HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean Islands

$59+ Cheap flights from Houston 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
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Houston 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 Houston to Caribbean Islands

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

Round-trip from

$130
(Kiwi.com)

One-way from

$59
(FlightHub)

Popular in

December

Cheapest in

September

Average price

$306
From Houston to Caribbean Islands
Search Deals
One-way flight from Houston 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 Houston to Caribbean Islands

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

This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/111:38 pmIAH - SJU
Nonstop4h 20mSpirit Airlines
Tue 3/113:38 amSJU - IAH
1 stop9h 10mSpirit Airlines
Deal found 2/20$130
This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/266:00 amIAH - SJU
1 stop7h 51mMultiple Airlines
Wed 4/29:35 pmSJU - IAH
1 stop14h 23mMultiple Airlines
Deal found 2/20$136
This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/258:47 pmIAH - SJU
1 stop11h 57mFrontier
Tue 4/19:28 amSJU - IAH
1 stop28h 12mFrontier
Deal found 2/19$140
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/269:21 pmIAH - STT
1 stop11h 45mSpirit Airlines
Tue 4/111:11 amSTT - IAH
1 stop11h 42mSpirit Airlines
Deal found 2/20$205
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/13:24 pmIAH - SJU
Nonstop4h 22mUnited Airlines
Fri 3/72:05 amSJU - IAH
1 stop10h 37mUnited Airlines
Deal found 2/20$213
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.
Wed 4/1611:00 amHOU - SJU
1 stop9h 50mSouthwest
Tue 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.
Mon 2/246:31 pmHOU - SJU
1 stop8h 33mAmerican Airlines
Sat 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.
Sun 3/210:25 amHOU - SJU
1 stop11h 21mDelta
Sat 3/812:50 pmSJU - HOU
1 stop10h 35mDelta
Deal found 2/20$255
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.
Mon 2/246:00 amIAH - SJU
2 stops9h 29mAmerican Airlines
Wed 2/264:01 pmSJU - IAH
1 stop8h 42mAmerican Airlines
Deal found 2/20$257
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/288:12 pmIAH - STT
1 stop15h 26mMultiple Airlines
Tue 3/42:33 pmSTT - IAH
1 stop27h 30mMultiple Airlines
Deal found 2/20$315
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/154:27 pmIAH - PUJ
1 stop18h 18mMultiple Airlines
Mon 5/194:03 pmPUJ - IAH
2 stops28h 37mMultiple Airlines
Deal found 2/19$317
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/43:10 pmIAH - PUJ
1 stop20h 07mSpirit Airlines
Sat 3/2912:59 pmPUJ - IAH
2 stops31h 38mSpirit Airlines
Deal found 2/19$318

Find flights from Houston to Caribbean Islands within your budget

Customize your flight search to find flights from Houston 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 February 20, 2025.

Fly from

Houston

Fly to

Caribbean Islands

Route

Depart

Return

Price

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Tue 3/11

1:38 pm-6:58 pm

Nonstop4h 20m

San Juan Luis Munoz Marin Intl

Tue 3/11

3:38 am-11:48 am

1 stop9h 10m

$130

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Wed 3/26

6:00 am-2:51 pm

1 stop7h 51m

San Juan Luis Munoz Marin Intl

Wed 4/2

9:35 pm-10:58 am

1 stop14h 23m

$136

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Tue 3/25

8:47 pm-9:44 am

1 stop11h 57m

San Juan Luis Munoz Marin Intl

Tue 4/1

9:28 am-12:40 pm

1 stop28h 12m

$140

HoustonSaint Thomas Island

IAH - STT

IAHSTT

Houston George Bush Intcntl

Wed 3/26

9:21 pm-10:06 am

1 stop11h 45m

Saint Thomas Island Cyril E King

Tue 4/1

11:11 am-9:53 pm

1 stop11h 42m

$205

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Wed 4/16

11:00 am-9:50 pm

1 stop9h 50m

San Juan Luis Munoz Marin Intl

Tue 4/22

11:15 am-8:45 pm

1 stop10h 30m

$217

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sun 3/2

10:25 am-11:46 pm

1 stop11h 21m

San Juan Luis Munoz Marin Intl

Sat 3/8

12:50 pm-9:25 pm

1 stop10h 35m

$255

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Mon 3/3

5:00 am-3:45 pm

2 stops8h 45m

San Juan Luis Munoz Marin Intl

Mon 3/10

5:00 am-5:29 pm

1 stop13h 29m

$262

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Wed 3/5

6:00 am-5:29 pm

2 stops9h 29m

San Juan Luis Munoz Marin Intl

Sat 3/8

7:05 am-6:00 pm

1 stop12h 55m

$282

HoustonPunta Cana

IAH - PUJ

IAHPUJ

Houston George Bush Intcntl

Thu 5/15

4:27 pm-11:45 am

1 stop18h 18m

Punta Cana

Mon 5/19

4:03 pm-7:40 pm

2 stops28h 37m

$317

HoustonPunta Cana

IAH - PUJ

IAHPUJ

Houston George Bush Intcntl

Tue 3/4

3:10 pm-1:17 pm

1 stop20h 07m

Punta Cana

Sat 3/29

12:59 pm-7:37 pm

2 stops31h 38m

$318

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 60 results
1
2
3
...
6

Best time to book a flight from Houston to Caribbean Islands

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

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

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

Currently, September is the cheapest month in which you can book a flight from Houston to Caribbean Islands (average of $254). Flying from Houston 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 Houston 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 February 20, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Houston 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 February 20, 2025.
Read through reviews of airlines operating flights from Houston to Caribbean Islands, such as Southwest, Delta and JetBlue. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

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

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

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

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

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.

JetBlue
7.4
Good
3,070 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

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.

United Airlines
7.4
Good
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

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

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

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 Houston 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 to Caribbean Islands one-way?

    $59 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Frontier and United Airlines, with prices starting from $65 and $104, respectively.

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

    The most popular route from Houston to Caribbean Islands is Houston Hobby - San Juan Luis Munoz Marin Intl. You may also consider Houston George Bush Intcntl - San Juan Luis Munoz Marin Intl or Houston Hobby - Punta Cana.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Houston 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 to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from Houston to Caribbean Islands (average of $254). Flying from Houston 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 Houston to Caribbean Islands

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

Top 8 airlines flying from Houston to Caribbean Islands

Discover the top 8 airlines that operate flights from Houston 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$65Average$342FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$133Average$381FlexibilityNo cancel feeOn-time65%
DeltaCheapest$137Average$624FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$254Average$638FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$274Average$680FlexibilityNo cancel feeOn-time69%
Copa AirlinesCheapest$376Average$684FlexibilityNo cancel feeOn-time70%
JetBlueCheapest$413Average$592FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$434Average$678FlexibilityNo cancel feeOn-time63%
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.