$182+ Cheap flights from Caribbean to Hobby (HOU)
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 5/19. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — HOU
Mar 17 — Mar 241
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Caribbean to Hobby 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Caribbean to Hobby
Cheapest
Best
Last-minute
One-way
Cheapest flights from Caribbean to HobbyExplore the most affordable flight options available from Caribbean to Hobby. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 15, 2026.
Explore the most affordable flight options available from Caribbean to Hobby. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 15, 2026.
This Southwest deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” 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 4/145:35 am
SJU
- HOU
2 stops9h 25m
Southwest
Tue 5/52:00 pm
HOU
- SJU
2 stops8h 40m
Southwest
Deal found 2/14![Southwest logo]()
$364
This Southwest deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 4/305:05 am
SJU
- HOU
2 stops9h 40m
Southwest
Thu 5/710:20 am
HOU
- SJU
2 stops12h 20m
Southwest
Deal found 2/13![Southwest logo]()
$369
This American Airlines deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 4/1311:59 pm
SJU
- HOU
1 stop13h 13m
American Airlines
Fri 4/178:21 pm
HOU
- SJU
1 stop7h 11m
American Airlines
Deal found 2/11![American Airlines logo]()
$374
This Southwest deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” 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 4/35:30 am
SJU
- HOU
2 stops9h 05m
Southwest
Tue 4/141:00 pm
HOU
- SJU
2 stops9h 40m
Southwest
Deal found 2/14![Southwest logo]()
$395
This Southwest deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 3/79:50 pm
SJU
- HOU
1 stop12h 55m
Southwest
Tue 3/242:55 pm
HOU
- SJU
1 stop8h 20m
Southwest
Deal found 2/13![Southwest logo]()
$400
This American Airlines deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” 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 4/256:45 am
SJU
- HOU
1 stop14h 06m
American Airlines
Mon 4/278:21 pm
HOU
- SJU
1 stop7h 11m
American Airlines
Deal found 2/14![American Airlines logo]()
$403
This Southwest deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 5/75:05 am
SJU
- HOU
2 stops9h 40m
Southwest
Sat 5/162:40 pm
HOU
- SJU
2 stops8h 00m
Southwest
Deal found 2/13![Southwest logo]()
$404
This Southwest deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 3/105:15 am
SJU
- HOU
1 stop11h 55m
Southwest
Sun 3/158:50 pm
HOU
- SJU
1 stop11h 35m
Southwest
Deal found 2/13![Southwest logo]()
$413
This Southwest deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 6/56:00 am
SJU
- HOU
Nonstop4h 35m
Southwest
Sun 6/146:30 pm
HOU
- SJU
Nonstop4h 25m
Southwest
Deal found 2/13![Southwest logo]()
$417
This Southwest deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” 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 4/138:40 pm
SJU
- HOU
1 stop12h 25m
Southwest
Tue 5/51:00 pm
HOU
- SJU
2 stops9h 40m
Southwest
Deal found 2/14![Southwest logo]()
$418
This Southwest deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 6/241:30 pm
SJU
- HOU
1 stop6h 40m
Southwest
Sun 7/56:30 pm
HOU
- SJU
Nonstop4h 25m
Southwest
Deal found 2/12![Southwest logo]()
$422
This Delta deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 3/311:18 pm
NAS
- HOU
1 stop10h 24m
Delta
Tue 4/76:00 am
HOU
- NAS
1 stop9h 45m
Delta
Deal found 2/13![Delta logo]()
$447
Best flights from Caribbean to HobbyDiscover carefully curated flight deals from Caribbean to Hobby that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 15, 2026.
Discover carefully curated flight deals from Caribbean to Hobby that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 15, 2026.
This Southwest deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” 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 4/145:05 am
SJU
- HOU
1 stop15h 05m
Southwest
Tue 5/57:35 am
HOU
- SJU
2 stops9h 35m
Southwest
Deal found 2/14![Southwest logo]()
$364
This Delta deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 3/311:18 pm
NAS
- HOU
1 stop10h 24m
Delta
Tue 4/76:00 am
HOU
- NAS
1 stop9h 45m
Delta
Deal found 2/13![Delta logo]()
$447
This American Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 4/2411:45 am
PUJ
- HOU
2 stops13h 02m
American Airlines
Sun 5/38:21 pm
HOU
- PUJ
1 stop19h 04m
American Airlines
Deal found 2/12![American Airlines logo]()
$540
This Faresmojo deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/263:50 pm
PUJ
- HOU
1 stop8h 38m
JetBlue
Tue 3/35:25 am
HOU
- PUJ
1 stop7h 00m
JetBlue
Deal found 2/12![JetBlue logo]()
$707
This Southwest deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 4/305:05 am
SJU
- HOU
2 stops9h 40m
Southwest
Thu 5/710:20 am
HOU
- SJU
2 stops12h 20m
Southwest
Deal found 2/13![Southwest logo]()
$369
This Southwest deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/53:50 pm
SJU
- HOU
2 stops10h 55m
Southwest
Tue 3/1011:05 am
HOU
- SJU
2 stops10h 55m
Southwest
Deal found 2/12![Southwest logo]()
$369
This Southwest deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 4/301:00 pm
SJU
- HOU
1 stop9h 10m
Southwest
Sun 5/1012:10 pm
HOU
- SJU
2 stops10h 35m
Southwest
Deal found 2/11![Southwest logo]()
$369
This Delta deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/206:00 pm
NAS
- HOU
1 stop6h 08m
Delta
Mon 5/256:00 am
HOU
- NAS
1 stop9h 35m
Delta
Deal found 2/11![Delta logo]()
$507
This Southwest deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 5/76:50 am
SJU
- HOU
2 stops17h 00m
Southwest
Sat 5/165:40 am
HOU
- SJU
1 stop8h 10m
Southwest
Deal found 2/13![Southwest logo]()
$395
This American Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/275:17 pm
STX
- HOU
2 stops19h 31m
American Airlines
Tue 3/316:00 am
HOU
- STX
2 stops9h 27m
American Airlines
Deal found 2/12![American Airlines logo]()
$560
This Southwest deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” 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 4/310:05 am
SJU
- HOU
1 stop7h 50m
Southwest
Tue 4/141:00 pm
HOU
- SJU
2 stops9h 40m
Southwest
Deal found 2/14![Southwest logo]()
$395
This American Airlines deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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.
Wed 4/13:43 pm
NAS
- HOU
2 stops9h 15m
American Airlines
Mon 4/66:00 am
HOU
- NAS
1 stop7h 32m
American Airlines
Deal found 2/13![American Airlines logo]()
$560
This Southwest deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 4/28:50 pm
SJU
- HOU
1 stop13h 50m
Southwest
Tue 4/144:55 pm
HOU
- SJU
1 stop5h 45m
Southwest
Deal found 2/12![Southwest logo]()
$395
This Delta deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 3/123:04 pm
CUR
- HOU
1 stop8h 38m
Delta
Wed 3/186:00 am
HOU
- CUR
1 stop6h 39m
Delta
Deal found 2/11![Delta logo]()
$592
This Delta deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 4/243:57 pm
PUJ
- HOU
1 stop8h 08m
Delta
Sun 5/36:00 am
HOU
- PUJ
1 stop6h 21m
Delta
Deal found 2/12![Delta logo]()
$593
This American Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/293:32 pm
NAS
- HOU
1 stop9h 26m
American Airlines
Sun 4/56:00 am
HOU
- NAS
1 stop7h 32m
American Airlines
Deal found 2/12![American Airlines logo]()
$601
This Delta deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” 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 5/124:05 pm
PUJ
- HOU
1 stop8h 03m
Delta
Tue 5/266:00 am
HOU
- PUJ
1 stop6h 24m
Delta
Deal found 2/14![Delta logo]()
$618
This Faresmojo deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/152:35 pm
SDQ
- HOU
1 stop9h 07m
JetBlue
Sun 3/226:00 am
HOU
- SDQ
1 stop6h 10m
JetBlue
Deal found 2/11![JetBlue logo]()
$835
This American Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 4/24:41 pm
CUR
- HOU
2 stops18h 02m
American Airlines
Wed 4/88:21 pm
HOU
- CUR
2 stops17h 11m
American Airlines
Deal found 2/12![American Airlines logo]()
$668
This Southwest deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 3/311:25 pm
NAS
- HOU
1 stop8h 00m
Southwest
Tue 4/78:30 am
HOU
- NAS
2 stops9h 00m
Southwest
Deal found 2/13![Southwest logo]()
$518
This Faresmojo deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/282:35 pm
SDQ
- HOU
1 stop9h 07m
JetBlue
Sun 4/56:00 am
HOU
- SDQ
1 stop6h 12m
JetBlue
Deal found 2/14![JetBlue logo]()
$846
This American Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/133:10 pm
POS
- HOU
2 stops25h 40m
American Airlines
Sat 3/214:20 pm
HOU
- POS
2 stops20h 50m
American Airlines
Deal found 2/12![American Airlines logo]()
$674
This Delta deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 4/23:04 pm
CUR
- HOU
1 stop8h 38m
Delta
Wed 4/86:00 am
HOU
- CUR
1 stop6h 39m
Delta
Deal found 2/13![Delta logo]()
$674
This American Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/124:41 pm
CUR
- HOU
2 stops18h 02m
American Airlines
Wed 3/188:20 pm
HOU
- CUR
2 stops16h 15m
American Airlines
Deal found 2/12![American Airlines logo]()
$674
This Southwest deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” 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 3/312:25 pm
AUA
- HOU
1 stop9h 25m
Southwest
Tue 4/75:50 am
HOU
- AUA
1 stop6h 55m
Southwest
Deal found 2/14![Southwest logo]()
$567
This Delta deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 3/176:57 am
SDQ
- HOU
2 stops16h 45m
Delta
Sat 3/286:00 am
HOU
- SDQ
1 stop7h 26m
Delta
Deal found 2/13![Delta logo]()
$687
This American Airlines deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 3/134:41 pm
CUR
- HOU
2 stops18h 02m
American Airlines
Thu 3/198:20 pm
HOU
- CUR
2 stops16h 15m
American Airlines
Deal found 2/13![American Airlines logo]()
$675
This Southwest deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/72:45 pm
AUA
- HOU
1 stop10h 05m
Southwest
Wed 6/179:25 pm
HOU
- AUA
2 stops16h 20m
Southwest
Deal found 2/11![Southwest logo]()
$582
This American Airlines deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” 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 3/103:10 pm
POS
- HOU
2 stops21h 38m
American Airlines
Tue 3/174:20 pm
HOU
- POS
2 stops20h 50m
American Airlines
Deal found 2/14![American Airlines logo]()
$702
This Southwest deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” 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 6/111:45 pm
AUA
- HOU
1 stop11h 00m
Southwest
Mon 6/155:05 am
HOU
- AUA
1 stop8h 40m
Southwest
Deal found 2/14![Southwest logo]()
$597
Last-minute flights from Caribbean to HobbyDiscover last-minute flight deals from Caribbean to Hobby. Data last updated February 15, 2026 and is based on user searches.
Discover last-minute flight deals from Caribbean to Hobby. Data last updated February 15, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” 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 2/286:05 am
SJU
- HOU
2 stops16h 45m
Southwest
Sat 3/2111:45 am
HOU
- SJU
Nonstop4h 05m
Southwest
Deal found 2/14![Southwest logo]()
$467
This Delta deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 3/37:30 am
SJU
- HOU
1 stop10h 58m
Delta
Wed 3/112:13 pm
HOU
- SJU
1 stop8h 02m
Delta
Deal found 2/11![Delta logo]()
$445
This Southwest deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/59:50 pm
SJU
- HOU
1 stop13h 50m
Southwest
Tue 3/1011:05 am
HOU
- SJU
2 stops10h 55m
Southwest
Deal found 2/12![Southwest logo]()
$364
This Southwest deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 3/611:15 am
SJU
- HOU
1 stop7h 40m
Southwest
Sat 3/147:40 am
HOU
- SJU
1 stop11h 20m
Southwest
Deal found 2/13![Southwest logo]()
$460
This Southwest deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 3/66:30 am
SJU
- HOU
1 stop10h 25m
Southwest
Sun 3/1511:10 am
HOU
- SJU
2 stops8h 50m
Southwest
Deal found 2/11![Southwest logo]()
$465
This Southwest deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 3/79:50 pm
SJU
- HOU
1 stop12h 55m
Southwest
Tue 3/242:55 pm
HOU
- SJU
1 stop8h 20m
Southwest
Deal found 2/13![Southwest logo]()
$400
This Southwest deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 3/105:15 am
SJU
- HOU
1 stop11h 55m
Southwest
Sun 3/158:50 pm
HOU
- SJU
1 stop11h 35m
Southwest
Deal found 2/13![Southwest logo]()
$413
This Southwest deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/105:15 am
SJU
- HOU
1 stop11h 55m
Southwest
Thu 3/1212:05 pm
HOU
- SJU
1 stop7h 00m
Southwest
Deal found 2/12![Southwest logo]()
$444
This Delta deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 3/106:15 am
SJU
- HOU
1 stop8h 13m
Delta
Tue 3/1711:33 am
HOU
- SJU
1 stop7h 45m
Delta
Deal found 2/11![Delta logo]()
$471
This Southwest deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 3/255:55 am
SJU
- HOU
1 stop9h 50m
Southwest
Sat 3/2810:15 am
HOU
- SJU
1 stop8h 20m
Southwest
Deal found 2/13![Southwest logo]()
$426
This Delta deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 3/311:18 pm
NAS
- HOU
1 stop10h 24m
Delta
Tue 4/76:00 am
HOU
- NAS
1 stop9h 45m
Delta
Deal found 2/13![Delta logo]()
$447
This Southwest deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 3/311:25 pm
NAS
- HOU
1 stop8h 00m
Southwest
Tue 4/78:30 am
HOU
- NAS
2 stops9h 00m
Southwest
Deal found 2/13![Southwest logo]()
$518
One-way flights from Caribbean to HobbySearch for one-way flight options from Caribbean to Hobby. Find affordable one-way fares based on user searches. Data last updated February 15, 2026.
Search for one-way flight options from Caribbean to Hobby. Find affordable one-way fares based on user searches. Data last updated February 15, 2026.
This Southwest deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 5/205:35 am
SJU
- HOU
2 stops9h 25m
Southwest
Deal found 2/13![Southwest logo]()
$182
This American Airlines deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” 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 5/711:59 pm
SJU
- HOU
1 stop13h 13m
American Airlines
Deal found 2/14![American Airlines logo]()
$186
This Southwest deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 5/25:15 am
SJU
- HOU
2 stops10h 40m
Southwest
Deal found 2/12![Southwest logo]()
$187
This Southwest deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 5/214:25 pm
SJU
- HOU
1 stop8h 40m
Southwest
Deal found 2/13![Southwest logo]()
$200
This Southwest deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 6/56:00 am
SJU
- HOU
Nonstop4h 35m
Southwest
Deal found 2/12![Southwest logo]()
$209
This Southwest deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 6/35:35 am
SJU
- HOU
2 stops9h 25m
Southwest
Deal found 2/12![Southwest logo]()
$213
This Southwest deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” 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 5/233:30 pm
SJU
- HOU
Nonstop5h 05m
Southwest
Deal found 2/14![Southwest logo]()
$218
This Southwest deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 4/295:35 am
SJU
- HOU
2 stops9h 25m
Southwest
Deal found 2/13![Southwest logo]()
$222
This Southwest deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 3/98:50 pm
SJU
- HOU
1 stop13h 20m
Southwest
Deal found 2/12![Southwest logo]()
$224
This Delta deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 4/72:45 pm
PUJ
- HOU
1 stop8h 57m
Delta
Deal found 2/13![Delta logo]()
$226
This Southwest deal was found by Cheapflights users on 2/13. Clicking the “Pick Dates” 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 4/185:15 am
SJU
- HOU
2 stops10h 40m
Southwest
Deal found 2/13![Southwest logo]()
$227
This Southwest deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 5/224:00 pm
PUJ
- HOU
1 stop9h 05m
Southwest
Deal found 2/11![Southwest logo]()
$231
Find flight deals from Caribbean to Hobby
Keep the following information in mind while searching for Caribbean to Hobby flight deals. Data was last updated February 15, 2026.
Round-trip from | $364 (Southwest) |
|---|---|
One-way from | $182 (Southwest) |
Popular in | February |
Cheapest in | October |
Average price | $468 |
Good round-trip deal | $474 or less |
Good one-way deal | $274 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Caribbean to Hobby 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 February 15, 2026.
Use the filters below to find and compare flights from Caribbean to Houston Hobby Airport that are best for you.
Fly from
Caribbean
Fly to
Hobby
Route
Depart
Return
Price
San JuanHouston
SJU - HOU
SJUHOU
San Juan Luis Munoz Marin Intl
Tue 4/14
5:05 am-7:10 pm
1 stop15h 05m
Houston Hobby
Tue 5/5
7:35 am-6:10 pm
2 stops9h 35m
$364
San JuanHouston
SJU - HOU
SJUHOU
San Juan Luis Munoz Marin Intl
Thu 4/30
5:05 am-1:45 pm
2 stops9h 40m
Houston Hobby
Thu 5/7
10:20 am-11:40 pm
2 stops12h 20m
$369
San JuanHouston
SJU - HOU
SJUHOU
San Juan Luis Munoz Marin Intl
Thu 3/5
3:50 pm-12:45 am
2 stops10h 55m
Houston Hobby
Tue 3/10
11:05 am-11:00 pm
2 stops10h 55m
$369
San JuanHouston
SJU - HOU
SJUHOU
San Juan Luis Munoz Marin Intl
Thu 4/30
1:00 pm-9:10 pm
1 stop9h 10m
Houston Hobby
Sun 5/10
12:10 pm-11:45 pm
2 stops10h 35m
$369
San JuanHouston
SJU - HOU
SJUHOU
San Juan Luis Munoz Marin Intl
Thu 5/7
6:50 am-10:50 pm
2 stops17h 00m
Houston Hobby
Sat 5/16
5:40 am-2:50 pm
1 stop8h 10m
$395
San JuanHouston
SJU - HOU
SJUHOU
San Juan Luis Munoz Marin Intl
Fri 4/3
10:05 am-4:55 pm
1 stop7h 50m
Houston Hobby
Tue 4/14
1:00 pm-11:40 pm
2 stops9h 40m
$395
San JuanHouston
SJU - HOU
SJUHOU
San Juan Luis Munoz Marin Intl
Thu 4/2
8:50 pm-9:40 am
1 stop13h 50m
Houston Hobby
Tue 4/14
4:55 pm-11:40 pm
1 stop5h 45m
$395
NassauHouston
NAS - HOU
NASHOU
Nassau Intl
Tue 3/31
1:18 pm-10:42 pm
1 stop10h 24m
Houston Hobby
Tue 4/7
6:00 am-4:45 pm
1 stop9h 45m
$447
NassauHouston
NAS - HOU
NASHOU
Nassau Intl
Wed 5/20
6:00 pm-11:08 pm
1 stop6h 08m
Houston Hobby
Mon 5/25
6:00 am-4:35 pm
1 stop9h 35m
$507
NassauHouston
NAS - HOU
NASHOU
Nassau Intl
Tue 3/31
1:25 pm-8:25 pm
1 stop8h 00m
Houston Hobby
Tue 4/7
8:30 am-6:30 pm
2 stops9h 00m
$518
Showing 1-10 of 60 results
Best time to book a flight from Caribbean to Hobby
Have a flexible travel schedule? Discover the best time to fly to Hobby from Caribbean with our price prediction graph.
SJU-HOU
PUJ-HOU
STX-HOU
NAS-HOU
AUA-HOU
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 Caribbean to Houston Hobby Airport
0CB-HOU
SJU-HOU
PUJ-HOU
STX-HOU
NAS-HOU
What is the cheapest month to book a flight from Caribbean to Houston Hobby Airport?
Currently, January is the cheapest month in which you can book a flight from Caribbean to Houston Hobby Airport (average of $94). Flying from Caribbean to Houston Hobby Airport in September is currently the most expensive (average of $190). 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 CB to HOU?
Find hourly flight availability from Caribbean to Hobby. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 15, 2026.
When flying from Caribbean to Houston Hobby Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Reviews of airlines servicing Hobby
Get insights into the airlines that provide service to Hobby. 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 Hobby. Reviews last updated February 15, 2026.
Read through reviews of airlines operating flights from Caribbean to Houston Hobby Airport, such as Southwest, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Overall
8.0
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Caribbean to Hobby. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Houston Hobby Airport?
Book flights to Houston Hobby Airport if you plan to visit one of these locationsSugar Land
Stafford
Pasadena
Kemah
Pearland
Freeport
Webster
West University Place
Texas City
Seabrook
Baytown
Lake Jackson
Rosenberg
Missouri City
League City
Nassau Bay
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.
Alternative routes
Complete your trip
Flights by cabin class
Hobby flight routes
Other flight options
Popular flights
Top destinations
Alternative routes for Caribbean to Hobby
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Hobby by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Caribbean to Hobby by cabin class
Find flights from Caribbean to Hobby, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Hobby
Explore flights to Hobby departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on February 15, 2026.
Caribbean and Hobby flights
Browse other Caribbean and Hobby flight options. Last updated on February 15, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Caribbean to Hobby flights
Consider these flights traveling from Caribbean to Hobby.
Top 6 airlines flying from Caribbean to Hobby
Discover the top 6 airlines that operate flights from Caribbean to Hobby. 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 February 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$94 | Average$316 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$108 | Average$202 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$178 | Average$534 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$210 | Average$576 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$214 | Average$599 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$326 | Average$505 | FlexibilityNo cancel fee | On-time63% |