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Kissimmee

$49+ Cheap flights from Gulfport (GPT) 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 8/31. Fares are subject to change and may not be available on all flights or dates of travel.
GPT — MCO
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
1 adult, Economy
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Cheapflights Tip: The best prices from Gulfport Biloxi Regional to Kissimmee are usually found in May or April, booked 38 days in advance, depart on a Thursday or Wednesday and return on a Thursday

Cheap flight deals from Gulfport to Kissimmee

Keep the following information in mind while searching for Gulfport to Kissimmee flight deals. Data was last updated July 30, 2025.

Round-trip from

$98
(Breeze Airways)

One-way from

$64
(Breeze Airways)

Popular in

September

Cheapest in

May

Average price

$228
From Gulfport Biloxi Regional to Kissimmee
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One-way flight from Gulfport Biloxi Regional to Kissimmee
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Highest demand for flights based on searches. 11% potential increase in price ($36 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Gulfport to Kissimmee

Cheapest flights from Gulfport to Kissimmee
Explore the most affordable flight options available from Gulfport to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 30, 2025.

This Breeze Airways deal was found by Cheapflights users on 7/28. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/2412:55 pmGPT - MCO
Nonstop1h 35mBreeze Airways
Thu 8/2811:30 amMCO - GPT
Nonstop1h 45mBreeze Airways
Deal found 7/28$98
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Thu 9/116:34 pmGPT - MCO
1 stop4h 35mAmerican Airlines
Mon 9/1510:20 amMCO - GPT
1 stop7h 40mAmerican Airlines
Deal found 7/30$217
This Delta deal was found by Cheapflights users on 7/29. 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.
Tue 8/51:52 pmGPT - MCO
1 stop3h 47mDelta
Tue 8/124:50 pmMCO - GPT
1 stop5h 48mDelta
Deal found 7/29$227
This United Airlines deal was found by Cheapflights users on 7/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/172:00 pmGPT - MCO
1 stop5h 23mUnited Airlines
Tue 10/212:03 pmMCO - GPT
1 stop6h 52mUnited Airlines
Deal found 7/28$256
This Mytrip deal was found by Cheapflights users on 7/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2812:55 pmGPT - MCO
Nonstop1h 35mMultiple Airlines
Sun 8/317:36 pmMCO - GPT
2 stops13h 09mMultiple Airlines
Deal found 7/28$332

Cheapflights Fare Finder

 
Customize your flight search to find flights from Gulfport 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 July 30, 2025.
Use the filters below to find and compare flights from Gulfport to Kissimmee that are best for you.

Fly from

Gulfport

Fly to

Kissimmee

Route

Depart

Return

Price

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Sun 8/24

12:55 pm-3:30 pm

Nonstop1h 35m

Orlando

Thu 8/28

11:30 am-12:15 pm

Nonstop1h 45m

$98

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Thu 9/11

6:34 pm-12:09 am

1 stop4h 35m

Orlando

Mon 9/15

10:20 am-5:00 pm

1 stop7h 40m

$217

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Fri 10/17

2:00 pm-8:23 pm

1 stop5h 23m

Orlando

Tue 10/21

2:03 pm-7:55 pm

1 stop6h 52m

$256

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Sun 8/10

6:00 pm-11:14 pm

1 stop4h 14m

Orlando

Sat 8/16

6:00 am-8:44 am

1 stop3h 44m

$299

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Thu 8/28

12:55 pm-3:30 pm

Nonstop1h 35m

Orlando

Sun 8/31

7:36 pm-7:45 am

2 stops13h 09m

$332

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Sun 8/31

12:55 pm-3:30 pm

Nonstop1h 35m

$49

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Fri 8/8

1:52 pm-6:39 pm

1 stop3h 47m

$109

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Wed 8/27

6:20 am-4:47 pm

2 stops9h 27m

$114

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Mon 9/1

5:37 pm-8:04 am

2 stops13h 27m

$239

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Thu 9/4

7:05 am-12:55 am

3 stops16h 50m

$339

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Best time to book a flight from Gulfport to Kissimmee

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

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

Use this chart to determine the optimal time to book a round-trip flight from Gulfport to Kissimmee. Price data was last updated on July 25, 2025.

Booking 37 days in advance of your planned departure date is, on average, the best time to get cheap flights from Gulfport 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 Gulfport to Kissimmee?

Currently, May is the cheapest month in which you can book a flight from Gulfport to Kissimmee (average of $206). Flying from Gulfport to Kissimmee in November is currently the most expensive (average of $288). 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 GPT to K1S?

Find hourly flight availability from Gulfport 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 July 30, 2025.

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

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

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

Travelers seeking maximum savings on their Gulfport to Kissimmee flight should consider departing on Thursday afternoons when fares are most often at their lowest. Monday 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 July 30, 2025.
Read reviews from past customers who have flown Delta, Breeze Airways, and United Airlines from Gulfport to Kissimmee. 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.
Delta
8.0
Very good
7,980 reviews

Food

7.3

Comfort

7.9

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,980 reviews
Delta
8.0
Very good
7,980 reviews

Food

7.3

Comfort

7.9

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Breeze Airways
8.0
Very good
191 reviews
Delta
8.0
Very good
7,980 reviews

Food

7.3

Comfort

7.9

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,896 reviews
Delta
8.0
Very good
7,980 reviews

Food

7.3

Comfort

7.9

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,980 reviews

Food

7.3

Comfort

7.9

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Gulfport to Kissimmee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Gulfport to Kissimmee?

    If you book a flight to Kissimmee from Gulfport, you will be flying from Biloxi Regional, which is the city’s only airport. Gulfport Biloxi Regional (GPT) is located 3.1 mi from the center of Gulfport. There are 0 flights from Biloxi Regional to Kissimmee per day from 4 different airlines.

  • What are the cheapest airlines to fly from Gulfport to Kissimmee one-way?

    The cheapest airlines for a one-way flight from Gulfport to Kissimmee are Breeze Airways ($64), Delta ($109), and American Airlines ($114).

  • What are the cheapest flights from Gulfport to Kissimmee?

    While on average a flight from Gulfport to Kissimmee is generally $124, our data shows the cheapest flight currently is $64. When looking at the most popular route, (Gulfport Biloxi Regional - Orlando), you can expect to pay $98 for that flight.

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

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from Gulfport to Kissimmee (average of $206). Flying from Gulfport to Kissimmee in November is currently the most expensive (average of $288). 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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Top 4 airlines flying from Gulfport to Kissimmee

Discover the top 4 airlines that operate flights from Gulfport 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 July 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$96Average$130FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$198Average$370FlexibilityNo cancel feeOn-time71%
DeltaCheapest$213Average$309FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$228Average$451FlexibilityNo cancel feeOn-time69%

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