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Caribbean

$73+ 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 5/18. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
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 April 17, 2025.

Round-trip from

$145
(United Airlines)

One-way from

$73
(Southwest)

Popular in

December

Cheapest in

September

Average price

$324
From Houston to Caribbean
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One-way flight from Houston to Caribbean
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($49 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 April 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 April 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 4/17. 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 4/262:10 pmIAH - SJU
Nonstop4h 30mSpirit Airlines
Sun 4/278:45 pmSJU - IAH
Nonstop5h 00mSpirit Airlines
Deal found 4/17$145
This United Airlines deal was found by Cheapflights users on 4/17. 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 5/102:15 pmIAH - SJU
1 stop8h 39mUnited Airlines
Sat 5/177:45 amSJU - IAH
1 stop10h 36mUnited Airlines
Deal found 4/17$189
This Cheapflightsfares deal was found by Cheapflights users on 4/16. 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.
Tue 4/292:10 pmIAH - SJU
Nonstop4h 30mMultiple Airlines
Thu 5/13:56 amSJU - IAH
1 stop7h 50mMultiple Airlines
Deal found 4/16$203
This American Airlines deal was found by Cheapflights users on 4/17. 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 4/266:31 pmHOU - SJU
1 stop9h 29mAmerican Airlines
Tue 4/296:05 amSJU - HOU
1 stop14h 36mAmerican Airlines
Deal found 4/17$210
This American Airlines deal was found by Cheapflights users on 4/17. 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 4/262:51 pmIAH - SJU
1 stop13h 09mAmerican Airlines
Tue 4/296:05 amSJU - IAH
1 stop16h 56mAmerican Airlines
Deal found 4/17$210
This Mytrip deal was found by Cheapflights users on 4/17. 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.
Wed 6/118:44 pmIAH - STT
1 stop12h 04mSpirit Airlines
Wed 6/1810:47 amSTT - IAH
1 stop29h 43mSpirit Airlines
Deal found 4/17$232
This Southwest deal was found by Cheapflights users on 4/16. 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.
Sat 5/101:05 pmHOU - SJU
1 stop8h 20mSouthwest
Wed 5/147:00 amSJU - HOU
1 stop7h 15mSouthwest
Deal found 4/16$250
This Delta deal was found by Cheapflights users on 4/17. 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.
Tue 4/296:00 amHOU - SJU
1 stop7h 19mDelta
Sat 5/37:15 amSJU - HOU
1 stop11h 32mDelta
Deal found 4/17$295
This Frontier deal was found by Cheapflights users on 4/17. 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 5/59:05 pmIAH - SJU
1 stop12h 51mFrontier
Sat 5/103:56 amSJU - IAH
1 stop7h 41mFrontier
Deal found 4/17$298
This Kiwi.com deal was found by Cheapflights users on 4/16. 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 4/285:30 amIAH - PUJ
1 stop7h 43mSpirit Airlines
Thu 5/83:22 pmPUJ - IAH
1 stop9h 45mSpirit Airlines
Deal found 4/16$357
This CheapOair deal was found by Cheapflights users on 4/17. 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 6/75:04 pmIAH - PUJ
1 stop15h 06mMultiple Airlines
Fri 6/133:23 pmPUJ - IAH
1 stop17h 19mMultiple Airlines
Deal found 4/17$383
This Delta deal was found by Cheapflights users on 4/17. 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 9/76:00 amHOU - PUJ
1 stop6h 17mDelta
Thu 9/112:42 pmPUJ - HOU
1 stop7h 58mDelta
Deal found 4/17$391

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 April 17, 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

Sat 5/10

2:15 pm-11:54 pm

1 stop8h 39m

San Juan Luis Munoz Marin Intl

Tue 5/13

1:05 am-10:50 am

1 stop10h 45m

$145

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Tue 4/29

2:10 pm-7:40 pm

Nonstop4h 30m

San Juan Luis Munoz Marin Intl

Sat 5/3

9:32 am-2:43 pm

1 stop6h 11m

$154

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Tue 4/29

2:10 pm-7:40 pm

Nonstop4h 30m

San Juan Luis Munoz Marin Intl

Thu 5/1

3:56 am-10:46 am

1 stop7h 50m

$203

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sat 4/26

6:31 pm-5:00 am

1 stop9h 29m

San Juan Luis Munoz Marin Intl

Tue 4/29

6:05 am-7:41 pm

1 stop14h 36m

$210

HoustonSaint Thomas Island

IAH - STT

IAHSTT

Houston George Bush Intcntl

Wed 6/11

8:44 pm-9:48 am

1 stop12h 04m

Saint Thomas Island Cyril E King

Wed 6/18

10:47 am-3:30 pm

1 stop29h 43m

$232

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sat 5/10

1:05 pm-10:25 pm

1 stop8h 20m

San Juan Luis Munoz Marin Intl

Wed 5/14

7:00 am-1:15 pm

1 stop7h 15m

$250

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Tue 5/6

2:50 pm-5:12 am

1 stop13h 22m

San Juan Luis Munoz Marin Intl

Fri 5/9

6:30 am-10:44 pm

1 stop17h 14m

$250

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Tue 4/29

6:00 am-2:19 pm

1 stop7h 19m

San Juan Luis Munoz Marin Intl

Sat 5/3

7:15 am-5:47 pm

1 stop11h 32m

$295

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Mon 5/5

9:05 pm-10:56 am

1 stop12h 51m

San Juan Luis Munoz Marin Intl

Sat 5/10

3:56 am-10:37 am

1 stop7h 41m

$298

HoustonPunta Cana

IAH - PUJ

IAHPUJ

Houston George Bush Intcntl

Mon 4/28

5:30 am-2:13 pm

1 stop7h 43m

Punta Cana

Thu 5/8

3:22 pm-12:07 am

1 stop9h 45m

$357

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/16

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.

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 December is currently the most expensive (average of $336). 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 April 17, 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 April 17, 2025.
Southwest
8.0
Very good
4,280 reviews

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,280 reviews
Southwest
8.0
Very good
4,280 reviews

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,917 reviews
Southwest
8.0
Very good
4,280 reviews

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
LATAM Airlines
7.5
Good
1,761 reviews
Southwest
8.0
Very good
4,280 reviews

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Avelo Airlines
7.5
Good
Southwest
8.0
Very good
4,280 reviews

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,667 reviews
Southwest
8.0
Very good
4,280 reviews

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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?

    $73 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on American Airlines and Spirit Airlines, with prices starting from $73 and $74, 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 $636 for a flight from Houston to Caribbean. The cheapest flight overall is $250 while the most popular route, (Houston Hobby - San Juan Luis Munoz Marin Intl) is currently priced at $135.

  • 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 December is currently the most expensive (average of $336). 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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$127Average$402FlexibilityNo cancel feeOn-time65%
FrontierCheapest$128Average$323FlexibilityNo cancel feeOn-time62%
DeltaCheapest$144Average$592FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$242Average$678FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$250Average$659FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$297Average$686FlexibilityNo cancel feeOn-time63%
Copa AirlinesCheapest$376Average$677FlexibilityNo cancel feeOn-time70%
JetBlueCheapest$413Average$592FlexibilityNo cancel feeOn-time62%

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