$100+ 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 4/9. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
Mar 25 — Apr 11
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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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Houston to Caribbean
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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 23, 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 23, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/235:46 am
IAH
- SJU
1 stop7h 45m
Spirit Airlines
Sat 2/2811:52 am
SJU
- IAH
1 stop14h 07m
Spirit Airlines
Deal found 2/20![Spirit Airlines logo]()
$196
This eDestinos deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” 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.
Tue 2/249:40 pm
IAH
- SJU
1 stop10h 37m
Spirit Airlines
Sat 2/286:00 am
SJU
- IAH
1 stop7h 11m
Spirit Airlines
Deal found 2/20![Spirit Airlines logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” 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 4/163:42 pm
IAH
- SJU
1 stop7h 17m
Frontier
Mon 4/207:15 am
SJU
- IAH
1 stop9h 47m
Frontier
Deal found 2/22![Frontier logo]()
$200
This Cheapflightsfares deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/236:00 am
IAH
- SJU
1 stop6h 22m
Spirit Airlines
Wed 2/254:31 pm
SJU
- IAH
1 stop9h 47m
Spirit Airlines
Deal found 2/19![Spirit Airlines logo]()
$201
This Frontier deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” 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 4/92:27 pm
IAH
- SJU
1 stop9h 50m
Frontier
Tue 4/1411:00 am
SJU
- IAH
1 stop8h 00m
Frontier
Deal found 2/23![Frontier logo]()
$202
This CheapOair deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” 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 2/284:20 pm
IAH
- SJU
1 stop15h 57m
Spirit Airlines
Tue 3/36:00 am
SJU
- IAH
1 stop7h 11m
Spirit Airlines
Deal found 2/22![Spirit Airlines logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” 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 4/138:02 am
IAH
- SJU
1 stop14h 33m
Frontier
Thu 4/163:31 pm
SJU
- IAH
1 stop7h 47m
Frontier
Deal found 2/20![Frontier logo]()
$204
This Kiwi.com deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” 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 3/179:15 pm
IAH
- SJU
1 stop10h 39m
Multiple Airlines
Tue 3/247:54 pm
SJU
- IAH
1 stop13h 46m
Multiple Airlines
Deal found 2/19![Multiple Airlines logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” 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 5/114:27 pm
IAH
- SJU
1 stop7h 13m
Multiple Airlines
Fri 5/153:36 pm
SJU
- IAH
1 stop9h 12m
Multiple Airlines
Deal found 2/20![Multiple Airlines logo]()
$208
This Priceline deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” 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 3/2412:46 pm
IAH
- SJU
1 stop8h 59m
Multiple Airlines
Tue 3/317:54 pm
SJU
- IAH
1 stop13h 46m
Multiple Airlines
Deal found 2/20![Multiple Airlines logo]()
$210
This Kiwi.com deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” 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 4/169:23 am
IAH
- PUJ
1 stop26h 07m
Multiple Airlines
Tue 4/219:38 am
PUJ
- IAH
1 stop9h 22m
Multiple Airlines
Deal found 2/21![Multiple Airlines logo]()
$322
This Kiwi.com deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” 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 4/75:53 pm
IAH
- PUJ
1 stop19h 22m
Multiple Airlines
Tue 4/149:38 am
PUJ
- IAH
1 stop15h 11m
Multiple Airlines
Deal found 2/21![Multiple Airlines logo]()
$328
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 23, 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 23, 2026.
This United Airlines deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/53:03 pm
IAH
- SJU
Nonstop4h 35m
United Airlines
Fri 5/81:00 am
SJU
- IAH
1 stop11h 00m
United Airlines
Deal found 2/19![United Airlines logo]()
$380
This Southwest deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” 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 4/172:45 pm
HOU
- SJU
1 stop7h 40m
Southwest
Tue 4/218:10 am
SJU
- HOU
1 stop9h 00m
Southwest
Deal found 2/19![Southwest logo]()
$384
This Delta deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/36:00 am
HOU
- MBJ
1 stop5h 29m
Delta
Fri 5/82:40 pm
MBJ
- HOU
1 stop8h 28m
Delta
Deal found 2/19![Delta logo]()
$388
This American Airlines deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” 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 5/166:01 am
HOU
- MBJ
1 stop7h 09m
American Airlines
Thu 5/2112:47 pm
MBJ
- HOU
1 stop11h 12m
American Airlines
Deal found 2/19![American Airlines logo]()
$388
This CheapOair deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” 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 5/145:11 pm
IAH
- PUJ
1 stop19h 39m
Spirit Airlines
Mon 5/182:55 pm
PUJ
- IAH
1 stop9h 53m
Spirit Airlines
Deal found 2/19![Spirit Airlines logo]()
$394
This Kiwi.com deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” 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
- NAS
1 stop5h 23m
Multiple Airlines
Mon 4/135:30 pm
NAS
- IAH
1 stop25h 30m
Multiple Airlines
Deal found 2/19![Multiple Airlines logo]()
$439
This Frontier deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” 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 5/155:49 pm
IAH
- PUJ
2 stops15h 08m
Frontier
Wed 5/208:44 pm
PUJ
- IAH
2 stops16h 57m
Frontier
Deal found 2/19![Frontier logo]()
$559
This Southwest deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/1310:55 am
HOU
- SJU
1 stop6h 15m
Southwest
Tue 5/195:35 am
SJU
- HOU
2 stops9h 25m
Southwest
Deal found 2/19![Southwest logo]()
$384
This American Airlines deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/88:21 pm
HOU
- MBJ
1 stop16h 49m
American Airlines
Mon 5/114:37 pm
MBJ
- HOU
2 stops16h 49m
American Airlines
Deal found 2/19![American Airlines logo]()
$393
This United Airlines deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” 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 7/511:56 pm
IAH
- SJU
Nonstop4h 33m
United Airlines
Tue 8/47:00 am
SJU
- IAH
Nonstop4h 53m
United Airlines
Deal found 2/21![United Airlines logo]()
$417
This Delta deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/286:00 am
HOU
- PUJ
1 stop7h 32m
Delta
Fri 5/84:05 pm
PUJ
- HOU
1 stop8h 03m
Delta
Deal found 2/19![Delta logo]()
$421
This Southwest deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” 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 5/710:20 am
HOU
- SJU
2 stops12h 20m
Southwest
Thu 5/142:00 pm
SJU
- HOU
1 stop8h 00m
Southwest
Deal found 2/19![Southwest logo]()
$384
This American Airlines deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” 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 5/18:21 pm
HOU
- MBJ
1 stop16h 49m
American Airlines
Mon 5/44:37 pm
MBJ
- HOU
2 stops16h 49m
American Airlines
Deal found 2/19![American Airlines logo]()
$393
This Kiwi.com deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” 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 4/511:32 am
IAH
- NAS
1 stop6h 43m
Multiple Airlines
Wed 4/85:30 pm
NAS
- IAH
1 stop7h 19m
Multiple Airlines
Deal found 2/19![Multiple Airlines logo]()
$445
This United Airlines deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” 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 7/153:03 pm
IAH
- SJU
Nonstop4h 35m
United Airlines
Fri 7/247:00 am
SJU
- IAH
Nonstop4h 53m
United Airlines
Deal found 2/19![United Airlines logo]()
$417
This Delta deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/36:00 am
HOU
- PUJ
1 stop6h 21m
Delta
Wed 5/62:46 pm
PUJ
- HOU
1 stop9h 21m
Delta
Deal found 2/19![Delta logo]()
$421
This American Airlines deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/248:21 pm
HOU
- MBJ
1 stop16h 49m
American Airlines
Mon 4/274:37 pm
MBJ
- HOU
2 stops16h 49m
American Airlines
Deal found 2/19![American Airlines logo]()
$393
This Southwest deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/115:00 am
HOU
- GCM
1 stop7h 10m
Southwest
Fri 5/151:05 pm
GCM
- HOU
1 stop10h 25m
Southwest
Deal found 2/19![Southwest logo]()
$404
This CheapOair deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” 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 4/165:11 pm
IAH
- PUJ
1 stop19h 39m
Spirit Airlines
Sun 4/192:55 pm
PUJ
- IAH
1 stop18h 38m
Spirit Airlines
Deal found 2/19![Spirit Airlines logo]()
$509
This Kiwi.com deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” 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 4/238:40 pm
IAH
- NAS
1 stop13h 20m
Multiple Airlines
Sun 4/264:00 pm
NAS
- IAH
2 stops16h 59m
Multiple Airlines
Deal found 2/19![Multiple Airlines logo]()
$465
This Delta deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/106:00 am
HOU
- MBJ
1 stop5h 53m
Delta
Fri 5/152:21 pm
MBJ
- HOU
1 stop8h 05m
Delta
Deal found 2/22![Delta logo]()
$440
This United Airlines deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/213:03 pm
IAH
- SJU
Nonstop4h 35m
United Airlines
Mon 4/277:00 am
SJU
- IAH
Nonstop4h 53m
United Airlines
Deal found 2/19![United Airlines logo]()
$441
This Southwest deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/85:50 am
HOU
- SJU
1 stop6h 30m
Southwest
Wed 4/155:35 am
SJU
- HOU
2 stops9h 25m
Southwest
Deal found 2/19![Southwest logo]()
$415
This United Airlines deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” 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 8/33:03 pm
IAH
- SJU
Nonstop4h 35m
United Airlines
Wed 8/124:55 pm
SJU
- IAH
1 stop8h 35m
United Airlines
Deal found 2/19![United Airlines logo]()
$442
This Kiwi.com deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” 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 4/22:20 pm
IAH
- NAS
1 stop5h 25m
Multiple Airlines
Sun 4/55:30 pm
NAS
- IAH
2 stops38h 59m
Multiple Airlines
Deal found 2/19![Multiple Airlines logo]()
$510
This Southwest deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” 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 4/2310:20 am
HOU
- SJU
2 stops12h 20m
Southwest
Wed 5/611:25 am
SJU
- HOU
2 stops9h 25m
Southwest
Deal found 2/19![Southwest logo]()
$424
This Delta deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” 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 5/86:00 am
HOU
- MBJ
1 stop5h 37m
Delta
Mon 5/114:55 pm
MBJ
- HOU
1 stop16h 22m
Delta
Deal found 2/19![Delta logo]()
$490
This United Airlines deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” 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 5/73:03 pm
IAH
- SJU
Nonstop4h 35m
United Airlines
Sun 5/103:56 pm
SJU
- IAH
1 stop10h 53m
United Airlines
Deal found 2/19![United Airlines logo]()
$446
This Southwest deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” 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 4/101:30 pm
HOU
- SJU
2 stops8h 55m
Southwest
Mon 4/138:40 pm
SJU
- HOU
1 stop12h 25m
Southwest
Deal found 2/19![Southwest logo]()
$433
This American Airlines deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” 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
2 stops15h 01m
American Airlines
Mon 3/163:04 pm
MBJ
- HOU
1 stop8h 54m
American Airlines
Deal found 2/19![American Airlines logo]()
$546
Last-minute flights from Houston to CaribbeanDiscover last-minute flight deals from Houston to Caribbean. Data last updated February 23, 2026 and is based on user searches.
Discover last-minute flight deals from Houston to Caribbean. Data last updated February 23, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/235:46 am
IAH
- SJU
1 stop7h 45m
Spirit Airlines
Sat 2/2811:52 am
SJU
- IAH
1 stop14h 07m
Spirit Airlines
Deal found 2/20![Spirit Airlines logo]()
$196
This Kiwi.com deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/2312:16 pm
IAH
- SJU
1 stop8h 53m
Spirit Airlines
Fri 2/274:31 pm
SJU
- IAH
1 stop9h 47m
Spirit Airlines
Deal found 2/19![Spirit Airlines logo]()
$200
This Cheapflightsfares deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/236:00 am
IAH
- SJU
1 stop6h 22m
Spirit Airlines
Wed 2/254:31 pm
SJU
- IAH
1 stop9h 47m
Spirit Airlines
Deal found 2/19![Spirit Airlines logo]()
$201
This eDestinos deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” 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.
Tue 2/249:40 pm
IAH
- SJU
1 stop10h 37m
Spirit Airlines
Sat 2/286:00 am
SJU
- IAH
1 stop7h 11m
Spirit Airlines
Deal found 2/20![Spirit Airlines logo]()
$197
This Cheapflightsfares deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” 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 2/249:40 pm
IAH
- SJU
1 stop10h 37m
Spirit Airlines
Tue 3/103:36 pm
SJU
- IAH
1 stop9h 42m
Spirit Airlines
Deal found 2/20![Spirit Airlines logo]()
$202
This CheapOair deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” 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 2/284:20 pm
IAH
- SJU
1 stop15h 57m
Spirit Airlines
Tue 3/36:00 am
SJU
- IAH
1 stop7h 11m
Spirit Airlines
Deal found 2/22![Spirit Airlines logo]()
$203
This Cheapflightsfares deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” 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 3/49:40 pm
IAH
- SJU
1 stop10h 37m
Spirit Airlines
Wed 3/115:00 am
SJU
- IAH
1 stop7h 11m
Spirit Airlines
Deal found 2/20![Spirit Airlines logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” 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 3/179:15 pm
IAH
- SJU
1 stop10h 39m
Multiple Airlines
Tue 3/247:54 pm
SJU
- IAH
1 stop13h 46m
Multiple Airlines
Deal found 2/19![Multiple Airlines logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” 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 3/235:24 pm
IAH
- PUJ
1 stop23h 09m
Multiple Airlines
Sat 3/281:21 pm
PUJ
- IAH
1 stop7h 59m
Multiple Airlines
Deal found 2/21![Multiple Airlines logo]()
$334
This Kiwi.com deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” 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 3/235:24 pm
IAH
- PUJ
1 stop23h 09m
Multiple Airlines
Mon 3/303:22 pm
PUJ
- IAH
1 stop20h 02m
Multiple Airlines
Deal found 2/22![Multiple Airlines logo]()
$370
This Priceline deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” 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 3/2412:46 pm
IAH
- SJU
1 stop8h 59m
Multiple Airlines
Tue 3/317:54 pm
SJU
- IAH
1 stop13h 46m
Multiple Airlines
Deal found 2/20![Multiple Airlines logo]()
$210
This Kiwi.com deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” 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 3/305:24 pm
IAH
- PUJ
1 stop22h 07m
Multiple Airlines
Sat 4/49:38 am
PUJ
- IAH
1 stop14h 44m
Multiple Airlines
Deal found 2/20![Multiple Airlines logo]()
$377
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 23, 2026.
Search for one-way flight options from Houston to Caribbean. Find affordable one-way fares based on user searches. Data last updated February 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” 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 4/92:27 pm
IAH
- SJU
1 stop9h 50m
Frontier
Deal found 2/23![Frontier logo]()
$100
This Priceline deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” 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.
Fri 4/108:02 am
IAH
- SJU
1 stop16h 59m
Frontier
Deal found 2/23![Frontier logo]()
$101
This Kiwi.com deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” 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 5/199:24 am
IAH
- SJU
1 stop7h 31m
Spirit Airlines
Deal found 2/22![Spirit Airlines logo]()
$103
This Priceline deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” 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 5/56:57 pm
IAH
- SJU
1 stop26h 51m
Frontier
Deal found 2/23![Frontier logo]()
$107
This Cheapflightsfares deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” 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 3/264:30 pm
IAH
- SJU
1 stop15h 23m
Spirit Airlines
Deal found 2/23![Spirit Airlines logo]()
$108
This CheapOair deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” 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 3/214:30 pm
IAH
- SJU
1 stop15h 23m
Spirit Airlines
Deal found 2/20![Spirit Airlines logo]()
$109
This Kiwi.com deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” 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 4/229:32 am
IAH
- SJU
1 stop11h 38m
Spirit Airlines
Deal found 2/20![Spirit Airlines logo]()
$114
This Cheapflightsfares deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” 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 3/1911:15 am
IAH
- SJU
1 stop9h 44m
Spirit Airlines
Deal found 2/23![Spirit Airlines logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” 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 4/22:20 pm
IAH
- SJU
1 stop9h 57m
Frontier
Deal found 2/20![Frontier logo]()
$119
This Frontier deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” 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 3/261:42 pm
IAH
- SJU
1 stop8h 03m
Frontier
Deal found 2/23![Frontier logo]()
$120
This Super.com deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” 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.
Sun 3/19:35 am
IAH
- SJU
1 stop14h 34m
Frontier
Deal found 2/21![Frontier logo]()
$121
This Trip.com deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” 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.
Wed 4/1511:43 am
IAH
- PUJ
1 stop7h 11m
Multiple Airlines
Deal found 2/22![Multiple Airlines logo]()
$138
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 23, 2026.
Round-trip from | $197 (Frontier) |
|---|---|
One-way from | $100 (Kiwi.com) |
Popular in | December |
Cheapest in | April |
Average price | $386 |
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 23, 2026.
Use the filters below to find and compare flights from Houston to Caribbean that are best for you.
Fly from
Houston
Fly to
Caribbean
Route
Depart
Return
Price
HoustonSan Juan
IAH - SJU
IAHSJU
Houston George Bush Intcntl
Tue 5/5
3:03 pm-8:38 pm
Nonstop4h 35m
San Juan Luis Munoz Marin Intl
Fri 5/8
1:00 am-11:00 am
1 stop11h 00m
$380
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Fri 4/17
2:45 pm-11:25 pm
1 stop7h 40m
San Juan Luis Munoz Marin Intl
Tue 4/21
8:10 am-4:10 pm
1 stop9h 00m
$384
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Wed 5/13
10:55 am-6:10 pm
1 stop6h 15m
San Juan Luis Munoz Marin Intl
Tue 5/19
5:35 am-2:00 pm
2 stops9h 25m
$384
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Thu 5/7
10:20 am-11:40 pm
2 stops12h 20m
San Juan Luis Munoz Marin Intl
Thu 5/14
2:00 pm-9:00 pm
1 stop8h 00m
$384
HoustonMontego Bay
HOU - MBJ
HOUMBJ
Houston Hobby
Sun 5/3
6:00 am-11:29 am
1 stop5h 29m
Montego Bay Sangster Intl
Fri 5/8
2:40 pm-11:08 pm
1 stop8h 28m
$388
HoustonMontego Bay
HOU - MBJ
HOUMBJ
Houston Hobby
Sat 5/16
6:01 am-1:10 pm
1 stop7h 09m
Montego Bay Sangster Intl
Thu 5/21
12:47 pm-11:59 pm
1 stop11h 12m
$388
HoustonMontego Bay
HOU - MBJ
HOUMBJ
Houston Hobby
Fri 5/8
8:21 pm-1:10 pm
1 stop16h 49m
Montego Bay Sangster Intl
Mon 5/11
4:37 pm-9:26 am
2 stops16h 49m
$393
HoustonMontego Bay
HOU - MBJ
HOUMBJ
Houston Hobby
Fri 5/1
8:21 pm-1:10 pm
1 stop16h 49m
Montego Bay Sangster Intl
Mon 5/4
4:37 pm-9:26 am
2 stops16h 49m
$393
HoustonMontego Bay
HOU - MBJ
HOUMBJ
Houston Hobby
Fri 4/24
8:21 pm-1:10 pm
1 stop16h 49m
Montego Bay Sangster Intl
Mon 4/27
4:37 pm-9:26 am
2 stops16h 49m
$393
HoustonPunta Cana
IAH - PUJ
IAHPUJ
Houston George Bush Intcntl
Thu 5/14
5:11 pm-1:50 pm
1 stop19h 39m
Punta Cana
Mon 5/18
2:55 pm-11:48 pm
1 stop9h 53m
$394
Showing 1-10 of 60 results
Best time to book a flight from Houston to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Houston with our price prediction graph.
IAH-SJU
IAH-PUJ
HOU-SJU
HOU-MBJ
IAH-NAS
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Houston to Caribbean
HO1-0CB
IAH-SJU
IAH-PUJ
HOU-SJU
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 February 23, 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 February 21, 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 February 23, 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.
Boarding
8.1
Food
7.2
Comfort
7.9
Entertainment
7.8
Crew
8.5
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Boarding
8.1
Food
7.2
Comfort
7.9
Entertainment
7.8
Crew
8.5
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Boarding
8.1
Food
7.2
Comfort
7.9
Entertainment
7.8
Crew
8.5
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Boarding
8.1
Food
7.2
Comfort
7.9
Entertainment
7.8
Crew
8.5
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Boarding
8.1
Food
7.2
Comfort
7.9
Entertainment
7.8
Crew
8.5
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Boarding
8.1
Food
7.2
Comfort
7.9
Entertainment
7.8
Crew
8.5
Overall
7.9
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Related info for your journey
Find useful and relevant information for your journey from Houston to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Houston to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Houston to Caribbean by cabin class
Find flights from Houston to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Houston and Caribbean flights
Browse other Houston and Caribbean flight options. Last updated on February 23, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
Houston to Caribbean flights
Consider these flights traveling from Houston to Caribbean.
Top 6 airlines flying from Houston to Caribbean
Discover the top 6 airlines that operate flights from Houston to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$103 | Average$373 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$108 | Average$575 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$109 | Average$430 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$165 | Average$685 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$165 | Average$611 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$184 | Average$670 | FlexibilityNo cancel fee | On-time69% |