$101+ Cheap flights from Houston to Caribbean
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/8. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
May 10 — May 171
Round-trip
1 adult, Economy
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Find cheap flights from Houston to Caribbean with Cheapflights
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Cheapest flights from Houston to CaribbeanExplore the most affordable flight options available from Houston to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 10, 2026.
Explore the most affordable flight options available from Houston to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 10, 2026.
This CheapOair deal was found by Cheapflights users on 4/7. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:00 pm
IAH
- SJU
1 stop5h 58m
Spirit Airlines
Tue 4/287:00 am
SJU
- IAH
1 stop26h 23m
Spirit Airlines
Deal found 4/7![Spirit Airlines logo]()
$220
This Kiwi.com deal was found by Cheapflights users on 4/5. 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.
Fri 5/11:58 pm
IAH
- SJU
1 stop8h 31m
Frontier
Wed 5/66:30 am
SJU
- IAH
2 stops17h 20m
Frontier
Deal found 4/5![Frontier logo]()
$221
This CheapOair deal was found by Cheapflights users on 4/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/97:44 pm
IAH
- SJU
1 stop11h 20m
Frontier
Sun 5/176:41 pm
SJU
- IAH
1 stop14h 37m
Frontier
Deal found 4/10![Frontier logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 4/9. 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.
Thu 5/141:29 pm
IAH
- SJU
1 stop8h 14m
Frontier
Sun 5/176:41 pm
SJU
- IAH
1 stop14h 37m
Frontier
Deal found 4/9![Frontier logo]()
$223
This Kiwi.com deal was found by Cheapflights users on 4/6. 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 4/303:42 pm
IAH
- SJU
1 stop7h 17m
Frontier
Sun 5/36:00 am
SJU
- IAH
2 stops26h 59m
Frontier
Deal found 4/6![Frontier logo]()
$224
This Kiwi.com deal was found by Cheapflights users on 4/9. 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 4/296:05 am
IAH
- SJU
2 stops12h 17m
Multiple Airlines
Sat 5/21:59 am
SJU
- IAH
1 stop9h 08m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$225
This Frontier deal was found by Cheapflights users on 4/7. 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.
Thu 4/237:00 am
IAH
- SJU
1 stop14h 29m
Frontier
Mon 4/2711:07 am
SJU
- IAH
1 stop7h 52m
Frontier
Deal found 4/7![Frontier logo]()
$226
This Trip.com deal was found by Cheapflights users on 4/5. 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.
Thu 4/92:27 pm
IAH
- SJU
1 stop9h 50m
Multiple Airlines
Fri 4/101:29 am
SJU
- IAH
1 stop17h 45m
Multiple Airlines
Deal found 4/5![Multiple Airlines logo]()
$227
This Kiwi.com deal was found by Cheapflights users on 4/6. 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 5/74:08 pm
IAH
- SJU
1 stop30h 20m
Frontier
Mon 5/113:03 am
SJU
- IAH
1 stop16h 46m
Frontier
Deal found 4/6![Frontier logo]()
$228
This CheapOair deal was found by Cheapflights users on 4/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/16:00 pm
IAH
- SJU
1 stop7h 06m
Spirit Airlines
Mon 5/45:47 pm
SJU
- IAH
1 stop23h 29m
Spirit Airlines
Deal found 4/5![Spirit Airlines logo]()
$230
This CheapOair deal was found by Cheapflights users on 4/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/59:45 am
IAH
- SJU
1 stop15h 23m
Frontier
Sun 5/1011:00 am
SJU
- IAH
1 stop29h 03m
Frontier
Deal found 4/10![Frontier logo]()
$231
This Priceline deal was found by Cheapflights users on 4/6. 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 5/65:45 am
IAH
- MBJ
1 stop6h 26m
Frontier
Wed 5/131:16 pm
MBJ
- IAH
1 stop9h 34m
Frontier
Deal found 4/6![Frontier logo]()
$264
Best flights from Houston to CaribbeanDiscover carefully curated flight deals from Houston to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 10, 2026.
Discover carefully curated flight deals from Houston to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 10, 2026.
This Southwest deal was found by Cheapflights users on 4/6. 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 5/82:45 pm
HOU
- SJU
1 stop7h 40m
Southwest
Mon 5/118:40 pm
SJU
- HOU
1 stop12h 25m
Southwest
Deal found 4/6![Southwest logo]()
$426
This Delta deal was found by Cheapflights users on 4/7. 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 5/410:53 am
HOU
- SJU
1 stop8h 31m
Delta
Wed 5/66:15 am
SJU
- HOU
1 stop7h 25m
Delta
Deal found 4/7![Delta logo]()
$426
This United Airlines deal was found by Cheapflights users on 4/5. 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.
Fri 5/13:03 pm
IAH
- SJU
Nonstop4h 35m
United Airlines
Wed 5/62:55 pm
SJU
- IAH
Nonstop4h 56m
United Airlines
Deal found 4/5![United Airlines logo]()
$437
This American Airlines deal was found by Cheapflights users on 4/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/46:03 am
HOU
- NAS
1 stop10h 02m
American Airlines
Mon 6/86:05 pm
NAS
- HOU
1 stop6h 54m
American Airlines
Deal found 4/5![American Airlines logo]()
$616
This Southwest deal was found by Cheapflights users on 4/5. 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.
Fri 5/11:30 pm
HOU
- SJU
2 stops8h 55m
Southwest
Wed 5/611:25 am
SJU
- HOU
2 stops9h 55m
Southwest
Deal found 4/5![Southwest logo]()
$446
This Delta deal was found by Cheapflights users on 4/7. 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.
Tue 5/1210:27 am
HOU
- SJU
1 stop10h 50m
Delta
Wed 5/206:15 am
SJU
- HOU
1 stop10h 54m
Delta
Deal found 4/7![Delta logo]()
$446
This United Airlines deal was found by Cheapflights users on 4/5. 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.
Mon 8/33:03 pm
IAH
- SJU
Nonstop4h 35m
United Airlines
Sun 8/92:05 am
SJU
- IAH
Nonstop4h 56m
United Airlines
Deal found 4/5![United Airlines logo]()
$457
This Southwest deal was found by Cheapflights users on 4/5. 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.
Fri 7/317:00 pm
HOU
- SJU
Nonstop4h 25m
Southwest
Wed 8/56:00 am
SJU
- HOU
1 stop11h 10m
Southwest
Deal found 4/5![Southwest logo]()
$462
This Southwest deal was found by Cheapflights users on 4/5. 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.
Fri 7/247:00 pm
HOU
- SJU
Nonstop4h 25m
Southwest
Mon 7/278:15 pm
SJU
- HOU
2 stops14h 30m
Southwest
Deal found 4/5![Southwest logo]()
$462
This United Airlines deal was found by Cheapflights users on 4/8. 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 5/95:09 am
IAH
- MBJ
1 stop7h 41m
United Airlines
Wed 5/132:40 pm
MBJ
- IAH
Nonstop3h 28m
United Airlines
Deal found 4/8![United Airlines logo]()
$515
This Delta deal was found by Cheapflights users on 4/8. 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.
Thu 8/205:55 am
IAH
- MBJ
1 stop9h 39m
Delta
Thu 8/274:59 pm
MBJ
- IAH
1 stop6h 52m
Delta
Deal found 4/8![Delta logo]()
$525
This Southwest deal was found by Cheapflights users on 4/6. 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 7/177:00 pm
HOU
- SJU
Nonstop4h 25m
Southwest
Sat 7/256:30 am
SJU
- HOU
1 stop9h 05m
Southwest
Deal found 4/6![Southwest logo]()
$462
This American Airlines deal was found by Cheapflights users on 4/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/268:23 pm
HOU
- NAS
1 stop17h 23m
American Airlines
Tue 6/26:05 pm
NAS
- HOU
1 stop6h 54m
American Airlines
Deal found 4/5![American Airlines logo]()
$624
This United Airlines deal was found by Cheapflights users on 4/5. 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.
Fri 5/1510:05 am
IAH
- MBJ
Nonstop3h 25m
United Airlines
Mon 5/182:40 pm
MBJ
- IAH
Nonstop3h 28m
United Airlines
Deal found 4/5![United Airlines logo]()
$535
This Delta deal was found by Cheapflights users on 4/8. 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.
Thu 8/65:40 am
IAH
- MBJ
1 stop6h 12m
Delta
Sat 8/84:59 pm
MBJ
- IAH
1 stop15h 36m
Delta
Deal found 4/8![Delta logo]()
$550
This Southwest deal was found by Cheapflights users on 4/5. 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.
Fri 7/177:00 pm
HOU
- SJU
Nonstop4h 25m
Southwest
Mon 7/278:15 pm
SJU
- HOU
1 stop12h 35m
Southwest
Deal found 4/5![Southwest logo]()
$462
This United Airlines deal was found by Cheapflights users on 4/10. 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 5/27:20 am
IAH
- MBJ
1 stop7h 50m
United Airlines
Sat 5/302:40 pm
MBJ
- IAH
Nonstop3h 28m
United Airlines
Deal found 4/10![United Airlines logo]()
$540
This American Airlines deal was found by Cheapflights users on 4/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/96:05 am
HOU
- NAS
1 stop10h 00m
American Airlines
Mon 7/136:05 pm
NAS
- HOU
1 stop6h 54m
American Airlines
Deal found 4/5![American Airlines logo]()
$656
This Southwest deal was found by Cheapflights users on 4/5. 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.
Tue 7/217:20 pm
HOU
- SJU
Nonstop4h 25m
Southwest
Tue 7/286:00 pm
SJU
- HOU
1 stop6h 10m
Southwest
Deal found 4/5![Southwest logo]()
$462
This Delta deal was found by Cheapflights users on 4/5. 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.
Fri 5/86:00 am
HOU
- PUJ
1 stop6h 25m
Delta
Wed 5/132:50 pm
PUJ
- HOU
1 stop8h 36m
Delta
Deal found 4/5![Delta logo]()
$574
This United Airlines deal was found by Cheapflights users on 4/6. 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.
Wed 9/2310:10 am
IAH
- SJU
Nonstop4h 32m
United Airlines
Sun 9/272:55 pm
SJU
- IAH
Nonstop4h 51m
United Airlines
Deal found 4/6![United Airlines logo]()
$542
This Southwest deal was found by Cheapflights users on 4/5. 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 8/102:40 pm
HOU
- SJU
2 stops8h 10m
Southwest
Sat 8/155:55 am
SJU
- HOU
1 stop14h 15m
Southwest
Deal found 4/5![Southwest logo]()
$466
This Delta deal was found by Cheapflights users on 4/5. 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.
Fri 5/296:00 am
HOU
- MBJ
1 stop5h 53m
Delta
Wed 6/31:18 pm
MBJ
- HOU
1 stop9h 08m
Delta
Deal found 4/5![Delta logo]()
$581
This United Airlines deal was found by Cheapflights users on 4/7. 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 5/53:03 pm
IAH
- SJU
Nonstop4h 35m
United Airlines
Sat 5/97:00 am
SJU
- IAH
Nonstop4h 53m
United Airlines
Deal found 4/7![United Airlines logo]()
$547
This American Airlines deal was found by Cheapflights users on 4/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/106:01 am
HOU
- STT
2 stops9h 14m
American Airlines
Thu 5/142:05 pm
STT
- HOU
2 stops10h 49m
American Airlines
Deal found 4/9![American Airlines logo]()
$730
This Southwest deal was found by Cheapflights users on 4/8. 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.
Sat 5/91:20 pm
HOU
- SJU
1 stop8h 55m
Southwest
Fri 5/152:00 pm
SJU
- HOU
2 stops10h 10m
Southwest
Deal found 4/8![Southwest logo]()
$466
This Delta deal was found by Cheapflights users on 4/9. 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 5/166:00 am
HOU
- PUJ
1 stop7h 35m
Delta
Wed 5/201:48 pm
PUJ
- HOU
2 stops20h 44m
Delta
Deal found 4/9![Delta logo]()
$599
This United Airlines deal was found by Cheapflights users on 4/9. 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 5/83:03 pm
IAH
- SJU
Nonstop4h 35m
United Airlines
Tue 5/127:00 am
SJU
- IAH
Nonstop4h 53m
United Airlines
Deal found 4/9![United Airlines logo]()
$547
This United Airlines deal was found by Cheapflights users on 4/10. 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.
Sun 5/2411:56 pm
IAH
- SJU
Nonstop4h 33m
United Airlines
Mon 5/251:00 am
SJU
- IAH
1 stop9h 50m
United Airlines
Deal found 4/10![United Airlines logo]()
$551
This Delta deal was found by Cheapflights users on 4/5. 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.
Tue 5/56:00 am
HOU
- NAS
1 stop4h 48m
Delta
Tue 5/121:16 pm
NAS
- HOU
1 stop10h 10m
Delta
Deal found 4/5![Delta logo]()
$616
Last-minute flights from Houston to CaribbeanDiscover last-minute flight deals from Houston to Caribbean. Data last updated April 10, 2026 and is based on user searches.
Discover last-minute flight deals from Houston to Caribbean. Data last updated April 10, 2026 and is based on user searches.
This Trip.com deal was found by Cheapflights users on 4/5. 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.
Thu 4/92:27 pm
IAH
- SJU
1 stop9h 50m
Multiple Airlines
Fri 4/101:29 am
SJU
- IAH
1 stop17h 45m
Multiple Airlines
Deal found 4/5![Multiple Airlines logo]()
$227
This Frontier deal was found by Cheapflights users on 4/7. 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.
Thu 4/237:00 am
IAH
- SJU
1 stop14h 29m
Frontier
Mon 4/2711:07 am
SJU
- IAH
1 stop7h 52m
Frontier
Deal found 4/7![Frontier logo]()
$226
This CheapOair deal was found by Cheapflights users on 4/7. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:00 pm
IAH
- SJU
1 stop5h 58m
Spirit Airlines
Tue 4/287:00 am
SJU
- IAH
1 stop26h 23m
Spirit Airlines
Deal found 4/7![Spirit Airlines logo]()
$220
This Kiwi.com deal was found by Cheapflights users on 4/9. 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 4/296:05 am
IAH
- SJU
2 stops12h 17m
Multiple Airlines
Sat 5/21:59 am
SJU
- IAH
1 stop9h 08m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$225
This Kiwi.com deal was found by Cheapflights users on 4/6. 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 4/303:42 pm
IAH
- SJU
1 stop7h 17m
Frontier
Sun 5/36:00 am
SJU
- IAH
2 stops26h 59m
Frontier
Deal found 4/6![Frontier logo]()
$224
This Kiwi.com deal was found by Cheapflights users on 4/5. 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.
Fri 5/11:58 pm
IAH
- SJU
1 stop8h 31m
Frontier
Thu 5/77:00 am
SJU
- IAH
2 stops16h 50m
Frontier
Deal found 4/5![Frontier logo]()
$221
This CheapOair deal was found by Cheapflights users on 4/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/16:00 pm
IAH
- SJU
1 stop7h 06m
Spirit Airlines
Mon 5/45:47 pm
SJU
- IAH
1 stop23h 29m
Spirit Airlines
Deal found 4/5![Spirit Airlines logo]()
$230
This CheapOair deal was found by Cheapflights users on 4/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/59:45 am
IAH
- SJU
1 stop15h 23m
Frontier
Sun 5/1011:00 am
SJU
- IAH
1 stop29h 03m
Frontier
Deal found 4/10![Frontier logo]()
$231
This Priceline deal was found by Cheapflights users on 4/6. 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 5/65:45 am
IAH
- MBJ
1 stop6h 26m
Frontier
Wed 5/131:16 pm
MBJ
- IAH
1 stop9h 34m
Frontier
Deal found 4/6![Frontier logo]()
$264
This Kiwi.com deal was found by Cheapflights users on 4/6. 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 5/74:08 pm
IAH
- SJU
1 stop30h 20m
Frontier
Mon 5/113:03 am
SJU
- IAH
1 stop16h 46m
Frontier
Deal found 4/6![Frontier logo]()
$228
This CheapOair deal was found by Cheapflights users on 4/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/97:44 pm
IAH
- SJU
1 stop11h 20m
Frontier
Sun 5/176:41 pm
SJU
- IAH
1 stop14h 37m
Frontier
Deal found 4/10![Frontier logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 4/9. 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.
Thu 5/141:29 pm
IAH
- SJU
1 stop8h 14m
Frontier
Sun 5/246:41 pm
SJU
- IAH
1 stop18h 01m
Frontier
Deal found 4/9![Frontier logo]()
$223
One-way flights from Houston to CaribbeanSearch for one-way flight options from Houston to Caribbean. Find affordable one-way fares based on user searches. Data last updated April 10, 2026.
Search for one-way flight options from Houston to Caribbean. Find affordable one-way fares based on user searches. Data last updated April 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
Fri 5/87:44 pm
IAH
- SJU
1 stop25h 59m
Frontier
Deal found 4/6![Frontier logo]()
$101
This Super.com deal was found by Cheapflights users on 4/8. 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 5/2412:27 pm
IAH
- SJU
1 stop27h 47m
Frontier
Deal found 4/8![Frontier logo]()
$103
This Priceline deal was found by Cheapflights users on 4/6. 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.
Sun 5/109:17 pm
IAH
- SJU
1 stop19h 09m
Frontier
Deal found 4/6![Frontier logo]()
$104
This CheapOair deal was found by Cheapflights users on 4/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/94:08 pm
IAH
- SJU
1 stop30h 20m
Frontier
Deal found 4/6![Frontier logo]()
$107
This Frontier deal was found by Cheapflights users on 4/6. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/65:45 am
IAH
- MBJ
1 stop6h 26m
Frontier
Deal found 4/6![Frontier logo]()
$108
This Cheapflightsfares deal was found by Cheapflights users on 4/6. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/251:58 pm
IAH
- SJU
1 stop8h 26m
Spirit Airlines
Deal found 4/6![Spirit Airlines logo]()
$108
This Kiwi.com deal was found by Cheapflights users on 4/6. 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 5/74:08 pm
IAH
- SJU
1 stop30h 20m
Frontier
Deal found 4/6![Frontier logo]()
$111
This Justfly.com deal was found by Cheapflights users on 4/6. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/58:02 pm
IAH
- MBJ
1 stop16h 09m
Frontier
Deal found 4/6![Frontier logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 4/9. 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.
Fri 4/241:17 pm
IAH
- SJU
2 stops29h 05m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$113
This Priceline deal was found by Cheapflights users on 4/6. 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.
Fri 5/87:44 pm
IAH
- PUJ
1 stop12h 34m
Frontier
Deal found 4/6![Frontier logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 4/6. 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 4/286:14 pm
IAH
- SJU
2 stops22h 45m
Frontier
Deal found 4/6![Frontier logo]()
$114
This Super.com deal was found by Cheapflights users on 4/9. 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 4/2810:09 am
IAH
- SJU
1 stop12h 15m
Spirit Airlines
Deal found 4/9![Spirit Airlines logo]()
$115
Find flight deals from Houston to Caribbean
Keep the following information in mind while searching for Houston to Caribbean flight deals. Data was last updated April 10, 2026.
Round-trip from | $220 (CheapOair) |
|---|---|
One-way from | $101 (Kiwi.com) |
Popular in | December |
Cheapest in | October |
Average price | $396 |
Cheapflights Fare Finder
Customize your flight search to find flights from Houston to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 10, 2026.
Use the filters below to find and compare flights from Houston to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Fri 5/8
2:45 pm-11:25 pm
1 stop7h 40m
San Juan Luis Munoz Marin Intl
Mon 5/11
8:40 pm-8:05 am
1 stop12h 25m
$426
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Mon 5/4
10:53 am-8:24 pm
1 stop8h 31m
San Juan Luis Munoz Marin Intl
Wed 5/6
6:15 am-12:40 pm
1 stop7h 25m
$426
HoustonSan Juan
IAH - SJU
IAHSJU
Houston George Bush Intcntl
Fri 5/1
3:03 pm-8:38 pm
Nonstop4h 35m
San Juan Luis Munoz Marin Intl
Wed 5/6
2:55 pm-6:51 pm
Nonstop4h 56m
$437
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Fri 5/1
1:30 pm-11:25 pm
2 stops8h 55m
San Juan Luis Munoz Marin Intl
Wed 5/6
11:25 am-8:20 pm
2 stops9h 55m
$446
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Tue 5/12
10:27 am-10:17 pm
1 stop10h 50m
San Juan Luis Munoz Marin Intl
Wed 5/20
6:15 am-4:09 pm
1 stop10h 54m
$446
HoustonSan Juan
IAH - SJU
IAHSJU
Houston George Bush Intcntl
Mon 8/3
3:03 pm-8:38 pm
Nonstop4h 35m
San Juan Luis Munoz Marin Intl
Sun 8/9
2:05 am-6:01 am
Nonstop4h 56m
$457
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Fri 7/31
7:00 pm-12:25 am
Nonstop4h 25m
San Juan Luis Munoz Marin Intl
Wed 8/5
6:00 am-4:10 pm
1 stop11h 10m
$462
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Fri 7/24
7:00 pm-12:25 am
Nonstop4h 25m
San Juan Luis Munoz Marin Intl
Mon 7/27
8:15 pm-9:45 am
2 stops14h 30m
$462
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Fri 7/17
7:00 pm-12:25 am
Nonstop4h 25m
San Juan Luis Munoz Marin Intl
Sat 7/25
6:30 am-2:35 pm
1 stop9h 05m
$462
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Fri 7/17
7:00 pm-12:25 am
Nonstop4h 25m
San Juan Luis Munoz Marin Intl
Mon 7/27
8:15 pm-7:50 am
1 stop12h 35m
$462
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
IAH-PUJ
IAH-NAS
HOU-MBJ
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Houston to Caribbean
HO1-0CB
IAH-SJU
IAH-MBJ
IAH-PUJ
IAH-NAS
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 March is currently the most expensive (average of $158). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from HOU to CB?
Find hourly flight availability from Houston to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 10, 2026.
A simple way to save on the total cost of your ticket is to fly from Houston to Caribbean in the afternoon. If you’re flexible enough to do this you can expect to save up to 32% on your trip compared to booking a flight in the morning.
What is the cheapest day to fly from Houston to Caribbean?
Use this chart to determine the cheapest time to fly round-trip from Houston to Caribbean. Price data was last updated on April 4, 2026.
Travelers seeking maximum savings on their Houston to Caribbean flight should consider departing on Tuesday at noon when fares are most often at their lowest. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated April 10, 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.
Food
7.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from Houston to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Houston to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Houston to Caribbean by cabin class
Find flights from Houston to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Houston and Caribbean flights
Browse other Houston and Caribbean flight options. Last updated on April 10, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
Houston to Caribbean flights
Consider these flights traveling from Houston to Caribbean.
Top 7 airlines flying from Houston to Caribbean
Discover the top 7 airlines that operate flights from Houston to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$551 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$108 | Average$382 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$109 | Average$438 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$165 | Average$661 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$165 | Average$617 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$197 | Average$656 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$222 | Average$552 | FlexibilityNo cancel fee | On-time71% |