Caribbean

$117+ 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 8/4. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
Jun 8 — Jun 151
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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 May 9, 2026.

This Priceline deal was found by Cheapflights users on 5/6. 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.
Wed 8/58:49 am
IAH
-
SJU
1 stop7h 45m
Frontier
Wed 8/126:00 am
SJU
-
IAH
1 stop9h 50m
Frontier
Deal found 5/6$236
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 8/58:49 am
IAH
-
SJU
1 stop7h 45m
Frontier
Tue 8/116:31 pm
SJU
-
IAH
1 stop15h 14m
Frontier
Deal found 5/6$238
This Priceline deal was found by Cheapflights users on 5/8. 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.
Sat 7/188:49 am
IAH
-
SJU
1 stop7h 45m
Frontier
Sat 7/259:00 am
SJU
-
IAH
1 stop11h 52m
Frontier
Deal found 5/8$240
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 8/1010:36 am
IAH
-
SJU
1 stop16h 22m
Frontier
Wed 8/123:06 am
SJU
-
IAH
1 stop6h 39m
Frontier
Deal found 5/6$242
This Kiwi.com deal was found by Cheapflights users on 5/7. 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 7/298:37 pm
IAH
-
SJU
1 stop26h 51m
Frontier
Wed 8/56:31 pm
SJU
-
IAH
1 stop15h 14m
Frontier
Deal found 5/7$243
This Kiwi.com deal was found by Cheapflights users on 5/9. 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 8/128:37 pm
IAH
-
SJU
1 stop26h 51m
Frontier
Wed 8/196:00 am
SJU
-
IAH
1 stop13h 09m
Frontier
Deal found 5/9$244
This Kiwi.com deal was found by Cheapflights users on 5/9. 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 8/88:37 pm
IAH
-
SJU
1 stop26h 51m
Frontier
Tue 8/186:41 pm
SJU
-
IAH
1 stop17h 53m
Frontier
Deal found 5/9$245
This Kiwi.com deal was found by Cheapflights users on 5/8. 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 8/58:49 am
IAH
-
SJU
1 stop7h 45m
Frontier
Thu 8/136:31 pm
SJU
-
IAH
1 stop24h 54m
Frontier
Deal found 5/8$246
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 5/3010:51 am
IAH
-
SJU
1 stop16h 10m
Frontier
Thu 6/49:00 am
SJU
-
IAH
1 stop28h 34m
Frontier
Deal found 5/6$247
This Kiwi.com deal was found by Cheapflights users on 5/8. 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 9/134:39 pm
IAH
-
SJU
1 stop8h 11m
Frontier
Wed 9/169:05 pm
SJU
-
IAH
1 stop12h 40m
Frontier
Deal found 5/8$253
This Trip.com deal was found by Cheapflights users on 5/8. 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.
Mon 6/810:51 am
IAH
-
SJU
1 stop12h 08m
Frontier
Thu 6/186:00 am
SJU
-
IAH
1 stop10h 27m
Frontier
Deal found 5/8$254
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 7/48:20 am
IAH
-
SJU
1 stop6h 38m
Frontier
Sat 7/119:00 am
SJU
-
IAH
1 stop11h 52m
Frontier
Deal found 5/5$255

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 May 9, 2026.

Round-trip from

$235

One-way from

$117
(Super.com)

Popular in

December

Cheapest in

October

Average price

$428
From Houston to Caribbean
One-way flight from Houston to Caribbean
Highest demand for flights based on searches. 4% potential increase in price ($17 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Average for round-trip flights in May 2026

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 May 9, 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

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Thu 10/1

3:06 pm-8:38 pm

Nonstop4h 32m

San Juan Luis Munoz Marin Intl

Fri 10/2

7:00 am-10:45 am

Nonstop4h 45m

$452

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Sun 11/1

10:10 am-4:36 pm

Nonstop4h 26m

San Juan Luis Munoz Marin Intl

Sat 11/7

7:45 am-10:51 am

Nonstop5h 06m

$457

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Thu 10/1

12:10 pm-10:20 pm

1 stop9h 10m

San Juan Luis Munoz Marin Intl

Fri 10/2

5:00 am-12:20 pm

2 stops8h 20m

$461

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Mon 7/6

7:05 pm-12:30 am

Nonstop4h 25m

San Juan Luis Munoz Marin Intl

Mon 7/13

8:15 pm-9:45 am

2 stops14h 30m

$462

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sun 6/28

6:30 pm-11:55 pm

Nonstop4h 25m

San Juan Luis Munoz Marin Intl

Wed 7/1

8:35 pm-9:45 am

2 stops14h 10m

$462

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Wed 10/21

6:00 am-4:33 pm

1 stop9h 33m

San Juan Luis Munoz Marin Intl

Wed 10/28

7:30 am-4:23 pm

1 stop9h 53m

$466

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Thu 9/3

6:00 am-1:30 pm

1 stop6h 30m

San Juan Luis Munoz Marin Intl

Wed 9/9

7:30 am-4:23 pm

1 stop9h 53m

$466

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Wed 8/12

11:20 am-9:05 pm

2 stops8h 45m

San Juan Luis Munoz Marin Intl

Tue 8/18

1:45 pm-10:50 pm

2 stops10h 05m

$466

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Mon 10/5

10:10 am-8:55 pm

2 stops9h 45m

San Juan Luis Munoz Marin Intl

Fri 10/9

5:00 am-12:20 pm

2 stops8h 20m

$466

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sat 10/31

5:00 am-1:30 pm

1 stop7h 30m

San Juan Luis Munoz Marin Intl

Sat 11/7

7:45 am-4:45 pm

2 stops11h 00m

$466

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/9

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

How far ahead should I book a flight from Houston to Caribbean?

The best time to book flights from Houston to Caribbean is 19 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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 $468). Flying from Houston to Caribbean in May is currently the most expensive (average of $698). 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 May 9, 2026.

A simple way to save on the total cost of your ticket is to fly from Houston to Caribbean at noon. If you’re flexible enough to do this you can expect to save up to 31% 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 May 2, 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 May 9, 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.

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Overall

8.0

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.

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Overall

8.0

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.

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Overall

8.0

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.

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Overall

8.0

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.

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Overall

8.0

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.

Boarding

8.1

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Overall

8.0

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 $452, United Airlines can have you in Caribbean from Houston in 4h 32m. 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?

    $72 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Southwest and United Airlines, with prices starting from $72 and $73, respectively.

  • What are the most popular routes from Houston to Caribbean?

  • What are the cheapest flights from Houston to Caribbean?

    On average you can expect to pay $470 for a flight from Houston to Caribbean. The cheapest flight overall is $264 while the most popular route, (Houston Hobby - San Juan Luis Munoz Marin Intl) is currently priced at $321.

  • 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 $468). Flying from Houston to Caribbean in May is currently the most expensive (average of $698). 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.

Top 7 airlines flying from Houston to Caribbean

Discover the top 7 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 May 9, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$78Average$390FlexibilityNo cancel feeOn-time65%
DeltaCheapest$108Average$558FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$132Average$434FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$165Average$675FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$170Average$630FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$193Average$662FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$447Average$664FlexibilityNo cancel feeOn-time62%

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