Deal found 3/15![Spirit Airlines logo]()
$218
This Kiwi.com deal was found by Cheapflights users on 3/13. 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.
Mon 4/135:24 pm
IAH
- SJU
1 stop23h 35m
Multiple Airlines
Fri 4/176:00 am
SJU
- IAH
1 stop17h 47m
Multiple Airlines
Deal found 3/13![Multiple Airlines logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 3/12. 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 3/215:45 am
IAH
- SJU
1 stop12h 10m
Spirit Airlines
Thu 4/27:54 pm
SJU
- IAH
1 stop13h 46m
Spirit Airlines
Deal found 3/12![Spirit Airlines logo]()
$220
This Cheapflightsfares deal was found by Cheapflights users on 3/12. 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.
Wed 3/256:27 pm
IAH
- SJU
1 stop16h 22m
Spirit Airlines
Thu 3/267:54 pm
SJU
- IAH
1 stop13h 46m
Spirit Airlines
Deal found 3/12![Spirit Airlines logo]()
$221
This Frontier deal was found by Cheapflights users on 3/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/266:00 am
IAH
- SJU
1 stop7h 08m
Frontier
Fri 5/13:23 pm
SJU
- IAH
1 stop8h 27m
Frontier
Deal found 3/11![Frontier logo]()
$222
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 March 15, 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 March 15, 2026.
This United Airlines deal was found by Cheapflights users on 3/12. 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 4/113:03 pm
IAH
- SJU
Nonstop4h 35m
United Airlines
Fri 4/171:00 am
SJU
- IAH
1 stop10h 55m
United Airlines
Deal found 3/12![United Airlines logo]()
$380
This Southwest deal was found by Cheapflights users on 3/10. 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.
Sun 5/32:35 pm
HOU
- SJU
2 stops8h 10m
Southwest
Sun 5/179:45 pm
SJU
- HOU
1 stop11h 50m
Southwest
Deal found 3/10![Southwest logo]()
$384
This Delta deal was found by Cheapflights users on 3/11. 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.
Wed 4/296:00 am
HOU
- SJU
1 stop9h 23m
Delta
Sat 5/22:45 pm
SJU
- HOU
1 stop9h 22m
Delta
Deal found 3/11![Delta logo]()
$384
This Southwest deal was found by Cheapflights users on 3/14. 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.
Fri 5/82:45 pm
HOU
- SJU
1 stop7h 40m
Southwest
Mon 5/118:40 pm
SJU
- HOU
1 stop12h 25m
Southwest
Deal found 3/14![Southwest logo]()
$402
This United Airlines deal was found by Cheapflights users on 3/14. 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 4/183:03 pm
IAH
- SJU
Nonstop4h 35m
United Airlines
Sat 4/257:00 am
SJU
- IAH
Nonstop4h 53m
United Airlines
Deal found 3/14![United Airlines logo]()
$428
This Southwest deal was found by Cheapflights users on 3/14. 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.
Fri 5/17:30 pm
HOU
- SJU
1 stop13h 55m
Southwest
Mon 5/41:00 pm
SJU
- HOU
1 stop9h 10m
Southwest
Deal found 3/14![Southwest logo]()
$420
This Delta deal was found by Cheapflights users on 3/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/96:00 am
HOU
- SJU
1 stop6h 27m
Delta
Wed 4/157:30 am
SJU
- HOU
1 stop9h 58m
Delta
Deal found 3/10![Delta logo]()
$470
This United Airlines deal was found by Cheapflights users on 3/11. 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.
Wed 5/68:10 am
IAH
- SJU
1 stop11h 24m
United Airlines
Sat 5/97:00 am
SJU
- IAH
Nonstop4h 53m
United Airlines
Deal found 3/11![United Airlines logo]()
$437
This Southwest deal was found by Cheapflights users on 3/10. 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.
Fri 5/152:45 pm
HOU
- SJU
1 stop7h 40m
Southwest
Mon 5/181:00 pm
SJU
- HOU
1 stop9h 10m
Southwest
Deal found 3/10![Southwest logo]()
$425
This Delta deal was found by Cheapflights users on 3/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/206:00 am
HOU
- MBJ
1 stop9h 17m
Delta
Thu 4/2312:44 pm
MBJ
- HOU
1 stop10h 23m
Delta
Deal found 3/10![Delta logo]()
$480
This United Airlines deal was found by Cheapflights users on 3/12. 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.
Fri 5/83:03 pm
IAH
- SJU
Nonstop4h 35m
United Airlines
Wed 5/137:00 am
SJU
- IAH
Nonstop4h 53m
United Airlines
Deal found 3/12![United Airlines logo]()
$440
This Southwest deal was found by Cheapflights users on 3/12. 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.
Sat 4/116:50 am
HOU
- SJU
1 stop11h 15m
Southwest
Sat 4/183:30 pm
SJU
- HOU
Nonstop5h 05m
Southwest
Deal found 3/12![Southwest logo]()
$440
This United Airlines deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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 5/33:03 pm
IAH
- SJU
Nonstop4h 35m
United Airlines
Mon 5/117:00 am
SJU
- IAH
Nonstop4h 53m
United Airlines
Deal found 3/15![United Airlines logo]()
$465
This Delta deal was found by Cheapflights users on 3/13. 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.
Wed 7/85:55 am
IAH
- MBJ
1 stop5h 54m
Delta
Tue 7/144:50 pm
MBJ
- IAH
1 stop15h 51m
Delta
Deal found 3/13![Delta logo]()
$525
This Southwest deal was found by Cheapflights users on 3/11. 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.
Fri 5/18:05 pm
HOU
- SJU
1 stop11h 50m
Southwest
Sat 5/95:45 am
SJU
- HOU
1 stop7h 10m
Southwest
Deal found 3/11![Southwest logo]()
$453
This United Airlines deal was found by Cheapflights users on 3/13. 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 5/45:09 am
IAH
- SJU
1 stop8h 35m
United Airlines
Fri 5/87:00 am
SJU
- IAH
Nonstop4h 53m
United Airlines
Deal found 3/13![United Airlines logo]()
$470
This Southwest deal was found by Cheapflights users on 3/13. 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 6/1211:50 am
HOU
- SJU
1 stop11h 25m
Southwest
Thu 6/186:30 am
SJU
- HOU
2 stops8h 15m
Southwest
Deal found 3/13![Southwest logo]()
$466
This United Airlines deal was found by Cheapflights users on 3/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/183:03 pm
IAH
- SJU
Nonstop4h 35m
United Airlines
Wed 5/204:55 pm
SJU
- IAH
1 stop8h 50m
United Airlines
Deal found 3/10![United Airlines logo]()
$470
This Delta deal was found by Cheapflights users on 3/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/296:00 am
HOU
- MBJ
1 stop9h 34m
Delta
Wed 6/32:21 pm
MBJ
- HOU
1 stop8h 05m
Delta
Deal found 3/10![Delta logo]()
$581
This Southwest deal was found by Cheapflights users on 3/13. 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 4/275:00 am
HOU
- GCM
1 stop7h 10m
Southwest
Tue 5/51:05 pm
GCM
- HOU
1 stop9h 40m
Southwest
Deal found 3/13![Southwest logo]()
$467
This United Airlines deal was found by Cheapflights users on 3/14. 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.
Wed 4/297:25 am
IAH
- MBJ
1 stop7h 45m
United Airlines
Wed 5/62:40 pm
MBJ
- IAH
Nonstop3h 28m
United Airlines
Deal found 3/14![United Airlines logo]()
$486
This Delta deal was found by Cheapflights users on 3/11. 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.
Tue 5/56:00 am
HOU
- NAS
1 stop4h 48m
Delta
Tue 5/121:16 pm
NAS
- HOU
1 stop10h 10m
Delta
Deal found 3/11![Delta logo]()
$596
This Southwest deal was found by Cheapflights users on 3/10. 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.
Thu 4/93:10 pm
HOU
- SJU
1 stop7h 45m
Southwest
Tue 4/145:35 am
SJU
- HOU
2 stops10h 25m
Southwest
Deal found 3/10![Southwest logo]()
$478
This United Airlines deal was found by Cheapflights users on 3/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/87:50 pm
IAH
- MBJ
1 stop19h 20m
United Airlines
Wed 4/154:12 pm
MBJ
- IAH
1 stop8h 24m
United Airlines
Deal found 3/10![United Airlines logo]()
$490
This Delta deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2010:53 am
HOU
- NAS
1 stop4h 40m
Delta
Tue 4/285:58 pm
NAS
- HOU
1 stop6h 11m
Delta
Deal found 3/15![Delta logo]()
$616
This Southwest deal was found by Cheapflights users on 3/14. 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 4/1810:25 am
HOU
- SJU
Nonstop4h 10m
Southwest
Sat 4/255:45 am
SJU
- HOU
1 stop10h 35m
Southwest
Deal found 3/14![Southwest logo]()
$482
This United Airlines deal was found by Cheapflights users on 3/12. 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 8/910:05 am
IAH
- MBJ
Nonstop3h 25m
United Airlines
Sat 8/152:40 pm
MBJ
- IAH
Nonstop3h 21m
United Airlines
Deal found 3/12![United Airlines logo]()
$491
This Delta deal was found by Cheapflights users on 3/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/216:00 am
HOU
- MBJ
1 stop6h 54m
Delta
Sat 4/2512:44 pm
MBJ
- HOU
1 stop10h 23m
Delta
Deal found 3/10![Delta logo]()
$631
This United Airlines deal was found by Cheapflights users on 3/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/205:00 am
IAH
- MBJ
1 stop7h 50m
United Airlines
Sat 4/252:40 pm
MBJ
- IAH
Nonstop3h 28m
United Airlines
Deal found 3/10![United Airlines logo]()
$495
This Southwest deal was found by Cheapflights users on 3/10. 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.
Sun 4/265:05 am
HOU
- GCM
1 stop6h 50m
Southwest
Wed 4/291:05 pm
GCM
- HOU
1 stop6h 50m
Southwest
Deal found 3/10![Southwest logo]()
$512
Last-minute flights from Houston to CaribbeanDiscover last-minute flight deals from Houston to Caribbean. Data last updated March 15, 2026 and is based on user searches.
Discover last-minute flight deals from Houston to Caribbean. Data last updated March 15, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 3/14. 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.
Sat 3/2111:16 am
IAH
- SJU
1 stop9h 43m
Spirit Airlines
Wed 3/257:54 pm
SJU
- IAH
1 stop13h 46m
Spirit Airlines
Deal found 3/14![Spirit Airlines logo]()
$211
This Kiwi.com deal was found by Cheapflights users on 3/12. 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 3/215:45 am
IAH
- SJU
1 stop12h 10m
Spirit Airlines
Thu 4/27:54 pm
SJU
- IAH
1 stop13h 46m
Spirit Airlines
Deal found 3/12![Spirit Airlines logo]()
$220
This Priceline deal was found by Cheapflights users on 3/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/2411:19 am
IAH
- SJU
1 stop6h 36m
Spirit Airlines
Wed 3/257:00 am
SJU
- IAH
1 stop8h 24m
Spirit Airlines
Deal found 3/10![Spirit Airlines logo]()
$208
This Booking.com deal was found by Cheapflights users on 3/12. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/245:15 am
IAH
- SJU
1 stop13h 35m
Spirit Airlines
Sat 4/412:55 pm
SJU
- IAH
1 stop8h 39m
Spirit Airlines
Deal found 3/12![Spirit Airlines logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 3/11. 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.
Tue 3/245:15 am
IAH
- SJU
1 stop13h 35m
Spirit Airlines
Thu 4/211:03 am
SJU
- IAH
1 stop13h 46m
Spirit Airlines
Deal found 3/11![Spirit Airlines logo]()
$215
This Cheapflightsfares deal was found by Cheapflights users on 3/12. 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.
Wed 3/256:27 pm
IAH
- SJU
1 stop16h 22m
Spirit Airlines
Thu 3/267:54 pm
SJU
- IAH
1 stop13h 46m
Spirit Airlines
Deal found 3/12![Spirit Airlines logo]()
$221
This Cheapflightsfares deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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 3/314:20 pm
IAH
- SJU
1 stop15h 33m
Spirit Airlines
Fri 4/107:54 pm
SJU
- IAH
1 stop13h 46m
Spirit Airlines
Deal found 3/15![Spirit Airlines logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 3/12. 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.
Tue 3/3111:15 am
IAH
- SJU
1 stop9h 44m
Spirit Airlines
Sun 4/57:54 pm
SJU
- IAH
1 stop13h 46m
Spirit Airlines
Deal found 3/12![Spirit Airlines logo]()
$216
This Cheapflightsfares deal was found by Cheapflights users on 3/10. 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 4/111:19 am
IAH
- SJU
1 stop6h 36m
Spirit Airlines
Sun 4/57:54 pm
SJU
- IAH
1 stop13h 46m
Spirit Airlines
Deal found 3/10![Spirit Airlines logo]()
$217
This CheapOair deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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 4/16:27 pm
IAH
- SJU
1 stop16h 22m
Spirit Airlines
Mon 4/131:29 am
SJU
- IAH
1 stop12h 12m
Spirit Airlines
Deal found 3/15![Spirit Airlines logo]()
$218
This Kiwi.com deal was found by Cheapflights users on 3/13. 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.
Mon 4/135:24 pm
IAH
- SJU
1 stop23h 35m
Multiple Airlines
Fri 4/176:00 am
SJU
- IAH
1 stop17h 47m
Multiple Airlines
Deal found 3/13![Multiple Airlines logo]()
$219
This Frontier deal was found by Cheapflights users on 3/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/266:00 am
IAH
- SJU
1 stop7h 08m
Frontier
Fri 5/13:23 pm
SJU
- IAH
1 stop8h 27m
Frontier
Deal found 3/11![Frontier logo]()
$222
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 March 15, 2026.
Search for one-way flight options from Houston to Caribbean. Find affordable one-way fares based on user searches. Data last updated March 15, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 3/11. 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.
Sun 3/225:45 am
IAH
- SJU
1 stop12h 10m
Spirit Airlines
Deal found 3/11![Spirit Airlines logo]()
$103
This Cheapflightsfares deal was found by Cheapflights users on 3/11. 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.
Sun 3/295:45 am
IAH
- SJU
1 stop12h 10m
Spirit Airlines
Deal found 3/11![Spirit Airlines logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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 3/245:15 am
IAH
- SJU
1 stop13h 35m
Spirit Airlines
Deal found 3/15![Spirit Airlines logo]()
$106
This Super.com deal was found by Cheapflights users on 3/11. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1011:15 am
IAH
- SJU
1 stop9h 44m
Spirit Airlines
Deal found 3/11![Spirit Airlines logo]()
$107
This Cheapflightsfares deal was found by Cheapflights users on 3/10. 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 3/185:15 am
IAH
- SJU
1 stop13h 35m
Spirit Airlines
Deal found 3/10![Spirit Airlines logo]()
$108
This Mytrip deal was found by Cheapflights users on 3/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/194:30 pm
IAH
- SJU
1 stop15h 23m
Spirit Airlines
Deal found 3/12![Spirit Airlines logo]()
$109
This Frontier deal was found by Cheapflights users on 3/10. 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.
Wed 4/812:46 pm
IAH
- SJU
1 stop10h 16m
Frontier
Deal found 3/10![Frontier logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 3/12. 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.
Sun 4/122:22 pm
IAH
- SJU
1 stop9h 55m
Frontier
Deal found 3/12![Frontier logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 3/12. 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.
Mon 4/138:00 am
IAH
- SJU
1 stop12h 59m
Spirit Airlines
Deal found 3/12![Spirit Airlines logo]()
$114
This eDestinos deal was found by Cheapflights users on 3/12. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/2611:41 am
IAH
- SJU
1 stop13h 48m
Spirit Airlines
Deal found 3/12![Spirit Airlines logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 3/12. 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 3/289:26 am
IAH
- GCM
1 stop27h 31m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$122
This Trip.com deal was found by Cheapflights users on 3/12. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/39:05 pm
IAH
- PUJ
1 stop13h 43m
Frontier
Deal found 3/12![Frontier logo]()
$130
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 March 15, 2026.
Round-trip from | $211 (Mytrip) |
|---|---|
One-way from | $103 (Cheapflightsfares) |
Popular in | December |
Cheapest in | April |
Average price | $403 |
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 March 15, 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
IAH - SJU
IAHSJU
Houston George Bush Intcntl
Sat 4/11
3:03 pm-8:38 pm
Nonstop4h 35m
San Juan Luis Munoz Marin Intl
Fri 4/17
1:00 am-10:55 am
1 stop10h 55m
$380
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Sun 5/3
2:35 pm-11:45 pm
2 stops8h 10m
San Juan Luis Munoz Marin Intl
Sun 5/17
9:45 pm-8:35 am
1 stop11h 50m
$384
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Wed 4/29
6:00 am-4:23 pm
1 stop9h 23m
San Juan Luis Munoz Marin Intl
Sat 5/2
2:45 pm-11:07 pm
1 stop9h 22m
$384
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
Mon 5/11
8:40 pm-8:05 am
1 stop12h 25m
$402
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Fri 5/1
7:30 pm-10:25 am
1 stop13h 55m
San Juan Luis Munoz Marin Intl
Mon 5/4
1:00 pm-9:10 pm
1 stop9h 10m
$420
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Fri 5/15
2:45 pm-11:25 pm
1 stop7h 40m
San Juan Luis Munoz Marin Intl
Mon 5/18
1:00 pm-9:10 pm
1 stop9h 10m
$425
HoustonSan Juan
IAH - SJU
IAHSJU
Houston George Bush Intcntl
Sat 4/18
3:03 pm-8:38 pm
Nonstop4h 35m
San Juan Luis Munoz Marin Intl
Sat 4/25
7:00 am-10:53 am
Nonstop4h 53m
$428
HoustonSan Juan
IAH - SJU
IAHSJU
Houston George Bush Intcntl
Wed 5/6
8:10 am-8:34 pm
1 stop11h 24m
San Juan Luis Munoz Marin Intl
Sat 5/9
7:00 am-10:53 am
Nonstop4h 53m
$437
HoustonSan Juan
IAH - SJU
IAHSJU
Houston George Bush Intcntl
Fri 5/8
3:03 pm-8:38 pm
Nonstop4h 35m
San Juan Luis Munoz Marin Intl
Wed 5/13
7:00 am-10:53 am
Nonstop4h 53m
$440
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Sat 4/11
6:50 am-7:05 pm
1 stop11h 15m
San Juan Luis Munoz Marin Intl
Sat 4/18
3:30 pm-7:35 pm
Nonstop5h 05m
$440
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-SJU
HOU-MBJ
IAH-MBJ
HOU-GCM
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-SJU
HOU-MBJ
IAH-MBJ
What is the cheapest month to book a flight from Houston to Caribbean?
Currently, February is the cheapest month in which you can book a flight from Houston to Caribbean (average of $78). 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 March 15, 2026.
A simple way to save on the total cost of your ticket is to fly from Houston to Caribbean in the afternoon. If you’re flexible enough to do this you can expect to save up to 32% 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 March 14, 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. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated March 15, 2026.
See what other customers who have flown with Southwest,United Airlines, andAmerican 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.
Boarding
8.1
Crew
8.6
Comfort
8.0
Overall
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Boarding
8.1
Crew
8.6
Comfort
8.0
Overall
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Boarding
8.1
Crew
8.6
Comfort
8.0
Overall
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Boarding
8.1
Crew
8.6
Comfort
8.0
Overall
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Boarding
8.1
Crew
8.6
Comfort
8.0
Overall
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Boarding
8.1
Crew
8.6
Comfort
8.0
Overall
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
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.
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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 March 15, 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 March 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$78 | Average$389 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$108 | Average$555 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$109 | Average$439 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$165 | Average$666 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$165 | Average$623 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$192 | Average$655 | FlexibilityNo cancel fee | On-time69% |