$193+ 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 2/11. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — HOU
Jan 22 — Jan 291
1 adult, Economy
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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
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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 Caribbean to Hobby
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 December 23, 2025.
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 December 23, 2025.
This American Airlines deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” 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 12/291:30 amSJU - HOU
1 stop9h 02mAmerican Airlines
Thu 1/110:13 amHOU - SJU
1 stop11h 09mAmerican Airlines
Deal found 12/21![American Airlines logo]()
$415
This American Airlines deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” 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 12/291:30 amSJU - HOU
1 stop9h 02mAmerican Airlines
Sat 1/38:16 pmHOU - SJU
1 stop7h 18mAmerican Airlines
Deal found 12/22![American Airlines logo]()
$440
This American Airlines deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” 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 12/246:44 amSJU - HOU
1 stop11h 05mAmerican Airlines
Wed 12/3112:09 pmHOU - SJU
1 stop9h 18mAmerican Airlines
Deal found 12/20![American Airlines logo]()
$508
This Delta deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” 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 12/318:00 amMBJ - HOU
1 stop13h 24mDelta
Wed 1/145:45 amHOU - MBJ
1 stop8h 35mDelta
Deal found 12/22![Delta logo]()
$526
This Delta deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” 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 12/241:07 pmSJU - HOU
1 stop8h 07mDelta
Wed 12/316:00 amHOU - SJU
1 stop9h 30mDelta
Deal found 12/22![Delta logo]()
$530
This American Airlines deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” 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 12/271:30 amSJU - HOU
1 stop9h 02mAmerican Airlines
Mon 12/295:40 amHOU - SJU
1 stop7h 19mAmerican Airlines
Deal found 12/21![American Airlines logo]()
$549
This American Airlines deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” 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 12/236:44 amSJU - HOU
1 stop11h 05mAmerican Airlines
Mon 1/126:00 amHOU - SJU
1 stop7h 04mAmerican Airlines
Deal found 12/21![American Airlines logo]()
$555
This Southwest deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” 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 12/316:40 amSJU - HOU
2 stops15h 05mSouthwest
Mon 1/510:30 amHOU - SJU
2 stops12h 55mSouthwest
Deal found 12/22![Southwest logo]()
$565
This Delta deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” 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 12/298:00 amMBJ - HOU
1 stop7h 38mDelta
Tue 1/135:45 amHOU - MBJ
1 stop6h 09mDelta
Deal found 12/22![Delta logo]()
$566
This American Airlines deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” 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 12/221:30 amSJU - HOU
1 stop12h 09mAmerican Airlines
Sun 12/288:16 pmHOU - SJU
1 stop7h 18mAmerican Airlines
Deal found 12/21![American Airlines logo]()
$570
This American Airlines deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” 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 12/291:30 amSJU - HOU
1 stop9h 02mAmerican Airlines
Sun 1/48:16 pmHOU - SJU
1 stop7h 18mAmerican Airlines
Deal found 12/21![American Airlines logo]()
$580
This Delta deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” 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 12/236:30 amSJU - HOU
1 stop10h 08mDelta
Wed 12/3110:46 amHOU - SJU
1 stop10h 34mDelta
Deal found 12/21![Delta logo]()
$583
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 December 23, 2025.
Round-trip from | $380 (American Airlines) |
|---|---|
One-way from | $193 (American Airlines) |
Popular in | June |
Cheapest in | October |
Average price | $297 |
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 December 23, 2025.
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 3/10
1:30 am-9:43 am
1 stop9h 13m
Houston Hobby
Wed 3/11
12:18 pm-10:31 pm
1 stop9h 13m
$380
San JuanHouston
SJU - HOU
SJUHOU
San Juan Luis Munoz Marin Intl
Thu 2/26
7:30 am-3:50 pm
1 stop10h 20m
Houston Hobby
Mon 3/2
12:17 pm-11:32 pm
1 stop9h 15m
$385
San JuanHouston
SJU - HOU
SJUHOU
San Juan Luis Munoz Marin Intl
Thu 1/22
3:54 pm-10:46 pm
1 stop8h 52m
Houston Hobby
Wed 1/28
6:00 am-3:00 pm
1 stop7h 00m
$385
San JuanHouston
SJU - HOU
SJUHOU
San Juan Luis Munoz Marin Intl
Fri 1/16
3:54 pm-10:46 pm
1 stop8h 52m
Houston Hobby
Mon 1/19
12:47 pm-10:26 pm
1 stop7h 39m
$385
Montego BayHouston
MBJ - HOU
MBJHOU
Montego Bay Sangster Intl
Wed 5/6
11:00 am-8:02 pm
1 stop9h 02m
Houston Hobby
Sun 5/10
8:27 pm-1:34 pm
1 stop17h 07m
$389
San JuanHouston
SJU - HOU
SJUHOU
San Juan Luis Munoz Marin Intl
Fri 4/17
6:50 am-2:00 pm
1 stop8h 10m
Houston Hobby
Mon 4/20
1:20 pm-11:25 pm
2 stops9h 05m
$395
San JuanHouston
SJU - HOU
SJUHOU
San Juan Luis Munoz Marin Intl
Wed 3/11
7:30 am-4:36 pm
1 stop10h 06m
Houston Hobby
Mon 3/16
11:44 am-8:18 pm
1 stop7h 34m
$395
San JuanHouston
SJU - HOU
SJUHOU
San Juan Luis Munoz Marin Intl
Tue 3/3
6:10 am-7:40 pm
2 stops15h 30m
Houston Hobby
Wed 3/11
7:10 pm-9:25 am
2 stops13h 15m
$395
San JuanHouston
SJU - HOU
SJUHOU
San Juan Luis Munoz Marin Intl
Thu 3/12
6:15 am-4:36 pm
1 stop11h 21m
Houston Hobby
Sun 3/15
11:44 am-11:12 pm
1 stop10h 28m
$395
San JuanHouston
SJU - HOU
SJUHOU
San Juan Luis Munoz Marin Intl
Wed 3/4
6:15 am-12:20 pm
1 stop8h 05m
Houston Hobby
Thu 3/12
11:44 am-11:12 pm
1 stop10h 28m
$395
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.
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
What is the cheapest month to book a flight from Caribbean to Houston Hobby Airport?
Currently, February is the cheapest month in which you can book a flight from Caribbean to Houston Hobby Airport (average of $108). 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 December 23, 2025.
It’s typically best to fly out from Caribbean to Houston Hobby Airport in the evening. Doing so could potentially save you 53% on the flight price compared to flying at noon, which is usually more expensive.
What is the cheapest day to fly from Caribbean to Houston Hobby Airport?
Use this chart to determine the cheapest time to fly round-trip from Caribbean to Hobby. Price data was last updated on December 16, 2024.
Travelers seeking maximum savings on their Caribbean to Houston Hobby Airport flight should consider departing on Tuesday evenings when fares are most often at their lowest. Friday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
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 December 23, 2025.
Read through reviews of airlines operating flights from Caribbean to Houston Hobby Airport, such as Southwest, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Crew
8.6
Comfort
8.0
Food
7.0
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Crew
8.6
Comfort
8.0
Food
7.0
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Crew
8.6
Comfort
8.0
Food
7.0
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Crew
8.6
Comfort
8.0
Food
7.0
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Crew
8.6
Comfort
8.0
Food
7.0
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Crew
8.6
Comfort
8.0
Food
7.0
Overall
8.0
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
Baytown
Pearland
Freeport
Webster
West University Place
Texas City
Seabrook
Lake Jackson
Missouri City
Rosenberg
League City
Nassau Bay
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for Caribbean to Hobby
See prices for flight routes from nearby airports that may be better suited for you.
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 December 23, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$270 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$135 | Average$321 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$150 | Average$416 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$210 | Average$619 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$214 | Average$571 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$326 | Average$582 | FlexibilityNo cancel fee | On-time63% |