$100+ Cheap flights from Houston to Caribbean
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/18. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
Apr 5 — Apr 121
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 March 6, 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 March 6, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/233:42 pm
IAH
- SJU
1 stop7h 17m
Frontier
Sat 5/23:21 am
SJU
- IAH
1 stop7h 33m
Frontier
Deal found 3/1![Frontier logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” 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 4/15:15 am
IAH
- SJU
1 stop13h 35m
Spirit Airlines
Wed 4/811:03 am
SJU
- IAH
1 stop13h 46m
Spirit Airlines
Deal found 3/3![Spirit Airlines logo]()
$201
This Expedia deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/17:04 pm
IAH
- SJU
1 stop12h 49m
Frontier
Fri 5/83:19 pm
SJU
- IAH
1 stop18h 19m
Frontier
Deal found 3/3![Frontier logo]()
$202
This CheapOair deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/217:35 am
IAH
- SJU
1 stop10h 20m
Spirit Airlines
Tue 3/241:29 am
SJU
- IAH
1 stop12h 12m
Spirit Airlines
Deal found 3/3![Spirit Airlines logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/233:42 pm
IAH
- SJU
1 stop7h 17m
Frontier
Fri 5/13:23 pm
SJU
- IAH
1 stop8h 27m
Frontier
Deal found 3/2![Frontier logo]()
$204
This Kiwi.com deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/199:46 am
IAH
- SJU
1 stop25h 47m
Multiple Airlines
Tue 4/2811:30 am
SJU
- IAH
1 stop21h 53m
Multiple Airlines
Deal found 3/3![Multiple Airlines logo]()
$205
This Kiwi.com deal was found by Cheapflights users on 3/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/85:45 am
IAH
- SJU
1 stop10h 46m
Multiple Airlines
Sun 5/101:59 am
SJU
- IAH
1 stop17h 22m
Multiple Airlines
Deal found 3/4![Multiple Airlines logo]()
$206
This Kiwi.com deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:00 pm
IAH
- SJU
1 stop7h 06m
Multiple Airlines
Mon 5/47:15 am
SJU
- IAH
1 stop9h 44m
Multiple Airlines
Deal found 3/2![Multiple Airlines logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/92:27 pm
IAH
- SJU
1 stop9h 50m
Multiple Airlines
Tue 4/142:59 am
SJU
- IAH
1 stop11h 03m
Multiple Airlines
Deal found 3/3![Multiple Airlines logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” 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 4/307:55 pm
IAH
- SJU
1 stop29h 06m
Frontier
Sat 5/23:21 am
SJU
- IAH
1 stop7h 33m
Frontier
Deal found 3/3![Frontier logo]()
$209
This Kiwi.com deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” 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 4/237:55 pm
IAH
- SJU
1 stop29h 06m
Frontier
Sat 4/251:59 am
SJU
- IAH
1 stop17h 22m
Frontier
Deal found 3/3![Frontier logo]()
$210
This Kiwi.com deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” 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 4/296:00 pm
IAH
- SJU
1 stop7h 06m
Spirit Airlines
Sun 5/109:54 am
SJU
- IAH
1 stop14h 35m
Spirit Airlines
Deal found 3/3![Spirit Airlines logo]()
$211
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 March 6, 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 March 6, 2026.
This Southwest deal was found by Cheapflights users on 3/6. 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.
Sat 4/112:00 pm
HOU
- SJU
1 stop6h 25m
Southwest
Fri 4/172:00 pm
SJU
- HOU
1 stop10h 30m
Southwest
Deal found 3/6![Southwest logo]()
$374
This United Airlines deal was found by Cheapflights users on 3/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2110:03 am
IAH
- SJU
Nonstop4h 39m
United Airlines
Wed 5/61:25 pm
SJU
- IAH
1 stop11h 17m
United Airlines
Deal found 3/4![United Airlines logo]()
$380
This American Airlines deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/107:59 pm
IAH
- MBJ
1 stop17h 11m
American Airlines
Tue 4/144:37 pm
MBJ
- IAH
1 stop25h 08m
American Airlines
Deal found 3/1![American Airlines logo]()
$404
This Kiwi.com deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/14:20 pm
IAH
- NAS
1 stop23h 05m
Multiple Airlines
Tue 4/77:45 am
NAS
- IAH
1 stop17h 04m
Multiple Airlines
Deal found 3/1![Multiple Airlines logo]()
$439
This Priceline deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/226:00 am
IAH
- MBJ
1 stop6h 42m
Frontier
Sat 7/251:34 pm
MBJ
- IAH
1 stop9h 29m
Frontier
Deal found 3/1![Frontier logo]()
$452
This Delta deal was found by Cheapflights users on 3/5. 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 7/216:00 am
HOU
- MBJ
1 stop9h 28m
Delta
Thu 7/304:50 pm
MBJ
- HOU
1 stop16h 30m
Delta
Deal found 3/5![Delta logo]()
$460
This Avianca deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/235:45 pm
IAH
- PUJ
2 stops16h 40m
Avianca
Tue 5/266:00 pm
PUJ
- IAH
2 stops19h 05m
Avianca
Deal found 3/1![Avianca logo]()
$486
This Southwest deal was found by Cheapflights users on 3/4. 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.
Mon 5/45:30 am
HOU
- MBJ
1 stop8h 25m
Southwest
Tue 5/122:25 pm
MBJ
- HOU
1 stop8h 20m
Southwest
Deal found 3/4![Southwest logo]()
$388
This Southwest deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/97:15 am
HOU
- SJU
2 stops9h 20m
Southwest
Mon 5/111:00 pm
SJU
- HOU
1 stop9h 10m
Southwest
Deal found 3/2![Southwest logo]()
$395
This American Airlines deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/116:50 pm
IAH
- MBJ
2 stops16h 05m
American Airlines
Wed 7/1511:55 am
MBJ
- IAH
1 stop8h 35m
American Airlines
Deal found 3/1![American Airlines logo]()
$445
This United Airlines deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” 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 4/2510:05 am
IAH
- MBJ
Nonstop3h 25m
United Airlines
Tue 4/284:12 pm
MBJ
- IAH
1 stop16h 17m
United Airlines
Deal found 3/3![United Airlines logo]()
$452
This Delta deal was found by Cheapflights users on 3/5. 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.
Sat 7/186:00 am
HOU
- MBJ
1 stop7h 08m
Delta
Fri 7/314:50 pm
MBJ
- HOU
1 stop16h 30m
Delta
Deal found 3/5![Delta logo]()
$485
This Southwest deal was found by Cheapflights users on 3/4. 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.
Mon 4/68:55 pm
HOU
- SJU
1 stop12h 40m
Southwest
Thu 4/98:40 pm
SJU
- HOU
1 stop12h 55m
Southwest
Deal found 3/4![Southwest logo]()
$405
This United Airlines deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/43:03 pm
IAH
- SJU
Nonstop4h 35m
United Airlines
Tue 7/72:55 pm
SJU
- IAH
Nonstop4h 56m
United Airlines
Deal found 3/1![United Airlines logo]()
$475
This Delta deal was found by Cheapflights users on 3/5. 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.
Thu 7/236:00 am
HOU
- MBJ
1 stop9h 28m
Delta
Wed 7/294:50 pm
MBJ
- HOU
1 stop16h 30m
Delta
Deal found 3/5![Delta logo]()
$485
This Southwest deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/111:40 am
HOU
- SJU
1 stop11h 35m
Southwest
Wed 4/82:00 pm
SJU
- HOU
1 stop6h 45m
Southwest
Deal found 3/2![Southwest logo]()
$413
This United Airlines deal was found by Cheapflights users on 3/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/1110:05 am
IAH
- MBJ
Nonstop3h 25m
United Airlines
Sun 5/172:40 pm
MBJ
- IAH
Nonstop3h 28m
United Airlines
Deal found 3/4![United Airlines logo]()
$476
This Southwest deal was found by Cheapflights users on 3/4. 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.
Fri 4/107:45 pm
HOU
- SJU
1 stop12h 10m
Southwest
Mon 4/138:40 pm
SJU
- HOU
1 stop12h 25m
Southwest
Deal found 3/4![Southwest logo]()
$415
This Delta deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1110:06 am
HOU
- SJU
1 stop9h 12m
Delta
Sun 4/196:15 am
SJU
- HOU
1 stop11h 13m
Delta
Deal found 3/1![Delta logo]()
$516
This United Airlines deal was found by Cheapflights users on 3/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/193:04 pm
IAH
- SJU
Nonstop4h 22m
United Airlines
Thu 4/234:55 pm
SJU
- IAH
1 stop8h 35m
United Airlines
Deal found 3/4![United Airlines logo]()
$483
This Southwest deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/312:35 pm
HOU
- SJU
2 stops8h 10m
Southwest
Sat 6/65:00 am
SJU
- HOU
2 stops10h 10m
Southwest
Deal found 3/2![Southwest logo]()
$426
This United Airlines deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/103:03 pm
IAH
- SJU
Nonstop4h 35m
United Airlines
Tue 4/217:00 am
SJU
- IAH
Nonstop4h 53m
United Airlines
Deal found 3/2![United Airlines logo]()
$486
This Delta deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/510:53 am
HOU
- NAS
1 stop4h 40m
Delta
Tue 5/126:00 pm
NAS
- HOU
1 stop5h 26m
Delta
Deal found 3/1![Delta logo]()
$556
This United Airlines deal was found by Cheapflights users on 3/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/77:25 am
IAH
- MBJ
1 stop7h 45m
United Airlines
Sat 7/114:33 pm
MBJ
- IAH
Nonstop3h 28m
United Airlines
Deal found 3/4![United Airlines logo]()
$488
This Southwest deal was found by Cheapflights users on 3/4. 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.
Wed 6/310:25 am
HOU
- SJU
2 stops9h 40m
Southwest
Mon 6/89:50 am
SJU
- HOU
1 stop9h 25m
Southwest
Deal found 3/4![Southwest logo]()
$446
This Delta deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/82:59 pm
IAH
- NAS
2 stops20h 01m
Delta
Tue 4/144:00 pm
NAS
- IAH
2 stops20h 14m
Delta
Deal found 3/1![Delta logo]()
$560
This United Airlines deal was found by Cheapflights users on 3/6. 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.
Tue 4/146:33 pm
IAH
- MBJ
1 stop20h 37m
United Airlines
Sat 4/182:40 pm
MBJ
- IAH
Nonstop3h 28m
United Airlines
Deal found 3/6![United Airlines logo]()
$490
This Southwest deal was found by Cheapflights users on 3/4. 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.
Thu 4/92:45 pm
HOU
- SJU
1 stop7h 40m
Southwest
Mon 4/138:40 pm
SJU
- HOU
1 stop12h 25m
Southwest
Deal found 3/4![Southwest logo]()
$446
This Delta deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/266:00 am
HOU
- NAS
1 stop9h 35m
Delta
Tue 6/26:00 pm
NAS
- HOU
1 stop5h 26m
Delta
Deal found 3/2![Delta logo]()
$576
This United Airlines deal was found by Cheapflights users on 3/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/311:56 pm
IAH
- SJU
Nonstop4h 33m
United Airlines
Mon 6/84:55 pm
SJU
- IAH
1 stop8h 50m
United Airlines
Deal found 3/4![United Airlines logo]()
$490
Last-minute flights from Houston to CaribbeanDiscover last-minute flight deals from Houston to Caribbean. Data last updated March 6, 2026 and is based on user searches.
Discover last-minute flight deals from Houston to Caribbean. Data last updated March 6, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/217:35 am
IAH
- SJU
1 stop10h 20m
Spirit Airlines
Tue 3/241:29 am
SJU
- IAH
1 stop12h 12m
Spirit Airlines
Deal found 3/3![Spirit Airlines logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” 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 4/15:15 am
IAH
- SJU
1 stop13h 35m
Spirit Airlines
Wed 4/811:03 am
SJU
- IAH
1 stop13h 46m
Spirit Airlines
Deal found 3/3![Spirit Airlines logo]()
$201
This Kiwi.com deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/92:27 pm
IAH
- SJU
1 stop9h 50m
Multiple Airlines
Tue 4/142:59 am
SJU
- IAH
1 stop11h 03m
Multiple Airlines
Deal found 3/3![Multiple Airlines logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” 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 4/108:02 am
IAH
- SJU
1 stop16h 59m
Multiple Airlines
Mon 4/137:54 pm
SJU
- IAH
1 stop13h 46m
Multiple Airlines
Deal found 3/3![Multiple Airlines logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/199:46 am
IAH
- SJU
1 stop25h 47m
Multiple Airlines
Tue 4/2811:30 am
SJU
- IAH
1 stop21h 53m
Multiple Airlines
Deal found 3/3![Multiple Airlines logo]()
$205
This Kiwi.com deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/233:42 pm
IAH
- SJU
1 stop7h 17m
Frontier
Sat 5/23:21 am
SJU
- IAH
1 stop7h 33m
Frontier
Deal found 3/1![Frontier logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/233:42 pm
IAH
- SJU
1 stop7h 17m
Frontier
Fri 5/13:23 pm
SJU
- IAH
1 stop8h 27m
Frontier
Deal found 3/2![Frontier logo]()
$204
This Kiwi.com deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” 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 4/237:55 pm
IAH
- SJU
1 stop29h 06m
Frontier
Sat 4/251:59 am
SJU
- IAH
1 stop17h 22m
Frontier
Deal found 3/3![Frontier logo]()
$210
This Priceline deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/242:23 pm
IAH
- SJU
1 stop10h 38m
Frontier
Sat 4/251:59 am
SJU
- IAH
1 stop17h 22m
Frontier
Deal found 3/3![Frontier logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:00 pm
IAH
- SJU
1 stop7h 06m
Multiple Airlines
Mon 5/47:15 am
SJU
- IAH
1 stop9h 44m
Multiple Airlines
Deal found 3/2![Multiple Airlines logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” 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 4/296:00 pm
IAH
- SJU
1 stop7h 06m
Spirit Airlines
Sun 5/109:54 am
SJU
- IAH
1 stop14h 35m
Spirit Airlines
Deal found 3/3![Spirit Airlines logo]()
$211
This Kiwi.com deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” 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 4/307:55 pm
IAH
- SJU
1 stop29h 06m
Frontier
Sat 5/23:21 am
SJU
- IAH
1 stop7h 33m
Frontier
Deal found 3/3![Frontier logo]()
$209
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 March 6, 2026.
Search for one-way flight options from Houston to Caribbean. Find affordable one-way fares based on user searches. Data last updated March 6, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/188:00 am
IAH
- SJU
1 stop12h 59m
Spirit Airlines
Deal found 3/1![Spirit Airlines logo]()
$100
This Priceline deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” 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 5/37:00 am
IAH
- SJU
1 stop15h 59m
Frontier
Deal found 3/3![Frontier logo]()
$101
This Kiwi.com deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/186:57 pm
IAH
- SJU
1 stop13h 51m
Frontier
Deal found 3/1![Frontier logo]()
$103
This Kiwi.com deal was found by Cheapflights users on 3/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/2512:35 pm
IAH
- SJU
2 stops22h 48m
Multiple Airlines
Deal found 3/4![Multiple Airlines logo]()
$104
This Super.com deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” 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 3/179:15 pm
IAH
- SJU
1 stop27h 43m
Frontier
Deal found 3/3![Frontier logo]()
$105
This Cheapflightsfares deal was found by Cheapflights users on 3/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/215:15 am
IAH
- SJU
1 stop13h 35m
Spirit Airlines
Deal found 3/2![Spirit Airlines logo]()
$106
This Cheapflightsfares deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/226:00 pm
IAH
- SJU
1 stop5h 58m
Spirit Airlines
Deal found 3/3![Spirit Airlines logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” 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 5/2012:16 pm
IAH
- SJU
1 stop6h 06m
Spirit Airlines
Deal found 3/3![Spirit Airlines logo]()
$108
This Kiwi.com deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” 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 5/319:32 am
IAH
- SJU
1 stop14h 15m
Frontier
Deal found 3/3![Frontier logo]()
$109
This Kiwi.com deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” 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 5/39:40 pm
IAH
- SJU
1 stop27h 26m
Multiple Airlines
Deal found 3/3![Multiple Airlines logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” 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 6/111:39 am
IAH
- SJU
1 stop13h 27m
Spirit Airlines
Deal found 3/3![Spirit Airlines logo]()
$112
This Kiwi.com deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/305:45 am
IAH
- SJU
1 stop12h 10m
Spirit Airlines
Deal found 3/3![Spirit Airlines logo]()
$113
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 March 6, 2026.
Round-trip from | $200 (Kiwi.com) |
|---|---|
One-way from | $100 (Cheapflightsfares) |
Popular in | December |
Cheapest in | April |
Average price | $378 |
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 March 6, 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
Sat 4/11
2:00 pm-9:25 pm
1 stop6h 25m
San Juan Luis Munoz Marin Intl
Fri 4/17
2:00 pm-11:30 pm
1 stop10h 30m
$374
HoustonSan Juan
IAH - SJU
IAHSJU
Houston George Bush Intcntl
Tue 4/21
10:03 am-3:42 pm
Nonstop4h 39m
San Juan Luis Munoz Marin Intl
Wed 5/6
1:25 pm-11:42 pm
1 stop11h 17m
$380
HoustonMontego Bay
HOU - MBJ
HOUMBJ
Houston Hobby
Mon 5/4
5:30 am-1:55 pm
1 stop8h 25m
Montego Bay Sangster Intl
Tue 5/12
2:25 pm-10:45 pm
1 stop8h 20m
$388
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Sat 5/9
7:15 am-5:35 pm
2 stops9h 20m
San Juan Luis Munoz Marin Intl
Mon 5/11
1:00 pm-9:10 pm
1 stop9h 10m
$395
HoustonMontego Bay
IAH - MBJ
IAHMBJ
Houston George Bush Intcntl
Fri 4/10
7:59 pm-1:10 pm
1 stop17h 11m
Montego Bay Sangster Intl
Tue 4/14
4:37 pm-5:45 pm
1 stop25h 08m
$404
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Mon 4/6
8:55 pm-10:35 am
1 stop12h 40m
San Juan Luis Munoz Marin Intl
Thu 4/9
8:40 pm-8:35 am
1 stop12h 55m
$405
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Wed 4/1
11:40 am-12:15 am
1 stop11h 35m
San Juan Luis Munoz Marin Intl
Wed 4/8
2:00 pm-7:45 pm
1 stop6h 45m
$413
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Fri 4/10
7:45 pm-8:55 am
1 stop12h 10m
San Juan Luis Munoz Marin Intl
Mon 4/13
8:40 pm-8:05 am
1 stop12h 25m
$415
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Sun 5/31
2:35 pm-11:45 pm
2 stops8h 10m
San Juan Luis Munoz Marin Intl
Sat 6/6
5:00 am-2:10 pm
2 stops10h 10m
$426
HoustonNassau
IAH - NAS
IAHNAS
Houston George Bush Intcntl
Wed 4/1
4:20 pm-4:25 pm
1 stop23h 05m
Nassau Intl
Tue 4/7
7:45 am-11:49 pm
1 stop17h 04m
$439
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.
HOU-SJU
IAH-SJU
IAH-MBJ
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
HOU-SJU
IAH-SJU
IAH-MBJ
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 December is currently the most expensive (average of $151). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from HOU to CB?
Find hourly flight availability from Houston to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 6, 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 41% on your trip compared to booking a flight in the morning.
What is the cheapest day to fly from Houston to Caribbean?
Use this chart to determine the cheapest time to fly round-trip from Houston to Caribbean. Price data was last updated on February 21, 2026.
Travelers seeking maximum savings on their Houston to Caribbean flight should consider departing on Tuesday at noon when fares are most often at their lowest. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated March 6, 2026.
See what other customers who have flown with Delta, United Airlines, and American Airlines from Houston to Caribbean have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.8
Overall
7.9
Boarding
8.1
Food
7.2
Comfort
7.9
Crew
8.5
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Entertainment
7.8
Overall
7.9
Boarding
8.1
Food
7.2
Comfort
7.9
Crew
8.5
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Entertainment
7.8
Overall
7.9
Boarding
8.1
Food
7.2
Comfort
7.9
Crew
8.5
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Entertainment
7.8
Overall
7.9
Boarding
8.1
Food
7.2
Comfort
7.9
Crew
8.5
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Entertainment
7.8
Overall
7.9
Boarding
8.1
Food
7.2
Comfort
7.9
Crew
8.5
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Entertainment
7.8
Overall
7.9
Boarding
8.1
Food
7.2
Comfort
7.9
Crew
8.5
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Related info for your journey
Find useful and relevant information for your journey from Houston to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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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 March 6, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
Houston to Caribbean flights
Consider these flights traveling from Houston to Caribbean.
Top 6 airlines flying from Houston to Caribbean
Discover the top 6 airlines that operate flights from Houston to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$104 | Average$377 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$108 | Average$534 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$109 | Average$429 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$165 | Average$685 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$170 | Average$617 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$190 | Average$655 | FlexibilityNo cancel fee | On-time69% |