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Caribbean Islands

$100+ 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 12/13. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
1 adult, Economy
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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 November 13, 2025.

This Super.com deal was found by Cheapflights users on 11/12. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/47:25 pmIAH - SJU
1 stop15h 07mSpirit Airlines
Sun 12/76:00 amSJU - IAH
Nonstop5h 12mSpirit Airlines
Deal found 11/12$193
This Cheapflightsfares deal was found by Cheapflights users on 11/12. 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.
Fri 12/55:20 amIAH - SJU
1 stop8h 35mSpirit Airlines
Thu 12/116:00 amSJU - IAH
Nonstop5h 12mSpirit Airlines
Deal found 11/12$194
This Super.com deal was found by Cheapflights users on 11/11. 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.
Tue 12/95:43 pmIAH - SJU
1 stop16h 39mSpirit Airlines
Tue 12/166:00 amSJU - IAH
Nonstop5h 17mSpirit Airlines
Deal found 11/11$195
This CheapOair deal was found by Cheapflights users on 11/12. 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 CheapOair 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 11/12$196
This Super.com deal was found by Cheapflights users on 11/12. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/208:35 pmIAH - SJU
1 stop12h 14mSpirit Airlines
Sun 11/238:00 amSJU - IAH
1 stop13h 05mSpirit Airlines
Deal found 11/12$197
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/126:15 pmIAH - SJU
2 stops40h 17mMultiple Airlines
Fri 12/197:30 amSJU - IAH
1 stop17h 25mMultiple Airlines
Deal found 11/12$198
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 11/178:03 pmIAH - SJU
1 stop16h 39mSpirit Airlines
Fri 11/218:33 pmSJU - IAH
Nonstop5h 10mSpirit Airlines
Deal found 11/11$199
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/276:09 pmIAH - SJU
1 stop27h 35mMultiple Airlines
Wed 12/39:15 amSJU - IAH
1 stop17h 06mMultiple Airlines
Deal found 11/12$200
This Trip.com deal was found by Cheapflights users on 11/12. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/45:00 amIAH - SJU
1 stop12h 50mSpirit Airlines
Sat 12/66:00 amSJU - IAH
Nonstop5h 17mSpirit Airlines
Deal found 11/12$201
This CheapOair deal was found by Cheapflights users on 11/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/288:35 pmIAH - SJU
1 stop12h 14mSpirit Airlines
Tue 12/28:00 amSJU - IAH
1 stop13h 05mSpirit Airlines
Deal found 11/12$202
This Trip.com deal was found by Cheapflights users on 11/12. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/188:03 pmIAH - SJU
1 stop16h 39mSpirit Airlines
Tue 12/28:00 amSJU - IAH
1 stop13h 05mSpirit Airlines
Deal found 11/12$203
This Cheapflightsfares deal was found by Cheapflights users on 11/11. 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 11/11$204

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 November 13, 2025.

Round-trip from

$191
(Cheapflightsfares)

One-way from

$100
(Cheapflightsfares)

Popular in

December

Cheapest in

April

Average price

$465
From Houston to Caribbean Islands
Search Deals
One-way flight from Houston to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($58 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 November 2025
Search Deals

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 November 13, 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

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Tue 11/25

3:04 pm-9:26 pm

Nonstop4h 22m

San Juan Luis Munoz Marin Intl

Mon 12/8

7:45 am-10:51 am

Nonstop5h 06m

$281

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sat 1/17

10:50 am-11:00 pm

1 stop10h 10m

San Juan Luis Munoz Marin Intl

Fri 1/23

2:35 pm-7:40 pm

1 stop7h 05m

$290

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Fri 1/16

11:00 am-10:25 pm

2 stops9h 25m

San Juan Luis Munoz Marin Intl

Fri 1/23

6:10 am-7:40 pm

2 stops15h 30m

$370

HoustonPunta Cana

IAH - PUJ

IAHPUJ

Houston George Bush Intcntl

Sat 12/6

4:06 pm-2:09 pm

3 stops20h 03m

Punta Cana

Sat 12/13

6:08 pm-11:45 am

2 stops19h 37m

$372

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Mon 5/4

5:00 am-2:44 pm

1 stop8h 44m

San Juan Luis Munoz Marin Intl

Fri 5/8

7:00 am-10:51 am

Nonstop4h 51m

$391

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Thu 4/30

3:02 pm-8:38 pm

Nonstop4h 36m

San Juan Luis Munoz Marin Intl

Fri 5/8

1:05 am-8:40 am

1 stop8h 35m

$391

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sun 2/1

10:00 am-10:15 pm

1 stop10h 15m

San Juan Luis Munoz Marin Intl

Thu 2/12

7:00 am-3:45 pm

2 stops10h 45m

$395

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Thu 12/11

1:25 pm-12:35 am

2 stops9h 10m

San Juan Luis Munoz Marin Intl

Thu 12/18

3:30 pm-11:10 pm

2 stops9h 40m

$395

HoustonMontego Bay

IAH - MBJ

IAHMBJ

Houston George Bush Intcntl

Sat 12/6

8:23 pm-12:10 pm

2 stops14h 47m

Montego Bay Sangster Intl

Mon 12/22

1:05 pm-10:36 pm

2 stops10h 31m

$417

HoustonMontego Bay

HOU - MBJ

HOUMBJ

Houston Hobby

Sat 12/6

5:44 am-4:21 pm

2 stops9h 37m

Montego Bay Sangster Intl

Thu 12/11

3:57 pm-11:58 pm

1 stop9h 01m

$421

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

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, October is the cheapest month in which you can book a flight from Houston to Caribbean Islands (average of $80). Flying from Houston to Caribbean Islands in December is currently the most expensive (average of $164). 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 November 13, 2025.

It’s typically best to fly out from Houston to Caribbean Islands in the evening. Doing so could potentially save you 29% on the flight price compared to flying in the morning, which is usually more expensive.

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

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

Travelers seeking maximum savings on their Houston to Caribbean Islands 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 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 November 13, 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

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Boarding

8.1

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

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Boarding

8.1

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
8,007 reviews
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Boarding

8.1

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
9,017 reviews
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Boarding

8.1

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
11,051 reviews
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Boarding

8.1

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
8,139 reviews
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Boarding

8.1

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 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 $281, United Airlines can have you in Caribbean Islands from Houston in 4h 22m. The distance from Houston to Caribbean Islands is about 2004 mi. This flight may include one or multiple stops.

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

    $108 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on Spirit Airlines and United Airlines, with prices starting from $109 and $117, 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 - Punta Cana.

  • 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, October is the cheapest month in which you can book a flight from Houston to Caribbean Islands (average of $80). Flying from Houston to Caribbean Islands in December is currently the most expensive (average of $164). 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.

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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 November 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$108Average$544FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$119Average$393FlexibilityNo cancel feeOn-time65%
FrontierCheapest$128Average$430FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$165Average$688FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$170Average$646FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$192Average$670FlexibilityNo cancel feeOn-time69%

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