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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 4/26. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
Apr 26 — May 31
Sun 4/26
Sun 5/3
1 adult, Economy
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Cheap 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 March 27, 2026.

This Frontier deal was found by Cheapflights users on 3/25. 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.
Sat 4/186:10 am
IAH
-
SJU
1 stop7h 32m
Frontier
Sun 4/196:00 am
SJU
-
IAH
1 stop10h 03m
Frontier
Deal found 3/25$211
This Cheapflightsfares deal was found by Cheapflights users on 3/24. 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 4/94:30 pm
IAH
-
SJU
1 stop15h 23m
Spirit Airlines
Fri 4/107:54 pm
SJU
-
IAH
1 stop13h 46m
Spirit Airlines
Deal found 3/24$212
This Expedia deal was found by Cheapflights users on 3/22. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1011:42 am
IAH
-
SJU
1 stop23h 51m
Multiple Airlines
Sun 4/121:29 am
SJU
-
IAH
1 stop17h 45m
Multiple Airlines
Deal found 3/22$213
This Kiwi.com deal was found by Cheapflights users on 3/23. 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 4/137:35 am
IAH
-
SJU
1 stop10h 20m
Multiple Airlines
Thu 4/166:00 am
SJU
-
IAH
1 stop10h 11m
Multiple Airlines
Deal found 3/23$214
This CheapOair deal was found by Cheapflights users on 3/26. 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 5/79:03 am
IAH
-
SJU
1 stop29h 56m
Frontier
Sun 5/106:41 pm
SJU
-
IAH
1 stop14h 37m
Frontier
Deal found 3/26$215
This Super.com deal was found by Cheapflights users on 3/24. 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.
Sat 3/284:30 pm
IAH
-
SJU
1 stop15h 23m
Spirit Airlines
Sat 4/411:03 am
SJU
-
IAH
1 stop13h 46m
Spirit Airlines
Deal found 3/24$216
This Kiwi.com deal was found by Cheapflights users on 3/26. 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 4/177:04 pm
IAH
-
SJU
1 stop19h 33m
Multiple Airlines
Mon 4/202:59 am
SJU
-
IAH
1 stop6h 24m
Multiple Airlines
Deal found 3/26$217
This Kiwi.com deal was found by Cheapflights users on 3/25. 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 4/237:55 pm
IAH
-
SJU
1 stop25h 53m
Frontier
Tue 4/283:19 pm
SJU
-
IAH
1 stop18h 19m
Frontier
Deal found 3/25$218
This Kiwi.com deal was found by Cheapflights users on 3/25. 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.
Tue 4/1411:19 am
IAH
-
SJU
1 stop6h 36m
Multiple Airlines
Sat 4/183:47 pm
SJU
-
IAH
1 stop8h 03m
Multiple Airlines
Deal found 3/25$219
This Kiwi.com deal was found by Cheapflights users on 3/27. 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 4/256:10 am
IAH
-
SJU
2 stops12h 12m
Multiple Airlines
Mon 5/43:03 am
SJU
-
IAH
1 stop6h 47m
Multiple Airlines
Deal found 3/27$220
This Frontier deal was found by Cheapflights users on 3/25. 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.
Mon 4/138:02 am
IAH
-
SJU
1 stop10h 58m
Frontier
Fri 4/173:08 am
SJU
-
IAH
1 stop10h 58m
Frontier
Deal found 3/25$221
This CheapOair deal was found by Cheapflights users on 3/25. 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 5/22:01 pm
IAH
-
SJU
1 stop11h 00m
Multiple Airlines
Mon 5/411:03 am
SJU
-
IAH
1 stop13h 56m
Multiple Airlines
Deal found 3/25$222

Find flight deals from Houston to Caribbean

Keep the following information in mind while searching for Houston to Caribbean flight deals. Data was last updated March 27, 2026.

Round-trip from

$211
(Priceline)

One-way from

$101
(Kiwi.com)

Popular in

December

Cheapest in

April

Average price

$403
From Houston to Caribbean
Search Deals
One-way flight from Houston to Caribbean
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($54 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 March 2026
Search Deals

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 March 27, 2026.
Use the filters below to find and compare flights from Houston to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sun 5/3

10:15 am-8:55 pm

2 stops9h 40m

San Juan Luis Munoz Marin Intl

Wed 5/6

5:35 am-1:15 pm

1 stop8h 40m

$446

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Tue 4/21

12:10 pm-11:50 pm

1 stop10h 40m

San Juan Luis Munoz Marin Intl

Fri 4/24

7:00 am-10:53 am

Nonstop4h 53m

$462

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Mon 7/13

8:40 pm-9:00 am

1 stop11h 20m

San Juan Luis Munoz Marin Intl

Thu 7/16

6:00 am-9:35 am

Nonstop4h 35m

$462

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Fri 7/24

7:00 pm-12:25 am

Nonstop4h 25m

San Juan Luis Munoz Marin Intl

Fri 7/31

5:00 am-11:10 am

1 stop7h 10m

$462

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Mon 4/13

1:31 pm-11:12 pm

1 stop8h 41m

San Juan Luis Munoz Marin Intl

Thu 4/16

6:15 am-4:28 pm

1 stop11h 13m

$466

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Thu 5/7

6:00 am-4:33 pm

1 stop9h 33m

San Juan Luis Munoz Marin Intl

Sun 5/10

1:14 pm-10:26 pm

1 stop10h 12m

$466

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sun 4/19

6:45 am-5:05 pm

1 stop9h 20m

San Juan Luis Munoz Marin Intl

Sun 5/3

6:25 am-4:00 pm

2 stops10h 35m

$466

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Mon 8/24

10:00 am-10:50 pm

2 stops11h 50m

San Juan Luis Munoz Marin Intl

Thu 8/27

2:35 pm-10:55 pm

2 stops9h 20m

$466

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Fri 5/1

2:45 pm-11:25 pm

1 stop7h 40m

San Juan Luis Munoz Marin Intl

Sun 5/3

9:45 pm-10:00 am

1 stop13h 15m

$466

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Thu 8/20

5:05 am-4:55 pm

1 stop10h 50m

San Juan Luis Munoz Marin Intl

Sun 8/23

5:30 am-7:40 pm

2 stops15h 10m

$466

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/26

Showing 1-10 of 60 resultsSorted by cheapest first
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6

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, February is the cheapest month in which you can book a flight from Houston to Caribbean (average of $78). Flying from Houston to Caribbean in December is currently the most expensive (average of $151). 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 March 27, 2026.

A simple way to save on the total cost of your ticket is to fly from Houston to Caribbean in the afternoon. If you’re flexible enough to do this you can expect to save up to 33% 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 March 23, 2026.

Travelers seeking maximum savings on their Houston to Caribbean flight should consider departing on Tuesday at noon when fares are most often at their lowest. Friday 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 March 27, 2026.
See what other customers who have flown with Southwest,United Airlines, andAmerican 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
4,331 reviews

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,331 reviews
Southwest
8.0
Very good
4,331 reviews

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,491 reviews
Southwest
8.0
Very good
4,331 reviews

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,507 reviews
Southwest
8.0
Very good
4,331 reviews

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Spirit Airlines
6.3
Okay
8,551 reviews
Southwest
8.0
Very good
4,331 reviews

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Frontier
5.7
Fair
3,014 reviews
Southwest
8.0
Very good
4,331 reviews

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 $466, Southwest can have you in Caribbean from Houston in 8h 41m. There are 1994 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?

    $59 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 Southwest, with prices starting from $72 and $72, 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 $507 for a flight from Houston to Caribbean. The cheapest flight overall is $417 while the most popular route, (Houston Hobby - San Juan Luis Munoz Marin Intl) is currently priced at $179.

  • 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, February is the cheapest month in which you can book a flight from Houston to Caribbean (average of $78). Flying from Houston to Caribbean in December is currently the most expensive (average of $151). 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 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 March 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$78Average$390FlexibilityNo cancel feeOn-time65%
DeltaCheapest$108Average$563FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$109Average$444FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$165Average$669FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$165Average$625FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$192Average$656FlexibilityNo cancel feeOn-time69%

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