HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$85+ Cheap flights from Houston 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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
Jan 19 — Jan 261
Mon 1/19
Mon 1/26
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Houston 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 Houston to Caribbean

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

This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/319:34 pmIAH - SJU
1 stop9h 49mFrontier
Fri 1/93:55 amSJU - IAH
1 stop8h 06mFrontier
Deal found 12/20$192
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:45 pmIAH - SJU
1 stop12h 48mSpirit Airlines
Mon 1/1211:52 amSJU - IAH
1 stop13h 04mSpirit Airlines
Deal found 12/20$198
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:45 pmIAH - SJU
1 stop12h 48mMultiple Airlines
Wed 1/73:28 pmSJU - IAH
1 stop18h 59mMultiple Airlines
Deal found 12/20$212
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/249:34 pmIAH - SJU
1 stop27h 16mFrontier
Thu 1/85:45 amSJU - IAH
1 stop28h 42mFrontier
Deal found 12/20$252
This Frontier deal was found by Cheapflights users on 12/19. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:25 amIAH - SJU
1 stop10h 17mFrontier
Thu 1/86:30 amSJU - IAH
1 stop11h 49mFrontier
Deal found 12/19$254
This Cheapflightsfares deal was found by Cheapflights users on 12/19. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:45 pmIAH - SJU
1 stop12h 48mSpirit Airlines
Sat 1/106:00 amSJU - IAH
1 stop7h 11mSpirit Airlines
Deal found 12/19$256
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/249:34 pmIAH - SJU
1 stop14h 00mMultiple Airlines
Fri 1/1611:52 amSJU - IAH
1 stop13h 04mMultiple Airlines
Deal found 12/20$257
This Priceline deal was found by Cheapflights users on 12/18. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/296:09 pmIAH - SJU
1 stop18h 48mMultiple Airlines
Thu 1/85:45 amSJU - IAH
Nonstop5h 14mMultiple Airlines
Deal found 12/18$259
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/296:09 pmIAH - SJU
1 stop18h 48mFrontier
Thu 1/810:47 pmSJU - IAH
1 stop11h 40mFrontier
Deal found 12/20$267
This Priceline deal was found by Cheapflights users on 12/18. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/201:54 pmIAH - SJU
1 stop16h 45mFrontier
Sat 1/108:15 amSJU - IAH
1 stop26h 12mFrontier
Deal found 12/18$272
This Kiwi.com deal was found by Cheapflights users on 12/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/296:09 pmIAH - PUJ
2 stops42h 20mMultiple Airlines
Fri 1/165:47 pmPUJ - IAH
1 stop16h 53mMultiple Airlines
Deal found 12/19$438
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:45 pmIAH - STT
1 stop16h 43mSpirit Airlines
Thu 1/83:57 pmSTT - IAH
1 stop9h 37mSpirit Airlines
Deal found 12/20$444

Find flight deals from Houston to Caribbean

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

Round-trip from

$166
(Expedia)

One-way from

$85
(Kiwi.com)

Popular in

December

Cheapest in

April

Average price

$481
From Houston to Caribbean
Search Deals
One-way flight from Houston to Caribbean
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($50 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 December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Houston 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 December 20, 2025.
Use the filters below to find and compare flights from Houston to Caribbean that are best for you.

Fly from

Houston

Fly to

Caribbean

Route

Depart

Return

Price

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Fri 2/13

2:56 pm-1:50 am

1 stop8h 54m

San Juan Luis Munoz Marin Intl

Thu 2/19

6:10 am-2:01 pm

1 stop9h 51m

$208

HoustonSaint Thomas Island

IAH - STT

IAHSTT

Houston George Bush Intcntl

Tue 2/17

9:38 pm-2:31 pm

1 stop14h 53m

Saint Thomas Island Cyril E King

Thu 2/26

3:36 pm-8:43 pm

1 stop7h 07m

$275

HoustonSaint Thomas Island

IAH - STT

IAHSTT

Houston George Bush Intcntl

Sat 1/17

8:19 pm-2:52 pm

1 stop16h 33m

Saint Thomas Island Cyril E King

Wed 2/18

5:40 pm-9:16 pm

1 stop29h 36m

$276

HoustonSaint Thomas Island

IAH - STT

IAHSTT

Houston George Bush Intcntl

Sun 2/22

9:38 pm-2:31 pm

1 stop14h 53m

Saint Thomas Island Cyril E King

Sat 2/28

3:36 pm-12:10 am

2 stops10h 34m

$286

HoustonSaint Thomas Island

IAH - STT

IAHSTT

Houston George Bush Intcntl

Wed 1/21

8:45 am-2:52 pm

1 stop28h 07m

Saint Thomas Island Cyril E King

Wed 2/25

5:40 pm-9:16 pm

1 stop29h 36m

$288

HoustonSaint Thomas Island

IAH - STT

IAHSTT

Houston George Bush Intcntl

Sat 1/10

4:35 pm-2:52 pm

2 stops20h 17m

Saint Thomas Island Cyril E King

Sat 1/17

3:57 pm-11:34 pm

1 stop9h 37m

$295

HoustonSaint Thomas Island

IAH - STT

IAHSTT

Houston George Bush Intcntl

Sat 1/17

4:35 pm-2:52 pm

2 stops20h 17m

Saint Thomas Island Cyril E King

Sat 1/24

5:42 pm-11:58 pm

1 stop8h 16m

$298

HoustonSaint Thomas Island

IAH - STT

IAHSTT

Houston George Bush Intcntl

Sat 1/17

4:35 pm-2:52 pm

2 stops20h 17m

Saint Thomas Island Cyril E King

Wed 2/18

3:36 pm-12:10 am

2 stops10h 34m

$299

HoustonSaint Thomas Island

IAH - STT

IAHSTT

Houston George Bush Intcntl

Thu 2/26

7:30 am-4:34 pm

1 stop7h 04m

Saint Thomas Island Cyril E King

Wed 3/4

3:36 pm-8:43 pm

1 stop7h 07m

$318

HoustonPunta Cana

IAH - PUJ

IAHPUJ

Houston George Bush Intcntl

Tue 2/10

7:45 am-4:36 pm

1 stop6h 51m

Punta Cana

Fri 2/13

9:48 am-4:44 pm

2 stops32h 56m

$326

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/20

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

Best time to book a flight from Houston to Caribbean

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

Cheapflights Insights

Everything you need to know about your flight from Houston to Caribbean

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

Currently, October is the cheapest month in which you can book a flight from Houston to Caribbean (average of $80). Flying from Houston to Caribbean in December is currently the most expensive (average of $156). 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 Houston 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 December 20, 2025.

A simple way to save on the total cost of your ticket is to fly from Houston to Caribbean in the evening. If you’re flexible enough to do this you can expect to save up to 26% on your trip compared to booking a flight in the morning.

What is the cheapest day to fly from Houston to Caribbean?

Use this chart to determine the cheapest time to fly round-trip from Houston to Caribbean. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Houston to Caribbean flight should consider departing on Monday evenings when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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 December 20, 2025.
See what other customers who have flown with Southwest, United Airlines, and American Airlines from Houston to Caribbean have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,257 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,257 reviews
Southwest
8.0
Very good
4,257 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,099 reviews
Southwest
8.0
Very good
4,257 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,050 reviews
Southwest
8.0
Very good
4,257 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Spirit Airlines
6.3
Okay
8,194 reviews
Southwest
8.0
Very good
4,257 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Frontier
5.8
Fair
3,082 reviews
Southwest
8.0
Very good
4,257 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

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

  • How long is the flight from Houston to Caribbean?

    For as low as $208, JetBlue can have you in Caribbean from Houston in 8h 54m. There are 2004 mi between Houston and Caribbean. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Houston to Caribbean 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 American Airlines and Southwest, with prices starting from $72 and $72, respectively.

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

    When deciding which route to take from Houston to Caribbean consider Houston Hobby - San Juan Luis Munoz Marin Intl, Houston George Bush Intcntl - San Juan Luis Munoz Marin Intl or Houston Hobby - Punta Cana as they are the most popular.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Houston to Caribbean 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?

    Currently, October is the cheapest month in which you can book a flight from Houston to Caribbean (average of $80). Flying from Houston to Caribbean in December is currently the most expensive (average of $156). 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

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

Top 6 airlines flying from Houston to Caribbean

Discover the top 6 airlines that operate flights from Houston 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 December 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$108Average$531FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$119Average$383FlexibilityNo cancel feeOn-time65%
FrontierCheapest$125Average$420FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$165Average$688FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$170Average$641FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$191Average$667FlexibilityNo cancel feeOn-time69%

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.