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Caribbean

$92+ 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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
ago. 19 — ago. 261
mar. 8/19
mar. 8/26
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 agosto 14, 2025.

Round-trip from

$175
(American Airlines)

One-way from

$92
(FlightHub)

Popular in

December

Cheapest in

September

Average price

$382
From Houston to Caribbean
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One-way flight from Houston to Caribbean
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Highest demand for flights based on searches. 12% potential increase in price ($47 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in August 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 agosto 14, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 8/12. 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.
dom. 8/179:51 amIAH - SJU
Nonstop4h 16mSpirit Airlines
sáb. 8/234:05 pmSJU - IAH
1 stop7h 54mSpirit Airlines
Deal found 8/12$166
This Cheapflightsfares deal was found by Cheapflights users on 8/12. 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.
dom. 8/179:51 amIAH - SJU
Nonstop4h 16mSpirit Airlines
mié. 8/202:11 amSJU - IAH
1 stop10h 39mSpirit Airlines
Deal found 8/12$167
This American Airlines deal was found by Cheapflights users on 8/14. 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.
jue. 10/28:32 pmHOU - SJU
1 stop16h 43mAmerican Airlines
mar. 10/73:34 pmSJU - HOU
1 stop7h 40mAmerican Airlines
Deal found 8/14$175
This American Airlines deal was found by Cheapflights users on 8/14. 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.
jue. 10/27:23 pmIAH - SJU
1 stop17h 52mAmerican Airlines
mar. 10/77:00 amSJU - IAH
2 stops12h 34mAmerican Airlines
Deal found 8/14$175
This American Airlines deal was found by Cheapflights users on 8/14. 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.
dom. 9/286:00 amIAH - SJU
1 stop7h 15mAmerican Airlines
mar. 10/75:27 pmSJU - IAH
1 stop8h 08mAmerican Airlines
Deal found 8/14$177
This American Airlines deal was found by Cheapflights users on 8/14. 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. 9/296:01 amIAH - SJU
1 stop7h 14mAmerican Airlines
mié. 10/112:01 pmSJU - IAH
1 stop12h 55mAmerican Airlines
Deal found 8/14$179
This SmartFares deal was found by Cheapflights users on 8/14. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 8/255:30 amIAH - SJU
1 stop15h 18mSpirit Airlines
vie. 8/2910:16 pmSJU - IAH
1 stop24h 34mSpirit Airlines
Deal found 8/14$188
This Cheapflightsfares deal was found by Cheapflights users on 8/13. 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.
dom. 8/179:51 amIAH - SJU
Nonstop4h 16mSpirit Airlines
lun. 8/182:11 amSJU - IAH
1 stop10h 39mSpirit Airlines
Deal found 8/13$189
This American Airlines deal was found by Cheapflights users on 8/14. 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. 10/276:00 amHOU - SJU
1 stop7h 20mAmerican Airlines
jue. 10/303:10 pmSJU - HOU
1 stop7h 52mAmerican Airlines
Deal found 8/14$240
This Delta deal was found by Cheapflights users on 8/12. 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. 8/266:00 amHOU - SJU
1 stop6h 30mDelta
vie. 9/512:50 pmSJU - HOU
1 stop10h 41mDelta
Deal found 8/12$260
This Southwest deal was found by Cheapflights users on 8/14. 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.
jue. 9/254:55 pmHOU - SJU
1 stop5h 55mSouthwest
dom. 9/2810:30 pmSJU - HOU
1 stop10h 25mSouthwest
Deal found 8/14$263
This Southwest deal was found by Cheapflights users on 8/12. 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.
dom. 9/2112:20 pmHOU - SJU
1 stop11h 15mSouthwest
lun. 9/228:15 amSJU - HOU
2 stops13h 00mSouthwest
Deal found 8/12$264

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 agosto 14, 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

jue. 10/2

8:32 pm-2:15 pm

1 stop16h 43m

San Juan Luis Munoz Marin Intl

mar. 10/7

3:34 pm-10:14 pm

1 stop7h 40m

$175

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

jue. 10/2

8:32 pm-2:15 pm

1 stop16h 43m

San Juan Luis Munoz Marin Intl

mié. 10/8

3:34 pm-8:29 am

1 stop17h 55m

$175

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

dom. 9/21

5:45 am-1:16 pm

1 stop6h 31m

San Juan Luis Munoz Marin Intl

vie. 9/26

5:41 pm-11:50 pm

1 stop7h 09m

$215

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

dom. 9/21

5:45 am-1:16 pm

1 stop6h 31m

San Juan Luis Munoz Marin Intl

mié. 9/24

7:30 am-4:27 pm

1 stop9h 57m

$215

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

dom. 9/21

5:45 am-1:16 pm

1 stop6h 31m

San Juan Luis Munoz Marin Intl

jue. 9/25

2:26 pm-11:50 pm

1 stop10h 24m

$215

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

dom. 9/28

3:34 pm-12:43 am

1 stop8h 09m

San Juan Luis Munoz Marin Intl

dom. 10/5

4:04 pm-7:59 pm

Nonstop4h 55m

$224

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

lun. 9/1

5:30 am-9:48 pm

1 stop15h 18m

San Juan Luis Munoz Marin Intl

jue. 9/11

3:22 pm-7:21 pm

Nonstop4h 59m

$226

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

mié. 9/3

7:00 am-11:28 pm

1 stop15h 28m

San Juan Luis Munoz Marin Intl

jue. 9/11

11:59 am-6:12 pm

1 stop7h 13m

$232

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

mié. 10/1

4:36 pm-2:34 am

1 stop8h 58m

San Juan Luis Munoz Marin Intl

jue. 10/2

11:59 am-10:42 pm

1 stop11h 43m

$237

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

jue. 10/2

3:28 pm-4:18 pm

2 stops23h 50m

San Juan Luis Munoz Marin Intl

mié. 10/8

3:19 pm-7:03 pm

3 stops28h 44m

$238

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

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, September is the cheapest month in which you can book a flight from Houston to Caribbean (average of $254). Flying from Houston to Caribbean in June is currently the most expensive (average of $339). 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 agosto 14, 2025.

When flying from Houston to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 agosto 14, 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
4,244 reviews

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,980 reviews
Southwest
8.0
Very good
4,244 reviews

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,916 reviews
Southwest
8.0
Very good
4,244 reviews

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,244 reviews

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Spirit Airlines
6.3
Okay
8,046 reviews
Southwest
8.0
Very good
4,244 reviews

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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.

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

    $92 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 United Airlines, with prices starting from $94 and $95, 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, September is the cheapest month in which you can book a flight from Houston to Caribbean (average of $254). Flying from Houston to Caribbean in June is currently the most expensive (average of $339). 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 8 airlines flying from Houston to Caribbean

Discover the top 8 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 agosto 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$120Average$398FlexibilityNo cancel feeOn-time65%
FrontierCheapest$125Average$389FlexibilityNo cancel feeOn-time62%
DeltaCheapest$137Average$560FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$165Average$691FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$175Average$648FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$201Average$675FlexibilityNo cancel feeOn-time69%
Copa AirlinesCheapest$358Average$694FlexibilityNo cancel feeOn-time70%
JetBlueCheapest$413Average$592FlexibilityNo cancel feeOn-time62%

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