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$98+ Cheap flights from Galveston, TX 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 10/28. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Galveston to Caribbean

Keep the following information in mind while searching for Galveston to Caribbean flight deals. Data was last updated September 15, 2025.

Round-trip from

$215
(Delta)

One-way from

$98
(American Airlines)

Popular in

December

Cheapest in

October

Average price

$344
From Galveston to Caribbean
Search Deals
One-way flight from Galveston to Caribbean
Search Deals
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 Galveston to Caribbean

Cheapest flights from Galveston to Caribbean
Explore the most affordable flight options available from Galveston to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2110:13 amHOU - SJU
1 stop10h 46mDelta
Fri 10/247:15 amSJU - HOU
1 stop11h 33mDelta
Deal found 9/15$215
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Wed 9/246:00 amHOU - SJU
2 stops11h 14mAmerican Airlines
Sat 9/273:05 pmSJU - HOU
1 stop18h 24mAmerican Airlines
Deal found 9/14$225
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.
Sat 9/206:00 amHOU - SJU
1 stop7h 15mAmerican Airlines
Sat 9/273:05 pmSJU - HOU
1 stop18h 24mAmerican Airlines
Deal found 9/15$245
This American Airlines deal was found by Cheapflights users on 9/13. 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 9/226:00 amHOU - SJU
2 stops11h 15mAmerican Airlines
Fri 9/263:05 pmSJU - HOU
1 stop18h 26mAmerican Airlines
Deal found 9/13$260
This American Airlines deal was found by Cheapflights users on 9/13. 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 9/306:00 amHOU - SJU
2 stops11h 14mAmerican Airlines
Fri 10/33:05 pmSJU - HOU
1 stop18h 26mAmerican Airlines
Deal found 9/13$280
This American Airlines deal was found by Cheapflights users on 9/13. 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 9/226:00 amHOU - SJU
1 stop7h 15mAmerican Airlines
Thu 9/253:05 pmSJU - HOU
1 stop18h 29mAmerican Airlines
Deal found 9/13$287
This American Airlines deal was found by Cheapflights users on 9/14. 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 9/288:32 pmHOU - SJU
1 stop16h 43mAmerican Airlines
Sat 10/43:05 pmSJU - HOU
1 stop18h 24mAmerican Airlines
Deal found 9/14$292
This Southwest deal was found by Cheapflights users on 9/13. 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 10/57:50 amHOU - SJU
2 stops15h 25mSouthwest
Thu 10/91:05 pmSJU - HOU
1 stop9h 30mSouthwest
Deal found 9/13$295
This American Airlines deal was found by Cheapflights users on 9/13. 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 9/196:00 amHOU - SJU
1 stop7h 15mAmerican Airlines
Fri 9/263:05 pmSJU - HOU
1 stop18h 26mAmerican Airlines
Deal found 9/13$300
This American Airlines deal was found by Cheapflights users on 9/14. 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 11/116:00 amHOU - SJU
2 stops9h 52mAmerican Airlines
Tue 11/187:15 amSJU - HOU
1 stop10h 39mAmerican Airlines
Deal found 9/14$315
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.
Sun 11/28:20 pmHOU - SJU
1 stop7h 50mAmerican Airlines
Sat 11/87:15 amSJU - HOU
1 stop12h 39mAmerican Airlines
Deal found 9/15$320
This American Airlines deal was found by Cheapflights users on 9/12. 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.
Wed 11/268:20 pmHOU - PUJ
2 stops16h 13mAmerican Airlines
Wed 12/105:30 pmPUJ - HOU
2 stops17h 03mAmerican Airlines
Deal found 9/12$432

Cheapflights Fare Finder

 
Customize your flight search to find flights from Galveston 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 September 15, 2025.
Use the filters below to find and compare flights from Galveston to Caribbean that are best for you.

Fly from

Galveston

Fly to

Caribbean

Route

Depart

Return

Price

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sun 10/26

10:20 am-12:15 am

2 stops12h 55m

San Juan Luis Munoz Marin Intl

Mon 11/3

6:40 am-7:45 pm

2 stops15h 05m

$295

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Mon 10/6

8:00 pm-9:55 am

1 stop12h 55m

San Juan Luis Munoz Marin Intl

Thu 10/9

1:05 pm-9:35 pm

1 stop9h 30m

$295

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Wed 9/24

6:00 am-4:31 pm

1 stop9h 31m

San Juan Luis Munoz Marin Intl

Sat 9/27

7:30 am-5:40 pm

1 stop11h 10m

$348

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Tue 9/23

10:44 am-10:00 pm

1 stop10h 16m

San Juan Luis Munoz Marin Intl

Thu 9/25

7:30 am-5:40 pm

1 stop11h 10m

$348

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Mon 9/22

6:00 am-4:31 pm

1 stop9h 31m

San Juan Luis Munoz Marin Intl

Fri 9/26

12:58 pm-10:37 pm

1 stop10h 39m

$348

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Mon 10/6

10:00 am-4:40 pm

1 stop5h 40m

San Juan Luis Munoz Marin Intl

Fri 10/10

3:35 pm-9:15 pm

1 stop6h 40m

$395

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Mon 10/27

1:50 pm-12:45 am

2 stops9h 55m

San Juan Luis Munoz Marin Intl

Sat 11/1

10:40 am-4:05 pm

1 stop6h 25m

$395

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Thu 10/23

3:05 pm-9:55 pm

1 stop5h 50m

San Juan Luis Munoz Marin Intl

Mon 10/27

5:50 am-4:40 pm

2 stops11h 50m

$395

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Wed 11/12

11:15 am-11:20 pm

1 stop10h 05m

San Juan Luis Munoz Marin Intl

Wed 11/19

8:55 am-5:45 pm

2 stops10h 50m

$395

HoustonMontego Bay

HOU - MBJ

HOUMBJ

Houston Hobby

Sat 11/29

6:00 am-2:59 pm

1 stop7h 59m

Montego Bay Sangster Intl

Sat 12/6

1:51 pm-8:18 pm

1 stop7h 27m

$437

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

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

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

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

Currently, September is the cheapest month in which you can book a flight from Galveston to Caribbean (average of $254). Flying from Galveston 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 G4L to CB?

Find hourly flight availability from Galveston 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 September 15, 2025.

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

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 September 15, 2025.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from Galveston to Caribbean. 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
8.0
Very good
4,242 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

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

Food

7.0

Overall

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

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
7,954 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

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
8,929 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

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

Food

7.0

Overall

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

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
8,015 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

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 Galveston 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 Galveston to Caribbean?

    Southwest, Delta, and American Airlines can get you from Galveston to Caribbean in just under 7h 59m. Your travel time can differ by up to 4h 56m. Airlines will cover a distance of 1335 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Galveston to Caribbean one-way?

    $98 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on Delta and American Airlines, with prices starting from $108 and $163, respectively.

  • What are the most popular routes from Galveston to Caribbean?

    While some choose either Houston Hobby - Montego Bay Sangster Intl or Houston Hobby - Punta Cana, Houston Hobby - San Juan Luis Munoz Marin Intl is the most popular route from Galveston to Caribbean.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Galveston 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 Galveston to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Galveston to Caribbean (average of $254). Flying from Galveston 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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Top 6 airlines flying from Galveston to Caribbean

Discover the top 6 airlines that operate flights from Galveston 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 September 15, 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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