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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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Round-trip from

$145
(United Airlines)

One-way from

$73
(Southwest)

Popular in

December

Cheapest in

September

Average price

$312
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 ($52 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 May 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 May 1, 2025.

This Kiwi.com deal was found by Cheapflights users on 4/29. 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 5/62:10 pmIAH - SJU
Nonstop4h 30mSpirit Airlines
Thu 5/1511:50 amSJU - IAH
Nonstop5h 00mSpirit Airlines
Deal found 4/29$145
This United Airlines deal was found by Cheapflights users on 4/30. 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.
Tue 5/133:02 pmIAH - SJU
Nonstop4h 36mUnited Airlines
Wed 5/141:25 pmSJU - IAH
1 stop11h 22mUnited Airlines
Deal found 4/30$151
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Wed 5/78:16 pmHOU - SJU
1 stop7h 56mAmerican Airlines
Sun 5/116:30 amSJU - HOU
1 stop12h 31mAmerican Airlines
Deal found 4/30$155
This American Airlines deal was found by Cheapflights users on 4/30. 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 5/37:22 amIAH - SJU
1 stop6h 13mAmerican Airlines
Tue 5/66:10 amSJU - IAH
1 stop10h 43mAmerican Airlines
Deal found 4/30$195
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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.
Sat 5/32:10 pmIAH - SJU
Nonstop4h 30mMultiple Airlines
Thu 5/83:56 amSJU - IAH
1 stop7h 41mMultiple Airlines
Deal found 4/30$203
This Delta deal was found by Cheapflights users on 4/30. 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.
Sat 5/36:00 amHOU - SJU
1 stop9h 01mDelta
Tue 5/65:11 pmSJU - HOU
1 stop6h 57mDelta
Deal found 4/30$215
This Delta deal was found by Cheapflights users on 4/29. 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.
Sat 5/32:51 pmIAH - SJU
1 stop7h 24mDelta
Sat 5/106:15 amSJU - IAH
1 stop8h 24mDelta
Deal found 4/29$225
This Frontier deal was found by Cheapflights users on 4/29. 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.
Tue 5/69:05 pmIAH - SJU
1 stop12h 51mFrontier
Sat 5/103:56 amSJU - IAH
1 stop7h 41mFrontier
Deal found 4/29$298
This Southwest deal was found by Cheapflights users on 4/30. 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 5/311:20 amHOU - SJU
Nonstop4h 10mSouthwest
Tue 5/1311:15 amSJU - HOU
1 stop10h 30mSouthwest
Deal found 4/30$311
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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.
Fri 5/307:44 pmIAH - PUJ
1 stop17h 33mSpirit Airlines
Tue 6/311:56 amPUJ - IAH
1 stop10h 31mSpirit Airlines
Deal found 4/30$366
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 6/164:55 pmIAH - PUJ
1 stop22h 36mMultiple Airlines
Fri 6/2011:25 amPUJ - IAH
1 stop13h 14mMultiple Airlines
Deal found 4/30$378
This Booking.com deal was found by Cheapflights users on 4/29. 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.
Thu 5/158:50 amIAH - PUJ
1 stop27h 44mFrontier
Mon 5/192:59 pmPUJ - IAH
1 stop26h 18mFrontier
Deal found 4/29$432

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 1, 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

Tue 5/13

10:02 am-3:40 pm

Nonstop4h 38m

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

Thu 5/15

4:55 pm-10:17 pm

Nonstop4h 22m

San Juan Luis Munoz Marin Intl

Thu 5/29

11:50 am-3:50 pm

Nonstop5h 00m

$152

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Sun 5/11

4:55 pm-10:17 pm

Nonstop4h 22m

San Juan Luis Munoz Marin Intl

Fri 5/16

3:56 am-10:37 am

1 stop7h 41m

$206

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sun 8/17

6:00 am-4:50 pm

1 stop9h 50m

San Juan Luis Munoz Marin Intl

Fri 9/5

2:39 pm-9:35 pm

1 stop7h 56m

$215

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Sat 5/10

5:36 am-8:09 pm

1 stop13h 33m

San Juan Luis Munoz Marin Intl

Tue 5/13

6:10 am-8:55 pm

1 stop15h 45m

$220

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Fri 9/26

6:00 am-4:08 pm

1 stop9h 08m

San Juan Luis Munoz Marin Intl

Sat 10/4

12:55 pm-6:58 pm

1 stop7h 03m

$255

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Mon 5/12

8:16 pm-5:12 am

1 stop7h 56m

San Juan Luis Munoz Marin Intl

Tue 5/13

3:07 pm-11:58 pm

1 stop9h 51m

$280

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Sat 5/17

9:05 pm-8:36 am

1 stop10h 31m

San Juan Luis Munoz Marin Intl

Tue 5/20

3:56 am-10:37 am

1 stop7h 41m

$308

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Wed 5/21

4:30 pm-11:55 pm

1 stop6h 25m

San Juan Luis Munoz Marin Intl

Thu 6/5

5:50 pm-9:30 pm

Nonstop4h 40m

$336

HoustonPunta Cana

IAH - PUJ

IAHPUJ

Houston George Bush Intcntl

Fri 5/30

7:44 pm-2:17 pm

1 stop17h 33m

Punta Cana

Tue 6/3

11:56 am-9:27 pm

1 stop10h 31m

$366

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

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 May 1, 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 May 1, 2025.
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Boarding

8.2

Crew

8.6

Entertainment

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,294 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Boarding

8.2

Crew

8.6

Entertainment

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,934 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Boarding

8.2

Crew

8.6

Entertainment

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
LATAM Airlines
7.5
Good
1,767 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Boarding

8.2

Crew

8.6

Entertainment

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,696 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Boarding

8.2

Crew

8.6

Entertainment

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
JetBlue
7.3
Good
2,922 reviews
Southwest
8.0
Very good
4,294 reviews

Food

7.1

Boarding

8.2

Crew

8.6

Entertainment

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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 United 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 $111.

  • 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$128Average$408FlexibilityNo cancel feeOn-time65%
FrontierCheapest$128Average$327FlexibilityNo cancel feeOn-time62%
DeltaCheapest$197Average$597FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$238Average$681FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$244Average$660FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$297Average$689FlexibilityNo cancel feeOn-time63%
Copa AirlinesCheapest$376Average$674FlexibilityNo cancel feeOn-time70%
JetBlueCheapest$413Average$592FlexibilityNo cancel feeOn-time62%

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