Caribbean Islands

$97+ Cheap flights from Houston to Caribbean Islands

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 7/20. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
Jul 8 — Jul 151
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Cheap flight deals from Houston to Caribbean Islands

Keep the following information in mind while searching for Houston to Caribbean Islands flight deals. Data was last updated July 3, 2025.

Round-trip from

$178
(Cheapflightsfares)

One-way from

$97
(FlightHub)

Popular in

December

Cheapest in

September

Average price

$364
From Houston to Caribbean Islands
One-way flight from Houston to Caribbean Islands
Highest demand for flights based on searches. 15% potential increase in price ($57 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($15 potential savings vs. average RT price).
Average for round-trip flights in July 2025

Find flight deals from Houston to Caribbean Islands

Cheapest flights from Houston to Caribbean Islands
Explore the most affordable flight options available from Houston to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.

This United Airlines deal was found by Cheapflights users on 7/1. 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 7/511:57 pmIAH - SJU
Nonstop4h 33mUnited Airlines
Wed 7/92:05 amSJU - IAH
Nonstop4h 54mUnited Airlines
Deal found 7/1$176
This Cheapflightsfares deal was found by Cheapflights users on 7/1. 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 11/86:00 amIAH - SJU
1 stop7h 15mFrontier
Sun 11/164:20 pmSJU - IAH
1 stop7h 43mFrontier
Deal found 7/1$180
This American Airlines deal was found by Cheapflights users on 7/3. 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.
Tue 7/84:25 pmHOU - SJU
1 stop11h 41mAmerican Airlines
Tue 7/156:15 amSJU - HOU
1 stop10h 40mAmerican Airlines
Deal found 7/3$185
This Cheapflightsfares deal was found by Cheapflights users on 7/1. 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 7/56:32 pmIAH - SJU
Nonstop4h 27mSpirit Airlines
Sat 7/121:31 pmSJU - IAH
1 stop10h 42mSpirit Airlines
Deal found 7/1$186
This Priceline deal was found by Cheapflights users on 6/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/204:24 pmIAH - SJU
Nonstop4h 26mMultiple Airlines
Wed 7/237:34 pmSJU - IAH
1 stop24h 35mMultiple Airlines
Deal found 6/30$199
This American Airlines deal was found by Cheapflights users on 7/2. 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.
Sun 7/68:11 pmIAH - SJU
1 stop7h 55mAmerican Airlines
Tue 7/87:00 pmSJU - IAH
1 stop16h 12mAmerican Airlines
Deal found 7/2$205
This Delta deal was found by Cheapflights users on 7/2. 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.
Wed 10/11:12 pmIAH - SJU
1 stop7h 48mDelta
Tue 10/77:30 amSJU - IAH
1 stop10h 04mDelta
Deal found 7/2$215
This Delta deal was found by Cheapflights users on 7/2. 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.
Mon 9/16:00 amHOU - SJU
1 stop6h 30mDelta
Sat 9/67:30 amSJU - HOU
1 stop11h 09mDelta
Deal found 7/2$255
This Southwest deal was found by Cheapflights users on 7/2. 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.
Mon 8/1110:05 amHOU - SJU
2 stops12h 25mSouthwest
Sat 8/165:00 amSJU - HOU
2 stops9h 25mSouthwest
Deal found 7/2$280
This FlightHub deal was found by Cheapflights users on 7/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/175:37 amIAH - MBJ
1 stop5h 33mSpirit Airlines
Sat 9/2012:15 pmMBJ - IAH
1 stop5h 57mSpirit Airlines
Deal found 7/2$325
This Mytrip deal was found by Cheapflights users on 7/2. 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.
Mon 8/257:21 pmIAH - PUJ
2 stops18h 39mSpirit Airlines
Wed 9/34:05 pmPUJ - IAH
1 stop8h 03mSpirit Airlines
Deal found 7/2$356
This Kiwi.com deal was found by Cheapflights users on 7/2. 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 7/1610:03 amIAH - PUJ
1 stop8h 51mMultiple Airlines
Tue 7/223:25 pmPUJ - IAH
1 stop18h 27mMultiple Airlines
Deal found 7/2$357

Cheapflights Fare Finder

Customize your flight search to find flights from Houston to Caribbean Islands 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 July 3, 2025.
Use the filters below to find and compare flights from Houston to Caribbean Islands that are best for you.

Fly from

Houston

Fly to

Caribbean Islands

Route

Depart

Return

Price

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Tue 7/15

4:24 pm-9:50 pm

Nonstop4h 26m

San Juan Luis Munoz Marin Intl

Mon 7/21

1:07 pm-11:25 pm

1 stop11h 18m

$178

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Sat 11/8

6:00 am-3:15 pm

1 stop7h 15m

San Juan Luis Munoz Marin Intl

Sun 11/16

4:20 pm-10:03 pm

1 stop7h 43m

$180

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Tue 7/8

8:23 pm-5:06 am

1 stop7h 43m

San Juan Luis Munoz Marin Intl

Sat 7/12

6:15 am-5:59 pm

1 stop12h 44m

$185

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Sun 7/20

4:24 pm-9:50 pm

Nonstop4h 26m

San Juan Luis Munoz Marin Intl

Wed 7/23

7:34 pm-7:09 pm

1 stop24h 35m

$199

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Wed 10/1

1:12 pm-10:00 pm

1 stop7h 48m

San Juan Luis Munoz Marin Intl

Tue 10/7

7:30 am-4:34 pm

1 stop10h 04m

$215

HoustonSan Juan

IAH - SJU

IAHSJU

Houston George Bush Intcntl

Fri 9/26

10:14 am-11:37 pm

2 stops12h 23m

San Juan Luis Munoz Marin Intl

Sat 10/4

1:36 pm-8:22 pm

1 stop7h 46m

$230

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Mon 9/1

6:00 am-1:30 pm

1 stop6h 30m

San Juan Luis Munoz Marin Intl

Sat 9/6

7:30 am-5:39 pm

1 stop11h 09m

$255

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Mon 8/11

10:05 am-11:30 pm

2 stops12h 25m

San Juan Luis Munoz Marin Intl

Sat 8/16

5:00 am-1:25 pm

2 stops9h 25m

$280

HoustonMontego Bay

IAH - MBJ

IAHMBJ

Houston George Bush Intcntl

Wed 9/17

5:37 am-11:10 am

1 stop5h 33m

Montego Bay Sangster Intl

Sat 9/20

12:15 pm-6:12 pm

1 stop5h 57m

$325

HoustonPunta Cana

IAH - PUJ

IAHPUJ

Houston George Bush Intcntl

Mon 8/25

7:21 pm-3:00 pm

2 stops18h 39m

Punta Cana

Wed 9/3

4:05 pm-11:08 pm

1 stop8h 03m

$356

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

Showing 1-10 of 60 results
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Best time to book a flight from Houston to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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 Islands

What is the cheapest month to book a flight from Houston to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from Houston to Caribbean Islands (average of $254). Flying from Houston to Caribbean Islands 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 EPX?

Find hourly flight availability from Houston to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 3, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Houston to Caribbean Islands as you normally would.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated July 3, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines from Houston to Caribbean Islands to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
8.0
Very good

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

Find useful and relevant information for your journey from Houston to Caribbean Islands. 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 Islands one-way?

    $97 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 United Airlines and Frontier, with prices starting from $98 and $101, respectively.

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

  • What are the cheapest flights from Houston to Caribbean Islands?

    Looking for the cheapest flight from Houston to Caribbean Islands? While on average our users pay $511, our data indicates the cheapest price to be $261. The most popular route (Houston Hobby - San Juan Luis Munoz Marin Intl), is priced around $153.

  • Can I find deals for flights from Houston to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Houston to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Houston to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Houston to Caribbean Islands.

  • Can I find deals for business class flights from Houston to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Houston to Caribbean Islands 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 Islands?

    Currently, September is the cheapest month in which you can book a flight from Houston to Caribbean Islands (average of $254). Flying from Houston to Caribbean Islands 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 Islands

See prices for flight routes from nearby airports that may be better suited for you.

Top 8 airlines flying from Houston to Caribbean Islands

Discover the top 8 airlines that operate flights from Houston to Caribbean Islands. 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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$121Average$407FlexibilityNo cancel feeOn-time65%
FrontierCheapest$128Average$389FlexibilityNo cancel feeOn-time62%
DeltaCheapest$137Average$588FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$165Average$697FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$175Average$656FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$218Average$673FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$413Average$592FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$653Average$736FlexibilityNo cancel feeOn-time70%

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