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Kissimmee

$79+ Cheap flights from Galveston, TX to Kissimmee, FL

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 10/18. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — MCO
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheapflights Tip: The best prices from Galveston to Kissimmee are usually found in September or April, booked 85 days in advance, depart on a Monday or Saturday and return on a Thursday

Cheap flight deals from Galveston to Kissimmee

Keep the following information in mind while searching for Galveston to Kissimmee flight deals. Data was last updated September 16, 2025.

Round-trip from

$157
(Southwest)

One-way from

$79
(Southwest)

Popular in

March

Cheapest in

September

Average price

$177
From Galveston to Kissimmee
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One-way flight from Galveston to Kissimmee
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Highest demand for flights based on searches. 2% potential increase in price ($6 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 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 Kissimmee

Cheapest flights from Galveston to Kissimmee
Explore the most affordable flight options available from Galveston to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/227:20 pmHOU - MCO
Nonstop2h 15mSouthwest
Sat 10/252:25 pmMCO - HOU
Nonstop2h 40mSouthwest
Deal found 9/15$157
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/76:35 pmHOU - MCO
Nonstop2h 15mSouthwest
Tue 11/116:10 amMCO - HOU
Nonstop2h 45mSouthwest
Deal found 9/14$177
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2510:50 amHOU - MCO
1 stop3h 45mSouthwest
Tue 10/285:00 pmMCO - HOU
Nonstop2h 40mSouthwest
Deal found 9/15$183
This Southwest deal was found by Cheapflights users on 9/16. 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.
Sat 11/16:05 pmHOU - MCO
Nonstop2h 15mSouthwest
Tue 11/116:50 pmMCO - HOU
1 stop5h 10mSouthwest
Deal found 9/16$187
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 10/254:41 pmHOU - MCO
1 stop5h 40mAmerican Airlines
Tue 10/288:17 amMCO - HOU
1 stop6h 37mAmerican Airlines
Deal found 9/15$191
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/316:05 amHOU - MCO
2 stops6h 10mSouthwest
Sat 11/16:05 amMCO - HOU
Nonstop2h 40mSouthwest
Deal found 9/14$192
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/248:00 pmHOU - MCO
Nonstop2h 15mSouthwest
Mon 10/279:50 pmMCO - HOU
Nonstop2h 35mSouthwest
Deal found 9/15$197
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.
Mon 10/275:15 amHOU - MCO
Nonstop2h 10mSouthwest
Thu 10/309:50 amMCO - HOU
1 stop4h 25mSouthwest
Deal found 9/13$203
This Southwest deal was found by Cheapflights users on 9/16. 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.
Fri 11/76:35 pmHOU - MCO
Nonstop2h 15mSouthwest
Sun 11/97:00 amMCO - HOU
1 stop5h 55mSouthwest
Deal found 9/16$207
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2510:50 amHOU - MCO
1 stop3h 45mSouthwest
Mon 10/277:40 pmMCO - HOU
1 stop4h 35mSouthwest
Deal found 9/15$212
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/145:25 amHOU - MCO
1 stop4h 45mSouthwest
Tue 10/216:55 amMCO - HOU
1 stop4h 45mSouthwest
Deal found 9/15$217

Cheapflights Fare Finder

 
Customize your flight search to find flights from Galveston to Kissimmee 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 16, 2025.
Use the filters below to find and compare flights from Galveston to Kissimmee that are best for you.

Fly from

Galveston

Fly to

Kissimmee

Route

Depart

Return

Price

HoustonOrlando

HOU - MCO

HOUMCO

Houston Hobby

Sat 11/1

6:05 pm-9:20 pm

Nonstop2h 15m

Orlando

Tue 11/11

6:10 am-7:55 am

Nonstop2h 45m

$157

HoustonOrlando

HOU - MCO

HOUMCO

Houston Hobby

Tue 12/9

5:00 pm-8:15 pm

Nonstop2h 15m

Orlando

Fri 12/12

7:20 pm-9:00 pm

Nonstop2h 40m

$177

HoustonOrlando

HOU - MCO

HOUMCO

Houston Hobby

Sat 11/8

6:05 pm-9:20 pm

Nonstop2h 15m

Orlando

Thu 11/13

2:10 pm-3:55 pm

Nonstop2h 45m

$177

HoustonOrlando

HOU - MCO

HOUMCO

Houston Hobby

Fri 11/7

6:35 pm-9:50 pm

Nonstop2h 15m

Orlando

Tue 11/11

6:10 am-7:55 am

Nonstop2h 45m

$177

HoustonOrlando

HOU - MCO

HOUMCO

Houston Hobby

Fri 10/31

5:15 pm-8:30 pm

Nonstop2h 15m

Orlando

Sat 11/1

6:05 am-7:45 am

Nonstop2h 40m

$177

HoustonOrlando

HOU - MCO

HOUMCO

Houston Hobby

Wed 10/22

6:20 am-9:35 am

Nonstop2h 15m

Orlando

Fri 10/24

7:40 pm-11:15 pm

1 stop4h 35m

$187

HoustonOrlando

HOU - MCO

HOUMCO

Houston Hobby

Wed 10/29

6:44 pm-11:59 pm

1 stop4h 15m

Orlando

Sat 11/1

5:30 am-9:18 am

1 stop4h 48m

$197

HoustonOrlando

HOU - MCO

HOUMCO

Houston Hobby

Sun 11/9

8:15 pm-11:30 pm

Nonstop2h 15m

Orlando

Mon 11/10

6:05 am-7:50 am

Nonstop2h 45m

$197

HoustonOrlando

HOU - MCO

HOUMCO

Houston Hobby

Fri 10/24

8:00 pm-11:15 pm

Nonstop2h 15m

Orlando

Mon 10/27

9:50 pm-11:25 pm

Nonstop2h 35m

$197

HoustonOrlando

HOU - MCO

HOUMCO

Houston Hobby

Mon 11/3

7:00 pm-10:15 pm

Nonstop2h 15m

Orlando

Fri 11/7

7:20 pm-9:00 pm

Nonstop2h 40m

$197

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 20 results
1
2

Best time to book a flight from Galveston to Kissimmee

Have a flexible travel schedule? Discover the best time to fly to Kissimmee 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 Kissimmee

How far ahead should I book a flight from Galveston to Kissimmee?

Use this chart to determine the optimal time to book a round-trip flight from Galveston to Kissimmee. Price data was last updated on September 12, 2025.

Booking 85 days in advance of your planned departure date is, on average, the best time to get cheap flights from Galveston to Kissimmee. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, May is the cheapest month in which you can book a flight from Galveston to Kissimmee (average of $206). Flying from Galveston to Kissimmee in November is currently the most expensive (average of $289). 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 K1S?

Find hourly flight availability from Galveston to Kissimmee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 16, 2025.

When flying from Galveston to Kissimmee, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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

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

Travelers seeking maximum savings on their Galveston to Kissimmee 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 Kissimmee

Get insights into the airlines that provide service to Kissimmee. 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 Kissimmee. Reviews last updated September 16, 2025.
See what other customers who have flown with Southwest, United Airlines, and American Airlines from Galveston to Kissimmee have to say. 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
4,242 reviews

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,924 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Spirit Airlines
6.3
Okay
8,019 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Frontier
5.8
Fair
3,174 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

Find useful and relevant information for your journey from Galveston to Kissimmee. 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 Kissimmee?

    Southwest can get you from Galveston to Kissimmee in just under 2h 15m. Your travel time will be generally consistent. Galveston and Kissimmee are separated by a distance of 847 mi. Most flights are nonstop.

  • What are the cheapest flights from Galveston to Kissimmee?

    The cheapest flight price from Galveston to Kissimmee is $78. On average you can expect to pay $307. The most popular route, (Houston Hobby - Orlando), can usually be booked for $80.

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

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from Galveston to Kissimmee (average of $206). Flying from Galveston to Kissimmee in November is currently the most expensive (average of $289). 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 Kissimmee

Discover the top 6 airlines that operate flights from Galveston to Kissimmee. 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 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$64Average$147FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$67Average$152FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$141Average$356FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$169Average$332FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$176Average$421FlexibilityNo cancel feeOn-time71%
DeltaCheapest$307Average$464FlexibilityNo cancel feeOn-timeN/A

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