$101+ 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 4/23. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
May 1 — May 81
Round-trip
1 adult, Economy
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Find cheap flights from Houston to Caribbean with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Houston to CaribbeanExplore the most affordable flight options available from Houston to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 1, 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 April 1, 2026.
This Frontier deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1610:51 am
IAH
- SJU
1 stop12h 08m
Frontier
Sat 5/238:32 am
SJU
- IAH
1 stop13h 00m
Frontier
Deal found 3/29![Frontier logo]()
$211
This Cheapflightsfares deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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 4/75:15 am
IAH
- SJU
1 stop13h 35m
Spirit Airlines
Fri 4/101:29 am
SJU
- IAH
1 stop17h 45m
Spirit Airlines
Deal found 3/29![Spirit Airlines logo]()
$212
This CheapOair deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 4/226:00 am
IAH
- SJU
1 stop12h 22m
Spirit Airlines
Sun 4/267:00 am
SJU
- IAH
1 stop26h 23m
Spirit Airlines
Deal found 3/30![Spirit Airlines logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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 4/1612:16 pm
IAH
- SJU
1 stop6h 06m
Multiple Airlines
Mon 4/207:15 am
SJU
- IAH
1 stop9h 47m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$214
This Kiwi.com deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 4/111:15 am
IAH
- SJU
1 stop9h 44m
Spirit Airlines
Tue 4/71:29 am
SJU
- IAH
1 stop12h 12m
Spirit Airlines
Deal found 3/28![Spirit Airlines logo]()
$215
This CheapOair deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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 4/206:00 pm
IAH
- SJU
1 stop5h 58m
Spirit Airlines
Sat 4/257:00 am
SJU
- IAH
1 stop26h 23m
Spirit Airlines
Deal found 3/29![Spirit Airlines logo]()
$216
This Cheapflightsfares deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 4/76:27 pm
IAH
- SJU
1 stop16h 22m
Spirit Airlines
Thu 4/91:29 am
SJU
- IAH
1 stop17h 45m
Spirit Airlines
Deal found 3/28![Spirit Airlines logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 4/111:15 am
IAH
- SJU
1 stop9h 44m
Multiple Airlines
Sat 4/411:03 am
SJU
- IAH
1 stop13h 19m
Multiple Airlines
Deal found 3/28![Multiple Airlines logo]()
$218
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/296:00 pm
IAH
- SJU
1 stop7h 06m
Multiple Airlines
Mon 5/116:41 pm
SJU
- IAH
2 stops21h 17m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$219
This CheapOair deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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.
Thu 4/166:00 pm
IAH
- SJU
1 stop5h 58m
Spirit Airlines
Sun 4/267:00 am
SJU
- IAH
1 stop26h 23m
Spirit Airlines
Deal found 3/28![Spirit Airlines logo]()
$220
This Frontier deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/71:29 pm
IAH
- SJU
1 stop11h 39m
Frontier
Wed 5/133:03 am
SJU
- IAH
1 stop6h 47m
Frontier
Deal found 3/30![Frontier logo]()
$221
This Cheapflightsfares deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/64:30 pm
IAH
- SJU
1 stop15h 23m
Spirit Airlines
Fri 4/107:54 pm
SJU
- IAH
1 stop13h 46m
Spirit Airlines
Deal found 3/31![Spirit Airlines 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 April 1, 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 April 1, 2026.
This Southwest deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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 5/125:50 am
HOU
- SJU
1 stop6h 30m
Southwest
Tue 5/123:45 pm
SJU
- HOU
1 stop8h 00m
Southwest
Deal found 3/27![Southwest logo]()
$421
This Delta deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/126:00 am
HOU
- SJU
1 stop6h 38m
Delta
Tue 5/196:15 am
SJU
- HOU
1 stop6h 56m
Delta
Deal found 4/1![Delta logo]()
$426
This United Airlines deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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 6/83:03 pm
IAH
- SJU
Nonstop4h 35m
United Airlines
Wed 6/101:25 pm
SJU
- IAH
1 stop11h 18m
United Airlines
Deal found 3/27![United Airlines logo]()
$462
This American Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 5/298:23 pm
HOU
- STT
1 stop17h 29m
American Airlines
Tue 6/24:48 pm
STT
- HOU
2 stops17h 09m
American Airlines
Deal found 3/31![American Airlines logo]()
$703
This Southwest deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 4/201:15 pm
HOU
- SJU
2 stops9h 25m
Southwest
Sun 5/39:45 pm
SJU
- HOU
1 stop11h 50m
Southwest
Deal found 3/30![Southwest logo]()
$426
This United Airlines deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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 6/911:56 pm
IAH
- SJU
Nonstop4h 33m
United Airlines
Wed 6/102:05 am
SJU
- IAH
Nonstop4h 56m
United Airlines
Deal found 3/27![United Airlines logo]()
$478
This Delta deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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 5/136:00 am
HOU
- MBJ
1 stop9h 34m
Delta
Wed 5/201:18 pm
MBJ
- HOU
1 stop9h 08m
Delta
Deal found 3/29![Delta logo]()
$480
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 5/172:35 pm
HOU
- SJU
2 stops8h 10m
Southwest
Sun 5/247:50 pm
SJU
- HOU
1 stop13h 45m
Southwest
Deal found 3/31![Southwest logo]()
$446
This United Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 5/612:52 pm
MBJ
- IAH
1 stop9h 44m
United Airlines
Deal found 3/30![United Airlines logo]()
$480
This Delta deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 8/196:00 am
HOU
- MBJ
1 stop9h 34m
Delta
Fri 9/44:59 pm
MBJ
- HOU
1 stop16h 16m
Delta
Deal found 3/30![Delta logo]()
$480
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/2510:25 am
HOU
- SJU
Nonstop4h 10m
Southwest
Sun 5/39:45 pm
SJU
- HOU
1 stop11h 50m
Southwest
Deal found 3/31![Southwest logo]()
$462
This Delta deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/166:00 am
HOU
- MBJ
1 stop5h 49m
Delta
Tue 9/14:59 pm
MBJ
- HOU
1 stop16h 16m
Delta
Deal found 3/27![Delta logo]()
$480
This United Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/181:38 pm
IAH
- SJU
1 stop9h 12m
United Airlines
Tue 4/217:00 am
SJU
- IAH
Nonstop4h 53m
United Airlines
Deal found 3/31![United Airlines logo]()
$487
This Southwest deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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 6/910:25 am
HOU
- SJU
1 stop7h 00m
Southwest
Thu 6/118:15 pm
SJU
- HOU
1 stop13h 10m
Southwest
Deal found 3/27![Southwest logo]()
$466
This Delta deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/236:00 am
HOU
- MBJ
1 stop9h 34m
Delta
Thu 9/34:59 pm
MBJ
- HOU
1 stop16h 16m
Delta
Deal found 3/30![Delta logo]()
$480
This United Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/287:25 am
IAH
- MBJ
1 stop7h 45m
United Airlines
Tue 5/52:40 pm
MBJ
- IAH
Nonstop3h 28m
United Airlines
Deal found 3/31![United Airlines logo]()
$503
This Southwest deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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 6/11:15 pm
HOU
- SJU
2 stops9h 25m
Southwest
Thu 6/48:15 pm
SJU
- HOU
2 stops14h 30m
Southwest
Deal found 3/29![Southwest logo]()
$466
This American Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/106:01 am
HOU
- STT
2 stops9h 14m
American Airlines
Thu 5/142:05 pm
STT
- HOU
2 stops10h 49m
American Airlines
Deal found 3/31![American Airlines logo]()
$710
This United Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/253:03 pm
IAH
- SJU
Nonstop4h 35m
United Airlines
Tue 5/52:55 pm
SJU
- IAH
Nonstop4h 56m
United Airlines
Deal found 4/1![United Airlines logo]()
$507
This Southwest deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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 6/86:05 pm
HOU
- SJU
1 stop6h 15m
Southwest
Wed 6/107:20 pm
SJU
- HOU
2 stops15h 25m
Southwest
Deal found 3/27![Southwest logo]()
$466
This Southwest deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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 6/188:40 pm
HOU
- SJU
1 stop11h 20m
Southwest
Mon 6/228:15 pm
SJU
- HOU
2 stops14h 30m
Southwest
Deal found 3/29![Southwest logo]()
$466
This Delta deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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 stop5h 53m
Delta
Wed 6/31:18 pm
MBJ
- HOU
1 stop9h 08m
Delta
Deal found 3/27![Delta logo]()
$581
This United Airlines deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1110:05 am
IAH
- MBJ
Nonstop3h 25m
United Airlines
Tue 6/164:12 pm
MBJ
- IAH
1 stop8h 33m
United Airlines
Deal found 3/28![United Airlines logo]()
$529
This Southwest deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/167:10 am
HOU
- SJU
1 stop9h 25m
Southwest
Sat 5/235:15 am
SJU
- HOU
1 stop14h 30m
Southwest
Deal found 4/1![Southwest logo]()
$466
This United Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 9/238:20 pm
IAH
- PUJ
1 stop15h 20m
United Airlines
Sat 9/262:20 pm
PUJ
- IAH
Nonstop4h 28m
United Airlines
Deal found 3/30![United Airlines logo]()
$532
This Delta deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 stop7h 03m
Delta
Tue 5/126:00 pm
NAS
- HOU
1 stop5h 26m
Delta
Deal found 3/28![Delta logo]()
$616
This Southwest deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 5/11:30 pm
HOU
- SJU
2 stops9h 25m
Southwest
Mon 5/48:40 pm
SJU
- HOU
1 stop12h 25m
Southwest
Deal found 3/28![Southwest logo]()
$486
This United Airlines deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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 6/111:56 pm
IAH
- SJU
Nonstop4h 33m
United Airlines
Thu 6/41:25 pm
SJU
- IAH
1 stop11h 18m
United Airlines
Deal found 3/29![United Airlines logo]()
$540
This Delta deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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 5/265:55 am
IAH
- NAS
1 stop9h 40m
Delta
Tue 6/23:29 pm
NAS
- IAH
1 stop9h 25m
Delta
Deal found 3/27![Delta logo]()
$616
This Southwest deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 6/299:45 am
HOU
- MBJ
Nonstop3h 05m
Southwest
Fri 7/33:55 pm
MBJ
- HOU
Nonstop3h 10m
Southwest
Deal found 3/28![Southwest logo]()
$491
Last-minute flights from Houston to CaribbeanDiscover last-minute flight deals from Houston to Caribbean. Data last updated April 1, 2026 and is based on user searches.
Discover last-minute flight deals from Houston to Caribbean. Data last updated April 1, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 4/111:15 am
IAH
- SJU
1 stop9h 44m
Spirit Airlines
Tue 4/71:29 am
SJU
- IAH
1 stop12h 12m
Spirit Airlines
Deal found 3/28![Spirit Airlines logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 4/111:15 am
IAH
- SJU
1 stop9h 44m
Multiple Airlines
Sat 4/411:03 am
SJU
- IAH
1 stop13h 19m
Multiple Airlines
Deal found 3/28![Multiple Airlines logo]()
$218
This Cheapflightsfares deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/64:30 pm
IAH
- SJU
1 stop15h 23m
Spirit Airlines
Fri 4/107:54 pm
SJU
- IAH
1 stop13h 46m
Spirit Airlines
Deal found 3/31![Spirit Airlines logo]()
$222
This Cheapflightsfares deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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 4/75:15 am
IAH
- SJU
1 stop13h 35m
Spirit Airlines
Fri 4/101:29 am
SJU
- IAH
1 stop17h 45m
Spirit Airlines
Deal found 3/29![Spirit Airlines logo]()
$212
This Cheapflightsfares deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 4/76:27 pm
IAH
- SJU
1 stop16h 22m
Spirit Airlines
Thu 4/91:29 am
SJU
- IAH
1 stop17h 45m
Spirit Airlines
Deal found 3/28![Spirit Airlines logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” 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 4/1612:16 pm
IAH
- SJU
1 stop6h 06m
Multiple Airlines
Mon 4/207:15 am
SJU
- IAH
1 stop9h 47m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$214
This CheapOair deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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.
Thu 4/166:00 pm
IAH
- SJU
1 stop5h 58m
Spirit Airlines
Sun 4/267:00 am
SJU
- IAH
1 stop26h 23m
Spirit Airlines
Deal found 3/28![Spirit Airlines logo]()
$220
This CheapOair deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” 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 4/206:00 pm
IAH
- SJU
1 stop5h 58m
Spirit Airlines
Sat 4/257:00 am
SJU
- IAH
1 stop26h 23m
Spirit Airlines
Deal found 3/29![Spirit Airlines logo]()
$216
This CheapOair deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 4/226:00 am
IAH
- SJU
1 stop12h 22m
Spirit Airlines
Sun 4/267:00 am
SJU
- IAH
1 stop26h 23m
Spirit Airlines
Deal found 3/30![Spirit Airlines logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 4/296:00 pm
IAH
- SJU
1 stop7h 06m
Multiple Airlines
Tue 5/126:30 am
SJU
- IAH
2 stops17h 20m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$219
This Frontier deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/71:29 pm
IAH
- SJU
1 stop11h 39m
Frontier
Wed 5/133:03 am
SJU
- IAH
1 stop6h 47m
Frontier
Deal found 3/30![Frontier logo]()
$221
This Frontier deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1610:51 am
IAH
- SJU
1 stop12h 08m
Frontier
Sat 5/238:32 am
SJU
- IAH
1 stop13h 00m
Frontier
Deal found 3/29![Frontier logo]()
$211
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 April 1, 2026.
Search for one-way flight options from Houston to Caribbean. Find affordable one-way fares based on user searches. Data last updated April 1, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 4/231:58 pm
IAH
- SJU
1 stop23h 29m
Frontier
Deal found 3/30![Frontier logo]()
$101
This Super.com deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 4/75:15 am
IAH
- SJU
1 stop13h 35m
Spirit Airlines
Deal found 3/30![Spirit Airlines logo]()
$103
This Priceline deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 4/286:57 pm
IAH
- SJU
1 stop26h 51m
Frontier
Deal found 3/28![Frontier logo]()
$104
This Kiwi.com deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” 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 3/30![Frontier logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 4/1011:42 am
IAH
- SJU
1 stop23h 51m
Frontier
Deal found 3/28![Frontier logo]()
$107
This Frontier deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 5/255:45 am
IAH
- MBJ
1 stop6h 26m
Frontier
Deal found 3/28![Frontier logo]()
$108
This Kiwi.com deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 4/296:00 pm
IAH
- SJU
1 stop7h 06m
Spirit Airlines
Deal found 3/28![Spirit Airlines logo]()
$109
This Flightnetwork deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/1311:15 am
IAH
- SJU
1 stop9h 44m
Spirit Airlines
Deal found 3/30![Spirit Airlines logo]()
$110
This Frontier deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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 5/159:17 pm
IAH
- PUJ
1 stop12h 18m
Frontier
Deal found 3/31![Frontier logo]()
$114
This CheapOair deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
Thu 5/79:03 am
IAH
- SJU
1 stop29h 56m
Frontier
Deal found 3/31![Frontier logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” 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 4/286:00 am
IAH
- MBJ
1 stop6h 16m
Spirit Airlines
Deal found 3/28![Spirit Airlines logo]()
$119
This FlightHub deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/148:02 pm
IAH
- PUJ
1 stop17h 22m
Frontier
Deal found 3/31![Frontier logo]()
$119
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 April 1, 2026.
Round-trip from | $211 (Frontier) |
|---|---|
One-way from | $101 (Kiwi.com) |
Popular in | December |
Cheapest in | April |
Average price | $315 |
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 April 1, 2026.
Use the filters below to find and compare flights from Houston to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Tue 5/12
5:50 am-1:20 pm
1 stop6h 30m
San Juan Luis Munoz Marin Intl
Tue 5/12
3:45 pm-10:45 pm
1 stop8h 00m
$421
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Tue 5/12
6:00 am-1:38 pm
1 stop6h 38m
San Juan Luis Munoz Marin Intl
Tue 5/19
6:15 am-12:11 pm
1 stop6h 56m
$426
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Mon 4/20
1:15 pm-11:40 pm
2 stops9h 25m
San Juan Luis Munoz Marin Intl
Sun 5/3
9:45 pm-8:35 am
1 stop11h 50m
$426
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Sun 5/17
2:35 pm-11:45 pm
2 stops8h 10m
San Juan Luis Munoz Marin Intl
Sun 5/24
7:50 pm-8:35 am
1 stop13h 45m
$446
HoustonSan Juan
IAH - SJU
IAHSJU
Houston George Bush Intcntl
Mon 6/8
3:03 pm-8:38 pm
Nonstop4h 35m
San Juan Luis Munoz Marin Intl
Wed 6/10
1:25 pm-11:43 pm
1 stop11h 18m
$462
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Sat 4/25
10:25 am-3:35 pm
Nonstop4h 10m
San Juan Luis Munoz Marin Intl
Sun 5/3
9:45 pm-8:35 am
1 stop11h 50m
$462
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Tue 6/9
10:25 am-6:25 pm
1 stop7h 00m
San Juan Luis Munoz Marin Intl
Thu 6/11
8:15 pm-8:25 am
1 stop13h 10m
$466
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Mon 6/1
1:15 pm-11:40 pm
2 stops9h 25m
San Juan Luis Munoz Marin Intl
Thu 6/4
8:15 pm-9:45 am
2 stops14h 30m
$466
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Mon 6/8
6:05 pm-1:20 am
1 stop6h 15m
San Juan Luis Munoz Marin Intl
Wed 6/10
7:20 pm-9:45 am
2 stops15h 25m
$466
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Thu 6/18
8:40 pm-9:00 am
1 stop11h 20m
San Juan Luis Munoz Marin Intl
Mon 6/22
8:15 pm-9:45 am
2 stops14h 30m
$466
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Houston to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Houston with our price prediction graph.
IAH-SJU
HOU-SJU
HOU-STT
HOU-MBJ
IAH-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
HOU-SJU
HOU-STT
HOU-MBJ
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 April 1, 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 28, 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 April 1, 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.
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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 April 1, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
Houston to Caribbean flights
Consider these flights traveling from Houston to Caribbean.
Top 7 airlines flying from Houston to Caribbean
Discover the top 7 airlines that operate flights from Houston to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$107 | Average$381 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$108 | Average$547 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$109 | Average$443 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$165 | Average$666 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$165 | Average$617 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$201 | Average$656 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$222 | Average$521 | FlexibilityNo cancel fee | On-time71% |