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$100+ 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 8/30. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
jul. 19 — jul. 261
sáb. 7/19
sáb. 7/26
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 julio 14, 2025.

Round-trip from

$178
(Cheapflightsfares)

One-way from

$100
(SmartFares)

Popular in

December

Cheapest in

September

Average price

$389
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. 13% potential increase in price ($51 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($14 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 julio 14, 2025.

This Kiwi.com deal was found by Cheapflights users on 7/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 7/224:24 pmIAH - SJU
Nonstop4h 26mSpirit Airlines
sáb. 8/211:34 amSJU - IAH
Nonstop4h 45mSpirit Airlines
Deal found 7/14$177
This American Airlines deal was found by Cheapflights users on 7/13. 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.
mié. 7/1610:13 amHOU - SJU
1 stop12h 12mAmerican Airlines
vie. 7/186:15 amSJU - HOU
1 stop10h 40mAmerican Airlines
Deal found 7/13$230
This American Airlines deal was found by Cheapflights users on 7/13. 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.
lun. 9/229:00 amIAH - SJU
2 stops13h 37mAmerican Airlines
mié. 10/11:37 pmSJU - IAH
1 stop11h 19mAmerican Airlines
Deal found 7/13$230
This Delta deal was found by Cheapflights users on 7/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/2210:44 amHOU - SJU
1 stop10h 16mDelta
mié. 10/17:30 amSJU - HOU
1 stop11h 10mDelta
Deal found 7/14$235
This Delta deal was found by Cheapflights users on 7/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/201:13 pmIAH - SJU
1 stop7h 47mDelta
mar. 9/237:30 amSJU - IAH
1 stop9h 57mDelta
Deal found 7/14$235
This Frontier deal was found by Cheapflights users on 7/13. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/2610:49 amIAH - SJU
1 stop6h 56mFrontier
dom. 9/283:39 amSJU - IAH
1 stop12h 28mFrontier
Deal found 7/13$247
This Southwest deal was found by Cheapflights users on 7/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 7/155:00 pmHOU - SJU
Nonstop4h 25mSouthwest
jue. 7/175:50 pmSJU - HOU
Nonstop4h 40mSouthwest
Deal found 7/13$306
This Booking.com deal was found by Cheapflights users on 7/14. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 7/278:15 pmIAH - MBJ
2 stops14h 50mSpirit Airlines
sáb. 8/212:10 pmMBJ - IAH
1 stop11h 37mSpirit Airlines
Deal found 7/14$337
This Gotogate deal was found by Cheapflights users on 7/12. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 8/95:55 amIAH - PUJ
2 stops9h 00mSpirit Airlines
vie. 8/154:05 pmPUJ - IAH
1 stop8h 03mSpirit Airlines
Deal found 7/12$342
This FlightHub deal was found by Cheapflights users on 7/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/253:02 pmIAH - MBJ
1 stop16h 51mMultiple Airlines
mié. 10/2912:46 pmMBJ - IAH
1 stop9h 17mMultiple Airlines
Deal found 7/12$358
This Kiwi.com deal was found by Cheapflights users on 7/13. 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.
mié. 10/85:20 amIAH - PUJ
1 stop6h 25mMultiple Airlines
lun. 11/172:36 pmPUJ - IAH
1 stop24h 47mMultiple Airlines
Deal found 7/13$360
This Mytrip deal was found by Cheapflights users on 7/14. 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.
sáb. 7/268:56 pmIAH - PUJ
1 stop10h 58mFrontier
mié. 7/309:04 pmPUJ - IAH
1 stop23h 05mFrontier
Deal found 7/14$386

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 julio 14, 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

sáb. 7/26

4:24 pm-9:50 pm

Nonstop4h 26m

San Juan Luis Munoz Marin Intl

vie. 8/1

1:31 pm-11:13 pm

1 stop10h 42m

$178

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

vie. 9/19

10:49 am-6:45 pm

1 stop6h 56m

San Juan Luis Munoz Marin Intl

lun. 9/22

8:00 am-3:39 pm

1 stop8h 39m

$221

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

lun. 9/22

9:00 am-11:37 pm

2 stops13h 37m

San Juan Luis Munoz Marin Intl

mié. 10/1

1:37 pm-11:56 pm

1 stop11h 19m

$230

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

lun. 9/22

10:44 am-10:00 pm

1 stop10h 16m

San Juan Luis Munoz Marin Intl

mié. 10/1

7:30 am-5:40 pm

1 stop11h 10m

$235

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

sáb. 9/20

1:13 pm-10:00 pm

1 stop7h 47m

San Juan Luis Munoz Marin Intl

mar. 9/23

7:30 am-4:27 pm

1 stop9h 57m

$235

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

mar. 7/22

8:58 am-11:25 pm

1 stop13h 27m

San Juan Luis Munoz Marin Intl

mié. 7/30

12:59 am-8:27 am

1 stop8h 28m

$270

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

mar. 7/22

5:00 pm-10:25 pm

Nonstop4h 25m

San Juan Luis Munoz Marin Intl

mié. 8/6

7:20 am-8:05 pm

1 stop13h 45m

$316

HoustonMontego Bay

IAH - MBJ

IAHMBJ

Houston George Bush Intcntl

dom. 7/27

8:15 pm-11:05 am

2 stops14h 50m

Montego Bay Sangster Intl

sáb. 8/2

12:10 pm-11:47 pm

1 stop11h 37m

$337

HoustonPunta Cana

IAH - PUJ

IAHPUJ

Houston George Bush Intcntl

sáb. 8/9

5:55 am-3:55 pm

2 stops9h 00m

Punta Cana

vie. 8/15

4:05 pm-11:08 pm

1 stop8h 03m

$342

HoustonMontego Bay

IAH - MBJ

IAHMBJ

Houston George Bush Intcntl

sáb. 10/25

3:02 pm-7:53 am

1 stop16h 51m

Montego Bay Sangster Intl

mié. 10/29

12:46 pm-10:03 pm

1 stop9h 17m

$358

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/14

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 julio 14, 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 julio 14, 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
4,242 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.6

Comfort

8.0

Food

7.0

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

Crew

8.6

Boarding

8.1

Entertainment

7.6

Comfort

8.0

Food

7.0

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
7,956 reviews
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.6

Comfort

8.0

Food

7.0

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
1,372 reviews
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.6

Comfort

8.0

Food

7.0

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.
United Airlines
7.4
Good
8,858 reviews
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.6

Comfort

8.0

Food

7.0

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.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.6

Comfort

8.0

Food

7.0

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?

    $100 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on American Airlines and Delta, with prices starting from $108 and $118, 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.

  • What are the cheapest flights from Houston to Caribbean?

    On average you can expect to pay $466 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 $152.

  • 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.

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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 julio 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$108Average$393FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$121Average$408FlexibilityNo cancel feeOn-time65%
DeltaCheapest$137Average$589FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$165Average$695FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$175Average$657FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$209Average$672FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$413Average$592FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$653Average$736FlexibilityNo cancel feeOn-time70%

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