Caribbean

$192+ 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 5/18. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — SJU
Apr 21 — Apr 281
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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 March 22, 2026.

This Southwest deal was found by Cheapflights users on 3/18. 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 5/38:35 pm
HOU
-
SJU
1 stop11h 35m
Southwest
Thu 5/76:50 am
SJU
-
HOU
2 stops17h 00m
Southwest
Deal found 3/18$384
This Southwest deal was found by Cheapflights users on 3/17. 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.
Fri 5/18:05 pm
HOU
-
SJU
1 stop11h 50m
Southwest
Fri 5/85:05 am
SJU
-
HOU
1 stop7h 45m
Southwest
Deal found 3/17$402
This Delta deal was found by Cheapflights users on 3/17. 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.
Wed 4/151:31 pm
HOU
-
SJU
1 stop8h 41m
Delta
Wed 4/226:15 am
SJU
-
HOU
1 stop11h 13m
Delta
Deal found 3/17$404
This Southwest deal was found by Cheapflights users on 3/18. 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 5/18:05 pm
HOU
-
SJU
1 stop11h 50m
Southwest
Sun 5/39:45 pm
SJU
-
HOU
1 stop13h 15m
Southwest
Deal found 3/18$420
This Southwest deal was found by Cheapflights users on 3/19. 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 5/1510:20 am
HOU
-
SJU
2 stops12h 20m
Southwest
Fri 5/221:00 pm
SJU
-
HOU
1 stop9h 10m
Southwest
Deal found 3/19$425
This Southwest deal was found by Cheapflights users on 3/17. 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 4/97:45 pm
HOU
-
SJU
1 stop12h 25m
Southwest
Mon 4/138:40 pm
SJU
-
HOU
1 stop12h 25m
Southwest
Deal found 3/17$426
This Southwest deal was found by Cheapflights users on 3/17. 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.
Sat 4/2510:25 am
HOU
-
SJU
Nonstop4h 10m
Southwest
Tue 5/52:00 pm
SJU
-
HOU
1 stop6h 45m
Southwest
Deal found 3/17$431
This Southwest deal was found by Cheapflights users on 3/18. 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 5/1012:10 pm
HOU
-
SJU
2 stops10h 35m
Southwest
Sat 5/169:40 am
SJU
-
HOU
2 stops10h 50m
Southwest
Deal found 3/18$435
This Southwest deal was found by Cheapflights users on 3/17. 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.
Fri 4/102:45 pm
HOU
-
SJU
1 stop7h 40m
Southwest
Tue 4/145:35 am
SJU
-
HOU
1 stop11h 35m
Southwest
Deal found 3/17$438
This Southwest deal was found by Cheapflights users on 3/19. 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 4/275:00 am
HOU
-
SJU
1 stop7h 10m
Southwest
Mon 5/46:50 am
SJU
-
HOU
1 stop8h 10m
Southwest
Deal found 3/19$443
This Southwest deal was found by Cheapflights users on 3/18. 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 4/1512:50 pm
HOU
-
SJU
2 stops9h 50m
Southwest
Sat 4/255:45 am
SJU
-
HOU
1 stop10h 35m
Southwest
Deal found 3/18$444
This Southwest deal was found by Cheapflights users on 3/19. 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 4/1810:25 am
HOU
-
SJU
Nonstop4h 10m
Southwest
Sat 4/255:45 am
SJU
-
HOU
1 stop7h 10m
Southwest
Deal found 3/19$449

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 March 22, 2026.

Round-trip from

$384
(Southwest)

One-way from

$192
(Southwest)

Popular in

December

Cheapest in

April

Average price

$403
From Galveston to Caribbean
One-way flight from Galveston to Caribbean
Highest demand for flights based on searches. 12% potential increase in price ($54 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
Average for round-trip flights in March 2026

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 March 22, 2026.
Use the filters below to find and compare flights from Galveston to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sun 5/3

8:35 pm-9:10 am

1 stop11h 35m

San Juan Luis Munoz Marin Intl

Fri 5/8

5:05 am-1:45 pm

2 stops9h 40m

$384

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Tue 5/5

1:00 pm-11:40 pm

2 stops9h 40m

San Juan Luis Munoz Marin Intl

Sat 5/9

5:15 am-6:45 pm

1 stop14h 30m

$384

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Fri 5/1

8:05 pm-8:55 am

1 stop11h 50m

San Juan Luis Munoz Marin Intl

Fri 5/8

5:05 am-2:45 pm

2 stops10h 40m

$402

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Tue 4/14

2:00 pm-11:40 pm

2 stops8h 40m

San Juan Luis Munoz Marin Intl

Tue 4/21

5:05 am-7:10 pm

1 stop15h 05m

$426

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Fri 5/15

10:20 am-11:40 pm

2 stops12h 20m

San Juan Luis Munoz Marin Intl

Tue 5/19

5:35 am-3:00 pm

2 stops10h 25m

$456

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Thu 5/14

1:20 pm-11:25 pm

2 stops9h 05m

San Juan Luis Munoz Marin Intl

Wed 5/27

5:35 am-3:00 pm

2 stops10h 25m

$466

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Thu 5/14

2:45 pm-11:25 pm

1 stop7h 40m

San Juan Luis Munoz Marin Intl

Sun 5/24

7:50 pm-8:35 am

1 stop13h 45m

$466

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Sat 4/25

6:00 am-1:25 pm

1 stop6h 25m

San Juan Luis Munoz Marin Intl

Fri 5/1

2:45 pm-11:07 pm

1 stop9h 22m

$470

HoustonSan Juan

HOU - SJU

HOUSJU

Houston Hobby

Wed 4/8

2:00 pm-11:40 pm

2 stops8h 40m

San Juan Luis Munoz Marin Intl

Wed 4/15

5:35 am-2:00 pm

2 stops9h 25m

$470

HoustonGeorge Town

HOU - GCM

HOUGCM

Houston Hobby

Mon 4/27

6:10 am-12:10 pm

1 stop6h 00m

George Town Owen Roberts Intl

Wed 4/29

1:05 pm-4:50 am

2 stops15h 45m

$472

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/19

Showing 1-10 of 60 resultsSorted by cheapest first
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2
3
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6

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, February is the cheapest month in which you can book a flight from Galveston to Caribbean (average of $78). Flying from Galveston to Caribbean in December is currently the most expensive (average of $151). 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 March 22, 2026.

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 afternoon could potentially save you up to 32% 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 March 14, 2026.

Travelers seeking maximum savings on their Galveston to Caribbean flight should consider departing on Tuesday at noon 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 March 22, 2026.
Read reviews from past customers who have flown Southwest,United Airlines, andAmerican 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.

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 11h 35m. Your travel time can differ by up to 6h 18m. 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?

  • What are the cheapest flights from Galveston to Caribbean?

    While on average a flight from Galveston to Caribbean is generally $507, our data shows the cheapest flight currently is $417. When looking at the most popular route, (Houston Hobby - San Juan Luis Munoz Marin Intl), you can expect to pay $184 for that flight.

  • 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, February is the cheapest month in which you can book a flight from Galveston to Caribbean (average of $78). Flying from Galveston to Caribbean in December is currently the most expensive (average of $151). 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.

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 March 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$78Average$390FlexibilityNo cancel feeOn-time65%
DeltaCheapest$108Average$563FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$109Average$444FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$165Average$669FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$165Average$645FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$192Average$656FlexibilityNo cancel feeOn-time69%

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