$78+ 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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
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
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 Hobby to Caribbean
Keep the following information in mind while searching for Hobby to Caribbean flight deals. Data was last updated junio 12, 2025.
Round-trip from | $185 (American Airlines) |
|---|---|
One-way from | $78 (Southwest) |
Popular in | December |
Cheapest in | September |
Average price | $328 |
Good round-trip deal | $566 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 junio 12, 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 junio 12, 2025.
This American Airlines deal was found by Cheapflights users on 6/11. 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.
This Delta deal was found by Cheapflights users on 6/9. 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.
This Southwest deal was found by Cheapflights users on 6/10. 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.
This American Airlines deal was found by Cheapflights users on 6/11. 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.
This Delta deal was found by Cheapflights users on 6/11. 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.
This Delta deal was found by Cheapflights users on 6/11. 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.
This American Airlines deal was found by Cheapflights users on 6/11. 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.
This Mytrip deal was found by Cheapflights users on 6/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Southwest deal was found by Cheapflights users on 6/10. 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.
This Southwest deal was found by Cheapflights users on 6/12. 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.
This Southwest deal was found by Cheapflights users on 6/11. 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.
This Delta deal was found by Cheapflights users on 6/11. 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.
Cheapflights Fare Finder
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 junio 12, 2025.
Use the filters below to find and compare flights from Houston Hobby Airport to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
dom. 6/15
8:23 pm-5:06 am
1 stop7h 43m
San Juan Luis Munoz Marin Intl
jue. 6/19
12:59 am-8:26 am
1 stop8h 27m
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
dom. 8/31
1:05 pm-10:07 pm
1 stop8h 02m
San Juan Luis Munoz Marin Intl
sáb. 9/6
7:30 am-5:39 pm
1 stop11h 09m
HoustonSan Juan
HOU - SJU
HOUSJU
Houston Hobby
mié. 8/13
11:25 am-7:45 pm
1 stop7h 20m
San Juan Luis Munoz Marin Intl
vie. 8/22
8:15 am-8:15 pm
2 stops13h 00m
HoustonMontego Bay
HOU - MBJ
HOUMBJ
Houston Hobby
sáb. 9/6
6:44 pm-12:05 pm
2 stops17h 21m
Montego Bay Sangster Intl
mié. 9/10
3:36 pm-8:29 am
2 stops16h 53m
HoustonMontego Bay
HOU - MBJ
HOUMBJ
Houston Hobby
dom. 12/7
6:00 am-4:33 pm
1 stop9h 33m
Montego Bay Sangster Intl
vie. 12/12
3:32 pm-9:40 pm
1 stop7h 08m
HoustonPunta Cana
HOU - PUJ
HOUPUJ
Houston Hobby
vie. 8/22
6:00 am-2:34 pm
1 stop7h 34m
Punta Cana
mar. 8/26
2:40 pm-10:31 pm
1 stop8h 51m
HoustonPunta Cana
HOU - PUJ
HOUPUJ
Houston Hobby
vie. 9/12
6:44 pm-12:35 pm
2 stops16h 51m
Punta Cana
mar. 9/16
4:25 pm-9:41 am
2 stops18h 16m
HoustonSaint Thomas Island
HOU - STT
HOUSTT
Houston Hobby
vie. 8/1
8:03 pm-9:48 am
3 stops36h 45m
Saint Thomas Island Cyril E King
jue. 8/7
10:43 am-7:13 pm
2 stops33h 30m
HoustonMontego Bay
HOU - MBJ
HOUMBJ
Houston Hobby
sáb. 11/1
8:45 am-11:55 am
Nonstop3h 10m
Montego Bay Sangster Intl
mié. 11/5
3:45 pm-8:55 pm
1 stop6h 10m
HoustonPunta Cana
HOU - PUJ
HOUPUJ
Houston Hobby
mié. 8/20
6:30 am-1:55 pm
1 stop6h 25m
Punta Cana
lun. 8/25
2:50 pm-10:50 pm
1 stop9h 00m
Best time to book a flight from Hobby to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Hobby with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from Houston Hobby Airport to Caribbean
What is the cheapest month to book a flight from Houston Hobby Airport to Caribbean?
Currently, September is the cheapest month in which you can book a flight from Houston Hobby Airport to Caribbean (average of $254). Flying from Houston Hobby Airport to Caribbean in June is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from HOU to CB?
Find hourly flight availability from Hobby to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated junio 12, 2025.
When flying from Houston Hobby Airport to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Rainfall in Caribbean by month
Plan your trip to Caribbean by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.
Temperature in Caribbean by month
Plan your trip to Caribbean by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated junio 12, 2025.
Entertainment
Overall
Boarding
Food
Crew
Comfort
Reviews
John,May 2025
PVD - BNA
Entertainment
Overall
Boarding
Food
Crew
Comfort
Reviews
John,May 2025
PVD - BNA
Entertainment
Overall
Boarding
Food
Crew
Comfort
Reviews
John,May 2025
PVD - BNA
Entertainment
Overall
Boarding
Food
Crew
Comfort
Reviews
John,May 2025
PVD - BNA
Entertainment
Overall
Boarding
Food
Crew
Comfort
Reviews
John,May 2025
PVD - BNA
Entertainment
Overall
Boarding
Food
Crew
Comfort
Reviews
John,May 2025
PVD - BNA
Related info for your journey
Find useful and relevant information for your journey from Hobby to Caribbean. 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 Hobby to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Top 7 airlines flying from Hobby to Caribbean
Discover the top 7 airlines that operate flights from Hobby to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated junio 12, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$123 | Average$405 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$128 | Average$406 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$138 | Average$594 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$175 | Average$656 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$230 | Average$670 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$297 | Average$700 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$413 | Average$592 | FlexibilityNo cancel fee | On-time62% |