$76+ Cheap flights from Houston to Caribbean
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
Mar 4 — Mar 111
1 adult, Economy
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Find cheap flights from Houston to Caribbean with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Houston to CaribbeanExplore the most affordable flight options available from Houston to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 2, 2026.
Explore the most affordable flight options available from Houston to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 2, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 1/31. 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.
Sat 2/214:20 pm
IAH
- SJU
1 stop15h 57m
Spirit Airlines
Thu 2/2611:52 am
SJU
- IAH
1 stop14h 07m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$182
This Expedia deal was found by Cheapflights users on 2/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/24:20 pm
IAH
- SJU
1 stop15h 57m
Spirit Airlines
Mon 3/910:52 am
SJU
- IAH
1 stop14h 07m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$183
This Orbitz deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/46:15 am
IAH
- SJU
1 stop6h 52m
Multiple Airlines
Wed 3/116:00 am
SJU
- IAH
1 stop11h 38m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$184
This Mytrip deal was found by Cheapflights users on 2/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/175:24 pm
IAH
- SJU
2 stops18h 58m
Spirit Airlines
Wed 2/2511:52 am
SJU
- IAH
1 stop14h 07m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 1/31. 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.
Sat 3/289:26 am
IAH
- SJU
1 stop11h 08m
Multiple Airlines
Thu 4/911:03 am
SJU
- IAH
1 stop13h 46m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$186
This Cheapflightsfares deal was found by Cheapflights users on 1/31. 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.
Sun 2/88:35 pm
IAH
- SJU
1 stop11h 12m
Spirit Airlines
Wed 2/114:40 pm
SJU
- IAH
1 stop9h 18m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$187
This Frontier deal was found by Cheapflights users on 1/31. 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.
Mon 2/238:18 pm
IAH
- SJU
1 stop11h 36m
Frontier
Sat 2/287:05 am
SJU
- IAH
1 stop12h 07m
Frontier
Deal found 1/31![Frontier logo]()
$188
This CheapOair deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/135:24 pm
IAH
- SJU
1 stop5h 34m
Spirit Airlines
Thu 4/1611:07 am
SJU
- IAH
1 stop7h 56m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$189
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/226:00 am
IAH
- SJU
1 stop6h 22m
Spirit Airlines
Wed 3/411:52 am
SJU
- IAH
1 stop14h 07m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$190
This Orbitz deal was found by Cheapflights users on 2/1. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/179:40 pm
IAH
- SJU
1 stop10h 37m
Spirit Airlines
Tue 2/2411:52 am
SJU
- IAH
1 stop14h 07m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$191
This CheapOair deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/288:18 pm
IAH
- SJU
1 stop26h 36m
Frontier
Mon 3/23:53 am
SJU
- IAH
1 stop17h 11m
Frontier
Deal found 2/2![Frontier logo]()
$192
This Expedia deal was found by Cheapflights users on 2/1. 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 Expedia 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 2/2411:52 am
SJU
- IAH
1 stop14h 07m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$194
Best flights from Houston to CaribbeanDiscover carefully curated flight deals from Houston to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 2, 2026.
Discover carefully curated flight deals from Houston to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 2, 2026.
This Spirit deal was found by Cheapflights users on 1/31. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/225:45 am
IAH
- MBJ
1 stop5h 20m
Spirit Airlines
Thu 3/2612:00 pm
MBJ
- IAH
1 stop11h 59m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$297
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/255:46 am
IAH
- PUJ
1 stop8h 50m
Multiple Airlines
Tue 3/310:40 am
PUJ
- IAH
1 stop15h 19m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$320
This United Airlines deal was found by Cheapflights users on 1/31. 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 2/2410:10 am
IAH
- SJU
Nonstop4h 26m
United Airlines
Wed 3/47:40 am
SJU
- IAH
Nonstop5h 06m
United Airlines
Deal found 1/31![United Airlines logo]()
$355
This Southwest deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/39:00 am
HOU
- SJU
2 stops8h 05m
Southwest
Tue 3/105:15 am
SJU
- HOU
1 stop11h 55m
Southwest
Deal found 2/1![Southwest logo]()
$364
This Delta deal was found by Cheapflights users on 1/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:00 am
HOU
- SJU
1 stop9h 23m
Delta
Wed 4/292:34 pm
SJU
- HOU
1 stop9h 31m
Delta
Deal found 1/31![Delta logo]()
$364
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/258:21 pm
HOU
- MBJ
2 stops15h 03m
American Airlines
Wed 4/2912:25 pm
MBJ
- HOU
2 stops11h 22m
American Airlines
Deal found 2/1![American Airlines logo]()
$419
This Avianca deal was found by Cheapflights users on 2/1. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/85:45 pm
IAH
- PUJ
2 stops16h 40m
Avianca
Wed 7/156:35 pm
PUJ
- IAH
2 stops18h 30m
Avianca
Deal found 2/1![Avianca logo]()
$516
This United Airlines deal was found by Cheapflights users on 1/31. 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 5/23:03 pm
IAH
- SJU
Nonstop4h 35m
United Airlines
Tue 5/57:00 am
SJU
- IAH
Nonstop4h 53m
United Airlines
Deal found 1/31![United Airlines logo]()
$355
This Cheapflightsfares deal was found by Cheapflights users on 1/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/45:45 am
IAH
- MBJ
1 stop5h 13m
Spirit Airlines
Sat 4/1112:00 pm
MBJ
- IAH
1 stop8h 34m
Spirit Airlines
Deal found 1/30![Spirit Airlines logo]()
$359
This Southwest deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/2411:15 am
HOU
- SJU
2 stops9h 55m
Southwest
Wed 3/410:20 am
SJU
- HOU
2 stops9h 25m
Southwest
Deal found 2/1![Southwest logo]()
$364
This Delta deal was found by Cheapflights users on 2/1. 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 5/56:00 am
HOU
- SJU
1 stop9h 23m
Delta
Sat 5/912:50 pm
SJU
- HOU
1 stop11h 18m
Delta
Deal found 2/1![Delta logo]()
$390
This United Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/310:10 am
IAH
- SJU
Nonstop4h 26m
United Airlines
Sun 3/86:40 am
SJU
- IAH
Nonstop5h 06m
United Airlines
Deal found 2/1![United Airlines logo]()
$355
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/216:25 am
IAH
- NAS
1 stop9h 28m
Multiple Airlines
Sun 3/294:00 pm
NAS
- IAH
1 stop8h 59m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$403
This Cheapflightsfares deal was found by Cheapflights users on 1/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/205:45 am
IAH
- MBJ
1 stop5h 20m
Spirit Airlines
Mon 3/2312:00 pm
MBJ
- IAH
2 stops10h 37m
Spirit Airlines
Deal found 1/30![Spirit Airlines logo]()
$369
This Southwest deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/144:55 pm
HOU
- SJU
1 stop5h 45m
Southwest
Sun 5/315:00 am
SJU
- HOU
1 stop11h 35m
Southwest
Deal found 2/1![Southwest logo]()
$390
This Delta deal was found by Cheapflights users on 1/30. 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.
Tue 5/56:00 am
HOU
- SJU
1 stop9h 23m
Delta
Fri 5/296:15 am
SJU
- HOU
1 stop11h 11m
Delta
Deal found 1/30![Delta logo]()
$390
This United Airlines deal was found by Cheapflights users on 2/1. 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.
Wed 5/63:03 pm
IAH
- SJU
Nonstop4h 35m
United Airlines
Fri 5/151:00 am
SJU
- IAH
1 stop11h 00m
United Airlines
Deal found 2/1![United Airlines logo]()
$360
This Cheapflightsfares deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/145:45 am
IAH
- PUJ
1 stop8h 51m
Spirit Airlines
Tue 5/194:47 pm
PUJ
- IAH
1 stop8h 12m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$382
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/92:20 pm
IAH
- NAS
1 stop5h 25m
Multiple Airlines
Mon 4/135:30 pm
NAS
- IAH
1 stop7h 19m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$424
This Southwest deal was found by Cheapflights users on 1/31. 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.
Fri 5/157:30 pm
HOU
- SJU
1 stop13h 55m
Southwest
Mon 5/188:40 pm
SJU
- HOU
1 stop12h 25m
Southwest
Deal found 1/31![Southwest logo]()
$390
This Delta deal was found by Cheapflights users on 1/30. 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.
Fri 5/1511:50 am
IAH
- SJU
1 stop10h 04m
Delta
Fri 5/225:15 pm
SJU
- IAH
1 stop7h 42m
Delta
Deal found 1/30![Delta logo]()
$390
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/58:20 pm
HOU
- MBJ
1 stop17h 33m
American Airlines
Tue 3/173:04 pm
MBJ
- HOU
1 stop20h 44m
American Airlines
Deal found 2/1![American Airlines logo]()
$478
This United Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/1412:10 pm
IAH
- SJU
1 stop10h 40m
United Airlines
Sun 5/317:00 am
SJU
- IAH
Nonstop4h 53m
United Airlines
Deal found 2/1![United Airlines logo]()
$386
This Southwest deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/177:45 pm
HOU
- SJU
1 stop12h 10m
Southwest
Tue 4/215:35 am
SJU
- HOU
2 stops9h 25m
Southwest
Deal found 2/2![Southwest logo]()
$390
This Delta deal was found by Cheapflights users on 1/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/146:00 am
HOU
- PUJ
1 stop7h 32m
Delta
Wed 4/221:00 pm
PUJ
- HOU
1 stop11h 05m
Delta
Deal found 1/31![Delta logo]()
$401
This Cheapflightsfares deal was found by Cheapflights users on 1/29. 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.
Thu 4/94:30 pm
IAH
- MBJ
2 stops18h 35m
Spirit Airlines
Sun 4/1212:00 pm
MBJ
- IAH
1 stop11h 59m
Spirit Airlines
Deal found 1/29![Spirit Airlines logo]()
$404
This Southwest deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/1212:05 pm
HOU
- SJU
1 stop10h 30m
Southwest
Mon 3/168:50 pm
SJU
- HOU
1 stop13h 20m
Southwest
Deal found 2/1![Southwest logo]()
$390
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/510:11 pm
IAH
- NAS
1 stop17h 14m
Multiple Airlines
Sun 3/87:45 am
NAS
- IAH
1 stop7h 09m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$474
This Delta deal was found by Cheapflights users on 1/31. 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 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 stop6h 21m
Delta
Wed 5/63:57 pm
PUJ
- HOU
1 stop8h 08m
Delta
Deal found 1/31![Delta logo]()
$401
This United Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2810:03 am
IAH
- SJU
Nonstop4h 39m
United Airlines
Sat 8/17:00 am
SJU
- IAH
Nonstop4h 53m
United Airlines
Deal found 2/1![United Airlines logo]()
$407
Last-minute flights from Houston to CaribbeanDiscover last-minute flight deals from Houston to Caribbean. Data last updated February 2, 2026 and is based on user searches.
Discover last-minute flight deals from Houston to Caribbean. Data last updated February 2, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 1/31. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/78:35 pm
IAH
- SJU
1 stop11h 12m
Spirit Airlines
Sat 2/144:36 pm
SJU
- IAH
1 stop9h 42m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$195
This Cheapflightsfares deal was found by Cheapflights users on 1/31. 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.
Sun 2/88:35 pm
IAH
- SJU
1 stop11h 12m
Spirit Airlines
Wed 2/114:40 pm
SJU
- IAH
1 stop9h 18m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$187
This Travelocity deal was found by Cheapflights users on 2/1. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/103:00 pm
IAH
- SJU
1 stop16h 47m
Spirit Airlines
Sat 2/144:36 pm
SJU
- IAH
1 stop9h 42m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$189
This Travelocity deal was found by Cheapflights users on 2/1. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/144:20 pm
IAH
- SJU
1 stop15h 57m
Spirit Airlines
Mon 3/910:52 am
SJU
- IAH
1 stop14h 07m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$198
This Mytrip deal was found by Cheapflights users on 2/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/175:24 pm
IAH
- SJU
2 stops18h 58m
Spirit Airlines
Wed 2/2511:52 am
SJU
- IAH
1 stop14h 07m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$185
This Orbitz deal was found by Cheapflights users on 2/1. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/179:40 pm
IAH
- SJU
1 stop10h 37m
Spirit Airlines
Tue 2/2411:52 am
SJU
- IAH
1 stop14h 07m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$191
This Expedia deal was found by Cheapflights users on 2/1. 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 Expedia 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 2/2411:52 am
SJU
- IAH
1 stop14h 07m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$194
This Cheapflightsfares deal was found by Cheapflights users on 1/31. 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.
Sat 2/214:20 pm
IAH
- SJU
1 stop15h 57m
Spirit Airlines
Thu 2/2611:52 am
SJU
- IAH
1 stop14h 07m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/226:00 am
IAH
- SJU
1 stop6h 22m
Spirit Airlines
Wed 3/411:52 am
SJU
- IAH
1 stop14h 07m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$190
This Frontier deal was found by Cheapflights users on 1/31. 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.
Mon 2/238:18 pm
IAH
- SJU
1 stop11h 36m
Frontier
Sat 2/287:05 am
SJU
- IAH
1 stop12h 07m
Frontier
Deal found 1/31![Frontier logo]()
$188
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/246:00 am
IAH
- SJU
2 stops10h 58m
Multiple Airlines
Sat 2/287:05 am
SJU
- IAH
1 stop12h 07m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$197
This CheapOair deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/288:18 pm
IAH
- SJU
1 stop26h 36m
Frontier
Mon 3/23:53 am
SJU
- IAH
1 stop17h 11m
Frontier
Deal found 2/2![Frontier logo]()
$192
One-way flights from Houston to CaribbeanSearch for one-way flight options from Houston to Caribbean. Find affordable one-way fares based on user searches. Data last updated February 2, 2026.
Search for one-way flight options from Houston to Caribbean. Find affordable one-way fares based on user searches. Data last updated February 2, 2026.
This Trip.com deal was found by Cheapflights users on 1/31. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/286:15 am
IAH
- NAS
1 stop7h 15m
Frontier
Deal found 1/31![Frontier logo]()
$76
This Trip.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/219:26 am
IAH
- SJU
1 stop11h 08m
Frontier
Deal found 2/2![Frontier logo]()
$88
This CheapOair deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/165:24 pm
IAH
- SJU
1 stop5h 34m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$89
This Kiwi.com deal was found by Cheapflights users on 1/31. 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.
Tue 3/35:24 pm
IAH
- SJU
1 stop23h 34m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$91
This Kiwi.com deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/59:24 am
IAH
- SJU
1 stop7h 34m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$92
This Priceline deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/288:18 pm
IAH
- SJU
1 stop28h 35m
Frontier
Deal found 2/2![Frontier logo]()
$93
This Cheapflightsfares deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/88:35 pm
IAH
- SJU
1 stop11h 12m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$94
This Expedia deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:15 am
IAH
- SJU
1 stop11h 34m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$95
This CheapOair deal was found by Cheapflights users on 1/31. 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.
Tue 2/103:00 pm
IAH
- SJU
1 stop16h 47m
Spirit Airlines
Deal found 1/31![Spirit Airlines logo]()
$96
This Expedia deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia 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 2/2![Spirit Airlines logo]()
$97
This Kiwi.com deal was found by Cheapflights users on 1/30. 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.
Sat 4/1811:37 am
IAH
- SJU
1 stop12h 43m
Spirit Airlines
Deal found 1/30![Spirit Airlines logo]()
$98
This Mytrip deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/246:00 am
IAH
- SJU
2 stops10h 58m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$99
Find flight deals from Houston to Caribbean
Keep the following information in mind while searching for Houston to Caribbean flight deals. Data was last updated February 2, 2026.
Round-trip from | $182 (Cheapflightsfares) |
|---|---|
One-way from | $76 (Trip.com) |
Popular in | December |
Cheapest in | April |
Average price | $316 |
Cheapflights Fare Finder
Customize your flight search to find flights from Houston to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 2, 2026.
Use the filters below to find and compare flights from Houston to Caribbean that are best for you.
Fly from
Houston
Fly to
Caribbean
Route
Depart
Return
Price
HoustonMontego Bay
IAH - MBJ
IAHMBJ
Houston George Bush Intcntl
Sun 3/22
5:45 am-11:05 am
1 stop5h 20m
Montego Bay Sangster Intl
Thu 3/26
12:00 pm-11:59 pm
1 stop11h 59m
$297
HoustonPunta Cana
IAH - PUJ
IAHPUJ
Houston George Bush Intcntl
Wed 2/25
5:46 am-4:36 pm
1 stop8h 50m
Punta Cana
Tue 3/3
10:40 am-11:59 pm
1 stop15h 19m
$320
HoustonSan Juan
IAH - SJU
IAHSJU
Houston George Bush Intcntl
Tue 2/24
10:10 am-4:36 pm
Nonstop4h 26m
San Juan Luis Munoz Marin Intl
Wed 3/4
7:40 am-10:46 am
Nonstop5h 06m
$355
HoustonSan Juan
IAH - SJU
IAHSJU
Houston George Bush Intcntl
Sat 5/2
3:03 pm-8:38 pm
Nonstop4h 35m
San Juan Luis Munoz Marin Intl
Tue 5/5
7:00 am-10:53 am
Nonstop4h 53m
$355
HoustonSan Juan
IAH - SJU
IAHSJU
Houston George Bush Intcntl
Tue 3/3
10:10 am-4:36 pm
Nonstop4h 26m
San Juan Luis Munoz Marin Intl
Sun 3/8
6:40 am-10:46 am
Nonstop5h 06m
$355
HoustonMontego Bay
IAH - MBJ
IAHMBJ
Houston George Bush Intcntl
Sat 4/4
5:45 am-10:58 am
1 stop5h 13m
Montego Bay Sangster Intl
Sat 4/11
12:00 pm-8:34 pm
1 stop8h 34m
$359
HoustonSan Juan
IAH - SJU
IAHSJU
Houston George Bush Intcntl
Wed 5/6
3:03 pm-8:38 pm
Nonstop4h 35m
San Juan Luis Munoz Marin Intl
Fri 5/15
1:00 am-11:00 am
1 stop11h 00m
$360
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Tue 3/3
9:00 am-7:05 pm
2 stops8h 05m
San Juan Luis Munoz Marin Intl
Tue 3/10
5:15 am-4:10 pm
1 stop11h 55m
$364
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Sat 4/25
6:00 am-4:23 pm
1 stop9h 23m
San Juan Luis Munoz Marin Intl
Wed 4/29
2:34 pm-11:05 pm
1 stop9h 31m
$364
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Tue 2/24
11:15 am-11:10 pm
2 stops9h 55m
San Juan Luis Munoz Marin Intl
Wed 3/4
10:20 am-5:45 pm
2 stops9h 25m
$364
Showing 1-10 of 60 results
Best time to book a flight from Houston to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Houston with our price prediction graph.
IAH-SJU
IAH-NAS
IAH-MBJ
HOU-SJU
IAH-PUJ
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Houston to Caribbean
HO1-0CB
IAH-SJU
IAH-NAS
IAH-MBJ
HOU-SJU
What is the cheapest month to book a flight from Houston to Caribbean?
Currently, October is the cheapest month in which you can book a flight from Houston to Caribbean (average of $80). Flying from Houston to Caribbean in December is currently the most expensive (average of $151). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from HOU to CB?
Find hourly flight availability from Houston to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 2, 2026.
A simple way to save on the total cost of your ticket is to fly from Houston to Caribbean at noon. If you’re flexible enough to do this you can expect to save up to 42% on your trip compared to booking a flight in the 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 January 31, 2026.
Travelers seeking maximum savings on their Houston to Caribbean flight should consider departing on Tuesday at noon when fares are most often at their lowest. Tuesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated February 2, 2026.
See what other customers who have flown with Delta, United Airlines, and American Airlines from Houston to Caribbean have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.8
Overall
7.9
Food
7.2
Boarding
8.1
Crew
8.5
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Entertainment
7.8
Overall
7.9
Food
7.2
Boarding
8.1
Crew
8.5
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Entertainment
7.8
Overall
7.9
Food
7.2
Boarding
8.1
Crew
8.5
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Entertainment
7.8
Overall
7.9
Food
7.2
Boarding
8.1
Crew
8.5
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Entertainment
7.8
Overall
7.9
Food
7.2
Boarding
8.1
Crew
8.5
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Entertainment
7.8
Overall
7.9
Food
7.2
Boarding
8.1
Crew
8.5
Comfort
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Related info for your journey
Find useful and relevant information for your journey from Houston to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes for Houston to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Top 6 airlines flying from Houston to Caribbean
Discover the top 6 airlines that operate flights from Houston to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$100 | Average$422 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$102 | Average$381 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$108 | Average$540 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$165 | Average$694 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$170 | Average$621 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$177 | Average$658 | FlexibilityNo cancel fee | On-time69% |