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$59+ 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 3/25. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
Feb 26 — Mar 51
Wed 2/26
Wed 3/5
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 February 21, 2025.

Round-trip from

$130
(Kiwi.com)

One-way from

$59
(FlightHub)

Popular in

December

Cheapest in

September

Average price

$306
From Houston to Caribbean
Search Deals
One-way flight from Houston to Caribbean
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($29 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 21, 2025.

This Kiwi.com deal was found by Cheapflights users on 2/20. 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 3/111:38 pmIAH - SJU
Nonstop4h 20mSpirit Airlines
Tue 3/113:38 amSJU - IAH
1 stop9h 10mSpirit Airlines
Deal found 2/20$130
This Priceline deal was found by Cheapflights users on 2/21. 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 3/51:40 pmIAH - SJU
Nonstop4h 18mMultiple Airlines
Mon 3/102:54 amSJU - IAH
1 stop8h 18mMultiple Airlines
Deal found 2/21$131
This Frontier deal was found by Cheapflights users on 2/20. 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.
Thu 5/88:50 amIAH - SJU
1 stop9h 54mFrontier
Sat 5/179:30 pmSJU - IAH
1 stop12h 55mFrontier
Deal found 2/20$151
This Kiwi.com deal was found by Cheapflights users on 2/20. 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 3/269:21 pmIAH - STT
1 stop11h 45mSpirit Airlines
Tue 4/111:11 amSTT - IAH
1 stop11h 42mSpirit Airlines
Deal found 2/20$205
This United Airlines deal was found by Cheapflights users on 2/20. 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.
Sat 3/13:24 pmIAH - SJU
Nonstop4h 22mUnited Airlines
Fri 3/72:05 amSJU - IAH
1 stop10h 37mUnited Airlines
Deal found 2/20$213
This Southwest deal was found by Cheapflights users on 2/20. 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 4/1611:00 amHOU - SJU
1 stop9h 50mSouthwest
Tue 4/2211:15 amSJU - HOU
1 stop10h 30mSouthwest
Deal found 2/20$217
This American Airlines deal was found by Cheapflights users on 2/21. 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 3/16:20 pmIAH - SJU
1 stop15h 55mAmerican Airlines
Mon 3/105:00 amSJU - IAH
1 stop13h 29mAmerican Airlines
Deal found 2/21$217
This American Airlines deal was found by Cheapflights users on 2/20. 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.
Mon 2/246:31 pmHOU - SJU
1 stop8h 33mAmerican Airlines
Sat 3/16:30 amSJU - HOU
1 stop11h 09mAmerican Airlines
Deal found 2/20$237
This Delta deal was found by Cheapflights users on 2/20. 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 3/210:25 amHOU - SJU
1 stop11h 21mDelta
Sat 3/812:50 pmSJU - HOU
1 stop10h 35mDelta
Deal found 2/20$255
This Trip.com deal was found by Cheapflights users on 2/20. 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.
Fri 2/288:12 pmIAH - STT
1 stop15h 26mMultiple Airlines
Tue 3/42:33 pmSTT - IAH
1 stop27h 30mMultiple Airlines
Deal found 2/20$315
This CheapOair deal was found by Cheapflights users on 2/19. 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 5/154:27 pmIAH - PUJ
1 stop18h 18mMultiple Airlines
Mon 5/194:03 pmPUJ - IAH
2 stops28h 37mMultiple Airlines
Deal found 2/19$317
This Mytrip deal was found by Cheapflights users on 2/19. 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.
Tue 3/43:10 pmIAH - PUJ
1 stop20h 07mSpirit Airlines
Sat 3/2912:59 pmPUJ - IAH
2 stops31h 38mSpirit Airlines
Deal found 2/19$318

Find flights from Houston to Caribbean within your budget

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 February 21, 2025.

Fly from

Houston

Fly to

Caribbean

Route

Depart

Return

Price

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Tue 3/11

1:38 pm-6:58 pm

Nonstop4h 20m

San Juan Luis Munoz Marin Intl

Tue 3/11

3:38 am-11:48 am

1 stop9h 10m

$130

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Wed 3/5

1:40 pm-7:58 pm

Nonstop4h 18m

San Juan Luis Munoz Marin Intl

Mon 3/10

2:54 am-10:12 am

1 stop8h 18m

$131

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Thu 4/24

7:09 pm-6:41 pm

1 stop22h 32m

San Juan Luis Munoz Marin Intl

Sat 5/3

9:30 pm-9:25 am

1 stop12h 55m

$147

HoustonSaint Thomas Island

IAH - STT

IAHSTT

Houston George Bush Intcntl

Wed 3/26

9:21 pm-10:06 am

1 stop11h 45m

Saint Thomas Island Cyril E King

Tue 4/1

11:11 am-9:53 pm

1 stop11h 42m

$205

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Wed 4/16

11:00 am-9:50 pm

1 stop9h 50m

San Juan Luis Munoz Marin Intl

Tue 4/22

11:15 am-8:45 pm

1 stop10h 30m

$217

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Mon 3/3

5:00 am-3:45 pm

2 stops8h 45m

San Juan Luis Munoz Marin Intl

Mon 3/10

5:00 am-5:29 pm

1 stop13h 29m

$262

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Mon 3/24

3:21 pm-8:43 pm

Nonstop4h 22m

San Juan Luis Munoz Marin Intl

Tue 3/25

6:45 am-10:52 am

Nonstop5h 07m

$268

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Wed 3/5

6:00 am-3:01 pm

1 stop7h 01m

San Juan Luis Munoz Marin Intl

Sun 3/9

6:05 am-3:08 pm

1 stop10h 03m

$282

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Thu 4/24

1:16 pm-11:15 pm

1 stop8h 59m

San Juan Luis Munoz Marin Intl

Sat 5/3

7:15 am-5:49 pm

1 stop11h 34m

$293

HoustonPunta Cana

IAH - PUJ

IAHPUJ

Houston George Bush Intcntl

Thu 5/15

4:27 pm-11:45 am

1 stop18h 18m

Punta Cana

Mon 5/19

4:03 pm-7:40 pm

2 stops28h 37m

$317

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

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.

Travel insights for flights from Houston to Caribbean

Get recent, data-driven insights about flights from Houston to Caribbean including ideal travel times, pricing trends, and more.

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 March is currently the most expensive (average of $363). 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 February 21, 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.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 February 21, 2025.
Southwest
8.1
Very good
4,403 reviews

Overall

8.1

Crew

8.7

Comfort

8.1

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,403 reviews
Southwest
8.1
Very good
4,403 reviews

Overall

8.1

Crew

8.7

Comfort

8.1

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,697 reviews
Southwest
8.1
Very good
4,403 reviews

Overall

8.1

Crew

8.7

Comfort

8.1

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,217 reviews
Southwest
8.1
Very good
4,403 reviews

Overall

8.1

Crew

8.7

Comfort

8.1

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,069 reviews
Southwest
8.1
Very good
4,403 reviews

Overall

8.1

Crew

8.7

Comfort

8.1

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,760 reviews
Southwest
8.1
Very good
4,403 reviews

Overall

8.1

Crew

8.7

Comfort

8.1

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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?

    $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 Frontier and United Airlines, with prices starting from $65 and $104, 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.

  • 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 March is currently the most expensive (average of $363). 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

Browse thousands of different options on Cheapflights for your next trip

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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 February 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$65Average$342FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$133Average$381FlexibilityNo cancel feeOn-time65%
DeltaCheapest$137Average$624FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$254Average$638FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$274Average$680FlexibilityNo cancel feeOn-time69%
Copa AirlinesCheapest$376Average$684FlexibilityNo cancel feeOn-time70%
JetBlueCheapest$413Average$592FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$434Average$678FlexibilityNo cancel feeOn-time63%
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