$88+ Cheap flights from Houston to Caribbean Islands
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/22. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
Jul 5 — Jul 121
Round-trip
1 adult, Economy
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Find cheap flights from Houston to Caribbean Islands with Cheapflights
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Cheapest flights from Houston to Caribbean IslandsExplore the most affordable flight options available from Houston to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 5, 2026.
Explore the most affordable flight options available from Houston to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 5, 2026.
This SmartFares deal was found by Cheapflights users on 6/3. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/127:24 am
IAH
- NAS
1 stop5h 20m
JetBlue
Thu 9/1712:18 pm
NAS
- IAH
1 stop11h 44m
JetBlue
Deal found 6/3![JetBlue logo]()
$269
This Flysmarter deal was found by Cheapflights users on 6/1. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/277:24 am
IAH
- NAS
1 stop5h 23m
JetBlue
Sat 10/3112:25 pm
NAS
- IAH
1 stop11h 37m
JetBlue
Deal found 6/1![JetBlue logo]()
$271
This JetBlue deal was found by Cheapflights users on 6/3. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/127:24 am
IAH
- NAS
1 stop5h 20m
JetBlue
Wed 9/1612:18 pm
NAS
- IAH
1 stop11h 44m
JetBlue
Deal found 6/3![JetBlue logo]()
$284
This Kiwi.com deal was found by Cheapflights users on 6/1. 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.
Mon 8/178:37 pm
IAH
- SJU
1 stop19h 59m
Frontier
Wed 8/196:00 am
SJU
- IAH
1 stop9h 51m
Frontier
Deal found 6/1![Frontier logo]()
$292
This Kiwi.com deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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 8/278:37 pm
IAH
- SJU
1 stop19h 59m
Frontier
Tue 9/16:00 am
SJU
- IAH
1 stop9h 51m
Frontier
Deal found 5/31![Frontier logo]()
$293
This JetBlue deal was found by Cheapflights users on 6/5. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/167:24 am
IAH
- NAS
1 stop8h 58m
JetBlue
Fri 7/246:27 pm
NAS
- IAH
1 stop5h 35m
JetBlue
Deal found 6/5![JetBlue logo]()
$294
This Kiwi.com deal was found by Cheapflights users on 6/1. 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.
Tue 8/188:29 am
IAH
- SJU
1 stop30h 29m
Frontier
Fri 8/216:00 am
SJU
- IAH
1 stop9h 51m
Frontier
Deal found 6/1![Frontier logo]()
$298
This JetBlue deal was found by Cheapflights users on 6/1. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/287:24 am
IAH
- NAS
1 stop8h 50m
JetBlue
Tue 9/112:20 pm
NAS
- IAH
1 stop11h 42m
JetBlue
Deal found 6/1![JetBlue logo]()
$303
This Flysmarter deal was found by Cheapflights users on 6/2. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/267:24 am
IAH
- NAS
1 stop5h 23m
JetBlue
Sat 10/3112:25 pm
NAS
- IAH
1 stop11h 37m
JetBlue
Deal found 6/2![JetBlue logo]()
$308
This Kiwi.com deal was found by Cheapflights users on 6/2. 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.
Tue 8/118:02 pm
IAH
- SJU
2 stops40h 58m
Frontier
Mon 8/246:11 pm
SJU
- IAH
1 stop27h 46m
Frontier
Deal found 6/2![Frontier logo]()
$312
This JetBlue deal was found by Cheapflights users on 6/5. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/197:24 am
IAH
- NAS
1 stop8h 58m
JetBlue
Tue 7/213:02 pm
NAS
- IAH
1 stop9h 00m
JetBlue
Deal found 6/5![JetBlue logo]()
$313
This Flysmarter deal was found by Cheapflights users on 6/1. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/267:24 am
IAH
- NAS
1 stop5h 23m
JetBlue
Fri 10/3012:25 pm
NAS
- IAH
1 stop11h 37m
JetBlue
Deal found 6/1![JetBlue logo]()
$317
Best flights from Houston to Caribbean IslandsDiscover carefully curated flight deals from Houston to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 5, 2026.
Discover carefully curated flight deals from Houston to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 5, 2026.
This JetBlue deal was found by Cheapflights users on 6/5. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/207:24 am
IAH
- NAS
1 stop5h 26m
JetBlue
Wed 7/226:27 pm
NAS
- IAH
1 stop5h 35m
JetBlue
Deal found 6/5![JetBlue logo]()
$294
This Southwest deal was found by Cheapflights users on 6/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:25 am
HOU
- NAS
1 stop4h 50m
Southwest
Sat 8/291:25 pm
NAS
- HOU
1 stop6h 20m
Southwest
Deal found 6/3![Southwest logo]()
$426
This United Airlines deal was found by Cheapflights users on 6/2. 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 9/253:06 pm
IAH
- SJU
Nonstop4h 32m
United Airlines
Tue 9/292:55 pm
SJU
- IAH
Nonstop4h 48m
United Airlines
Deal found 6/2![United Airlines logo]()
$457
This Delta deal was found by Cheapflights users on 6/1. 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.
Sun 8/231:13 pm
HOU
- SJU
1 stop8h 16m
Delta
Sat 8/2912:56 pm
SJU
- HOU
1 stop9h 27m
Delta
Deal found 6/1![Delta logo]()
$466
This American Airlines deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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 9/37:51 pm
IAH
- MBJ
1 stop20h 17m
American Airlines
Sun 9/65:08 pm
MBJ
- IAH
2 stops17h 00m
American Airlines
Deal found 5/31![American Airlines logo]()
$516
This Air Canada deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2512:10 pm
IAH
- MBJ
2 stops23h 30m
Air Canada
Tue 12/12:15 pm
MBJ
- IAH
1 stop21h 38m
Air Canada
Deal found 5/31![Air Canada logo]()
$595
This JetBlue deal was found by Cheapflights users on 6/5. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/207:24 am
IAH
- NAS
1 stop5h 26m
JetBlue
Mon 7/206:27 pm
NAS
- IAH
1 stop5h 35m
JetBlue
Deal found 6/5![JetBlue logo]()
$340
This Southwest deal was found by Cheapflights users on 6/5. 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 7/2712:20 pm
HOU
- NAS
1 stop5h 15m
Southwest
Thu 7/308:45 am
NAS
- HOU
1 stop6h 05m
Southwest
Deal found 6/5![Southwest logo]()
$435
This United Airlines deal was found by Cheapflights users on 6/5. 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.
Sat 10/1710:10 am
IAH
- SJU
Nonstop4h 32m
United Airlines
Sun 10/252:46 pm
SJU
- IAH
Nonstop5h 10m
United Airlines
Deal found 6/5![United Airlines logo]()
$467
This Delta deal was found by Cheapflights users on 6/5. 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.
Mon 9/76:00 am
HOU
- SJU
1 stop6h 42m
Delta
Thu 9/102:26 pm
SJU
- HOU
1 stop8h 09m
Delta
Deal found 6/5![Delta logo]()
$476
This Southwest deal was found by Cheapflights users on 6/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/141:20 pm
HOU
- SJU
2 stops9h 30m
Southwest
Wed 8/191:45 pm
SJU
- HOU
2 stops8h 50m
Southwest
Deal found 6/1![Southwest logo]()
$466
This Delta deal was found by Cheapflights users on 6/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/232:25 pm
HOU
- SJU
1 stop6h 35m
Delta
Sun 9/2712:58 pm
SJU
- HOU
1 stop10h 37m
Delta
Deal found 6/3![Delta logo]()
$486
This Southwest deal was found by Cheapflights users on 6/4. 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.
Sun 8/1610:30 am
HOU
- SJU
2 stops12h 20m
Southwest
Wed 8/191:45 pm
SJU
- HOU
2 stops8h 50m
Southwest
Deal found 6/4![Southwest logo]()
$466
This American Airlines deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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 9/38:14 pm
HOU
- MBJ
1 stop19h 54m
American Airlines
Sun 9/612:47 pm
MBJ
- HOU
1 stop11h 09m
American Airlines
Deal found 5/31![American Airlines logo]()
$583
This United Airlines deal was found by Cheapflights users on 6/5. 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 7/310:05 am
IAH
- MBJ
Nonstop3h 25m
United Airlines
Fri 7/104:12 pm
MBJ
- IAH
1 stop8h 33m
United Airlines
Deal found 6/5![United Airlines logo]()
$531
This Delta deal was found by Cheapflights users on 6/1. 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.
Sun 8/165:34 am
IAH
- MBJ
1 stop6h 10m
Delta
Thu 8/272:26 pm
MBJ
- IAH
1 stop6h 54m
Delta
Deal found 6/1![Delta logo]()
$500
This Southwest deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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 9/274:00 pm
HOU
- SJU
1 stop5h 45m
Southwest
Sat 10/38:00 am
SJU
- HOU
1 stop12h 00m
Southwest
Deal found 5/31![Southwest logo]()
$466
This American Airlines deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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 9/36:53 pm
IAH
- MBJ
2 stops16h 44m
American Airlines
Tue 9/82:52 pm
MBJ
- IAH
1 stop19h 57m
American Airlines
Deal found 5/31![American Airlines logo]()
$593
This United Airlines deal was found by Cheapflights users on 6/2. 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.
Mon 7/273:03 pm
IAH
- SJU
Nonstop4h 35m
United Airlines
Fri 7/312:05 am
SJU
- IAH
Nonstop4h 56m
United Airlines
Deal found 6/2![United Airlines logo]()
$541
This Delta deal was found by Cheapflights users on 6/1. 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.
Mon 8/176:00 am
HOU
- MBJ
1 stop5h 44m
Delta
Wed 8/262:26 pm
MBJ
- HOU
1 stop7h 39m
Delta
Deal found 6/1![Delta logo]()
$500
This Southwest deal was found by Cheapflights users on 6/2. 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 8/2611:20 am
HOU
- SJU
2 stops8h 45m
Southwest
Sun 8/305:30 am
SJU
- HOU
2 stops15h 10m
Southwest
Deal found 6/2![Southwest logo]()
$466
This United Airlines deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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 8/253:06 pm
IAH
- SJU
Nonstop4h 32m
United Airlines
Wed 8/267:00 am
SJU
- IAH
Nonstop4h 45m
United Airlines
Deal found 5/31![United Airlines logo]()
$542
This Delta deal was found by Cheapflights users on 6/1. 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 8/196:00 am
HOU
- MBJ
1 stop7h 01m
Delta
Tue 8/254:59 pm
MBJ
- HOU
1 stop16h 51m
Delta
Deal found 6/1![Delta logo]()
$500
This Southwest deal was found by Cheapflights users on 6/4. 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.
Sat 9/196:40 am
HOU
- SJU
1 stop6h 20m
Southwest
Sat 9/266:25 am
SJU
- HOU
1 stop7h 20m
Southwest
Deal found 6/4![Southwest logo]()
$466
This American Airlines deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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.
Mon 11/234:25 pm
HOU
- STT
2 stops17h 42m
American Airlines
Tue 12/112:57 pm
STT
- HOU
2 stops13h 00m
American Airlines
Deal found 5/31![American Airlines logo]()
$636
This United Airlines deal was found by Cheapflights users on 6/2. 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.
Sat 7/411:56 pm
IAH
- SJU
Nonstop4h 33m
United Airlines
Sun 8/27:00 am
SJU
- IAH
Nonstop4h 53m
United Airlines
Deal found 6/2![United Airlines logo]()
$547
This Southwest deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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 9/1210:25 am
HOU
- SJU
2 stops9h 30m
Southwest
Wed 9/1610:30 am
SJU
- HOU
1 stop7h 25m
Southwest
Deal found 5/31![Southwest logo]()
$466
This Delta deal was found by Cheapflights users on 6/1. 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 8/157:00 am
IAH
- MBJ
1 stop6h 01m
Delta
Fri 8/282:26 pm
MBJ
- IAH
1 stop9h 26m
Delta
Deal found 6/1![Delta logo]()
$525
This United Airlines deal was found by Cheapflights users on 6/3. 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.
Sun 9/1310:10 am
IAH
- SJU
Nonstop4h 32m
United Airlines
Mon 9/217:00 am
SJU
- IAH
Nonstop4h 45m
United Airlines
Deal found 6/3![United Airlines logo]()
$547
This Southwest deal was found by Cheapflights users on 6/5. 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.
Wed 11/411:10 am
HOU
- SJU
1 stop10h 10m
Southwest
Wed 11/117:40 am
SJU
- HOU
2 stops9h 15m
Southwest
Deal found 6/5![Southwest logo]()
$476
Last-minute flights from Houston to Caribbean IslandsDiscover last-minute flight deals from Houston to Caribbean Islands. Data last updated June 5, 2026 and is based on user searches.
Discover last-minute flight deals from Houston to Caribbean Islands. Data last updated June 5, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 6/2. 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.
Sat 6/278:37 pm
IAH
- SJU
1 stop26h 38m
Frontier
Sat 7/46:00 am
SJU
- IAH
1 stop9h 52m
Frontier
Deal found 6/2![Frontier logo]()
$322
This Priceline deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” 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 7/127:24 am
IAH
- NAS
1 stop5h 26m
JetBlue
Tue 7/213:02 pm
NAS
- IAH
1 stop9h 00m
JetBlue
Deal found 5/31![JetBlue logo]()
$303
This Justfly.com deal was found by Cheapflights users on 6/3. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/167:24 am
IAH
- NAS
1 stop8h 58m
JetBlue
Thu 7/2310:42 am
NAS
- IAH
1 stop6h 05m
JetBlue
Deal found 6/3![JetBlue logo]()
$284
This JetBlue deal was found by Cheapflights users on 6/5. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/167:24 am
IAH
- NAS
1 stop8h 58m
JetBlue
Tue 7/213:02 pm
NAS
- IAH
1 stop9h 00m
JetBlue
Deal found 6/5![JetBlue logo]()
$294
This Justfly.com deal was found by Cheapflights users on 6/3. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/177:24 am
IAH
- NAS
1 stop8h 58m
JetBlue
Fri 7/246:27 pm
NAS
- IAH
1 stop5h 35m
JetBlue
Deal found 6/3![JetBlue logo]()
$322
This Expedia deal was found by Cheapflights users on 6/3. 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.
Sat 7/187:24 am
IAH
- NAS
1 stop8h 58m
JetBlue
Sat 7/2512:20 pm
NAS
- IAH
1 stop11h 42m
JetBlue
Deal found 6/3![JetBlue logo]()
$321
This Kiwi.com deal was found by Cheapflights users on 6/3. 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.
Sat 7/188:02 pm
IAH
- SJU
2 stops40h 53m
Frontier
Wed 7/297:30 am
SJU
- IAH
1 stop25h 54m
Frontier
Deal found 6/3![Frontier logo]()
$323
This JetBlue deal was found by Cheapflights users on 6/5. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/197:24 am
IAH
- NAS
1 stop8h 58m
JetBlue
Wed 7/226:27 pm
NAS
- IAH
1 stop5h 35m
JetBlue
Deal found 6/5![JetBlue logo]()
$313
This Kiwi.com deal was found by Cheapflights users on 6/3. 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.
Tue 7/218:02 pm
IAH
- SJU
2 stops27h 39m
Frontier
Wed 7/297:30 am
SJU
- IAH
1 stop25h 54m
Frontier
Deal found 6/3![Frontier logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 6/3. 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.
Tue 7/218:02 pm
IAH
- SJU
2 stops27h 39m
Frontier
Fri 7/316:00 am
SJU
- IAH
1 stop9h 50m
Frontier
Deal found 6/3![Frontier logo]()
$328
This Kiwi.com deal was found by Cheapflights users on 6/5. 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 7/256:18 am
IAH
- SJU
2 stops30h 42m
Frontier
Thu 7/307:30 am
SJU
- IAH
1 stop25h 54m
Frontier
Deal found 6/5![Frontier logo]()
$317
This Kiwi.com deal was found by Cheapflights users on 6/5. 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 7/2810:53 am
IAH
- SJU
2 stops26h 07m
Frontier
Wed 8/57:10 am
SJU
- IAH
1 stop26h 14m
Frontier
Deal found 6/5![Frontier logo]()
$327
One-way flights from Houston to Caribbean IslandsSearch for one-way flight options from Houston to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated June 5, 2026.
Search for one-way flight options from Houston to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated June 5, 2026.
This Priceline deal was found by Cheapflights users on 6/2. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/227:24 am
IAH
- NAS
1 stop8h 58m
JetBlue
Deal found 6/2![JetBlue logo]()
$88
This Kiwi.com deal was found by Cheapflights users on 6/4. 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 8/299:52 pm
IAH
- SJU
1 stop31h 34m
Frontier
Deal found 6/4![Frontier logo]()
$135
This Cheapflightsfares deal was found by Cheapflights users on 6/3. 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.
Mon 8/317:24 am
IAH
- MBJ
1 stop10h 09m
JetBlue
Deal found 6/3![JetBlue logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 6/4. 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 8/288:29 am
IAH
- SJU
1 stop30h 29m
Frontier
Deal found 6/4![Frontier logo]()
$140
This Super.com deal was found by Cheapflights users on 6/1. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/37:24 am
IAH
- MBJ
1 stop9h 18m
JetBlue
Deal found 6/1![JetBlue logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 6/4. 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.
Mon 8/318:29 am
IAH
- SJU
1 stop30h 29m
Frontier
Deal found 6/4![Frontier logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 6/1. 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.
Tue 8/258:29 am
IAH
- SJU
1 stop30h 29m
Frontier
Deal found 6/1![Frontier logo]()
$151
This Flysmarter deal was found by Cheapflights users on 6/3. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/277:24 am
IAH
- MBJ
1 stop6h 24m
JetBlue
Deal found 6/3![JetBlue logo]()
$152
This JetBlue deal was found by Cheapflights users on 6/1. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/17:24 am
IAH
- MBJ
1 stop10h 09m
JetBlue
Deal found 6/1![JetBlue logo]()
$156
This Trip.com deal was found by Cheapflights users on 6/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/228:37 pm
IAH
- SJU
1 stop26h 38m
Frontier
Deal found 6/2![Frontier logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 6/4. 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.
Tue 8/48:50 am
IAH
- SJU
2 stops27h 51m
Frontier
Deal found 6/4![Frontier logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 6/5. 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 7/188:02 pm
IAH
- SJU
2 stops40h 53m
Frontier
Deal found 6/5![Frontier logo]()
$166
Find flight deals from Houston to Caribbean Islands
Keep the following information in mind while searching for Houston to Caribbean Islands flight deals. Data was last updated June 5, 2026.
Round-trip from | $269 (SmartFares) |
|---|---|
One-way from | $88 (Priceline) |
Popular in | December |
Cheapest in | October |
Average price | $481 |
Cheapflights Fare Finder
Customize your flight search to find flights from Houston to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 5, 2026.
Use the filters below to find and compare flights from Houston to Caribbean Islands that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
HoustonNassau
IAH - NAS
IAHNAS
Houston George Bush Intcntl
Mon 7/20
7:24 am-1:50 pm
1 stop5h 26m
Nassau Intl
Wed 7/22
6:27 pm-11:02 pm
1 stop5h 35m
$294
HoustonNassau
IAH - NAS
IAHNAS
Houston George Bush Intcntl
Mon 7/20
7:24 am-1:50 pm
1 stop5h 26m
Nassau Intl
Mon 7/20
6:27 pm-11:02 pm
1 stop5h 35m
$340
HoustonNassau
HOU - NAS
HOUNAS
Houston Hobby
Tue 8/25
6:25 am-12:15 pm
1 stop4h 50m
Nassau Intl
Sat 8/29
1:25 pm-6:45 pm
1 stop6h 20m
$426
HoustonNassau
HOU - NAS
HOUNAS
Houston Hobby
Mon 7/27
12:20 pm-6:35 pm
1 stop5h 15m
Nassau Intl
Thu 7/30
8:45 am-1:50 pm
1 stop6h 05m
$435
HoustonSan Juan
IAH - SJU
IAHSJU
Houston George Bush Intcntl
Fri 9/25
3:06 pm-8:38 pm
Nonstop4h 32m
San Juan Luis Munoz Marin Intl
Tue 9/29
2:55 pm-6:43 pm
Nonstop4h 48m
$457
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Sun 8/23
1:13 pm-10:29 pm
1 stop8h 16m
San Juan Luis Munoz Marin Intl
Sat 8/29
12:56 pm-9:23 pm
1 stop9h 27m
$466
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Fri 8/14
1:20 pm-11:50 pm
2 stops9h 30m
San Juan Luis Munoz Marin Intl
Wed 8/19
1:45 pm-9:35 pm
2 stops8h 50m
$466
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Sun 8/16
10:30 am-11:50 pm
2 stops12h 20m
San Juan Luis Munoz Marin Intl
Wed 8/19
1:45 pm-9:35 pm
2 stops8h 50m
$466
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Sun 9/27
4:00 pm-10:45 pm
1 stop5h 45m
San Juan Luis Munoz Marin Intl
Sat 10/3
8:00 am-7:00 pm
1 stop12h 00m
$466
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Wed 8/26
11:20 am-9:05 pm
2 stops8h 45m
San Juan Luis Munoz Marin Intl
Sun 8/30
5:30 am-7:40 pm
2 stops15h 10m
$466
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Houston to Caribbean Islands
Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Houston with our price prediction graph.
IAH-NAS
IAH-SJU
IAH-MBJ
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 Islands
HO1-zzEPX
IAH-NAS
IAH-SJU
IAH-MBJ
HOU-NAS
What is the cheapest month to book a flight from Houston to Caribbean Islands?
Currently, July is the cheapest month in which you can book a flight from Houston to Caribbean Islands (average of $675). Flying from Houston to Caribbean Islands in September is currently the most expensive (average of $1,167). 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 EPX?
Find hourly flight availability from Houston to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 5, 2026.
It’s typically best to fly out from Houston to Caribbean Islands at noon. Doing so could potentially save you 31% on the flight price compared to flying in the morning, which is usually more expensive.
How far ahead should I book a flight from Houston to Caribbean Islands?
The best time to book flights from Houston to Caribbean Islands is 25 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest day to fly from Houston to Caribbean Islands?
Use this chart to determine the cheapest time to fly round-trip from Houston to Caribbean Islands. Price data was last updated on May 30, 2026.
Travelers seeking maximum savings on their Houston to Caribbean Islands flight should consider departing on Thursday at noon when fares are most often at their lowest. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Caribbean Islands
Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated June 5, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andUnited Airlines from Houston to Caribbean Islands to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Related info for your journey
Find useful and relevant information for your journey from Houston to Caribbean Islands. 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 Islands
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean Islands by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Houston to Caribbean Islands by cabin class
Find flights from Houston to Caribbean Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Houston and Caribbean Islands flights
Browse other Houston and Caribbean Islands flight options. Last updated on June 5, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Houston to Caribbean Islands flights
Consider these flights traveling from Houston to Caribbean Islands.
Top 7 airlines flying from Houston to Caribbean Islands
Discover the top 7 airlines that operate flights from Houston to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$578 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$137 | Average$443 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$165 | Average$663 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$170 | Average$648 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$222 | Average$629 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$243 | Average$672 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$263 | Average$627 | FlexibilityNo cancel fee | On-time62% |