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Caribbean Islands

$93+ 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 9/28. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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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 September 15, 2025.

Round-trip from

$176
(Cheapflightsfares)

One-way from

$93
(Cheapflightsfares)

Popular in

December

Cheapest in

October

Average price

$344
From Houston to Caribbean Islands
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One-way flight from Houston to Caribbean Islands
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Highest demand for flights based on searches. 11% 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 September 2025
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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 September 15, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/39:29 amIAH - SJU
Nonstop4h 17mSpirit Airlines
Sun 12/79:49 pmSJU - IAH
Nonstop5h 02mSpirit Airlines
Deal found 9/14$176
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/92:28 pmIAH - SJU
Nonstop4h 16mSpirit Airlines
Wed 11/194:41 pmSJU - IAH
Nonstop5h 00mSpirit Airlines
Deal found 9/13$178
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/62:28 pmIAH - SJU
Nonstop4h 16mSpirit Airlines
Sat 11/156:00 amSJU - IAH
1 stop14h 17mSpirit Airlines
Deal found 9/13$182
This Cheapflightsfares deal was found by Cheapflights users on 9/12. 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.
Sun 10/59:39 amIAH - SJU
Nonstop4h 20mSpirit Airlines
Sun 10/1211:51 amSJU - IAH
1 stop11h 44mSpirit Airlines
Deal found 9/12$183
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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.
Tue 9/305:30 amIAH - SJU
1 stop7h 41mSpirit Airlines
Fri 10/102:49 amSJU - IAH
1 stop6h 44mSpirit Airlines
Deal found 9/13$186
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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.
Sun 9/289:00 amIAH - SJU
Nonstop4h 17mSpirit Airlines
Fri 10/311:59 amSJU - IAH
1 stop11h 43mSpirit Airlines
Deal found 9/15$187
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/289:00 amIAH - SJU
Nonstop4h 17mSpirit Airlines
Mon 9/2911:59 amSJU - IAH
1 stop12h 57mSpirit Airlines
Deal found 9/13$191
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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.
Tue 9/235:30 amIAH - SJU
1 stop14h 26mSpirit Airlines
Thu 9/253:22 pmSJU - IAH
Nonstop4h 59mSpirit Airlines
Deal found 9/13$193
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/289:00 amIAH - SJU
Nonstop4h 17mMultiple Airlines
Thu 10/28:00 amSJU - IAH
1 stop9h 09mMultiple Airlines
Deal found 9/13$194
This American Airlines deal was found by Cheapflights users on 9/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/226:14 pmIAH - SJU
1 stop15h 57mAmerican Airlines
Fri 9/263:05 pmSJU - IAH
1 stop18h 23mAmerican Airlines
Deal found 9/13$195
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/235:30 amIAH - SJU
1 stop7h 41mSpirit Airlines
Fri 9/2611:59 amSJU - IAH
1 stop11h 43mSpirit Airlines
Deal found 9/13$196
This Mytrip deal was found by Cheapflights users on 9/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/289:00 amIAH - SJU
Nonstop4h 17mMultiple Airlines
Fri 10/33:39 amSJU - IAH
1 stop12h 57mMultiple Airlines
Deal found 9/14$198

Cheapflights Fare Finder

 
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 September 15, 2025.
Use the filters below to find and compare flights from Houston to Caribbean Islands that are best for you.

Fly from

Houston

Fly to

Caribbean Islands

Route

Depart

Return

Price

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sun 10/26

10:20 am-12:15 am

2 stops12h 55m

San Juan Luis Munoz Marin Intl

Mon 11/3

6:40 am-7:45 pm

2 stops15h 05m

$295

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Mon 10/6

8:00 pm-9:55 am

1 stop12h 55m

San Juan Luis Munoz Marin Intl

Thu 10/9

1:05 pm-9:35 pm

1 stop9h 30m

$295

HoustonPunta Cana

IAH - PUJ

IAHPUJ

Houston George Bush Intcntl

Sun 10/5

8:10 pm-2:49 pm

1 stop17h 39m

Punta Cana

Fri 10/10

3:57 pm-10:35 pm

1 stop7h 38m

$325

HoustonPunta Cana

IAH - PUJ

IAHPUJ

Houston George Bush Intcntl

Sat 10/25

8:10 pm-11:42 am

2 stops14h 32m

Punta Cana

Thu 10/30

9:38 am-5:38 pm

1 stop9h 00m

$330

HoustonPunta Cana

IAH - PUJ

IAHPUJ

Houston George Bush Intcntl

Thu 10/30

7:30 pm-3:00 pm

2 stops18h 30m

Punta Cana

Thu 11/6

1:21 pm-11:30 pm

1 stop12h 09m

$341

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Wed 9/24

6:00 am-4:31 pm

1 stop9h 31m

San Juan Luis Munoz Marin Intl

Sat 9/27

7:30 am-5:40 pm

1 stop11h 10m

$348

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Tue 9/23

10:44 am-10:00 pm

1 stop10h 16m

San Juan Luis Munoz Marin Intl

Thu 9/25

7:30 am-5:40 pm

1 stop11h 10m

$348

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Mon 9/22

6:00 am-4:31 pm

1 stop9h 31m

San Juan Luis Munoz Marin Intl

Fri 9/26

12:58 pm-10:37 pm

1 stop10h 39m

$348

HoustonPunta Cana

IAH - PUJ

IAHPUJ

Houston George Bush Intcntl

Sat 10/25

8:10 pm-11:42 am

2 stops14h 32m

Punta Cana

Sun 11/2

11:45 am-10:00 am

1 stop24h 15m

$356

HoustonPunta Cana

IAH - PUJ

IAHPUJ

Houston George Bush Intcntl

Wed 10/22

6:00 am-2:49 pm

1 stop7h 49m

Punta Cana

Thu 11/6

1:21 pm-8:33 pm

1 stop9h 12m

$370

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

Showing 1-10 of 60 results
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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.

Cheapflights Insights

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

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 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 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 September 15, 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.

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 September 15, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines from Houston to Caribbean Islands to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

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
8.0
Very good
7,954 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

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
8,929 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

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
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

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
8,015 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

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 Islands. 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 Islands?

    For as low as $348, Southwest can have you in Caribbean Islands from Houston in 9h 31m. The distance from Houston to Caribbean Islands is about 1994 mi. This flight may include one or multiple stops.

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

    $93 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on Southwest and American Airlines, with prices starting from $98 and $98, 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 - Montego Bay Sangster Intl.

  • 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 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 Islands

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 Islands

Discover the top 6 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$108Average$550FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$120Average$392FlexibilityNo cancel feeOn-time65%
FrontierCheapest$125Average$411FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$165Average$692FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$175Average$643FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$193Average$672FlexibilityNo cancel feeOn-time69%

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