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$103+ 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 1/29. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
Nov 30 — Dec 71
Sun 11/30
Sun 12/7
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 October 31, 2025.

Round-trip from

$224
(Delta)

One-way from

$103
(American Airlines)

Popular in

December

Cheapest in

April

Average price

$316
From Galveston to Caribbean
Search Deals
One-way flight from Galveston to Caribbean
Search Deals
Highest demand for flights based on searches. 10% 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).
Search Deals
Average for round-trip flights in October 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 October 31, 2025.

This Southwest deal was found by Cheapflights users on 10/29. 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 12/710:00 amHOU - SJU
2 stops13h 25mSouthwest
Thu 12/113:55 pmSJU - HOU
1 stop7h 00mSouthwest
Deal found 10/29$270
This Southwest deal was found by Cheapflights users on 10/29. 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 12/21:35 pmHOU - SJU
2 stops9h 00mSouthwest
Sat 12/68:50 amSJU - HOU
2 stops10h 25mSouthwest
Deal found 10/29$280
This American Airlines deal was found by Cheapflights users on 10/31. 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 12/912:16 pmHOU - SJU
1 stop7h 09mAmerican Airlines
Sat 12/136:54 amSJU - HOU
1 stop13h 05mAmerican Airlines
Deal found 10/31$290
This Southwest deal was found by Cheapflights users on 10/30. 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.
Sat 11/1511:05 amHOU - SJU
Nonstop4h 10mSouthwest
Fri 11/216:40 amSJU - HOU
1 stop8h 55mSouthwest
Deal found 10/30$311
This Delta deal was found by Cheapflights users on 10/29. 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 12/410:39 amHOU - SJU
1 stop10h 41mDelta
Tue 12/97:00 amSJU - HOU
1 stop8h 28mDelta
Deal found 10/29$313
This Southwest deal was found by Cheapflights users on 10/30. 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 12/19:50 amHOU - SJU
1 stop11h 30mSouthwest
Tue 12/99:40 amSJU - HOU
1 stop11h 55mSouthwest
Deal found 10/30$315
This Southwest deal was found by Cheapflights users on 10/29. 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.
Sat 12/611:05 amHOU - SJU
Nonstop4h 10mSouthwest
Thu 12/116:40 amSJU - HOU
2 stops15h 05mSouthwest
Deal found 10/29$322
This Southwest deal was found by Cheapflights users on 10/29. 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.
Sat 12/68:45 amHOU - SJU
2 stops9h 05mSouthwest
Sat 12/138:50 amSJU - HOU
2 stops10h 25mSouthwest
Deal found 10/29$326
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/76:29 pmHOU - SJU
1 stop8h 50mAmerican Airlines
Fri 12/127:00 amSJU - HOU
1 stop12h 59mAmerican Airlines
Deal found 10/30$329
This Delta deal was found by Cheapflights users on 10/30. 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 12/42:32 pmHOU - SJU
1 stop6h 48mDelta
Sat 12/67:00 amSJU - HOU
1 stop8h 28mDelta
Deal found 10/30$350
This American Airlines deal was found by Cheapflights users on 10/30. 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 11/1010:11 amHOU - SJU
1 stop9h 24mAmerican Airlines
Sat 12/136:54 amSJU - HOU
1 stop13h 05mAmerican Airlines
Deal found 10/30$387
This American Airlines deal was found by Cheapflights users on 10/29. 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 12/85:44 amHOU - MBJ
1 stop8h 12mAmerican Airlines
Tue 12/236:00 pmMBJ - HOU
1 stop16h 43mAmerican Airlines
Deal found 10/29$419

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 October 31, 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 12/7

10:10 am-10:00 pm

1 stop9h 50m

San Juan Luis Munoz Marin Intl

Thu 12/11

6:40 am-6:15 pm

1 stop13h 35m

$270

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Mon 12/8

12:50 pm-10:05 pm

1 stop7h 15m

San Juan Luis Munoz Marin Intl

Sat 12/13

8:50 am-5:15 pm

2 stops10h 25m

$270

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Mon 1/26

4:15 pm-12:35 am

1 stop6h 20m

San Juan Luis Munoz Marin Intl

Thu 1/29

6:10 am-7:40 pm

2 stops15h 30m

$270

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Fri 12/5

11:30 am-9:30 pm

2 stops8h 00m

San Juan Luis Munoz Marin Intl

Tue 12/9

6:40 am-6:15 pm

1 stop13h 35m

$326

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Wed 12/3

1:35 pm-12:35 am

2 stops9h 00m

San Juan Luis Munoz Marin Intl

Sat 12/6

8:50 am-5:15 pm

2 stops10h 25m

$326

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sat 11/22

12:25 pm-12:30 am

1 stop10h 05m

San Juan Luis Munoz Marin Intl

Tue 11/25

6:05 am-1:15 pm

1 stop9h 10m

$350

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sun 12/14

10:00 am-1:25 am

2 stops13h 25m

San Juan Luis Munoz Marin Intl

Wed 12/17

6:40 am-7:45 pm

2 stops15h 05m

$395

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Wed 11/19

11:05 am-9:30 pm

1 stop8h 25m

San Juan Luis Munoz Marin Intl

Sun 11/23

8:45 pm-7:50 am

1 stop13h 05m

$405

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Mon 1/26

10:00 am-8:55 pm

2 stops8h 55m

San Juan Luis Munoz Marin Intl

Sun 2/1

5:35 am-1:10 pm

2 stops9h 35m

$405

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sun 1/25

1:15 pm-12:40 am

2 stops9h 25m

San Juan Luis Munoz Marin Intl

Sun 2/1

7:00 am-2:15 pm

2 stops9h 15m

$415

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/31

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 $179). 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 October 31, 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 24% 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. Thursday 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 October 31, 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
4,245 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Boarding

8.1

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
4,245 reviews
Southwest
8.0
Very good
4,245 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Boarding

8.1

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
7.9
Good
7,996 reviews
Southwest
8.0
Very good
4,245 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Boarding

8.1

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
8,995 reviews
Southwest
8.0
Very good
4,245 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Boarding

8.1

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
11,031 reviews
Southwest
8.0
Very good
4,245 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Boarding

8.1

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
8,120 reviews
Southwest
8.0
Very good
4,245 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Boarding

8.1

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, American Airlines, and Delta can get you from Galveston to Caribbean in just under 7h 11m. Your travel time can differ by up to 7h 25m. 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?

    $156 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Delta and Southwest, with prices starting from $157 and $171, respectively.

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

    While some choose either Houston Hobby - Nassau Intl 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 $179). 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 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 October 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$108Average$523FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$120Average$390FlexibilityNo cancel feeOn-time65%
FrontierCheapest$128Average$430FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$165Average$690FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$175Average$641FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$190Average$670FlexibilityNo cancel feeOn-time69%

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