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Caribbean

$87+ 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 8/3. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
Jul 6 — Jul 131
Sun 7/6
Sun 7/13
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 July 1, 2025.

Round-trip from

$170
(Priceline)

One-way from

$87
(Priceline)

Popular in

December

Cheapest in

September

Average price

$364
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. 15% potential increase in price ($57 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 1, 2025.

This Priceline deal was found by Cheapflights users on 6/29. 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.
Mon 8/42:14 pmIAH - SJU
1 stop9h 18mMultiple Airlines
Thu 8/73:50 pmSJU - IAH
1 stop7h 47mMultiple Airlines
Deal found 6/29$170
This Priceline deal was found by Cheapflights users on 6/29. 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.
Thu 9/411:34 amIAH - SJU
1 stop14h 00mFrontier
Sun 9/77:50 pmSJU - IAH
1 stop15h 04mFrontier
Deal found 6/29$176
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 7/194:24 pmIAH - SJU
Nonstop4h 26mSpirit Airlines
Thu 7/2411:34 amSJU - IAH
Nonstop4h 45mSpirit Airlines
Deal found 6/30$177
This United Airlines deal was found by Cheapflights users on 7/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/411:57 pmIAH - SJU
Nonstop4h 33mUnited Airlines
Fri 7/111:10 amSJU - IAH
1 stop9h 29mUnited Airlines
Deal found 7/1$181
This American Airlines deal was found by Cheapflights users on 6/30. 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 7/58:58 amHOU - SJU
1 stop13h 27mAmerican Airlines
Wed 7/912:59 amSJU - HOU
1 stop8h 28mAmerican Airlines
Deal found 6/30$185
This American Airlines deal was found by Cheapflights users on 6/29. 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 7/57:58 amIAH - SJU
1 stop14h 27mAmerican Airlines
Wed 7/96:15 amSJU - IAH
1 stop14h 58mAmerican Airlines
Deal found 6/29$189
This Delta deal was found by Cheapflights users on 6/29. 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 8/3110:22 amHOU - SJU
1 stop10h 45mDelta
Sat 9/612:50 pmSJU - HOU
1 stop10h 41mDelta
Deal found 6/29$215
This Delta deal was found by Cheapflights users on 6/30. 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.
Mon 9/1511:36 amIAH - SJU
1 stop9h 24mDelta
Wed 9/247:30 amSJU - IAH
1 stop9h 57mDelta
Deal found 6/30$215
This Southwest deal was found by Cheapflights users on 6/30. 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.
Wed 9/1711:25 amHOU - SJU
2 stops10h 05mSouthwest
Wed 9/245:00 amSJU - HOU
2 stops9h 45mSouthwest
Deal found 6/30$280
This Cheapflightsfares deal was found by Cheapflights users on 6/30. 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 8/157:16 pmIAH - MBJ
1 stop15h 58mSpirit Airlines
Thu 8/2110:22 amMBJ - IAH
1 stop7h 49mSpirit Airlines
Deal found 6/30$334
This CheapOair deal was found by Cheapflights users on 6/30. 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.
Tue 7/88:00 amIAH - MBJ
1 stop6h 40mMultiple Airlines
Fri 7/1812:10 pmMBJ - IAH
2 stops11h 15mMultiple Airlines
Deal found 6/30$355
This Cheapflightsfares deal was found by Cheapflights users on 7/1. 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 7/258:48 pmIAH - PUJ
1 stop14h 17mSpirit Airlines
Thu 7/313:25 pmPUJ - IAH
1 stop7h 14mSpirit Airlines
Deal found 7/1$358

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 July 1, 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

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Mon 8/4

2:14 pm-12:32 am

1 stop9h 18m

San Juan Luis Munoz Marin Intl

Thu 8/7

3:50 pm-10:37 pm

1 stop7h 47m

$170

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Thu 9/4

11:34 am-2:34 am

1 stop14h 00m

San Juan Luis Munoz Marin Intl

Sun 9/7

7:50 pm-9:54 am

1 stop15h 04m

$176

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Sat 7/19

4:24 pm-9:50 pm

Nonstop4h 26m

San Juan Luis Munoz Marin Intl

Thu 7/24

11:34 am-3:19 pm

Nonstop4h 45m

$177

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sat 7/5

8:58 am-11:25 pm

1 stop13h 27m

San Juan Luis Munoz Marin Intl

Wed 7/9

12:59 am-8:27 am

1 stop8h 28m

$185

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Tue 10/21

12:08 pm-11:06 am

2 stops21h 58m

San Juan Luis Munoz Marin Intl

Tue 10/28

5:02 pm-12:35 am

1 stop8h 33m

$205

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Wed 10/8

5:00 am-2:44 pm

1 stop8h 44m

San Juan Luis Munoz Marin Intl

Tue 10/14

1:05 am-9:52 am

1 stop9h 47m

$211

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sun 8/31

10:22 am-10:07 pm

1 stop10h 45m

San Juan Luis Munoz Marin Intl

Sat 9/6

12:50 pm-10:31 pm

1 stop10h 41m

$215

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Mon 9/15

11:36 am-10:00 pm

1 stop9h 24m

San Juan Luis Munoz Marin Intl

Wed 9/24

7:30 am-4:27 pm

1 stop9h 57m

$215

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Wed 9/17

11:25 am-10:30 pm

2 stops10h 05m

San Juan Luis Munoz Marin Intl

Wed 9/24

5:00 am-1:45 pm

2 stops9h 45m

$280

HoustonMontego Bay

IAH - MBJ

IAHMBJ

Houston George Bush Intcntl

Fri 8/15

7:16 pm-11:14 am

1 stop15h 58m

Montego Bay Sangster Intl

Thu 8/21

10:22 am-6:11 pm

1 stop7h 49m

$334

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

Showing 1-10 of 59 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 July 1, 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 July 1, 2025.
See what other customers who have flown with Southwest, Delta, and KLM 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
4,273 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,273 reviews
Southwest
8.0
Very good
4,273 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,973 reviews
Southwest
8.0
Very good
4,273 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
KLM
7.8
Good
1,366 reviews
Southwest
8.0
Very good
4,273 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
LATAM Airlines
7.5
Good
1,801 reviews
Southwest
8.0
Very good
4,273 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Avelo Airlines
7.4
Good
Southwest
8.0
Very good
4,273 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.2

Entertainment

7.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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?

    $87 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Spirit Airlines and United Airlines, with prices starting from $89 and $93, 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.

  • What are the cheapest flights from Houston to Caribbean?

    On average you can expect to pay $511 for a flight from Houston to Caribbean. The cheapest flight overall is $261 while the most popular route, (Houston Hobby - San Juan Luis Munoz Marin Intl) is currently priced at $153.

  • 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 July 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$121Average$407FlexibilityNo cancel feeOn-time65%
FrontierCheapest$128Average$389FlexibilityNo cancel feeOn-time62%
DeltaCheapest$137Average$588FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$165Average$697FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$175Average$656FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$218Average$673FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$413Average$592FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$653Average$736FlexibilityNo cancel feeOn-time70%

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