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Caribbean

$102+ 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 12/7. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheap flight deals from Houston to Caribbean

Keep the following information in mind while searching for Houston to Caribbean flight deals. Data was last updated October 30, 2025.

Round-trip from

$213
(Kiwi.com)

One-way from

$102
(Kiwi.com)

Popular in

December

Cheapest in

April

Average price

$316
From Houston to Caribbean
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One-way flight from Houston to Caribbean
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($42 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find 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 October 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Sat 11/155:27 pmIAH - SJU
1 stop21h 52mSpirit Airlines
Fri 11/218:33 pmSJU - IAH
Nonstop5h 10mSpirit Airlines
Deal found 10/29$213
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Sun 11/165:34 amIAH - SJU
1 stop9h 45mMultiple Airlines
Sat 11/223:59 amSJU - IAH
1 stop7h 40mMultiple Airlines
Deal found 10/29$214
This Frontier deal was found by Cheapflights users on 10/30. 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.
Sat 11/156:37 pmIAH - SJU
1 stop6h 17mFrontier
Fri 11/217:11 amSJU - IAH
2 stops17h 19mFrontier
Deal found 10/30$215
This Frontier deal was found by Cheapflights users on 10/30. 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.
Mon 11/179:09 pmIAH - SJU
2 stops18h 45mFrontier
Sun 11/237:10 amSJU - IAH
1 stop8h 44mFrontier
Deal found 10/30$216
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 12/11:29 pmIAH - SJU
Nonstop4h 09mMultiple Airlines
Mon 12/810:42 amSJU - IAH
1 stop15h 17mMultiple Airlines
Deal found 10/29$217
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Fri 11/1411:02 amIAH - SJU
1 stop12h 30mMultiple Airlines
Fri 11/218:33 pmSJU - IAH
Nonstop5h 10mMultiple Airlines
Deal found 10/28$218
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Sat 11/158:35 pmIAH - SJU
1 stop10h 10mMultiple Airlines
Fri 11/219:30 pmSJU - IAH
1 stop19h 59mMultiple Airlines
Deal found 10/28$220
This Frontier deal was found by Cheapflights users on 10/28. 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.
Thu 11/2011:37 amIAH - SJU
1 stop11h 29mFrontier
Tue 11/257:10 amSJU - IAH
1 stop8h 44mFrontier
Deal found 10/28$221
This Cheapflightsfares deal was found by Cheapflights users on 10/29. 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.
Thu 12/115:13 pmIAH - SJU
Nonstop4h 12mSpirit Airlines
Mon 12/151:22 pmSJU - IAH
1 stop12h 37mSpirit Airlines
Deal found 10/29$222
This Frontier deal was found by Cheapflights users on 10/29. 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.
Thu 11/2011:37 amIAH - SJU
1 stop11h 29mFrontier
Sun 11/237:10 amSJU - IAH
1 stop8h 44mFrontier
Deal found 10/29$223
This Cheapflightsfares deal was found by Cheapflights users on 10/30. 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.
Sat 12/67:25 pmIAH - SJU
1 stop15h 07mSpirit Airlines
Sun 12/146:00 amSJU - IAH
Nonstop5h 12mSpirit Airlines
Deal found 10/30$224
This CheapOair deal was found by Cheapflights users on 10/30. 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 11/135:34 amIAH - SJU
1 stop9h 45mSpirit Airlines
Sat 11/228:33 pmSJU - IAH
Nonstop5h 10mSpirit Airlines
Deal found 10/30$225

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 October 30, 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

HOU - SJU

HOUSJU

Houston Hobby

Wed 12/3

1:35 pm-12:35 am

2 stops9h 00m

San Juan Luis Munoz Marin Intl

Sat 12/6

8:50 am-5:15 pm

2 stops10h 25m

$326

HoustonPunta Cana

IAH - PUJ

IAHPUJ

Houston George Bush Intcntl

Sat 1/3

5:50 am-4:50 pm

1 stop9h 00m

Punta Cana

Wed 1/7

6:08 pm-9:08 am

1 stop17h 00m

$348

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sat 11/22

12:25 pm-12:30 am

1 stop10h 05m

San Juan Luis Munoz Marin Intl

Tue 11/25

6:05 am-1:15 pm

1 stop9h 10m

$350

HoustonPunta Cana

IAH - PUJ

IAHPUJ

Houston George Bush Intcntl

Mon 1/12

4:42 pm-12:54 pm

2 stops18h 12m

Punta Cana

Sat 1/24

1:49 pm-11:30 pm

2 stops11h 41m

$360

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Tue 1/27

3:04 pm-9:26 pm

Nonstop4h 22m

San Juan Luis Munoz Marin Intl

Thu 1/29

2:05 am-9:23 am

1 stop9h 18m

$391

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Sat 1/24

11:59 pm-6:11 am

Nonstop4h 12m

San Juan Luis Munoz Marin Intl

Fri 1/30

2:05 am-9:23 am

1 stop9h 18m

$391

HoustonPunta Cana

IAH - PUJ

IAHPUJ

Houston George Bush Intcntl

Fri 11/28

8:35 pm-4:50 pm

2 stops18h 15m

Punta Cana

Fri 12/5

6:08 pm-9:18 am

1 stop17h 10m

$392

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sun 12/14

10:00 am-1:25 am

2 stops13h 25m

San Juan Luis Munoz Marin Intl

Wed 12/17

6:40 am-7:45 pm

2 stops15h 05m

$395

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Wed 12/3

3:04 pm-9:26 pm

Nonstop4h 22m

San Juan Luis Munoz Marin Intl

Fri 12/5

2:05 am-10:25 am

1 stop10h 20m

$398

HoustonPunta Cana

IAH - PUJ

IAHPUJ

Houston George Bush Intcntl

Fri 11/28

8:29 am-8:25 pm

1 stop9h 56m

Punta Cana

Mon 12/1

5:45 pm-9:01 am

1 stop17h 16m

$410

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 60 results
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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 $179). 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 October 30, 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 October 30, 2025.
See what other customers who have flown with Southwest, Delta, and United 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
4,243 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,243 reviews
Southwest
8.0
Very good
4,243 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
7,998 reviews
Southwest
8.0
Very good
4,243 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,998 reviews
Southwest
8.0
Very good
4,243 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,035 reviews
Southwest
8.0
Very good
4,243 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,116 reviews
Southwest
8.0
Very good
4,243 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 $391, Southwest can have you in Caribbean from Houston in 4h 22m. 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?

    $103 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Spirit Airlines and Delta, with prices starting from $105 and $108, 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 - Montego Bay Sangster Intl 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 $179). 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

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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
Hobby to Newark flights
Dallas/Fort Worth to Los Angeles flights
Hobby to LaGuardia flights
Dallas/Fort Worth to Denver flights
Dallas/Fort Worth to Orlando flights
Hobby to John F Kennedy Intl flights
Dallas/Fort Worth to O'Hare Intl flights
Dallas/Fort Worth to Seattle flights
Austin to John F Kennedy Intl flights
Dallas/Fort Worth to Cancún flights
Dallas/Fort Worth to Baltimore flights
Hobby to Las Vegas flights
George Bush Intcntl to Cancún flights
Dallas/Fort Worth to Dulles Intl flights
George Bush Intcntl to Newark flights
Dallas/Fort Worth to San Francisco flights
Hobby to Denver flights
Dallas/Fort Worth to Miami flights
Dallas/Fort Worth to Sky Harbor Intl flights
George Bush Intcntl to John F Kennedy Intl flights
George Bush Intcntl to LaGuardia flights
Dallas/Fort Worth to Fort Lauderdale flights
Austin to Newark flights
George Bush Intcntl to Las Vegas flights
Hobby to Seattle flights
Dallas/Fort Worth to Boston flights
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Hobby to Mexico City flights
Austin to Las Vegas flights
Dallas/Fort Worth to Mexico City flights
George Bush Intcntl to Denver flights
Dallas/Fort Worth to Reagan-National flights
Dallas/Fort Worth to Santa Ana flights
Hobby to Cancún flights
Hobby to Los Angeles flights
Hobby to Orlando flights
George Bush Intcntl to Seattle flights
George Bush Intcntl to Mexico City flights
Austin to Los Angeles flights
Dallas/Fort Worth to Narita flights
Love Field to LaGuardia flights
Dallas/Fort Worth to Midway flights
Dallas/Fort Worth to Haneda flights
Dallas/Fort Worth to Heathrow flights
Hobby to Dulles Intl 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$108Average$523FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$120Average$390FlexibilityNo cancel feeOn-time65%
FrontierCheapest$128Average$430FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$165Average$690FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$175Average$641FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$190Average$670FlexibilityNo cancel feeOn-time69%

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