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Caribbean Islands

$109+ Cheap flights from Hobby (HOU) 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 3/25. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
janv. 28 — févr. 41
mar. 1/28
mar. 2/4
1 adult, Economy
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Cheap flight deals from Hobby to Caribbean Islands

Discover tips and strategies to find the most affordable flight options for your journey from Hobby (HOU) to Caribbean Islands (zzEPX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated janvier 23, 2025.

Round-trip from

$275
(Delta)

One-way from

$109
(Southwest)
From Houston Hobby to Caribbean Islands
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One-way flight from Houston Hobby to Caribbean Islands
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Find flight deals from Hobby to Caribbean Islands

Cheapest flights from Hobby to Caribbean Islands
Explore the most affordable flight options available from Hobby to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on janvier 23, 2025.

This Southwest deal was found by Cheapflights users on 1/22. 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.
sam. 5/32:10 pmHOU - SJU
1 stop8h 45mSouthwest
sam. 5/104:00 pmSJU - HOU
1 stop7h 55mSouthwest
Deal found 1/22$262
This Delta deal was found by Cheapflights users on 1/23. 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.
lun. 1/2710:25 amHOU - SJU
1 stop11h 21mDelta
mer. 1/294:15 pmSJU - HOU
1 stop8h 14mDelta
Deal found 1/23$275
This American Airlines deal was found by Cheapflights users on 1/23. 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. 3/36:31 pmHOU - SJU
1 stop8h 33mAmerican Airlines
jeu. 3/67:05 amSJU - HOU
1 stop10h 00mAmerican Airlines
Deal found 1/23$327
This eDestinos deal was found by Cheapflights users on 1/22. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 3/2012:00 pmHOU - SJU
1 stop23h 38mMultiple Airlines
lun. 3/249:35 pmSJU - HOU
3 stops37h 01mMultiple Airlines
Deal found 1/22$390
This American Airlines deal was found by Cheapflights users on 1/21. 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.
mer. 2/267:00 amHOU - MBJ
1 stop6h 50mAmerican Airlines
sam. 3/111:55 amMBJ - HOU
1 stop6h 56mAmerican Airlines
Deal found 1/21$514
This Southwest deal was found by Cheapflights users on 1/23. 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.
sam. 3/88:15 pmHOU - MBJ
2 stops14h 30mSouthwest
jeu. 3/1312:30 pmMBJ - HOU
1 stop13h 00mSouthwest
Deal found 1/23$518
This Delta deal was found by Cheapflights users on 1/23. 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.
mer. 3/510:25 amHOU - SDQ
2 stops12h 31mDelta
mar. 3/112:36 pmSDQ - HOU
1 stop9h 30mDelta
Deal found 1/23$519
This Delta deal was found by Cheapflights users on 1/22. 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.
mer. 3/122:35 pmHOU - MBJ
1 stop6h 09mDelta
mer. 3/197:00 amMBJ - HOU
1 stop6h 50mDelta
Deal found 1/22$541
This Delta deal was found by Cheapflights users on 1/22. 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.
mer. 2/196:00 amHOU - NAS
1 stop4h 52mDelta
mer. 2/261:17 pmNAS - HOU
1 stop10h 12mDelta
Deal found 1/22$545
This American Airlines deal was found by Cheapflights users on 1/22. 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.
jeu. 9/118:20 pmHOU - STT
2 stops19h 10mAmerican Airlines
mar. 9/165:20 pmSTT - HOU
2 stops17h 28mAmerican Airlines
Deal found 1/22$545
This Southwest deal was found by Cheapflights users on 1/22. 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.
ven. 4/45:05 amHOU - PLS
1 stop9h 00mSouthwest
lun. 4/74:00 pmPLS - HOU
2 stops19h 00mSouthwest
Deal found 1/22$550
This Delta deal was found by Cheapflights users on 1/23. 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.
mer. 2/196:00 amHOU - PUJ
1 stop6h 23mDelta
sam. 2/223:48 pmPUJ - HOU
1 stop7h 37mDelta
Deal found 1/23$550

Find flights from Hobby to Caribbean Islands within your budget

Customize your flight search to find flights from Hobby 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 janvier 23, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

lun. 1/27

10:25 am-11:46 pm

1 stop11h 21m

San Juan Luis Munoz Marin Intl

mer. 1/29

4:15 pm-10:29 pm

1 stop8h 14m

$275

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

lun. 3/31

10:20 am-10:00 pm

1 stop10h 40m

San Juan Luis Munoz Marin Intl

sam. 4/5

6:15 pm-10:20 pm

Nonstop5h 05m

$302

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

lun. 3/3

6:31 pm-5:04 am

1 stop8h 33m

San Juan Luis Munoz Marin Intl

jeu. 3/6

7:05 am-3:05 pm

1 stop10h 00m

$327

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

jeu. 3/20

12:00 pm-12:38 pm

1 stop23h 38m

San Juan Luis Munoz Marin Intl

lun. 3/24

5:05 am-9:36 am

3 stops53h 31m

$414

HoustonSanto Domingo

HOU - SDQ

HOUSDQ

Houston Hobby

mer. 3/5

6:00 am-9:20 pm

2 stops13h 20m

Santo Domingo Las Americas

mar. 3/11

5:00 am-3:08 pm

2 stops11h 08m

$509

HoustonMontego Bay

HOU - MBJ

HOUMBJ

Houston Hobby

mer. 2/26

7:00 am-2:50 pm

1 stop6h 50m

Montego Bay Sangster Intl

sam. 3/1

11:55 am-5:51 pm

1 stop6h 56m

$514

HoustonMontego Bay

HOU - MBJ

HOUMBJ

Houston Hobby

sam. 3/8

8:15 pm-1:50 pm

2 stops16h 35m

Montego Bay Sangster Intl

mar. 3/11

12:30 pm-12:05 am

1 stop11h 35m

$518

HoustonSanto Domingo

HOU - SDQ

HOUSDQ

Houston Hobby

mer. 3/5

10:25 am-12:56 am

2 stops12h 31m

Santo Domingo Las Americas

mar. 3/11

2:36 pm-11:06 pm

1 stop9h 30m

$519

HoustonProvidenciales

HOU - PLS

HOUPLS

Houston Hobby

jeu. 3/6

5:05 am-3:05 pm

1 stop9h 00m

Providenciales

lun. 3/10

4:00 pm-9:40 pm

1 stop6h 40m

$532

HoustonPunta Cana

HOU - PUJ

HOUPUJ

Houston Hobby

mer. 5/7

7:20 pm-1:30 pm

2 stops17h 10m

Punta Cana

mer. 5/14

2:30 pm-10:30 pm

1 stop9h 00m

$535

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/23

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

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

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

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

Currently, September is the cheapest month in which you can book a flight from Houston Hobby Airport to Caribbean Islands (average of $254). Flying from Houston Hobby Airport to Caribbean Islands in March is currently the most expensive (average of $375). 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 Hobby 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 janvier 23, 2025.

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

Rainfall in Caribbean Islands by month

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

In terms of precipitation, rainfall in Caribbean Islands 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 Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

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

If weather is an important factor for your trip to Caribbean Islands, 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 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 janvier 23, 2025.
Get a feel of what it's like to fly with Delta, Southwest and American Airlines from Houston to Caribbean Islands by reading reviews from past customers. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,647 reviews

Food

7.2

Entertainment

7.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,647 reviews
Southwest
8.1
Very good
4,647 reviews

Food

7.2

Entertainment

7.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,508 reviews
Southwest
8.1
Very good
4,647 reviews

Food

7.2

Entertainment

7.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

LATAM Airlines
7.5
Good
1,852 reviews
Southwest
8.1
Very good
4,647 reviews

Food

7.2

Entertainment

7.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,647 reviews

Food

7.2

Entertainment

7.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

WestJet
7.2
Good
2,828 reviews
Southwest
8.1
Very good
4,647 reviews

Food

7.2

Entertainment

7.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

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

    For one-way options, check prices for Southwest. According to our data, you can fly for as low as $109. Users have also found prices from $129 and $138 on American Airlines and Delta, respectively.

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

    The most popular flight routes from Houston Hobby Airport to Caribbean Islands are Houston Hobby - San Juan Luis Munoz Marin Intl, Houston Hobby - Punta Cana and Houston Hobby - Montego Bay Sangster Intl.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Hobby 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 Hobby Airport to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from Houston Hobby Airport to Caribbean Islands (average of $254). Flying from Houston Hobby Airport to Caribbean Islands in March is currently the most expensive (average of $375). 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.

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Alternative routes for Hobby to Caribbean Islands

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Top 8 airlines flying from Hobby to Caribbean Islands

Discover the top 8 airlines that operate flights from Hobby 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 janvier 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$65Average$321FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$156Average$387FlexibilityNo cancel feeOn-time65%
DeltaCheapest$187Average$616FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$276Average$687FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$295Average$627FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$413Average$592FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$447Average$669FlexibilityNo cancel feeOn-time63%
Copa AirlinesCheapest$463Average$654FlexibilityNo cancel feeOn-time70%
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