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Caribbean

$93+ 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 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
oct. 17 — oct. 241
vie. 10/17
vie. 10/24
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 septiembre 17, 2025.

Round-trip from

$176
(Cheapflightsfares)

One-way from

$93
(Cheapflightsfares)

Popular in

December

Cheapest in

October

Average price

$344
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. 11% potential increase in price ($42 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in September 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 septiembre 17, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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.
mié. 12/39:29 amIAH - SJU
Nonstop4h 17mSpirit Airlines
dom. 12/79:49 pmSJU - IAH
Nonstop5h 02mSpirit Airlines
Deal found 9/15$176
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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.
dom. 10/269:39 amIAH - SJU
Nonstop4h 20mSpirit Airlines
dom. 11/23:48 amSJU - IAH
1 stop6h 45mSpirit Airlines
Deal found 9/15$183
This Mytrip deal was found by Cheapflights users on 9/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/169:39 amIAH - SJU
Nonstop4h 20mSpirit Airlines
jue. 10/2311:51 amSJU - IAH
2 stops12h 43mSpirit Airlines
Deal found 9/16$184
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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.
mar. 9/305:30 amIAH - SJU
1 stop7h 41mSpirit Airlines
vie. 10/102:49 amSJU - IAH
1 stop6h 44mSpirit Airlines
Deal found 9/15$186
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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.
dom. 9/289:00 amIAH - SJU
Nonstop4h 17mSpirit Airlines
vie. 10/311:59 amSJU - IAH
1 stop11h 43mSpirit Airlines
Deal found 9/15$187
This Priceline deal was found by Cheapflights users on 9/15. 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.
dom. 9/287:31 pmIAH - SJU
1 stop14h 33mSpirit Airlines
mar. 10/72:49 amSJU - IAH
1 stop10h 02mSpirit Airlines
Deal found 9/15$188
This Cheapflightsfares deal was found by Cheapflights users on 9/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 10/65:25 amIAH - SJU
1 stop7h 47mSpirit Airlines
jue. 10/94:04 pmSJU - IAH
Nonstop4h 55mSpirit Airlines
Deal found 9/17$192
This Cheapflightsfares deal was found by Cheapflights users on 9/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 10/59:39 amIAH - SJU
Nonstop4h 20mSpirit Airlines
mar. 10/72:49 amSJU - IAH
1 stop6h 44mSpirit Airlines
Deal found 9/17$193
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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.
mié. 10/15:30 amIAH - SJU
1 stop14h 26mSpirit Airlines
sáb. 10/43:19 pmSJU - IAH
1 stop8h 29mSpirit Airlines
Deal found 9/15$194
This American Airlines deal was found by Cheapflights users on 9/17. 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.
lun. 9/226:00 amHOU - SJU
1 stop7h 15mAmerican Airlines
vie. 9/263:05 pmSJU - HOU
1 stop18h 26mAmerican Airlines
Deal found 9/17$195
This American Airlines deal was found by Cheapflights users on 9/15. 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.
lun. 9/226:14 pmIAH - SJU
1 stop15h 57mAmerican Airlines
vie. 9/263:05 pmSJU - IAH
1 stop18h 23mAmerican Airlines
Deal found 9/15$195
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
vie. 10/35:48 pmIAH - SJU
1 stop6h 06mSpirit Airlines
mar. 10/72:49 amSJU - IAH
1 stop6h 44mSpirit Airlines
Deal found 9/15$196

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 septiembre 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

HOU - SJU

HOUSJU

Houston Hobby

mar. 10/21

10:13 am-9:59 pm

1 stop10h 46m

San Juan Luis Munoz Marin Intl

vie. 10/24

7:15 am-5:48 pm

1 stop11h 33m

$215

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

vie. 10/24

2:22 pm-9:59 pm

1 stop6h 37m

San Juan Luis Munoz Marin Intl

mié. 10/29

7:15 am-1:28 pm

1 stop7h 13m

$215

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

dom. 11/2

10:10 am-9:45 pm

1 stop9h 35m

San Juan Luis Munoz Marin Intl

sáb. 11/8

8:50 am-5:15 pm

2 stops10h 25m

$295

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

mar. 9/23

6:00 am-4:31 pm

1 stop9h 31m

San Juan Luis Munoz Marin Intl

jue. 9/25

7:30 am-5:40 pm

1 stop11h 10m

$335

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

dom. 9/28

6:00 am-1:16 pm

1 stop6h 16m

San Juan Luis Munoz Marin Intl

jue. 10/2

2:26 pm-10:37 pm

1 stop9h 11m

$335

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

mié. 9/24

1:13 pm-10:00 pm

1 stop7h 47m

San Juan Luis Munoz Marin Intl

mié. 10/1

2:26 pm-10:37 pm

1 stop9h 11m

$335

HoustonPunta Cana

IAH - PUJ

IAHPUJ

Houston George Bush Intcntl

sáb. 10/18

8:30 am-11:42 am

3 stops26h 12m

Punta Cana

jue. 10/23

9:38 am-9:17 pm

1 stop12h 39m

$340

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

mié. 9/24

6:00 am-4:31 pm

1 stop9h 31m

San Juan Luis Munoz Marin Intl

sáb. 9/27

7:30 am-5:40 pm

1 stop11h 10m

$348

HoustonPunta Cana

IAH - PUJ

IAHPUJ

Houston George Bush Intcntl

sáb. 10/25

8:10 pm-11:42 am

2 stops14h 32m

Punta Cana

jue. 10/30

3:57 pm-12:28 am

1 stop9h 31m

$363

HoustonMontego Bay

IAH - MBJ

IAHMBJ

Houston George Bush Intcntl

jue. 11/6

7:18 pm-1:54 pm

1 stop17h 36m

Montego Bay Sangster Intl

lun. 11/10

1:12 pm-11:30 pm

1 stop11h 18m

$371

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/17

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 June is currently the most expensive (average of $339). 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 septiembre 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.

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 septiembre 17, 2025.
See what other customers who have flown with Southwest, Delta, and United 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
4,242 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,961 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,926 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,023 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 $295, Delta can have you in Caribbean from Houston in 9h 35m. 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?

    $108 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on Spirit Airlines and Frontier, with prices starting from $108 and $120, 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 June is currently the most expensive (average of $339). 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 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 septiembre 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$108Average$550FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$120Average$392FlexibilityNo cancel feeOn-time65%
FrontierCheapest$125Average$411FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$165Average$692FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$175Average$643FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$193Average$672FlexibilityNo cancel feeOn-time69%

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