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Hobby

$93+ Cheap flights from Caribbean to Hobby (HOU)

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 1/23. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — HOU
Dec 10 — Dec 171
Wed 12/10
Wed 12/17
1 adult, Economy
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Cheap flight deals from Caribbean to Hobby

Keep the following information in mind while searching for Caribbean to Hobby flight deals. Data was last updated November 10, 2025.

Round-trip from

$215
(Delta)

One-way from

$93
(Southwest)

Popular in

June

Cheapest in

October

Average price

$349

Good one-way deal

$196 or less
From Caribbean to Houston Hobby
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One-way flight from Caribbean to Houston Hobby
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Highest demand for flights based on searches. 8% potential increase in price ($30 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Price to beat on a one-way flight from Caribbean to Houston Hobby.
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Find flight deals from Caribbean to Hobby

Cheapest flights from Caribbean to Hobby
Explore the most affordable flight options available from Caribbean to Hobby. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 10, 2025.

This American Airlines deal was found by Cheapflights users on 11/8. 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.
Thu 11/207:15 amSJU - HOU
1 stop14h 35mAmerican Airlines
Sat 11/296:00 amHOU - SJU
1 stop7h 00mAmerican Airlines
Deal found 11/8$224
This American Airlines deal was found by Cheapflights users on 11/8. 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.
Fri 12/57:00 amSJU - HOU
1 stop12h 59mAmerican Airlines
Sun 12/148:22 pmHOU - SJU
1 stop6h 57mAmerican Airlines
Deal found 11/8$273
This American Airlines deal was found by Cheapflights users on 11/7. 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.
Fri 12/57:00 amSJU - HOU
1 stop15h 18mAmerican Airlines
Sun 12/78:22 pmHOU - SJU
1 stop6h 57mAmerican Airlines
Deal found 11/7$329
This Southwest deal was found by Cheapflights users on 11/7. 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.
Fri 12/58:55 amSJU - HOU
2 stops10h 15mSouthwest
Sun 12/710:10 amHOU - SJU
1 stop9h 50mSouthwest
Deal found 11/7$395
This Southwest deal was found by Cheapflights users on 11/7. 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.
Sun 12/78:45 pmSJU - HOU
2 stops15h 30mSouthwest
Sun 12/1410:00 amHOU - SJU
2 stops13h 25mSouthwest
Deal found 11/7$405
This Southwest deal was found by Cheapflights users on 11/8. 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.
Thu 11/209:40 amSJU - HOU
1 stop11h 55mSouthwest
Sat 11/2212:25 pmHOU - SJU
1 stop10h 05mSouthwest
Deal found 11/8$415
This Southwest deal was found by Cheapflights users on 11/9. 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.
Tue 12/98:55 amSJU - HOU
1 stop7h 40mSouthwest
Tue 12/95:00 pmHOU - SJU
1 stop5h 35mSouthwest
Deal found 11/9$425
This American Airlines deal was found by Cheapflights users on 11/8. 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.
Mon 12/221:30 amSJU - HOU
1 stop9h 02mAmerican Airlines
Sun 12/288:16 pmHOU - SJU
1 stop7h 18mAmerican Airlines
Deal found 11/8$435
This American Airlines deal was found by Cheapflights users on 11/9. 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.
Fri 12/191:30 amSJU - HOU
1 stop9h 02mAmerican Airlines
Sun 1/48:16 pmHOU - SJU
1 stop7h 18mAmerican Airlines
Deal found 11/9$438
This Delta deal was found by Cheapflights users on 11/7. 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 12/105:08 pmNAS - HOU
1 stop6h 40mDelta
Sun 12/146:00 amHOU - NAS
1 stop8h 43mDelta
Deal found 11/7$536
This Delta deal was found by Cheapflights users on 11/8. 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 12/72:55 pmNAS - HOU
1 stop8h 53mDelta
Sun 12/146:00 amHOU - NAS
1 stop8h 43mDelta
Deal found 11/8$601
This Southwest deal was found by Cheapflights users on 11/7. 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 12/292:45 pmPUJ - HOU
1 stop11h 35mSouthwest
Sun 1/45:05 amHOU - PUJ
1 stop7h 55mSouthwest
Deal found 11/7$605

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean to Hobby 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 November 10, 2025.
Use the filters below to find and compare flights from Caribbean to Houston Hobby Airport that are best for you.

Fly from

Caribbean

Fly to

Hobby

Route

Depart

Return

Price

San JuanHouston

SJU - HOU

SJUHOU

San Juan Luis Munoz Marin Intl

Fri 1/16

3:55 pm-10:35 pm

1 stop8h 40m

Houston Hobby

Tue 1/20

11:09 am-11:44 pm

1 stop10h 35m

$215

San JuanHouston

SJU - HOU

SJUHOU

San Juan Luis Munoz Marin Intl

Thu 1/15

3:55 pm-10:35 pm

1 stop8h 40m

Houston Hobby

Mon 1/19

5:35 am-2:30 pm

1 stop6h 55m

$215

San JuanHouston

SJU - HOU

SJUHOU

San Juan Luis Munoz Marin Intl

Fri 12/5

7:00 am-5:59 pm

1 stop12h 59m

Houston Hobby

Sun 12/14

8:22 pm-5:19 am

1 stop6h 57m

$273

San JuanHouston

SJU - HOU

SJUHOU

San Juan Luis Munoz Marin Intl

Fri 1/16

7:00 am-12:05 pm

1 stop7h 05m

Houston Hobby

Tue 1/20

2:55 pm-12:35 am

2 stops7h 40m

$370

San JuanHouston

SJU - HOU

SJUHOU

San Juan Luis Munoz Marin Intl

Fri 12/5

8:55 am-5:10 pm

2 stops10h 15m

Houston Hobby

Sun 12/7

10:10 am-10:00 pm

1 stop9h 50m

$395

San JuanHouston

SJU - HOU

SJUHOU

San Juan Luis Munoz Marin Intl

Thu 1/29

5:40 am-2:50 pm

2 stops11h 10m

Houston Hobby

Sun 2/1

10:00 am-10:15 pm

1 stop10h 15m

$395

San JuanHouston

SJU - HOU

SJUHOU

San Juan Luis Munoz Marin Intl

Sun 12/7

8:45 pm-10:15 am

2 stops15h 30m

Houston Hobby

Sun 12/14

10:00 am-1:25 am

2 stops13h 25m

$405

San JuanHouston

SJU - HOU

SJUHOU

San Juan Luis Munoz Marin Intl

Mon 2/2

2:35 pm-7:40 pm

1 stop7h 05m

Houston Hobby

Sat 2/7

2:00 pm-12:10 am

2 stops8h 10m

$405

San JuanHouston

SJU - HOU

SJUHOU

San Juan Luis Munoz Marin Intl

Sun 2/1

7:00 am-2:15 pm

2 stops9h 15m

Houston Hobby

Sat 2/14

7:55 am-8:55 pm

1 stop11h 00m

$405

San JuanHouston

SJU - HOU

SJUHOU

San Juan Luis Munoz Marin Intl

Thu 11/20

8:55 am-5:45 pm

2 stops10h 50m

Houston Hobby

Sat 11/22

12:25 pm-12:30 am

1 stop10h 05m

$415

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/7

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

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

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

Currently, February is the cheapest month in which you can book a flight from Caribbean to Houston Hobby Airport (average of $108). Flying from Caribbean to Houston Hobby Airport in September is currently the most expensive (average of $190). 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 CB to HOU?

Find hourly flight availability from Caribbean to Hobby. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 10, 2025.

It’s typically best to fly out from Caribbean to Houston Hobby Airport in the evening. Doing so could potentially save you 51% on the flight price compared to flying at noon, which is usually more expensive.

What is the cheapest day to fly from Caribbean to Houston Hobby Airport?

Use this chart to determine the cheapest time to fly round-trip from Caribbean to Hobby. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Caribbean to Houston Hobby Airport flight should consider departing on Tuesday evenings when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Hobby

Get insights into the airlines that provide service to Hobby. 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 Hobby. Reviews last updated November 10, 2025.
Read through reviews of airlines operating flights from Caribbean to Houston Hobby Airport, such as Southwest, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Food

7.0

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
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Food

7.0

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
9,012 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Food

7.0

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
11,047 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Food

7.0

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
8,132 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Food

7.0

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
Frontier
5.8
Fair
3,111 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Food

7.0

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 Caribbean to Hobby. 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 Caribbean to Houston Hobby Airport?

    Airlines like Delta, American Airlines, and Southwest fly from Caribbean to Houston Hobby Airport in about 7h 05m. The time it takes to get you to your destination can typically vary by up to 5h 54m. There are 1994 mi between Caribbean and Houston Hobby Airport. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Caribbean to Houston Hobby Airport one-way?

    The cheapest airlines for a one-way flight from Caribbean to Houston Hobby Airport are Southwest ($93), Delta ($266), and American Airlines ($371).

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

    The most popular route from Caribbean to Houston Hobby Airport is San Juan Luis Munoz Marin Intl - Houston Hobby. You may also consider Port of Spain Piarco Intl - Houston Hobby or Nassau Intl - Houston Hobby.

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

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

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

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

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

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

    Currently, February is the cheapest month in which you can book a flight from Caribbean to Houston Hobby Airport (average of $108). Flying from Caribbean to Houston Hobby Airport in September is currently the most expensive (average of $190). 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

Traveling to a place near Houston Hobby Airport?

Book flights to Houston Hobby Airport if you plan to visit one of these locations
Sugar Land
Stafford
Pasadena
Kemah
Baytown
Freeport
West University Place
Texas City
Seabrook
Webster
Lake Jackson
Missouri City
Rosenberg
Pearland
League City
Nassau Bay

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Caribbean to Hobby

See prices for flight routes from nearby airports that may be better suited for you.
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Dallas/Fort Worth to George Bush Intcntl flights
San Francisco to George Bush Intcntl flights
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Santa Ana to Hobby flights
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Sky Harbor Intl to Hobby flights
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Cincinnati to Hobby flights

Top 6 airlines flying from Caribbean to Hobby

Discover the top 6 airlines that operate flights from Caribbean to Hobby. 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 November 10, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$108Average$414FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$123Average$354FlexibilityNo cancel feeOn-time65%
FrontierCheapest$148Average$416FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$210Average$607FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$214Average$524FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$326Average$581FlexibilityNo cancel feeOn-time63%

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