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Kissimmee

$54+ 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 11/27. Fares are subject to change and may not be available on all flights or dates of travel.
GPT — MCO
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
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 50 days in advance, depart on a Wednesday or Thursday and return on a Tuesday

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 October 30, 2025.

This Priceline deal was found by Cheapflights users on 10/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/117:55 pmGPT - MCO
Nonstop1h 35mBreeze Airways
Sun 12/146:30 pmMCO - GPT
Nonstop1h 45mBreeze Airways
Deal found 10/28$102
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/277:55 pmGPT - MCO
Nonstop1h 35mBreeze Airways
Thu 12/46:30 pmMCO - GPT
Nonstop1h 45mBreeze Airways
Deal found 10/28$103
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/217:55 pmGPT - MCO
Nonstop1h 35mBreeze Airways
Thu 12/256:25 pmMCO - GPT
Nonstop1h 45mBreeze Airways
Deal found 10/30$110
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/97:55 pmGPT - MCO
Nonstop1h 35mBreeze Airways
Thu 11/136:30 pmMCO - GPT
Nonstop1h 45mBreeze Airways
Deal found 10/28$122
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/47:55 pmGPT - MCO
Nonstop1h 35mBreeze Airways
Sun 12/76:30 pmMCO - GPT
Nonstop1h 45mBreeze Airways
Deal found 10/29$138

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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$102
(Priceline)

One-way from

$54
(Breeze Airways)

Popular in

September

Cheapest in

May

Average price

$163
Provider with most accurate pricing for Gulfport Biloxi Regional-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Gulfport Biloxi Regional-Orlando (ORL) flights.
Search Deals
From Gulfport Biloxi Regional to Kissimmee
Search Deals
One-way flight from Gulfport Biloxi Regional to Kissimmee
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($17 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 October 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

Thu 2/26

7:20 pm-10:03 pm

Nonstop1h 43m

Orlando

Thu 3/5

5:37 pm-6:40 pm

Nonstop2h 03m

$102

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Thu 2/26

7:20 pm-10:03 pm

Nonstop1h 43m

Orlando

Sun 3/1

5:37 pm-6:40 pm

Nonstop2h 03m

$102

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Thu 3/12

7:20 pm-10:03 pm

Nonstop1h 43m

Orlando

Thu 3/19

5:37 pm-6:40 pm

Nonstop2h 03m

$112

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Sun 11/9

7:55 pm-10:30 pm

Nonstop1h 35m

Orlando

Thu 11/13

6:30 pm-7:15 pm

Nonstop1h 45m

$123

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Thu 12/4

7:55 pm-10:30 pm

Nonstop1h 35m

Orlando

Sun 12/7

6:30 pm-7:15 pm

Nonstop1h 45m

$138

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Thu 11/27

7:55 pm-10:30 pm

Nonstop1h 35m

Orlando

Thu 12/4

6:32 am-8:59 am

3 stops27h 27m

$203

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Thu 12/4

6:01 pm-12:50 am

1 stop5h 49m

Orlando

Tue 12/9

6:15 am-9:50 am

1 stop4h 35m

$217

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Sun 2/22

7:20 pm-10:03 pm

Nonstop1h 43m

Orlando

Thu 2/26

5:37 pm-6:40 pm

Nonstop2h 03m

$221

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Sun 11/23

7:55 pm-10:30 pm

Nonstop1h 35m

Orlando

Sun 11/30

6:30 pm-7:15 pm

Nonstop1h 45m

$222

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Thu 1/1

7:50 pm-10:25 pm

Nonstop1h 35m

$74

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 17 results
1
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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 October 24, 2025.

Booking 50 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, October is the cheapest month in which you can book a flight from Gulfport to Kissimmee (average of $48). Flying from Gulfport to Kissimmee in March is currently the most expensive (average of $79). 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 October 30, 2025.

One of the essential ways to save on airfare from Gulfport to Kissimmee is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight at noon could potentially save you up to 45% on airfare.

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 Wednesday mornings 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 October 30, 2025.
Read reviews from past customers who have flown Breeze Airways, Delta, 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.
Breeze Airways
8.1
Very good
222 reviews

Crew

8.7

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Food

6.7

Overall

8.1

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Breeze Airways
8.1
Very good
222 reviews
Breeze Airways
8.1
Very good
222 reviews

Crew

8.7

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Food

6.7

Overall

8.1

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Delta
7.9
Good
7,998 reviews
Breeze Airways
8.1
Very good
222 reviews

Crew

8.7

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Food

6.7

Overall

8.1

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
United Airlines
7.4
Good
8,996 reviews
Breeze Airways
8.1
Very good
222 reviews

Crew

8.7

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Food

6.7

Overall

8.1

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
American Airlines
7.2
Good
11,034 reviews
Breeze Airways
8.1
Very good
222 reviews

Crew

8.7

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Food

6.7

Overall

8.1

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

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.

  • How long is the flight from Gulfport to Kissimmee?

    Airlines like Breeze Airways fly from Gulfport to Kissimmee in about 1h 43m. The time it takes to get you to your destination is usually consistent. There are 486 mi between Gulfport and Kissimmee. All flights are typically nonstop.

  • 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 ($74), Delta ($109), and American Airlines ($109).

  • What are the cheapest flights from Gulfport to Kissimmee?

    While on average a flight from Gulfport to Kissimmee is generally $129, our data shows the cheapest flight currently is $56. 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, October is the cheapest month in which you can book a flight from Gulfport to Kissimmee (average of $48). Flying from Gulfport to Kissimmee in March is currently the most expensive (average of $79). 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 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$98Average$140FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$193Average$314FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$198Average$373FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$228Average$372FlexibilityNo cancel feeOn-time69%

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