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$133+ 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 12/31. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap 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 December 18, 2025.

This American Airlines deal was found by Cheapflights users on 12/16. 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 12/3110:13 amHOU - SJU
1 stop11h 14mAmerican Airlines
Thu 1/87:07 amSJU - HOU
1 stop12h 59mAmerican Airlines
Deal found 12/16$455
This American Airlines deal was found by Cheapflights users on 12/17. 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 12/298:16 pmHOU - SJU
1 stop7h 18mAmerican Airlines
Tue 1/133:54 pmSJU - HOU
1 stop8h 52mAmerican Airlines
Deal found 12/17$475
This Delta deal was found by Cheapflights users on 12/17. 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 12/2510:46 amHOU - SJU
1 stop10h 34mDelta
Thu 1/87:30 amSJU - HOU
1 stop10h 40mDelta
Deal found 12/17$527
This Southwest deal was found by Cheapflights users on 12/17. 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 12/2910:30 amHOU - SJU
2 stops12h 55mSouthwest
Tue 1/136:10 amSJU - HOU
2 stops15h 30mSouthwest
Deal found 12/17$530
This Southwest deal was found by Cheapflights users on 12/16. 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 12/1810:00 amHOU - SJU
2 stops13h 25mSouthwest
Tue 12/232:05 pmSJU - HOU
1 stop9h 50mSouthwest
Deal found 12/16$550
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/308:16 pmHOU - SJU
1 stop7h 18mAmerican Airlines
Thu 1/87:07 amSJU - HOU
1 stop12h 59mAmerican Airlines
Deal found 12/16$560
This Southwest deal was found by Cheapflights users on 12/17. 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 12/182:10 pmHOU - SJU
2 stops8h 30mSouthwest
Thu 12/256:40 amSJU - HOU
2 stops15h 05mSouthwest
Deal found 12/17$570
This Southwest deal was found by Cheapflights users on 12/16. 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.
Wed 12/2411:15 amHOU - SJU
1 stop10h 05mSouthwest
Sun 12/286:05 amSJU - HOU
1 stop9h 10mSouthwest
Deal found 12/16$575
This Southwest deal was found by Cheapflights users on 12/16. 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 12/165:00 pmHOU - SJU
1 stop5h 35mSouthwest
Tue 12/239:50 pmSJU - HOU
1 stop12h 05mSouthwest
Deal found 12/16$600
This Southwest deal was found by Cheapflights users on 12/16. 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.
Wed 12/3111:15 amHOU - SJU
1 stop10h 05mSouthwest
Mon 1/53:30 pmSJU - HOU
2 stops9h 40mSouthwest
Deal found 12/16$620
This Delta deal was found by Cheapflights users on 12/16. 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 12/226:00 amHOU - MBJ
1 stop13h 41mDelta
Wed 12/318:00 amMBJ - HOU
1 stop13h 24mDelta
Deal found 12/16$641
This American Airlines deal was found by Cheapflights users on 12/17. 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 12/185:40 amHOU - SJU
1 stop7h 33mAmerican Airlines
Wed 12/245:24 amSJU - HOU
2 stops12h 25mAmerican Airlines
Deal found 12/17$645

Find flight deals from Galveston to Caribbean

Keep the following information in mind while searching for Galveston to Caribbean flight deals. Data was last updated December 18, 2025.

Round-trip from

$385
(American Airlines)

One-way from

$133
(American Airlines)

Popular in

December

Cheapest in

April

Average price

$481
From Galveston to Caribbean
Search Deals
One-way flight from Galveston to Caribbean
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($50 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 18, 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

Tue 2/3

9:00 am-7:05 pm

2 stops8h 05m

San Juan Luis Munoz Marin Intl

Sat 2/7

6:00 am-2:30 pm

2 stops10h 30m

$395

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sun 1/25

5:45 am-5:17 pm

1 stop9h 32m

San Juan Luis Munoz Marin Intl

Tue 2/3

3:55 pm-10:33 pm

1 stop8h 38m

$395

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Thu 1/22

2:00 pm-12:35 am

2 stops8h 35m

San Juan Luis Munoz Marin Intl

Sat 1/31

5:30 am-1:20 pm

2 stops9h 50m

$395

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Fri 2/20

7:00 pm-10:00 am

2 stops13h 00m

San Juan Luis Munoz Marin Intl

Mon 2/23

8:00 pm-8:00 am

1 stop14h 00m

$395

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Fri 2/20

3:40 pm-1:35 am

2 stops7h 55m

San Juan Luis Munoz Marin Intl

Wed 2/25

9:05 am-7:45 pm

1 stop12h 40m

$395

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sun 1/25

5:45 am-5:17 pm

1 stop9h 32m

San Juan Luis Munoz Marin Intl

Wed 2/4

3:55 pm-10:33 pm

1 stop8h 38m

$403

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Wed 2/11

1:35 pm-12:35 am

2 stops9h 00m

San Juan Luis Munoz Marin Intl

Tue 2/17

8:00 pm-8:00 am

1 stop14h 00m

$403

HoustonMontego Bay

HOU - MBJ

HOUMBJ

Houston Hobby

Mon 2/2

6:00 am-3:16 pm

1 stop8h 16m

Montego Bay Sangster Intl

Mon 2/9

4:27 pm-10:46 pm

1 stop7h 19m

$419

HoustonMontego Bay

HOU - MBJ

HOUMBJ

Houston Hobby

Fri 2/6

6:00 am-3:16 pm

1 stop8h 16m

Montego Bay Sangster Intl

Wed 2/11

4:27 pm-10:46 pm

1 stop7h 19m

$419

HoustonMontego Bay

HOU - MBJ

HOUMBJ

Houston Hobby

Fri 1/30

6:00 am-3:16 pm

1 stop8h 16m

Montego Bay Sangster Intl

Mon 2/2

4:27 pm-10:46 pm

1 stop7h 19m

$419

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

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, October is the cheapest month in which you can book a flight from Galveston to Caribbean (average of $80). Flying from Galveston to Caribbean in December is currently the most expensive (average of $156). 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 December 18, 2025.

One of the essential ways to save on airfare from Galveston to Caribbean is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 23% on airfare.

What is the cheapest day to fly from Galveston to Caribbean?

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

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

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 December 18, 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
7.9
Good
4,250 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Overall

7.9

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
7.9
Good
4,250 reviews
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Overall

7.9

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,005 reviews
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Overall

7.9

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,091 reviews
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Overall

7.9

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,054 reviews
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Overall

7.9

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Spirit Airlines
6.3
Okay
8,190 reviews
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Overall

7.9

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 8h 05m. Your travel time can differ by up to 1h 27m. Airlines will cover a distance of 1994 mi. This flight may include one or multiple stops.

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

    $59 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 American Airlines and Southwest, with prices starting from $72 and $72, respectively.

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

    While some choose either Houston Hobby - Punta Cana or Houston Hobby - Montego Bay Sangster Intl, 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, October is the cheapest month in which you can book a flight from Galveston to Caribbean (average of $80). Flying from Galveston to Caribbean in December is currently the most expensive (average of $156). 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 Galveston to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$108Average$531FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$119Average$381FlexibilityNo cancel feeOn-time65%
FrontierCheapest$125Average$423FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$165Average$686FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$170Average$640FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$192Average$669FlexibilityNo cancel feeOn-time69%

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