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Kissimmee

$41+ 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 3/1. Fares are subject to change and may not be available on all flights or dates of travel.
GPT — MCO
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheapflights Tip: The best prices from Gulfport Biloxi Regional to Kissimmee are usually found in February or May, booked 50 days in advance, depart on a Tuesday or Wednesday and return on a Monday

Cheap 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 January 29, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/28. 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 2/227:20 pm
GPT
-
MCO
Nonstop1h 43m
Breeze Airways
Thu 2/265:37 pm
MCO
-
GPT
Nonstop2h 03m
Breeze Airways
Deal found 1/28$96
This Breeze Airways deal was found by Cheapflights users on 1/27. 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 5/107:50 pm
GPT
-
MCO
Nonstop1h 48m
Breeze Airways
Thu 5/146:18 pm
MCO
-
GPT
Nonstop1h 52m
Breeze Airways
Deal found 1/27$103
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 4/267:20 pm
GPT
-
MCO
Nonstop1h 43m
Breeze Airways
Thu 4/305:37 pm
MCO
-
GPT
Nonstop2h 03m
Breeze Airways
Deal found 1/28$106
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 3/197:20 pm
GPT
-
MCO
Nonstop1h 43m
Breeze Airways
Sun 3/225:37 pm
MCO
-
GPT
Nonstop2h 03m
Breeze Airways
Deal found 1/28$111
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 4/237:20 pm
GPT
-
MCO
Nonstop1h 43m
Breeze Airways
Sun 4/265:37 pm
MCO
-
GPT
Nonstop2h 03m
Breeze Airways
Deal found 1/27$116
This Super.com deal was found by Cheapflights users on 1/27. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/87:20 pm
GPT
-
MCO
Nonstop1h 43m
Breeze Airways
Thu 3/125:37 pm
MCO
-
GPT
Nonstop2h 03m
Breeze Airways
Deal found 1/27$118
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 2/267:20 pm
GPT
-
MCO
Nonstop1h 43m
Breeze Airways
Thu 3/55:37 pm
MCO
-
GPT
Nonstop2h 03m
Breeze Airways
Deal found 1/29$121
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 2/127:20 pm
GPT
-
MCO
Nonstop1h 43m
Breeze Airways
Sun 2/155:37 pm
MCO
-
GPT
Nonstop2h 03m
Breeze Airways
Deal found 1/28$128
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 5/317:50 pm
GPT
-
MCO
Nonstop1h 48m
Breeze Airways
Sun 6/76:18 pm
MCO
-
GPT
Nonstop1h 52m
Breeze Airways
Deal found 1/27$131
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 3/57:20 pm
GPT
-
MCO
Nonstop1h 43m
Breeze Airways
Sun 3/85:37 pm
MCO
-
GPT
Nonstop2h 03m
Breeze Airways
Deal found 1/28$136

Find flight deals from Gulfport to Kissimmee

Keep the following information in mind while searching for Gulfport to Kissimmee flight deals. Data was last updated January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$96
(Kiwi.com)

One-way from

$41
(Mytrip)

Popular in

December

Cheapest in

February

Average price

$224
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. 20% potential increase in price ($55 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 29, 2026.
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 3/19

7:20 pm-10:03 pm

Nonstop1h 43m

Orlando

Sun 3/22

5:37 pm-6:40 pm

Nonstop2h 03m

$111

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Sun 4/26

7:20 pm-10:03 pm

Nonstop1h 43m

Orlando

Sat 5/2

6:50 pm-9:00 am

2 stops39h 10m

$254

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Fri 3/6

6:54 pm-1:49 pm

3 stops17h 55m

Orlando

Sun 3/8

5:37 pm-6:40 pm

Nonstop2h 03m

$262

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Sat 5/30

5:15 pm-11:37 pm

1 stop5h 22m

Orlando

Mon 6/8

9:15 am-4:02 pm

1 stop7h 47m

$268

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Thu 5/28

6:00 pm-11:57 pm

1 stop4h 57m

Orlando

Mon 6/1

6:15 am-9:37 am

1 stop4h 22m

$279

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Sat 4/25

3:00 pm-10:02 pm

1 stop6h 02m

Orlando

Sat 5/2

5:30 am-9:24 am

1 stop4h 54m

$283

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Fri 2/27

6:00 pm-12:59 am

1 stop5h 59m

Orlando

Mon 3/9

5:30 am-8:50 am

1 stop4h 20m

$286

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Fri 2/27

4:55 pm-11:28 pm

1 stop5h 33m

Orlando

Sat 3/28

9:00 am-4:06 pm

1 stop8h 06m

$303

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Sun 5/10

6:00 pm-12:57 am

1 stop5h 57m

Orlando

Sat 5/16

6:15 am-9:37 am

1 stop4h 22m

$303

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Thu 3/5

7:20 pm-10:03 pm

Nonstop1h 43m

Orlando

Sun 3/8

7:00 am-9:00 am

3 stops27h 00m

$313

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 16 results
1
2

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 January 23, 2026.

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 $44). Flying from Gulfport to Kissimmee in November 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 January 29, 2026.

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.

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 January 29, 2026.
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
8.2
Very good
263 reviews

Boarding

8.3

Food

6.7

Overall

8.2

Crew

8.7

Entertainment

6.6

Comfort

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
Breeze Airways
8.2
Very good
263 reviews
Breeze Airways
8.2
Very good
263 reviews

Boarding

8.3

Food

6.7

Overall

8.2

Crew

8.7

Entertainment

6.6

Comfort

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
Delta
7.9
Good
8,127 reviews
Breeze Airways
8.2
Very good
263 reviews

Boarding

8.3

Food

6.7

Overall

8.2

Crew

8.7

Entertainment

6.6

Comfort

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
United Airlines
7.4
Good
9,215 reviews
Breeze Airways
8.2
Very good
263 reviews

Boarding

8.3

Food

6.7

Overall

8.2

Crew

8.7

Entertainment

6.6

Comfort

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
American Airlines
7.2
Good
11,206 reviews
Breeze Airways
8.2
Very good
263 reviews

Boarding

8.3

Food

6.7

Overall

8.2

Crew

8.7

Entertainment

6.6

Comfort

8.2

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.

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, United Airlines, and Delta fly from Gulfport to Kissimmee in about 1h 43m. The time it takes to get you to your destination can typically vary by up to 3h 39m. There are 486 mi between Gulfport and Kissimmee. This flight may include one or multiple stops.

  • 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 ($50), Delta ($108), and American Airlines ($118).

  • What are the cheapest flights from Gulfport to Kissimmee?

    While on average a flight from Gulfport to Kissimmee is generally $122, our data shows the cheapest flight currently is $98. When looking at the most popular route, (Gulfport Biloxi Regional - Orlando), you can expect to pay $96 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 $44). Flying from Gulfport to Kissimmee in November 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.

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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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$96Average$133FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$193Average$328FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$228Average$263FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$228Average$369FlexibilityNo cancel feeOn-time71%

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