$104+ Cheap flights from Hobby (HOU) 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 4/26. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
Feb 18 — Feb 251
1 adult, Economy
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Find cheap flights from Hobby 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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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 Hobby to Caribbean
Keep the following information in mind while searching for Hobby to Caribbean flight deals. Data was last updated February 13, 2025.
Round-trip from | $217 (Southwest) |
|---|---|
One-way from | $104 (Southwest) |
Popular in | December |
Cheapest in | September |
Average price | $306 |
Good round-trip deal | $542 or less |
Find flight deals from Hobby to Caribbean
Cheapest flights from Hobby to CaribbeanExplore the most affordable flight options available from Hobby to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 13, 2025.
Explore the most affordable flight options available from Hobby to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 13, 2025.
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.
Mon 5/510:05 amHOU - SJU
1 stop11h 00mSouthwest
Sat 5/104:00 pmSJU - HOU
1 stop7h 55mSouthwest
Deal found 2/13![Southwest logo]()
$217
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 2/266:00 amHOU - SJU
2 stops9h 29mAmerican Airlines
Wed 3/56:30 amSJU - HOU
1 stop13h 21mAmerican Airlines
Deal found 2/13![American Airlines logo]()
$262
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.
Wed 2/2610:25 amHOU - SJU
1 stop11h 21mDelta
Wed 3/57:30 amSJU - HOU
1 stop12h 12mDelta
Deal found 2/13![Delta logo]()
$293
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 3/410:25 amHOU - MBJ
1 stop9h 27mDelta
Tue 3/117:00 amMBJ - HOU
1 stop11h 00mDelta
Deal found 2/11![Delta logo]()
$505
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.
Tue 3/46:31 pmHOU - MBJ
2 stops15h 14mAmerican Airlines
Tue 3/1110:45 amMBJ - HOU
1 stop8h 58mAmerican Airlines
Deal found 2/11![American Airlines logo]()
$509
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 3/256:00 amHOU - PUJ
1 stop6h 10mDelta
Wed 3/263:58 pmPUJ - HOU
1 stop8h 08mDelta
Deal found 2/13![Delta logo]()
$525
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 4/288:16 pmHOU - PUJ
2 stops14h 38mAmerican Airlines
Fri 5/212:18 pmPUJ - HOU
1 stop11h 22mAmerican Airlines
Deal found 2/11![American Airlines logo]()
$529
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 5/39:00 pmHOU - PLS
2 stops16h 55mSouthwest
Wed 5/75:05 pmPLS - HOU
2 stops19h 05mSouthwest
Deal found 2/13![Southwest logo]()
$532
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.
Wed 3/126:00 amHOU - NAS
1 stop6h 35mDelta
Tue 3/183:00 pmNAS - HOU
1 stop9h 06mDelta
Deal found 2/12![Delta logo]()
$535
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 3/2110:50 amHOU - MBJ
Nonstop3h 10mSouthwest
Thu 3/272:50 pmMBJ - HOU
Nonstop3h 35mSouthwest
Deal found 2/12![Southwest logo]()
$539
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.
Wed 5/76:00 amHOU - STT
1 stop8h 06mDelta
Wed 5/142:43 pmSTT - HOU
1 stop7h 58mDelta
Deal found 2/13![Delta logo]()
$544
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.
Sat 4/56:31 pmHOU - STT
2 stops16h 34mAmerican Airlines
Thu 4/1012:55 pmSTT - HOU
2 stops10h 45mAmerican Airlines
Deal found 2/13![American Airlines logo]()
$545
Find flights from Hobby to Caribbean within your budget
Customize your flight search to find flights from Hobby 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 February 13, 2025.
Fly from
Hobby
Fly to
Caribbean
Route
Depart
Return
Price
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Mon 5/5
10:05 am-10:05 pm
1 stop11h 00m
San Juan Luis Munoz Marin Intl
Sat 5/10
4:00 pm-10:55 pm
1 stop7h 55m
$217
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Wed 2/26
6:00 am-5:29 pm
2 stops9h 29m
San Juan Luis Munoz Marin Intl
Wed 3/5
6:30 am-5:51 pm
1 stop13h 21m
$262
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
Wed 2/26
10:25 am-11:46 pm
1 stop11h 21m
San Juan Luis Munoz Marin Intl
Wed 3/5
7:30 am-5:42 pm
1 stop12h 12m
$293
HoustonMontego Bay
HOU - MBJ
HOUMBJ
Houston Hobby
Tue 3/4
10:25 am-8:52 pm
1 stop9h 27m
Montego Bay Sangster Intl
Tue 3/11
7:00 am-6:00 pm
1 stop11h 00m
$505
HoustonMontego Bay
HOU - MBJ
HOUMBJ
Houston Hobby
Tue 3/4
6:31 pm-10:45 am
2 stops15h 14m
Montego Bay Sangster Intl
Tue 3/11
10:45 am-7:43 pm
1 stop8h 58m
$509
HoustonPunta Cana
HOU - PUJ
HOUPUJ
Houston Hobby
Tue 3/25
6:00 am-1:10 pm
1 stop6h 10m
Punta Cana
Wed 3/26
3:58 pm-11:06 pm
1 stop8h 08m
$525
HoustonPunta Cana
HOU - PUJ
HOUPUJ
Houston Hobby
Mon 4/28
8:16 pm-11:54 am
2 stops14h 38m
Punta Cana
Fri 5/2
12:18 pm-10:40 pm
1 stop11h 22m
$529
HoustonProvidenciales
HOU - PLS
HOUPLS
Houston Hobby
Sat 5/3
9:00 pm-2:55 pm
2 stops16h 55m
Providenciales
Wed 5/7
5:05 pm-11:10 am
2 stops19h 05m
$532
HoustonNassau
HOU - NAS
HOUNAS
Houston Hobby
Wed 3/12
6:00 am-1:35 pm
1 stop6h 35m
Nassau Intl
Tue 3/18
3:00 pm-11:06 pm
1 stop9h 06m
$535
HoustonMontego Bay
HOU - MBJ
HOUMBJ
Houston Hobby
Fri 3/21
10:50 am-2:00 pm
Nonstop3h 10m
Montego Bay Sangster Intl
Thu 3/27
2:50 pm-6:25 pm
Nonstop3h 35m
$539
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