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$98+ Cheap flights from Caribbean Islands 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 10/30. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — HOU
Oct 22 — Oct 291
Wed 10/22
Wed 10/29
1 adult, Economy
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Cheap flight deals from Caribbean Islands to Hobby

Keep the following information in mind while searching for Caribbean Islands to Hobby flight deals. Data was last updated September 22, 2025.

Round-trip from

$215
(Delta)

One-way from

$98
(Southwest)
From Caribbean Islands to Houston Hobby
Search Deals
One-way flight from Caribbean Islands to Houston Hobby
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Find flight deals from Caribbean Islands to Hobby

Cheapest flights from Caribbean Islands to Hobby
Explore the most affordable flight options available from Caribbean Islands to Hobby. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 22, 2025.

This American Airlines deal was found by Cheapflights users on 9/21. 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.
Thu 9/253:05 pmSJU - HOU
1 stop18h 29mAmerican Airlines
Sun 9/286:00 amHOU - SJU
1 stop7h 15mAmerican Airlines
Deal found 9/21$195
This American Airlines deal was found by Cheapflights users on 9/21. 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.
Fri 9/263:05 pmSJU - HOU
1 stop18h 26mAmerican Airlines
Sun 9/286:00 amHOU - SJU
1 stop7h 15mAmerican Airlines
Deal found 9/21$207
This Delta deal was found by Cheapflights users on 9/22. 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.
Thu 10/22:26 pmSJU - HOU
1 stop9h 11mDelta
Tue 10/72:22 pmHOU - SJU
1 stop6h 37mDelta
Deal found 9/22$215
This American Airlines deal was found by Cheapflights users on 9/20. 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 11/137:15 amSJU - HOU
1 stop14h 35mAmerican Airlines
Sun 11/168:20 pmHOU - SJU
1 stop7h 50mAmerican Airlines
Deal found 9/20$260
This American Airlines deal was found by Cheapflights users on 9/22. 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.
Thu 11/67:15 amSJU - HOU
1 stop14h 35mAmerican Airlines
Sun 11/168:20 pmHOU - SJU
1 stop7h 50mAmerican Airlines
Deal found 9/22$266
This American Airlines deal was found by Cheapflights users on 9/20. 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 10/21:37 pmSJU - HOU
2 stops11h 11mAmerican Airlines
Tue 10/76:00 amHOU - SJU
1 stop7h 25mAmerican Airlines
Deal found 9/20$287
This American Airlines deal was found by Cheapflights users on 9/22. 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.
Thu 11/67:15 amSJU - HOU
1 stop14h 35mAmerican Airlines
Mon 11/1712:15 pmHOU - SJU
1 stop7h 20mAmerican Airlines
Deal found 9/22$295
This American Airlines deal was found by Cheapflights users on 9/21. 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.
Fri 9/263:05 pmSJU - HOU
1 stop18h 26mAmerican Airlines
Mon 9/296:00 amHOU - SJU
1 stop7h 15mAmerican Airlines
Deal found 9/21$300
This Delta deal was found by Cheapflights users on 9/22. 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.
Sat 10/187:15 amSJU - HOU
1 stop7h 12mDelta
Wed 10/296:00 amHOU - SJU
1 stop9h 33mDelta
Deal found 9/22$305
This Southwest deal was found by Cheapflights users on 9/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1012:20 pmMBJ - HOU
1 stop11h 25mSouthwest
Mon 10/135:40 amHOU - MBJ
1 stop7h 55mSouthwest
Deal found 9/21$478
This American Airlines deal was found by Cheapflights users on 9/20. 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 10/101:00 pmMBJ - HOU
1 stop9h 02mAmerican Airlines
Mon 10/138:11 pmHOU - MBJ
2 stops15h 49mAmerican Airlines
Deal found 9/20$483
This American Airlines deal was found by Cheapflights users on 9/20. 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 10/71:00 pmMBJ - HOU
1 stop9h 14mAmerican Airlines
Fri 10/178:11 pmHOU - MBJ
1 stop18h 04mAmerican Airlines
Deal found 9/20$485

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean Islands 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 September 22, 2025.
Use the filters below to find and compare flights from Caribbean Islands to Houston Hobby Airport that are best for you.

Fly from

Caribbean Islands

Fly to

Hobby

Route

Depart

Return

Price

San JuanHouston

SJU - HOU

SJUHOU

San Juan Luis Munoz Marin Intl

Sat 10/4

7:30 am-5:40 pm

1 stop11h 10m

Houston Hobby

Tue 10/7

2:22 pm-9:59 pm

1 stop6h 37m

$215

San JuanHouston

SJU - HOU

SJUHOU

San Juan Luis Munoz Marin Intl

Thu 10/2

2:26 pm-10:37 pm

1 stop9h 11m

Houston Hobby

Tue 10/7

6:00 am-4:33 pm

1 stop9h 33m

$215

San JuanHouston

SJU - HOU

SJUHOU

San Juan Luis Munoz Marin Intl

Thu 11/6

7:15 am-7:50 pm

1 stop14h 35m

Houston Hobby

Sun 11/16

8:20 pm-6:10 am

1 stop7h 50m

$266

San JuanHouston

SJU - HOU

SJUHOU

San Juan Luis Munoz Marin Intl

Thu 11/6

7:15 am-7:50 pm

1 stop14h 35m

Houston Hobby

Mon 11/17

12:15 pm-9:35 pm

1 stop7h 20m

$295

San JuanHouston

SJU - HOU

SJUHOU

San Juan Luis Munoz Marin Intl

Sat 10/18

7:15 am-1:27 pm

1 stop7h 12m

Houston Hobby

Wed 10/29

6:00 am-4:33 pm

1 stop9h 33m

$305

San JuanHouston

SJU - HOU

SJUHOU

San Juan Luis Munoz Marin Intl

Fri 11/7

7:15 am-5:54 pm

1 stop12h 39m

Houston Hobby

Sun 11/16

6:22 pm-6:10 am

1 stop9h 48m

$333

San JuanHouston

SJU - HOU

SJUHOU

San Juan Luis Munoz Marin Intl

Fri 11/14

5:40 am-12:55 pm

1 stop9h 15m

Houston Hobby

Mon 11/17

11:05 am-9:30 pm

1 stop8h 25m

$395

San JuanHouston

SJU - HOU

SJUHOU

San Juan Luis Munoz Marin Intl

Thu 10/23

5:50 am-2:20 pm

1 stop9h 30m

Houston Hobby

Mon 10/27

8:00 pm-9:55 am

1 stop12h 55m

$395

San JuanHouston

SJU - HOU

SJUHOU

San Juan Luis Munoz Marin Intl

Wed 10/22

5:05 am-1:50 pm

1 stop9h 45m

Houston Hobby

Wed 10/29

1:30 pm-11:50 pm

2 stops9h 20m

$395

Montego BayHouston

MBJ - HOU

MBJHOU

Montego Bay Sangster Intl

Tue 3/3

8:00 am-4:32 pm

1 stop9h 32m

Houston Hobby

Wed 3/4

5:35 pm-11:10 am

1 stop16h 35m

$403

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/22

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

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

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

Currently, September is the cheapest month in which you can book a flight from Caribbean Islands to Houston Hobby Airport (average of $230). Flying from Caribbean Islands to Houston Hobby Airport in March is currently the most expensive (average of $330). 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 EPX to HOU?

Find hourly flight availability from Caribbean Islands 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 September 22, 2025.

When flying from Caribbean Islands to Houston Hobby Airport, 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 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 September 22, 2025.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from Caribbean Islands to Houston Hobby Airport. 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
4,244 reviews

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

8.0

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
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

8.0

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
Delta
8.0
Very good
7,974 reviews
Southwest
8.0
Very good
4,244 reviews

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

8.0

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
8,926 reviews
Southwest
8.0
Very good
4,244 reviews

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

8.0

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
10,000 reviews
Southwest
8.0
Very good
4,244 reviews

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

8.0

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
8,031 reviews
Southwest
8.0
Very good
4,244 reviews

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

8.0

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 Islands 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 Islands to Houston Hobby Airport?

    Airlines like Delta, American Airlines, and Southwest fly from Caribbean Islands to Houston Hobby Airport in about 7h 05m. The time it takes to get you to your destination can typically vary by up to 7h 30m. There are 1335 mi between Caribbean Islands 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 most popular routes from Caribbean Islands to Houston Hobby Airport?

    When deciding which route to take from Caribbean Islands to Houston Hobby Airport consider San Juan Luis Munoz Marin Intl - Houston Hobby, Port of Spain Piarco Intl - Houston Hobby or Kingston Norman Manley - Houston Hobby as they are the most popular.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Caribbean Islands to Houston Hobby Airport (average of $230). Flying from Caribbean Islands to Houston Hobby Airport in March is currently the most expensive (average of $330). 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
Texas City
Seabrook
Rosenberg
Webster
Lake Jackson
Missouri City
Pearland
League City
West University Place
Nassau Bay

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Caribbean Islands to Hobby

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Caribbean Islands to Hobby

Discover the top 5 airlines that operate flights from Caribbean Islands 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 September 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$123Average$341FlexibilityNo cancel feeOn-time65%
FrontierCheapest$148Average$534FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$210Average$582FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$214Average$585FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$286Average$571FlexibilityNo cancel feeOn-time63%

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