HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean Islands

$109+ Cheap flights from Hobby (HOU) 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 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
févr. 25 — mars 41
mar. 2/25
mar. 3/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Hobby to Caribbean Islands 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 Islands

Keep the following information in mind while searching for Hobby to Caribbean Islands flight deals. Data was last updated février 20, 2025.

Round-trip from

$217
(Southwest)

One-way from

$109
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$306
From Houston Hobby to Caribbean Islands
Search Deals
One-way flight from Houston Hobby to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($29 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2025
Search Deals

Find flight deals from Hobby to Caribbean Islands

Cheapest flights from Hobby to Caribbean Islands
Explore the most affordable flight options available from Hobby to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on février 20, 2025.

This Southwest deal was found by Cheapflights users on 2/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 4/1611:00 amHOU - SJU
1 stop9h 50mSouthwest
mar. 4/2211:15 amSJU - HOU
1 stop10h 30mSouthwest
Deal found 2/20$217
This American Airlines deal was found by Cheapflights users on 2/20. 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.
lun. 2/246:31 pmHOU - SJU
1 stop8h 33mAmerican Airlines
sam. 3/16:30 amSJU - HOU
1 stop11h 09mAmerican Airlines
Deal found 2/20$237
This Delta deal was found by Cheapflights users on 2/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dim. 3/210:25 amHOU - SJU
1 stop11h 21mDelta
sam. 3/812:50 pmSJU - HOU
1 stop10h 35mDelta
Deal found 2/20$255
This eDestinos deal was found by Cheapflights users on 2/20. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 3/2012:20 pmHOU - SJU
1 stop23h 33mMultiple Airlines
lun. 3/245:05 amSJU - HOU
3 stops53h 31mMultiple Airlines
Deal found 2/20$469
This Southwest deal was found by Cheapflights users on 2/18. 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.
mar. 3/186:30 amHOU - PUJ
1 stop7h 55mSouthwest
mar. 3/252:40 pmPUJ - HOU
1 stop8h 20mSouthwest
Deal found 2/18$480
This Southwest deal was found by Cheapflights users on 2/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 3/2810:50 amHOU - MBJ
Nonstop3h 10mSouthwest
ven. 4/42:50 pmMBJ - HOU
Nonstop3h 35mSouthwest
Deal found 2/20$485
This Delta deal was found by Cheapflights users on 2/19. 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.
mer. 3/196:00 amHOU - PUJ
1 stop6h 10mDelta
mer. 3/262:35 pmPUJ - HOU
1 stop9h 31mDelta
Deal found 2/19$495
This American Airlines deal was found by Cheapflights users on 2/19. 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.
lun. 5/55:00 amHOU - PUJ
2 stops8h 59mAmerican Airlines
ven. 5/911:49 amPUJ - HOU
1 stop8h 56mAmerican Airlines
Deal found 2/19$499
This American Airlines deal was found by Cheapflights users on 2/19. 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.
mar. 5/65:00 amHOU - MBJ
1 stop9h 35mAmerican Airlines
mer. 5/1410:53 amMBJ - HOU
1 stop7h 08mAmerican Airlines
Deal found 2/19$505
This Southwest deal was found by Cheapflights users on 2/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 5/65:45 amHOU - PLS
1 stop8h 25mSouthwest
mar. 5/134:05 pmPLS - HOU
1 stop7h 25mSouthwest
Deal found 2/20$514
This American Airlines deal was found by Cheapflights users on 2/20. 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.
mer. 6/115:00 amHOU - NAS
1 stop6h 26mAmerican Airlines
mer. 6/184:40 pmNAS - HOU
1 stop6h 15mAmerican Airlines
Deal found 2/20$525
This Delta deal was found by Cheapflights users on 2/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/16:00 amHOU - MBJ
1 stop6h 00mDelta
sam. 4/57:00 amMBJ - HOU
1 stop8h 26mDelta
Deal found 2/20$534

Find flights from Hobby to Caribbean Islands within your budget

Customize your flight search to find flights from Hobby 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 février 20, 2025.

Fly from

Hobby

Fly to

Caribbean Islands

Route

Depart

Return

Price

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

mer. 4/16

11:00 am-9:50 pm

1 stop9h 50m

San Juan Luis Munoz Marin Intl

mar. 4/22

11:15 am-8:45 pm

1 stop10h 30m

$217

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

dim. 3/2

10:25 am-11:46 pm

1 stop11h 21m

San Juan Luis Munoz Marin Intl

sam. 3/8

12:50 pm-9:25 pm

1 stop10h 35m

$255

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

mer. 3/5

6:00 am-5:29 pm

2 stops9h 29m

San Juan Luis Munoz Marin Intl

sam. 3/8

7:05 am-6:00 pm

1 stop12h 55m

$282

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

jeu. 3/20

12:20 pm-12:53 pm

1 stop23h 33m

San Juan Luis Munoz Marin Intl

lun. 3/24

5:05 am-9:36 am

3 stops53h 31m

$469

HoustonPunta Cana

HOU - PUJ

HOUPUJ

Houston Hobby

mar. 3/18

6:30 am-3:25 pm

1 stop7h 55m

Punta Cana

mar. 3/25

2:40 pm-10:00 pm

1 stop8h 20m

$480

HoustonMontego Bay

HOU - MBJ

HOUMBJ

Houston Hobby

ven. 3/28

10:50 am-2:00 pm

Nonstop3h 10m

Montego Bay Sangster Intl

ven. 4/4

2:50 pm-6:25 pm

Nonstop3h 35m

$485

HoustonPunta Cana

HOU - PUJ

HOUPUJ

Houston Hobby

mer. 3/19

6:00 am-1:10 pm

1 stop6h 10m

Punta Cana

mer. 3/26

2:35 pm-11:06 pm

1 stop9h 31m

$495

HoustonPunta Cana

HOU - PUJ

HOUPUJ

Houston Hobby

lun. 5/5

5:00 am-2:59 pm

2 stops8h 59m

Punta Cana

ven. 5/9

11:49 am-7:45 pm

1 stop8h 56m

$499

HoustonMontego Bay

HOU - MBJ

HOUMBJ

Houston Hobby

mar. 5/6

5:00 am-2:35 pm

1 stop9h 35m

Montego Bay Sangster Intl

mer. 5/14

10:53 am-6:01 pm

1 stop7h 08m

$505

HoustonProvidenciales

HOU - PLS

HOUPLS

Houston Hobby

mar. 5/6

5:45 am-3:10 pm

1 stop8h 25m

Providenciales

mar. 5/13

4:05 pm-10:30 pm

1 stop7h 25m

$514

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 57 results
1
2
3
...
6

Best time to book a flight from Hobby to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Hobby 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.

Travel insights for flights from Hobby to Caribbean Islands

Get recent, data-driven insights about flights from Hobby to Caribbean Islands including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Houston Hobby Airport to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from Houston Hobby Airport to Caribbean Islands (average of $254). Flying from Houston Hobby Airport to Caribbean Islands in March is currently the most expensive (average of $363). 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 Hobby 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 février 20, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Houston Hobby Airport to Caribbean Islands as you normally would.

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands 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 Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, 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 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 février 20, 2025.
Get a feel of what it's like to fly with Southwest, Delta and American Airlines from Houston to Caribbean Islands by reading reviews from past customers. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

WestJet
7.2
Good
2,801 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

British Airways
6.6
Okay
6,763 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Overall

8.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Related info for your journey

Find useful and relevant information for your journey from Hobby to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Houston Hobby Airport to Caribbean Islands one-way?

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $109. Users have also found prices from $147 and $169 on Delta and Southwest, respectively.

  • What are the most popular routes from Houston Hobby Airport to Caribbean Islands?

    The most popular flight routes from Houston Hobby Airport to Caribbean Islands are Houston Hobby - San Juan Luis Munoz Marin Intl, Houston Hobby - Punta Cana and Houston Hobby - Montego Bay Sangster Intl.

  • Can I find deals for flights from Hobby to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Hobby to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Hobby to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Hobby to Caribbean Islands.

  • Can I find deals for business class flights from Hobby to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Hobby to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Houston Hobby Airport to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from Houston Hobby Airport to Caribbean Islands (average of $254). Flying from Houston Hobby Airport to Caribbean Islands in March is currently the most expensive (average of $363). 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.

See more FAQs

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 for Hobby to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
George Bush Intcntl to Cancún flights
Hobby to Las Vegas flights
Hobby to Seattle flights
Hobby to LaGuardia flights
Hobby to Cancún flights
George Bush Intcntl to Las Vegas flights
Hobby to John F Kennedy Intl flights
Hobby to Denver flights
Hobby to Baltimore flights
George Bush Intcntl to Seattle flights
George Bush Intcntl to John F Kennedy Intl flights
Hobby to Los Angeles flights
Hobby to Newark flights
Hobby to Orlando flights
George Bush Intcntl to LaGuardia flights
George Bush Intcntl to Denver flights
Hobby to Dulles Intl flights
Hobby to Mexico City flights
George Bush Intcntl to Los Angeles flights
Hobby to Sky Harbor Intl flights
Hobby to Reagan-National flights
Hobby to Fort Lauderdale flights
Hobby to Miami flights
George Bush Intcntl to Mexico City flights
George Bush Intcntl to Newark flights
Hobby to Cozumel flights
George Bush Intcntl to Dulles Intl flights
George Bush Intcntl to Orlando flights
George Bush Intcntl to Baltimore flights
George Bush Intcntl to Fort Lauderdale flights
Hobby to Dallas/Fort Worth flights
George Bush Intcntl to Sky Harbor Intl flights
Hobby to Boston flights
George Bush Intcntl to Cozumel flights
George Bush Intcntl to Dallas/Fort Worth flights
Hobby to Atlanta flights
Hobby to San Francisco flights
George Bush Intcntl to Miami flights
George Bush Intcntl to Boston flights
Hobby to Ontario flights
Hobby to Honolulu flights
George Bush Intcntl to O'Hare Intl flights
George Bush Intcntl to Reagan-National flights
George Bush Intcntl to Ontario flights
George Bush Intcntl to San Francisco flights
Hobby to San Diego flights
Hobby to O'Hare Intl flights
Hobby to Philadelphia flights
Hobby to Charlotte flights
George Bush Intcntl to Honolulu flights

Top 8 airlines flying from Hobby to Caribbean Islands

Discover the top 8 airlines that operate flights from Hobby 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 février 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$65Average$349FlexibilityNo cancel feeOn-time62%
DeltaCheapest$137Average$603FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$140Average$386FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$274Average$682FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$284Average$633FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$413Average$592FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$434Average$678FlexibilityNo cancel feeOn-time63%
Copa AirlinesCheapest$463Average$654FlexibilityNo cancel feeOn-time70%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.