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Caribbean

$101+ 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
Dec 18 — Dec 251
Thu 12/18
Thu 12/25
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 November 18, 2025.

Round-trip from

$189
(Kiwi.com)

One-way from

$101
(Super.com)

Popular in

December

Cheapest in

April

Average price

$464
From Houston to Caribbean
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One-way flight from Houston to Caribbean
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($56 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 November 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 November 18, 2025.

This Super.com deal was found by Cheapflights users on 11/17. 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 11/203:45 pmIAH - SJU
1 stop17h 04mSpirit Airlines
Mon 11/248:33 pmSJU - IAH
Nonstop5h 10mSpirit Airlines
Deal found 11/17$189
This Kiwi.com deal was found by Cheapflights users on 11/18. 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 12/810:20 amIAH - SJU
1 stop12h 29mMultiple Airlines
Mon 12/226:00 amSJU - IAH
1 stop29h 03mMultiple Airlines
Deal found 11/18$190
This Super.com deal was found by Cheapflights users on 11/17. 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.
Fri 11/211:29 pmIAH - SJU
Nonstop4h 09mSpirit Airlines
Sun 11/238:33 pmSJU - IAH
Nonstop5h 10mSpirit Airlines
Deal found 11/17$191
This CheapOair deal was found by Cheapflights users on 11/17. 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 12/510:41 amIAH - SJU
1 stop12h 04mSpirit Airlines
Sun 12/76:00 amSJU - IAH
Nonstop5h 12mSpirit Airlines
Deal found 11/17$192
This Super.com deal was found by Cheapflights users on 11/18. 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 12/45:13 pmIAH - SJU
Nonstop4h 12mSpirit Airlines
Mon 12/81:22 pmSJU - IAH
1 stop12h 37mSpirit Airlines
Deal found 11/18$193
This Kiwi.com deal was found by Cheapflights users on 11/17. 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 12/115:00 amIAH - SJU
1 stop12h 50mMultiple Airlines
Mon 12/155:09 pmSJU - IAH
1 stop27h 20mMultiple Airlines
Deal found 11/17$194
This CheapOair deal was found by Cheapflights users on 11/18. 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 12/115:13 pmIAH - SJU
Nonstop4h 12mSpirit Airlines
Sun 12/144:10 amSJU - IAH
1 stop7h 08mSpirit Airlines
Deal found 11/18$195
This Kiwi.com deal was found by Cheapflights users on 11/16. 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 11/241:29 pmIAH - SJU
Nonstop4h 09mMultiple Airlines
Mon 12/810:42 amSJU - IAH
1 stop29h 21mMultiple Airlines
Deal found 11/16$196
This Priceline deal was found by Cheapflights users on 11/18. 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.
Tue 12/28:35 pmIAH - SJU
1 stop12h 14mSpirit Airlines
Sat 12/66:00 amSJU - IAH
Nonstop5h 17mSpirit Airlines
Deal found 11/18$197
This CheapOair deal was found by Cheapflights users on 11/18. 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.
Wed 12/36:09 pmIAH - SJU
1 stop16h 23mSpirit Airlines
Sat 12/66:00 amSJU - IAH
Nonstop5h 17mSpirit Airlines
Deal found 11/18$198
This Kiwi.com deal was found by Cheapflights users on 11/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/196:25 pmIAH - SJU
1 stop14h 24mMultiple Airlines
Fri 11/219:30 pmSJU - IAH
1 stop19h 59mMultiple Airlines
Deal found 11/15$199
This American Airlines deal was found by Cheapflights users on 11/18. 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.
Sat 12/65:44 amHOU - SJU
1 stop7h 00mAmerican Airlines
Tue 12/97:00 amSJU - HOU
1 stop15h 18mAmerican Airlines
Deal found 11/18$200

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 November 18, 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

Sun 2/1

11:09 am-8:58 pm

1 stop7h 49m

San Juan Luis Munoz Marin Intl

Thu 2/12

7:30 am-4:30 pm

1 stop11h 00m

$215

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sun 1/25

11:09 am-11:45 pm

1 stop10h 36m

San Juan Luis Munoz Marin Intl

Thu 1/29

2:15 pm-10:33 pm

1 stop10h 18m

$215

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Mon 2/2

3:04 pm-9:26 pm

Nonstop4h 22m

San Juan Luis Munoz Marin Intl

Fri 2/6

2:05 am-11:04 am

1 stop10h 59m

$286

HoustonMontego Bay

IAH - MBJ

IAHMBJ

Houston George Bush Intcntl

Sat 1/31

8:19 pm-12:02 pm

2 stops14h 43m

Montego Bay Sangster Intl

Thu 2/5

12:57 pm-8:28 pm

1 stop8h 31m

$309

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Mon 1/19

3:04 pm-9:26 pm

Nonstop4h 22m

San Juan Luis Munoz Marin Intl

Fri 1/23

7:45 am-10:51 am

Nonstop5h 06m

$315

HoustonMontego Bay

IAH - MBJ

IAHMBJ

Houston George Bush Intcntl

Mon 12/15

7:25 pm-12:10 pm

1 stop15h 45m

Montego Bay Sangster Intl

Fri 12/19

1:05 pm-10:36 pm

2 stops10h 31m

$321

HoustonMontego Bay

IAH - MBJ

IAHMBJ

Houston George Bush Intcntl

Sun 2/1

5:45 am-12:02 pm

1 stop5h 17m

Montego Bay Sangster Intl

Thu 2/5

12:57 pm-11:58 pm

1 stop12h 01m

$333

HoustonMontego Bay

IAH - MBJ

IAHMBJ

Houston George Bush Intcntl

Sat 1/31

6:15 am-3:54 pm

1 stop8h 39m

Montego Bay Sangster Intl

Thu 2/5

12:57 pm-8:28 pm

1 stop8h 31m

$358

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Mon 2/2

4:15 pm-12:35 am

1 stop6h 20m

San Juan Luis Munoz Marin Intl

Mon 2/9

11:20 am-10:20 pm

1 stop13h 00m

$380

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sun 2/1

1:05 pm-12:40 am

1 stop9h 35m

San Juan Luis Munoz Marin Intl

Thu 2/12

6:00 am-2:15 pm

2 stops10h 15m

$395

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/16

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 November is currently the most expensive (average of $159). 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 November 18, 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 November 18, 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
4,248 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

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
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

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
8,003 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

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
9,019 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

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
11,045 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

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
8,151 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

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 $286, Delta 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?

    $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 Frontier and United Airlines, with prices starting from $113 and $123, 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 November is currently the most expensive (average of $159). 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 November 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$108Average$530FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$119Average$386FlexibilityNo cancel feeOn-time65%
FrontierCheapest$128Average$430FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$165Average$688FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$170Average$641FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$192Average$670FlexibilityNo cancel feeOn-time69%

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