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Caribbean

$104+ 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 1/6. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
Dec 4 — Dec 111
Thu 12/4
Thu 12/11
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 4, 2025.

Round-trip from

$206
(Kiwi.com)

One-way from

$104
(Kiwi.com)

Popular in

December

Cheapest in

April

Average price

$389
From Houston to Caribbean
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One-way flight from Houston to Caribbean
Search Deals
Highest demand for flights based on searches. 10% 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 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 4, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
Sat 12/65:13 pmIAH - SJU
Nonstop4h 12mMultiple Airlines
Mon 12/810:42 amSJU - IAH
1 stop29h 21mMultiple Airlines
Deal found 11/4$207
This Cheapflightsfares deal was found by Cheapflights users on 11/4. 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 11/165:34 amIAH - SJU
1 stop9h 45mSpirit Airlines
Wed 11/193:44 pmSJU - IAH
1 stop7h 03mSpirit Airlines
Deal found 11/4$209
This Cheapflightsfares deal was found by Cheapflights users on 11/4. 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.
Sat 12/65:13 pmIAH - SJU
Nonstop4h 12mSpirit Airlines
Sun 12/146:00 amSJU - IAH
Nonstop5h 12mSpirit Airlines
Deal found 11/4$211
This Cheapflightsfares deal was found by Cheapflights users on 11/4. 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 12/45:20 amIAH - SJU
1 stop8h 35mSpirit Airlines
Mon 12/84:10 amSJU - IAH
1 stop7h 08mSpirit Airlines
Deal found 11/4$212
This Trip.com deal was found by Cheapflights users on 11/4. 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.
Sat 11/1511:02 amIAH - SJU
1 stop19h 43mMultiple Airlines
Fri 11/2111:55 amSJU - IAH
1 stop7h 21mMultiple Airlines
Deal found 11/4$213
This Cheapflightsfares deal was found by Cheapflights users on 11/4. 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 11/4$214
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 12/11:29 pmIAH - SJU
Nonstop4h 09mMultiple Airlines
Sun 12/71:59 amSJU - IAH
1 stop9h 10mMultiple Airlines
Deal found 11/3$215
This CheapOair deal was found by Cheapflights users on 11/4. 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 11/135:34 amIAH - SJU
1 stop9h 45mSpirit Airlines
Sat 11/228:33 pmSJU - IAH
Nonstop5h 10mSpirit Airlines
Deal found 11/4$217
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 12/510:20 amIAH - SJU
1 stop12h 29mMultiple Airlines
Tue 12/95:00 pmSJU - IAH
2 stops18h 18mMultiple Airlines
Deal found 11/4$218
This Mytrip deal was found by Cheapflights users on 11/3. 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 12/75:13 pmIAH - SJU
Nonstop4h 12mSpirit Airlines
Wed 12/105:00 pmSJU - IAH
2 stops18h 18mSpirit Airlines
Deal found 11/3$219
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 12/75:13 pmIAH - SJU
Nonstop4h 12mMultiple Airlines
Wed 12/105:00 pmSJU - IAH
1 stop16h 54mMultiple Airlines
Deal found 11/4$220
This Delta deal was found by Cheapflights users on 11/2. 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.
Sun 12/72:32 pmHOU - SJU
1 stop6h 48mDelta
Wed 12/103:32 pmSJU - HOU
1 stop9h 16mDelta
Deal found 11/2$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 November 4, 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 12/7

5:30 pm-10:25 am

2 stops14h 55m

San Juan Luis Munoz Marin Intl

Sat 12/13

8:50 am-5:15 pm

2 stops10h 25m

$270

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Fri 1/23

11:15 am-11:10 pm

2 stops9h 55m

San Juan Luis Munoz Marin Intl

Fri 1/30

9:05 am-7:45 pm

1 stop12h 40m

$370

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Wed 12/3

3:04 pm-9:26 pm

Nonstop4h 22m

San Juan Luis Munoz Marin Intl

Sat 12/6

7:45 am-10:51 am

Nonstop5h 06m

$390

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Sat 1/24

11:59 pm-6:11 am

Nonstop4h 12m

San Juan Luis Munoz Marin Intl

Fri 1/30

2:05 am-11:04 am

1 stop10h 59m

$391

HoustonPunta Cana

IAH - PUJ

IAHPUJ

Houston George Bush Intcntl

Fri 11/28

8:35 pm-4:50 pm

2 stops18h 15m

Punta Cana

Fri 12/5

6:08 pm-9:18 am

1 stop17h 10m

$392

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Tue 11/11

6:00 am-5:26 pm

1 stop9h 26m

San Juan Luis Munoz Marin Intl

Thu 11/20

3:32 pm-11:40 pm

1 stop10h 08m

$395

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Tue 3/3

7:05 am-5:12 pm

1 stop8h 07m

San Juan Luis Munoz Marin Intl

Wed 3/4

6:17 pm-11:58 pm

1 stop7h 41m

$395

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Wed 1/21

11:15 am-11:10 pm

2 stops9h 55m

San Juan Luis Munoz Marin Intl

Wed 2/4

5:40 am-2:20 pm

2 stops10h 40m

$395

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Sat 4/25

11:50 am-8:06 pm

1 stop7h 16m

San Juan Luis Munoz Marin Intl

Sun 5/3

6:15 am-12:16 pm

1 stop7h 01m

$395

HoustonPunta Cana

IAH - PUJ

IAHPUJ

Houston George Bush Intcntl

Fri 12/5

4:06 pm-4:50 pm

3 stops22h 44m

Punta Cana

Mon 12/8

6:08 pm-9:18 am

1 stop17h 10m

$400

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

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 $179). 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 4, 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 29% 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 4, 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
4,239 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Comfort

8.0

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
4,239 reviews
Southwest
8.0
Very good
4,239 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Comfort

8.0

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
4,239 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Comfort

8.0

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
9,002 reviews
Southwest
8.0
Very good
4,239 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Comfort

8.0

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
11,040 reviews
Southwest
8.0
Very good
4,239 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Comfort

8.0

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
8,113 reviews
Southwest
8.0
Very good
4,239 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Comfort

8.0

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 $390, Southwest 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 Spirit Airlines and United Airlines, with prices starting from $113 and $125, 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 - Montego Bay Sangster Intl 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 $179). 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 4, 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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