$117+ 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 8/4. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
Jun 8 — Jun 151
Round-trip
1 adult, Economy
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Find cheap flights from Houston to Caribbean with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Houston to CaribbeanExplore the most affordable flight options available from Houston to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 9, 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 May 9, 2026.
This Priceline deal was found by Cheapflights users on 5/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/58:49 am
IAH
- SJU
1 stop7h 45m
Frontier
Wed 8/126:00 am
SJU
- IAH
1 stop9h 50m
Frontier
Deal found 5/6![Frontier logo]()
$236
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 8/58:49 am
IAH
- SJU
1 stop7h 45m
Frontier
Tue 8/116:31 pm
SJU
- IAH
1 stop15h 14m
Frontier
Deal found 5/6![Frontier logo]()
$238
This Priceline deal was found by Cheapflights users on 5/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/188:49 am
IAH
- SJU
1 stop7h 45m
Frontier
Sat 7/259:00 am
SJU
- IAH
1 stop11h 52m
Frontier
Deal found 5/8![Frontier logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 8/1010:36 am
IAH
- SJU
1 stop16h 22m
Frontier
Wed 8/123:06 am
SJU
- IAH
1 stop6h 39m
Frontier
Deal found 5/6![Frontier logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 5/7. 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.
Wed 7/298:37 pm
IAH
- SJU
1 stop26h 51m
Frontier
Wed 8/56:31 pm
SJU
- IAH
1 stop15h 14m
Frontier
Deal found 5/7![Frontier logo]()
$243
This Kiwi.com deal was found by Cheapflights users on 5/9. 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
Wed 8/196:00 am
SJU
- IAH
1 stop13h 09m
Frontier
Deal found 5/9![Frontier logo]()
$244
This Kiwi.com deal was found by Cheapflights users on 5/9. 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.
Sat 8/88:37 pm
IAH
- SJU
1 stop26h 51m
Frontier
Tue 8/186:41 pm
SJU
- IAH
1 stop17h 53m
Frontier
Deal found 5/9![Frontier logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 5/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/58:49 am
IAH
- SJU
1 stop7h 45m
Frontier
Thu 8/136:31 pm
SJU
- IAH
1 stop24h 54m
Frontier
Deal found 5/8![Frontier logo]()
$246
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 5/3010:51 am
IAH
- SJU
1 stop16h 10m
Frontier
Thu 6/49:00 am
SJU
- IAH
1 stop28h 34m
Frontier
Deal found 5/6![Frontier logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 5/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/134:39 pm
IAH
- SJU
1 stop8h 11m
Frontier
Wed 9/169:05 pm
SJU
- IAH
1 stop12h 40m
Frontier
Deal found 5/8![Frontier logo]()
$253
This Trip.com deal was found by Cheapflights users on 5/8. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/810:51 am
IAH
- SJU
1 stop12h 08m
Frontier
Thu 6/186:00 am
SJU
- IAH
1 stop10h 27m
Frontier
Deal found 5/8![Frontier logo]()
$254
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 7/48:20 am
IAH
- SJU
1 stop6h 38m
Frontier
Sat 7/119:00 am
SJU
- IAH
1 stop11h 52m
Frontier
Deal found 5/5![Frontier logo]()
$255
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 May 9, 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 May 9, 2026.
This United Airlines deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 10/13:06 pm
IAH
- SJU
Nonstop4h 32m
United Airlines
Fri 10/27:00 am
SJU
- IAH
Nonstop4h 45m
United Airlines
Deal found 5/5![United Airlines logo]()
$452
This Southwest deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 10/112:10 pm
HOU
- SJU
1 stop9h 10m
Southwest
Fri 10/25:00 am
SJU
- HOU
2 stops8h 20m
Southwest
Deal found 5/5![Southwest logo]()
$461
This Delta deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 10/216:00 am
HOU
- SJU
1 stop9h 33m
Delta
Wed 10/287:30 am
SJU
- HOU
1 stop9h 53m
Delta
Deal found 5/5![Delta logo]()
$466
This JetBlue deal was found by Cheapflights users on 5/7. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/27:24 am
IAH
- PUJ
1 stop7h 03m
JetBlue
Sat 9/121:50 pm
PUJ
- IAH
1 stop10h 12m
JetBlue
Deal found 5/7![JetBlue logo]()
$567
This American Airlines deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 7/178:23 pm
HOU
- STT
1 stop17h 33m
American Airlines
Thu 7/231:49 pm
STT
- HOU
2 stops11h 07m
American Airlines
Deal found 5/4![American Airlines logo]()
$743
This United Airlines deal was found by Cheapflights users on 5/7. 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 11/110:10 am
IAH
- SJU
Nonstop4h 26m
United Airlines
Sat 11/77:45 am
SJU
- IAH
Nonstop5h 06m
United Airlines
Deal found 5/7![United Airlines logo]()
$457
This Southwest deal was found by Cheapflights users on 5/9. 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 7/67:05 pm
HOU
- SJU
Nonstop4h 25m
Southwest
Mon 7/138:15 pm
SJU
- HOU
2 stops14h 30m
Southwest
Deal found 5/9![Southwest logo]()
$462
This Delta deal was found by Cheapflights users on 5/7. 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.
Thu 9/36:00 am
HOU
- SJU
1 stop6h 30m
Delta
Wed 9/97:30 am
SJU
- HOU
1 stop9h 53m
Delta
Deal found 5/7![Delta logo]()
$466
This Southwest deal was found by Cheapflights users on 5/7. 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.
Sun 6/286:30 pm
HOU
- SJU
Nonstop4h 25m
Southwest
Wed 7/18:35 pm
SJU
- HOU
2 stops14h 10m
Southwest
Deal found 5/7![Southwest logo]()
$462
This Delta deal was found by Cheapflights users on 5/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/276:00 am
HOU
- MBJ
1 stop7h 09m
Delta
Wed 9/301:25 pm
MBJ
- HOU
1 stop8h 10m
Delta
Deal found 5/8![Delta logo]()
$480
This United Airlines deal was found by Cheapflights users on 5/9. 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 8/145:00 am
IAH
- SJU
1 stop8h 44m
United Airlines
Sat 8/222:55 pm
SJU
- IAH
Nonstop4h 48m
United Airlines
Deal found 5/9![United Airlines logo]()
$481
This Southwest deal was found by Cheapflights users on 5/8. 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.
Wed 8/1211:20 am
HOU
- SJU
2 stops8h 45m
Southwest
Tue 8/181:45 pm
SJU
- HOU
2 stops10h 05m
Southwest
Deal found 5/8![Southwest logo]()
$466
This United Airlines deal was found by Cheapflights users on 5/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2011:56 pm
IAH
- SJU
Nonstop4h 33m
United Airlines
Thu 7/232:05 am
SJU
- IAH
Nonstop4h 56m
United Airlines
Deal found 5/6![United Airlines logo]()
$491
This Southwest deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 10/510:10 am
HOU
- SJU
2 stops9h 45m
Southwest
Fri 10/95:00 am
SJU
- HOU
2 stops8h 20m
Southwest
Deal found 5/5![Southwest logo]()
$466
This Delta deal was found by Cheapflights users on 5/7. 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.
Mon 6/295:40 am
IAH
- MBJ
1 stop6h 19m
Delta
Thu 7/94:59 pm
MBJ
- IAH
1 stop15h 36m
Delta
Deal found 5/7![Delta logo]()
$525
This United Airlines deal was found by Cheapflights users on 5/8. 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.
Sun 9/2710:10 am
IAH
- MBJ
Nonstop3h 20m
United Airlines
Wed 9/3012:52 pm
MBJ
- IAH
1 stop10h 41m
United Airlines
Deal found 5/8![United Airlines logo]()
$496
This Southwest deal was found by Cheapflights users on 5/7. 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.
Sat 10/315:00 am
HOU
- SJU
1 stop7h 30m
Southwest
Sat 11/77:45 am
SJU
- HOU
2 stops11h 00m
Southwest
Deal found 5/7![Southwest logo]()
$466
This Delta deal was found by Cheapflights users on 5/7. 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.
Sat 9/266:00 am
HOU
- MBJ
1 stop9h 34m
Delta
Wed 9/302:35 pm
MBJ
- HOU
1 stop7h 00m
Delta
Deal found 5/7![Delta logo]()
$525
This United Airlines deal was found by Cheapflights users on 5/8. 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.
Mon 7/2010:05 am
IAH
- MBJ
Nonstop3h 25m
United Airlines
Sat 8/82:40 pm
MBJ
- IAH
Nonstop3h 28m
United Airlines
Deal found 5/8![United Airlines logo]()
$511
This Southwest deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/910:10 am
HOU
- MBJ
Nonstop3h 10m
Southwest
Tue 6/1611:45 am
MBJ
- HOU
1 stop8h 45m
Southwest
Deal found 5/4![Southwest logo]()
$492
This Delta deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 6/67:00 am
IAH
- PUJ
1 stop7h 40m
Delta
Thu 6/114:00 pm
PUJ
- IAH
1 stop8h 56m
Delta
Deal found 5/4![Delta logo]()
$580
This United Airlines deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 7/1911:56 pm
IAH
- SJU
Nonstop4h 33m
United Airlines
Sat 7/252:05 am
SJU
- IAH
Nonstop4h 56m
United Airlines
Deal found 5/5![United Airlines logo]()
$542
This Southwest deal was found by Cheapflights users on 5/8. 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.
Mon 6/297:00 pm
HOU
- SJU
Nonstop4h 25m
Southwest
Wed 7/88:35 pm
SJU
- HOU
1 stop12h 50m
Southwest
Deal found 5/8![Southwest logo]()
$502
This Delta deal was found by Cheapflights users on 5/7. 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.
Sun 7/195:42 am
IAH
- MBJ
1 stop6h 10m
Delta
Sat 7/252:31 pm
MBJ
- IAH
1 stop7h 01m
Delta
Deal found 5/7![Delta logo]()
$597
This United Airlines deal was found by Cheapflights users on 5/7. 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.
Wed 7/2911:56 pm
IAH
- SJU
Nonstop4h 33m
United Airlines
Mon 8/32:05 am
SJU
- IAH
Nonstop4h 56m
United Airlines
Deal found 5/7![United Airlines logo]()
$547
This Southwest deal was found by Cheapflights users on 5/6. 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.
Fri 9/44:50 pm
HOU
- SJU
1 stop6h 00m
Southwest
Mon 9/75:30 am
SJU
- HOU
1 stop13h 15m
Southwest
Deal found 5/6![Southwest logo]()
$506
This United Airlines deal was found by Cheapflights users on 5/7. 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.
Tue 6/3011:56 pm
IAH
- SJU
Nonstop4h 33m
United Airlines
Thu 7/27:00 am
SJU
- IAH
Nonstop4h 53m
United Airlines
Deal found 5/7![United Airlines logo]()
$547
This Southwest deal was found by Cheapflights users on 5/9. 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.
Wed 7/152:40 pm
HOU
- SJU
2 stops8h 35m
Southwest
Tue 7/218:35 pm
SJU
- HOU
2 stops14h 10m
Southwest
Deal found 5/9![Southwest logo]()
$506
This Delta deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/203:25 pm
IAH
- MBJ
2 stops20h 28m
Delta
Thu 5/284:59 pm
MBJ
- IAH
1 stop15h 45m
Delta
Deal found 5/4![Delta logo]()
$641
This United Airlines deal was found by Cheapflights users on 5/8. 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 8/1210:10 am
IAH
- SJU
Nonstop4h 32m
United Airlines
Mon 8/177:00 am
SJU
- IAH
Nonstop4h 45m
United Airlines
Deal found 5/8![United Airlines logo]()
$547
Last-minute flights from Houston to CaribbeanDiscover last-minute flight deals from Houston to Caribbean. Data last updated May 9, 2026 and is based on user searches.
Discover last-minute flight deals from Houston to Caribbean. Data last updated May 9, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 5/2812:27 pm
IAH
- SJU
1 stop27h 47m
Frontier
Wed 6/36:41 pm
SJU
- IAH
1 stop18h 01m
Frontier
Deal found 5/5![Frontier logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 5/3010:51 am
IAH
- SJU
1 stop16h 10m
Frontier
Thu 6/49:00 am
SJU
- IAH
1 stop28h 34m
Frontier
Deal found 5/6![Frontier logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 5/3010:51 am
IAH
- SJU
1 stop16h 10m
Frontier
Fri 6/58:32 am
SJU
- IAH
1 stop13h 00m
Frontier
Deal found 5/6![Frontier logo]()
$260
This Kiwi.com deal was found by Cheapflights users on 5/7. 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.
Sat 6/611:51 am
IAH
- SJU
1 stop15h 10m
Frontier
Mon 6/158:50 am
SJU
- IAH
1 stop12h 02m
Frontier
Deal found 5/7![Frontier logo]()
$255
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 6/611:51 am
IAH
- SJU
1 stop15h 10m
Frontier
Sun 6/148:00 am
SJU
- IAH
1 stop29h 12m
Frontier
Deal found 5/6![Frontier logo]()
$265
This Orbitz deal was found by Cheapflights users on 5/8. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/810:51 am
IAH
- SJU
1 stop12h 08m
Frontier
Wed 6/107:30 am
SJU
- IAH
1 stop25h 32m
Frontier
Deal found 5/8![Frontier logo]()
$238
This Trip.com deal was found by Cheapflights users on 5/8. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/810:51 am
IAH
- SJU
1 stop12h 08m
Frontier
Thu 6/186:00 am
SJU
- IAH
1 stop10h 27m
Frontier
Deal found 5/8![Frontier logo]()
$254
This Priceline deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 6/912:34 pm
IAH
- SJU
1 stop27h 59m
Frontier
Tue 6/168:00 am
SJU
- IAH
1 stop29h 12m
Frontier
Deal found 5/5![Frontier logo]()
$236
This Trip.com deal was found by Cheapflights users on 5/6. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/912:34 pm
IAH
- SJU
1 stop27h 59m
Frontier
Sun 6/148:00 am
SJU
- IAH
1 stop29h 12m
Frontier
Deal found 5/6![Frontier logo]()
$264
This American Airlines deal was found by Cheapflights users on 5/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/96:03 am
HOU
- GCM
1 stop7h 32m
American Airlines
Wed 6/175:12 pm
GCM
- HOU
2 stops15h 45m
American Airlines
Deal found 5/7![American Airlines logo]()
$438
This American Airlines deal was found by Cheapflights users on 5/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/99:30 am
HOU
- NAS
1 stop6h 34m
American Airlines
Fri 6/126:06 pm
NAS
- HOU
1 stop15h 51m
American Airlines
Deal found 5/7![American Airlines logo]()
$448
This Kiwi.com deal was found by Cheapflights users on 5/7. 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 6/287:24 pm
IAH
- SJU
1 stop11h 31m
Frontier
Wed 7/159:00 am
SJU
- IAH
1 stop11h 52m
Frontier
Deal found 5/7![Frontier logo]()
$253
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 May 9, 2026.
Search for one-way flight options from Houston to Caribbean. Find affordable one-way fares based on user searches. Data last updated May 9, 2026.
This Super.com deal was found by Cheapflights users on 5/6. 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.
Tue 8/48:20 am
IAH
- SJU
1 stop6h 45m
Frontier
Deal found 5/6![Frontier logo]()
$117
This Frontier deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/58:49 am
IAH
- SJU
1 stop7h 45m
Frontier
Deal found 5/5![Frontier logo]()
$118
This Trip.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 6/611:51 am
IAH
- SJU
1 stop15h 10m
Frontier
Deal found 5/5![Frontier logo]()
$119
This Frontier deal was found by Cheapflights users on 5/7. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/810:51 am
IAH
- SJU
1 stop12h 08m
Frontier
Deal found 5/7![Frontier logo]()
$120
This Super.com deal was found by Cheapflights users on 5/7. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/88:37 pm
IAH
- SJU
1 stop26h 51m
Frontier
Deal found 5/7![Frontier logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 7/159:58 pm
IAH
- SJU
1 stop31h 46m
Frontier
Deal found 5/6![Frontier logo]()
$126
This Super.com deal was found by Cheapflights users on 5/9. 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.
Tue 8/47:24 am
IAH
- MBJ
1 stop10h 09m
JetBlue
Deal found 5/9![JetBlue logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 7/181:14 pm
IAH
- SJU
1 stop17h 43m
Frontier
Deal found 5/6![Frontier logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 6/912:34 pm
IAH
- SJU
1 stop27h 59m
Frontier
Deal found 5/5![Frontier logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” 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 7/19:58 pm
IAH
- SJU
1 stop31h 43m
Frontier
Deal found 5/5![Frontier logo]()
$133
This Trip.com deal was found by Cheapflights users on 5/6. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/38:37 pm
IAH
- SJU
1 stop26h 38m
Frontier
Deal found 5/6![Frontier logo]()
$135
This Trip.com deal was found by Cheapflights users on 5/7. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/110:51 am
IAH
- SJU
1 stop16h 10m
Frontier
Deal found 5/7![Frontier logo]()
$136
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 May 9, 2026.
Round-trip from | $235 |
|---|---|
One-way from | $117 (Super.com) |
Popular in | December |
Cheapest in | October |
Average price | $428 |
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 May 9, 2026.
Use the filters below to find and compare flights from Houston to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
HoustonSan Juan
IAH - SJU
IAHSJU
Houston George Bush Intcntl
Thu 10/1
3:06 pm-8:38 pm
Nonstop4h 32m
San Juan Luis Munoz Marin Intl
Fri 10/2
7:00 am-10:45 am
Nonstop4h 45m
$452
HoustonSan Juan
IAH - SJU
IAHSJU
Houston George Bush Intcntl
Sun 11/1
10:10 am-4:36 pm
Nonstop4h 26m
San Juan Luis Munoz Marin Intl
Sat 11/7
7:45 am-10:51 am
Nonstop5h 06m
$457
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Thu 10/1
12:10 pm-10:20 pm
1 stop9h 10m
San Juan Luis Munoz Marin Intl
Fri 10/2
5:00 am-12:20 pm
2 stops8h 20m
$461
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Mon 7/6
7:05 pm-12:30 am
Nonstop4h 25m
San Juan Luis Munoz Marin Intl
Mon 7/13
8:15 pm-9:45 am
2 stops14h 30m
$462
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Sun 6/28
6:30 pm-11:55 pm
Nonstop4h 25m
San Juan Luis Munoz Marin Intl
Wed 7/1
8:35 pm-9:45 am
2 stops14h 10m
$462
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Wed 10/21
6:00 am-4:33 pm
1 stop9h 33m
San Juan Luis Munoz Marin Intl
Wed 10/28
7:30 am-4:23 pm
1 stop9h 53m
$466
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Thu 9/3
6:00 am-1:30 pm
1 stop6h 30m
San Juan Luis Munoz Marin Intl
Wed 9/9
7:30 am-4:23 pm
1 stop9h 53m
$466
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Wed 8/12
11:20 am-9:05 pm
2 stops8h 45m
San Juan Luis Munoz Marin Intl
Tue 8/18
1:45 pm-10:50 pm
2 stops10h 05m
$466
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Mon 10/5
10:10 am-8:55 pm
2 stops9h 45m
San Juan Luis Munoz Marin Intl
Fri 10/9
5:00 am-12:20 pm
2 stops8h 20m
$466
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Sat 10/31
5:00 am-1:30 pm
1 stop7h 30m
San Juan Luis Munoz Marin Intl
Sat 11/7
7:45 am-4:45 pm
2 stops11h 00m
$466
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Houston to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Houston with our price prediction graph.
IAH-SJU
IAH-MBJ
HOU-GCM
HOU-NAS
HOU-SJU
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-MBJ
HOU-GCM
HOU-NAS
How far ahead should I book a flight from Houston to Caribbean?
The best time to book flights from Houston to Caribbean is 19 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 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 $468). Flying from Houston to Caribbean in May is currently the most expensive (average of $698). 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 May 9, 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.
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 May 2, 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 May 9, 2026.
See what other customers who have flown with Southwest,United Airlines, andAmerican Airlines from Houston to Caribbean have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Food
7.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Food
7.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Food
7.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Food
7.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Food
7.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Food
7.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from Houston to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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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 May 9, 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 May 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$78 | Average$390 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$108 | Average$558 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$132 | Average$434 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$165 | Average$675 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$170 | Average$630 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$193 | Average$662 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$447 | Average$664 | FlexibilityNo cancel fee | On-time62% |