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$87+ 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 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
feb. 20 — feb. 271
vie. 2/20
vie. 2/27
1 adult, Economy
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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 enero 21, 2026.

This Frontier deal was found by Cheapflights users on 1/19. 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.
mié. 2/48:45 am
IAH
-
SJU
1 stop13h 14m
Frontier
mar. 2/174:11 pm
SJU
-
IAH
1 stop8h 40m
Frontier
Deal found 1/19$182
This Kiwi.com deal was found by Cheapflights users on 1/21. 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.
vie. 2/68:35 pm
IAH
-
SJU
1 stop11h 12m
Multiple Airlines
mié. 2/114:06 pm
SJU
-
IAH
1 stop8h 45m
Multiple Airlines
Deal found 1/21$183
This Kiwi.com deal was found by Cheapflights users on 1/19. 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.
sáb. 2/78:18 pm
IAH
-
SJU
1 stop15h 04m
Frontier
mar. 2/173:53 am
SJU
-
IAH
1 stop17h 11m
Frontier
Deal found 1/19$184
This Cheapflightsfares deal was found by Cheapflights users on 1/19. 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.
mié. 1/283:18 pm
IAH
-
SJU
1 stop6h 15m
Spirit Airlines
sáb. 2/76:20 pm
SJU
-
IAH
1 stop7h 38m
Spirit Airlines
Deal found 1/19$187
This Super.com deal was found by Cheapflights users on 1/20. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 1/2412:16 pm
IAH
-
SJU
1 stop9h 17m
Spirit Airlines
jue. 1/296:00 am
SJU
-
IAH
1 stop7h 11m
Spirit Airlines
Deal found 1/20$188
This Priceline deal was found by Cheapflights users on 1/19. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 1/265:46 am
IAH
-
SJU
1 stop7h 49m
Spirit Airlines
vie. 1/304:40 pm
SJU
-
IAH
1 stop9h 18m
Spirit Airlines
Deal found 1/19$189
This Kiwi.com deal was found by Cheapflights users on 1/19. 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.
sáb. 4/114:06 pm
IAH
-
SJU
1 stop7h 45m
Multiple Airlines
mié. 4/1511:07 am
SJU
-
IAH
1 stop7h 56m
Multiple Airlines
Deal found 1/19$193
This Kiwi.com deal was found by Cheapflights users on 1/19. 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.
sáb. 4/114:06 pm
IAH
-
SJU
1 stop7h 45m
Multiple Airlines
sáb. 5/23:43 pm
SJU
-
IAH
1 stop7h 58m
Multiple Airlines
Deal found 1/19$195
This Priceline deal was found by Cheapflights users on 1/21. 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.
vie. 2/209:40 pm
IAH
-
SJU
1 stop10h 37m
Multiple Airlines
sáb. 2/287:05 am
SJU
-
IAH
1 stop12h 07m
Multiple Airlines
Deal found 1/21$196
This Frontier deal was found by Cheapflights users on 1/19. 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.
mar. 2/248:18 pm
IAH
-
SJU
1 stop11h 36m
Frontier
dom. 3/81:59 am
SJU
-
IAH
1 stop10h 00m
Frontier
Deal found 1/19$197
This Kiwi.com deal was found by Cheapflights users on 1/19. 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.
mar. 3/36:15 am
IAH
-
SJU
1 stop6h 51m
Multiple Airlines
mié. 3/113:36 pm
SJU
-
IAH
1 stop8h 44m
Multiple Airlines
Deal found 1/19$198
This Frontier deal was found by Cheapflights users on 1/21. 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.
mar. 2/248:18 pm
IAH
-
SJU
1 stop11h 36m
Frontier
mié. 3/44:06 pm
SJU
-
IAH
1 stop8h 45m
Frontier
Deal found 1/21$199

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 enero 21, 2026.

Round-trip from

$182
(Frontier)

One-way from

$87
(Priceline)

Popular in

December

Cheapest in

April

Average price

$314
From Houston to Caribbean
Search Deals
One-way flight from Houston to Caribbean
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($54 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 enero 21, 2026.
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

HoustonSaint Thomas Island

IAH - STT

IAHSTT

Houston George Bush Intcntl

jue. 2/26

9:40 pm-2:31 pm

1 stop14h 51m

Saint Thomas Island Cyril E King

mié. 3/4

3:36 pm-12:18 am

2 stops10h 42m

$277

HoustonSaint Thomas Island

IAH - STT

IAHSTT

Houston George Bush Intcntl

dom. 2/8

5:46 am-4:37 pm

1 stop8h 51m

Saint Thomas Island Cyril E King

jue. 2/12

3:36 pm-8:45 pm

1 stop7h 09m

$322

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

mar. 2/24

10:13 am-11:31 pm

1 stop11h 18m

San Juan Luis Munoz Marin Intl

jue. 2/26

7:33 am-3:51 pm

1 stop10h 18m

$354

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

mar. 2/17

11:10 am-10:25 pm

1 stop9h 15m

San Juan Luis Munoz Marin Intl

mar. 2/24

5:40 am-1:35 pm

1 stop9h 55m

$364

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

mar. 2/17

3:04 pm-9:26 pm

Nonstop4h 22m

San Juan Luis Munoz Marin Intl

mar. 2/24

8:30 am-5:08 pm

1 stop10h 38m

$378

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

mié. 2/11

10:06 am-9:00 pm

1 stop8h 54m

San Juan Luis Munoz Marin Intl

mié. 2/18

7:40 am-10:46 am

Nonstop5h 06m

$386

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

lun. 4/20

3:03 pm-8:38 pm

Nonstop4h 35m

San Juan Luis Munoz Marin Intl

dom. 5/24

7:00 am-10:49 am

Nonstop4h 49m

$387

HoustonMontego Bay

HOU - MBJ

HOUMBJ

Houston Hobby

mié. 2/18

6:00 am-2:10 pm

1 stop7h 10m

Montego Bay Sangster Intl

mié. 2/25

2:00 pm-8:10 pm

1 stop7h 10m

$388

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

mar. 3/3

11:20 am-11:10 pm

1 stop9h 50m

San Juan Luis Munoz Marin Intl

mié. 3/11

6:40 am-2:00 pm

1 stop8h 20m

$390

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

sáb. 2/14

11:40 am-8:55 pm

1 stop7h 15m

San Juan Luis Munoz Marin Intl

mar. 2/24

5:40 am-1:35 pm

1 stop9h 55m

$390

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/19

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 $151). 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 enero 21, 2026.

A simple way to save on the total cost of your ticket is to fly from Houston to Caribbean at noon. If you’re flexible enough to do this you can expect to save up to 42% 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 January 17, 2026.

Travelers seeking maximum savings on their Houston to Caribbean flight should consider departing on Tuesday at noon when fares are most often at their lowest. Tuesday evenings 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 enero 21, 2026.
See what other customers who have flown with Delta, 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.
Delta
7.9
Good
8,089 reviews

Boarding

8.1

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.8

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,089 reviews
Delta
7.9
Good
8,089 reviews

Boarding

8.1

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.8

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,191 reviews
Delta
7.9
Good
8,089 reviews

Boarding

8.1

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.8

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,174 reviews
Delta
7.9
Good
8,089 reviews

Boarding

8.1

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.8

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Spirit Airlines
6.3
Okay
8,364 reviews
Delta
7.9
Good
8,089 reviews

Boarding

8.1

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.8

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Frontier
5.7
Fair
3,057 reviews
Delta
7.9
Good
8,089 reviews

Boarding

8.1

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.8

Food

7.2

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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 $364, Spirit Airlines can have you in Caribbean from Houston in 9h 15m. There are 1994 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 $151). 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.
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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 enero 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$100Average$423FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$102Average$380FlexibilityNo cancel feeOn-time65%
DeltaCheapest$108Average$536FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$165Average$695FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$170Average$619FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$177Average$659FlexibilityNo cancel feeOn-time69%

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