$132+ 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 7/15. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
Jul 11 — Jul 181
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
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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 June 11, 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 June 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 7/2110:53 am
IAH
- SJU
2 stops26h 02m
Frontier
Thu 7/307:30 am
SJU
- IAH
1 stop25h 54m
Frontier
Deal found 6/6![Frontier logo]()
$326
This Kiwi.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 8/158:02 pm
IAH
- SJU
2 stops19h 09m
Frontier
Tue 8/186:00 am
SJU
- IAH
1 stop9h 51m
Frontier
Deal found 6/6![Frontier logo]()
$328
This Kiwi.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 8/18:02 pm
IAH
- SJU
2 stops40h 58m
Frontier
Wed 8/126:00 am
SJU
- IAH
1 stop10h 05m
Frontier
Deal found 6/6![Frontier logo]()
$329
This Kiwi.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 9/277:53 pm
IAH
- SJU
1 stop23h 07m
Frontier
Sat 10/105:12 pm
SJU
- IAH
1 stop22h 54m
Frontier
Deal found 6/6![Frontier logo]()
$331
This Kiwi.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 7/268:37 pm
IAH
- SJU
1 stop26h 51m
Frontier
Wed 8/56:00 am
SJU
- IAH
1 stop10h 05m
Frontier
Deal found 6/7![Frontier logo]()
$333
This JetBlue deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/126:35 am
IAH
- NAS
1 stop8h 25m
JetBlue
Fri 9/185:57 pm
NAS
- IAH
1 stop5h 10m
JetBlue
Deal found 6/8![JetBlue logo]()
$334
This Kiwi.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 7/2810:53 am
IAH
- SJU
2 stops26h 07m
Frontier
Thu 7/306:00 am
SJU
- IAH
1 stop9h 50m
Frontier
Deal found 6/7![Frontier logo]()
$334
This Kiwi.com deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 8/168:37 pm
IAH
- SJU
1 stop26h 51m
Frontier
Wed 8/197:00 am
SJU
- IAH
2 stops16h 48m
Frontier
Deal found 6/9![Frontier logo]()
$335
This Kiwi.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 7/2810:53 am
IAH
- SJU
2 stops26h 07m
Frontier
Thu 8/66:00 am
SJU
- IAH
1 stop10h 05m
Frontier
Deal found 6/7![Frontier logo]()
$337
This Kiwi.com deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 8/128:37 pm
IAH
- SJU
1 stop26h 51m
Frontier
Sun 8/166:26 am
SJU
- IAH
2 stops17h 13m
Frontier
Deal found 6/9![Frontier logo]()
$338
This Kiwi.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/118:36 am
IAH
- SJU
1 stop14h 02m
Frontier
Thu 10/155:12 pm
SJU
- IAH
1 stop22h 54m
Frontier
Deal found 6/10![Frontier logo]()
$339
This Kiwi.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 7/206:00 am
IAH
- SJU
2 stops30h 55m
Frontier
Thu 7/307:30 am
SJU
- IAH
1 stop25h 54m
Frontier
Deal found 6/6![Frontier logo]()
$340
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 June 11, 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 June 11, 2026.
This JetBlue deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/317:24 am
IAH
- NAS
1 stop8h 50m
JetBlue
Wed 9/26:24 pm
NAS
- IAH
1 stop5h 38m
JetBlue
Deal found 6/8![JetBlue logo]()
$334
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/145:05 am
HOU
- AUA
1 stop6h 40m
Southwest
Thu 9/171:45 pm
AUA
- HOU
1 stop7h 15m
Southwest
Deal found 6/10![Southwest logo]()
$448
This United Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2810:10 am
IAH
- SJU
Nonstop4h 32m
United Airlines
Mon 10/51:00 am
SJU
- IAH
1 stop9h 50m
United Airlines
Deal found 6/10![United Airlines logo]()
$472
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/201:13 pm
HOU
- SJU
1 stop8h 16m
Delta
Wed 8/2612:56 pm
SJU
- HOU
1 stop10h 09m
Delta
Deal found 6/10![Delta logo]()
$476
This JetBlue deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/237:24 am
IAH
- NAS
1 stop8h 58m
JetBlue
Mon 7/273:02 pm
NAS
- IAH
1 stop9h 00m
JetBlue
Deal found 6/8![JetBlue logo]()
$380
This Southwest deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 9/44:50 pm
HOU
- SJU
1 stop6h 00m
Southwest
Fri 9/112:35 pm
SJU
- HOU
2 stops9h 20m
Southwest
Deal found 6/9![Southwest logo]()
$476
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 8/53:03 pm
IAH
- SJU
Nonstop4h 35m
United Airlines
Tue 8/117:00 am
SJU
- IAH
Nonstop4h 45m
United Airlines
Deal found 6/8![United Airlines logo]()
$505
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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
- SJU
1 stop6h 42m
Delta
Sat 8/222:59 pm
SJU
- HOU
1 stop7h 24m
Delta
Deal found 6/9![Delta logo]()
$521
This Southwest deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 7/212:00 pm
HOU
- SJU
2 stops8h 50m
Southwest
Tue 7/287:20 pm
SJU
- HOU
2 stops15h 25m
Southwest
Deal found 6/7![Southwest logo]()
$476
This United Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 10/186:00 am
IAH
- PUJ
1 stop8h 30m
United Airlines
Mon 10/2611:56 am
PUJ
- IAH
1 stop13h 34m
United Airlines
Deal found 6/9![United Airlines logo]()
$517
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/61:30 pm
HOU
- SJU
2 stops9h 20m
Southwest
Mon 8/105:30 am
SJU
- HOU
1 stop13h 15m
Southwest
Deal found 6/10![Southwest logo]()
$476
This Delta deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 10/145:55 am
IAH
- MBJ
1 stop6h 12m
Delta
Sun 10/181:32 pm
MBJ
- IAH
1 stop10h 26m
Delta
Deal found 6/7![Delta logo]()
$535
This United Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 8/310:05 am
IAH
- MBJ
Nonstop3h 25m
United Airlines
Sat 8/82:40 pm
MBJ
- IAH
Nonstop3h 28m
United Airlines
Deal found 6/9![United Airlines logo]()
$521
This Southwest deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 8/281:15 pm
HOU
- SJU
1 stop7h 55m
Southwest
Tue 9/18:20 am
SJU
- HOU
1 stop9h 35m
Southwest
Deal found 6/7![Southwest logo]()
$476
This JetBlue deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/307:24 am
IAH
- MBJ
1 stop10h 09m
JetBlue
Thu 9/312:55 pm
MBJ
- IAH
1 stop10h 07m
JetBlue
Deal found 6/10![JetBlue logo]()
$591
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/106:00 am
HOU
- PUJ
1 stop6h 25m
Delta
Tue 8/182:50 pm
PUJ
- HOU
1 stop8h 15m
Delta
Deal found 6/10![Delta logo]()
$580
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 7/115:04 am
IAH
- SJU
1 stop8h 40m
United Airlines
Thu 7/162:05 am
SJU
- IAH
Nonstop4h 56m
United Airlines
Deal found 6/8![United Airlines logo]()
$529
This Southwest deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 7/2810:30 am
HOU
- NAS
2 stops7h 05m
Southwest
Mon 8/38:45 am
NAS
- HOU
1 stop10h 30m
Southwest
Deal found 6/9![Southwest logo]()
$512
This Delta deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 8/217:00 am
IAH
- PUJ
1 stop6h 39m
Delta
Tue 8/251:10 pm
PUJ
- IAH
1 stop9h 11m
Delta
Deal found 6/6![Delta logo]()
$600
This United Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/233:06 pm
IAH
- SJU
Nonstop4h 32m
United Airlines
Sat 8/297:00 am
SJU
- IAH
Nonstop4h 45m
United Airlines
Deal found 6/7![United Airlines logo]()
$557
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/37:00 pm
HOU
- SJU
Nonstop4h 25m
Southwest
Mon 7/610:20 pm
SJU
- HOU
1 stop10h 40m
Southwest
Deal found 6/10![Southwest logo]()
$512
This Delta deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 8/216:00 am
HOU
- PUJ
1 stop6h 22m
Delta
Tue 8/251:10 pm
PUJ
- HOU
1 stop9h 55m
Delta
Deal found 6/6![Delta logo]()
$600
This United Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/63:04 pm
IAH
- SJU
Nonstop4h 22m
United Airlines
Fri 11/137:45 am
SJU
- IAH
Nonstop5h 06m
United Airlines
Deal found 6/9![United Airlines logo]()
$557
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/183:40 pm
HOU
- SJU
1 stop7h 30m
Southwest
Mon 7/208:15 pm
SJU
- HOU
1 stop12h 45m
Southwest
Deal found 6/10![Southwest logo]()
$516
This United Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/411:56 pm
IAH
- SJU
Nonstop4h 33m
United Airlines
Wed 7/82:05 am
SJU
- IAH
Nonstop4h 56m
United Airlines
Deal found 6/10![United Airlines logo]()
$557
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 6/285:30 pm
HOU
- SJU
1 stop5h 55m
Southwest
Mon 7/610:20 pm
SJU
- HOU
2 stops12h 25m
Southwest
Deal found 6/8![Southwest logo]()
$516
This Delta deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 8/146:00 am
HOU
- PUJ
1 stop6h 25m
Delta
Mon 8/172:50 pm
PUJ
- HOU
1 stop8h 15m
Delta
Deal found 6/6![Delta logo]()
$655
This United Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 7/63:03 pm
IAH
- SJU
Nonstop4h 35m
United Airlines
Thu 7/97:00 am
SJU
- IAH
Nonstop4h 53m
United Airlines
Deal found 6/7![United Airlines logo]()
$557
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/17:30 pm
HOU
- SJU
1 stop12h 30m
Southwest
Fri 7/1010:20 pm
SJU
- HOU
1 stop12h 20m
Southwest
Deal found 6/10![Southwest logo]()
$516
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 8/296:00 am
HOU
- STT
1 stop6h 34m
Delta
Fri 9/42:49 pm
STT
- HOU
1 stop8h 16m
Delta
Deal found 6/9![Delta logo]()
$670
Last-minute flights from Houston to CaribbeanDiscover last-minute flight deals from Houston to Caribbean. Data last updated June 11, 2026 and is based on user searches.
Discover last-minute flight deals from Houston to Caribbean. Data last updated June 11, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 7/159:09 am
IAH
- SJU
1 stop14h 14m
Frontier
Wed 8/196:41 pm
SJU
- IAH
1 stop17h 53m
Frontier
Deal found 6/6![Frontier logo]()
$348
This JetBlue deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/167:24 am
IAH
- NAS
1 stop8h 58m
JetBlue
Fri 7/243:02 pm
NAS
- IAH
1 stop9h 00m
JetBlue
Deal found 6/10![JetBlue logo]()
$334
This Kiwi.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 7/188:37 pm
IAH
- SJU
1 stop26h 51m
Frontier
Thu 7/236:00 am
SJU
- IAH
1 stop9h 50m
Frontier
Deal found 6/6![Frontier logo]()
$341
This Kiwi.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 7/198:50 am
IAH
- SJU
2 stops28h 05m
Frontier
Thu 7/307:30 am
SJU
- IAH
1 stop25h 54m
Frontier
Deal found 6/6![Frontier logo]()
$349
This Kiwi.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 7/206:00 am
IAH
- SJU
2 stops30h 55m
Frontier
Thu 7/307:30 am
SJU
- IAH
1 stop25h 54m
Frontier
Deal found 6/6![Frontier logo]()
$340
This Kiwi.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 7/2110:53 am
IAH
- SJU
2 stops26h 02m
Frontier
Thu 7/307:30 am
SJU
- IAH
1 stop25h 54m
Frontier
Deal found 6/6![Frontier logo]()
$326
This Kiwi.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 7/238:37 pm
IAH
- SJU
1 stop26h 51m
Frontier
Thu 7/307:30 am
SJU
- IAH
1 stop25h 54m
Frontier
Deal found 6/6![Frontier logo]()
$344
This Kiwi.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 7/248:02 pm
IAH
- SJU
2 stops40h 58m
Frontier
Thu 7/307:30 am
SJU
- IAH
1 stop25h 54m
Frontier
Deal found 6/7![Frontier logo]()
$346
This JetBlue deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/247:24 am
IAH
- NAS
1 stop8h 58m
JetBlue
Tue 7/2812:20 pm
NAS
- IAH
1 stop11h 42m
JetBlue
Deal found 6/8![JetBlue logo]()
$353
This Kiwi.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 7/268:37 pm
IAH
- SJU
1 stop26h 51m
Frontier
Wed 8/56:00 am
SJU
- IAH
1 stop10h 05m
Frontier
Deal found 6/7![Frontier logo]()
$333
This Kiwi.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 7/2810:53 am
IAH
- SJU
2 stops26h 07m
Frontier
Thu 8/66:00 am
SJU
- IAH
1 stop10h 05m
Frontier
Deal found 6/6![Frontier logo]()
$328
This Kiwi.com deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 7/2810:53 am
IAH
- SJU
2 stops26h 07m
Frontier
Thu 7/306:00 am
SJU
- IAH
1 stop9h 50m
Frontier
Deal found 6/7![Frontier logo]()
$334
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 June 11, 2026.
Search for one-way flight options from Houston to Caribbean. Find affordable one-way fares based on user searches. Data last updated June 11, 2026.
This Southwest deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 7/1510:25 am
HOU
- NAS
1 stop7h 10m
Southwest
Deal found 6/6![Southwest logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/88:37 pm
IAH
- SJU
1 stop22h 23m
Frontier
Deal found 6/10![Frontier logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/188:29 am
IAH
- SJU
1 stop30h 29m
Frontier
Deal found 6/10![Frontier logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/88:37 pm
IAH
- SJU
1 stop26h 51m
Frontier
Deal found 6/10![Frontier logo]()
$144
This Faresmojo deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/147:24 am
IAH
- SJU
1 stop14h 54m
JetBlue
Deal found 6/9![JetBlue logo]()
$148
This Super.com deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/87:24 am
IAH
- MBJ
1 stop10h 09m
JetBlue
Deal found 6/6![JetBlue logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/98:37 pm
IAH
- SJU
1 stop26h 51m
Frontier
Deal found 6/10![Frontier logo]()
$151
This Super.com deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 8/237:24 am
IAH
- MBJ
1 stop10h 09m
JetBlue
Deal found 6/8![JetBlue logo]()
$153
This Super.com deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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.
Mon 8/317:24 am
IAH
- MBJ
1 stop10h 09m
JetBlue
Deal found 6/9![JetBlue logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/78:37 pm
IAH
- SJU
1 stop19h 59m
Frontier
Deal found 6/10![Frontier logo]()
$157
This Southwest deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 8/315:05 am
HOU
- STT
1 stop7h 45m
Southwest
Deal found 6/9![Southwest logo]()
$161
This Kiwi.com deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 7/68:37 pm
IAH
- SJU
1 stop26h 51m
Frontier
Deal found 6/9![Frontier logo]()
$161
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 June 11, 2026.
Round-trip from | $326 (Kiwi.com) |
|---|---|
One-way from | $132 (Southwest) |
Popular in | June |
Cheapest in | October |
Average price | $542 |
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 June 11, 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
HoustonNassau
IAH - NAS
IAHNAS
Houston George Bush Intcntl
Mon 8/31
7:24 am-5:14 pm
1 stop8h 50m
Nassau Intl
Wed 9/2
6:24 pm-11:02 pm
1 stop5h 38m
$334
HoustonNassau
IAH - NAS
IAHNAS
Houston George Bush Intcntl
Thu 7/23
7:24 am-5:22 pm
1 stop8h 58m
Nassau Intl
Mon 7/27
3:02 pm-11:02 pm
1 stop9h 00m
$380
HoustonOranjestad
HOU - AUA
HOUAUA
Houston Hobby
Mon 9/14
5:05 am-12:45 pm
1 stop6h 40m
Oranjestad Reina Beatrix
Thu 9/17
1:45 pm-8:00 pm
1 stop7h 15m
$448
HoustonSan Juan
IAH - SJU
IAHSJU
Houston George Bush Intcntl
Mon 9/28
10:10 am-3:42 pm
Nonstop4h 32m
San Juan Luis Munoz Marin Intl
Mon 10/5
1:00 am-9:50 am
1 stop9h 50m
$472
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Thu 8/20
1:13 pm-10:29 pm
1 stop8h 16m
San Juan Luis Munoz Marin Intl
Wed 8/26
12:56 pm-10:05 pm
1 stop10h 09m
$476
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Fri 9/4
4:50 pm-11:50 pm
1 stop6h 00m
San Juan Luis Munoz Marin Intl
Fri 9/11
2:35 pm-10:55 pm
2 stops9h 20m
$476
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Tue 7/21
2:00 pm-11:50 pm
2 stops8h 50m
San Juan Luis Munoz Marin Intl
Tue 7/28
7:20 pm-9:45 am
2 stops15h 25m
$476
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Thu 8/6
1:30 pm-11:50 pm
2 stops9h 20m
San Juan Luis Munoz Marin Intl
Mon 8/10
5:30 am-5:45 pm
1 stop13h 15m
$476
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Fri 8/28
1:15 pm-10:10 pm
1 stop7h 55m
San Juan Luis Munoz Marin Intl
Tue 9/1
8:20 am-4:55 pm
1 stop9h 35m
$476
HoustonSan Juan
IAH - SJU
IAHSJU
Houston George Bush Intcntl
Wed 8/5
3:03 pm-8:38 pm
Nonstop4h 35m
San Juan Luis Munoz Marin Intl
Tue 8/11
7:00 am-10:45 am
Nonstop4h 45m
$505
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
IAH-NAS
HOU-AUA
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
HOU-AUA
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 $488). Flying from Houston to Caribbean in July is currently the most expensive (average of $697). 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 June 11, 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 31% on your trip compared to booking a flight in the morning.
How far ahead should I book a flight from Houston to Caribbean?
The best time to book flights from Houston to Caribbean is 14 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
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 June 8, 2026.
Travelers seeking maximum savings on their Houston to Caribbean flight should consider departing on Thursday at noon when fares are most often at their lowest. Tuesday at noon 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 June 11, 2026.
See what other customers who have flown with Southwest,Delta, andUnited 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.
Food
7.0
Boarding
8.1
Overall
7.9
Comfort
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Food
7.0
Boarding
8.1
Overall
7.9
Comfort
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Food
7.0
Boarding
8.1
Overall
7.9
Comfort
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Food
7.0
Boarding
8.1
Overall
7.9
Comfort
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Food
7.0
Boarding
8.1
Overall
7.9
Comfort
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Food
7.0
Boarding
8.1
Overall
7.9
Comfort
8.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
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 June 11, 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 June 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$588 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$137 | Average$452 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$165 | Average$663 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$170 | Average$652 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$222 | Average$629 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$254 | Average$675 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$263 | Average$586 | FlexibilityNo cancel fee | On-time62% |