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Kissimmee

$42+ 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 5/14. Fares are subject to change and may not be available on all flights or dates of travel.
GPT — MCO
Apr 29 — May 61
Wed 4/29
Wed 5/6
1 adult, Economy
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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 March 30, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/27. 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 5/147:50 pm
GPT
-
MCO
Nonstop1h 48m
Breeze Airways
Sun 5/176:18 pm
MCO
-
GPT
Nonstop1h 52m
Breeze Airways
Deal found 3/27$97
This Kiwi.com deal was found by Cheapflights users on 3/26. 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 5/77:50 pm
GPT
-
MCO
Nonstop1h 48m
Breeze Airways
Sun 5/106:18 pm
MCO
-
GPT
Nonstop1h 52m
Breeze Airways
Deal found 3/26$108
This Breeze Airways deal was found by Cheapflights users on 3/29. 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 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 3/29$113
This Kiwi.com deal was found by Cheapflights users on 3/27. 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 4/167:20 pm
GPT
-
MCO
Nonstop1h 43m
Breeze Airways
Sun 4/195:37 pm
MCO
-
GPT
Nonstop2h 03m
Breeze Airways
Deal found 3/27$132
This Kiwi.com deal was found by Cheapflights users on 3/30. 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.
Thu 8/67:50 pm
GPT
-
MCO
Nonstop1h 48m
Breeze Airways
Sun 8/96:18 pm
MCO
-
GPT
Nonstop1h 52m
Breeze Airways
Deal found 3/30$137
This Kiwi.com deal was found by Cheapflights users on 3/25. 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 6/47:50 pm
GPT
-
MCO
Nonstop1h 48m
Breeze Airways
Sun 6/76:18 pm
MCO
-
GPT
Nonstop1h 52m
Breeze Airways
Deal found 3/25$142
This Kiwi.com deal was found by Cheapflights users on 3/30. 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.
Thu 10/157:45 pm
GPT
-
MCO
Nonstop1h 41m
Breeze Airways
Sun 10/256:13 pm
MCO
-
GPT
Nonstop1h 52m
Breeze Airways
Deal found 3/30$147
This Kiwi.com deal was found by Cheapflights users on 3/27. 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 4/127:20 pm
GPT
-
MCO
Nonstop1h 43m
Breeze Airways
Sun 4/195:37 pm
MCO
-
GPT
Nonstop2h 03m
Breeze Airways
Deal found 3/27$157
This Kiwi.com deal was found by Cheapflights users on 3/26. 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 5/147:50 pm
GPT
-
MCO
Nonstop1h 48m
Multiple Airlines
Sun 5/177:56 am
MCO
-
GPT
2 stops24h 45m
Multiple Airlines
Deal found 3/26$202

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 March 30, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$97
(Kiwi.com)

One-way from

$42
(Booking.com)

Popular in

December

Cheapest in

February

Average price

$195
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 ($54 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 March 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 March 30, 2026.
Use the filters below to find and compare flights from Gulfport to Kissimmee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Sun 5/10

7:50 pm-10:38 pm

Nonstop1h 48m

Orlando

Thu 5/14

6:18 pm-7:10 pm

Nonstop1h 52m

$118

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Thu 6/4

7:50 pm-10:38 pm

Nonstop1h 48m

Orlando

Sun 6/7

7:25 am-7:41 am

2 stops25h 16m

$241

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Wed 9/16

12:40 pm-6:50 pm

1 stop5h 10m

Orlando

Wed 9/23

10:40 am-5:22 pm

1 stop7h 42m

$261

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Sun 5/10

10:08 am-3:13 pm

1 stop4h 05m

Orlando

Sat 5/16

6:15 am-9:21 am

1 stop4h 06m

$301

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Thu 4/30

5:55 pm-12:06 am

1 stop5h 11m

Orlando

Sat 5/2

6:15 am-9:24 am

1 stop4h 09m

$367

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Wed 4/29

5:55 pm-11:00 pm

1 stop4h 05m

Orlando

Fri 5/1

9:24 pm-9:24 am

2 stops13h 00m

$398

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Tue 4/28

5:55 pm-11:00 pm

1 stop4h 05m

Orlando

Fri 5/1

9:24 pm-9:24 am

2 stops13h 00m

$398

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Mon 4/13

2:40 pm-10:02 pm

1 stop6h 22m

Orlando

Thu 4/16

2:00 pm-5:08 pm

1 stop4h 08m

$515

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Sat 4/11

7:10 am-3:47 pm

1 stop7h 37m

Orlando

Wed 4/15

3:06 pm-7:53 pm

1 stop5h 47m

$529

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Sat 4/25

4:26 pm-9:58 pm

2 stops28h 32m

Orlando

Sat 5/2

9:00 am-1:21 pm

1 stop5h 21m

$547

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/29

Showing 1-10 of 20 resultsSorted by cheapest first
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

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 January is currently the most expensive (average of $84). 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 March 30, 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 46% on airfare.

How much does it cost to fly round-trip from Gulfport to Kissimmee?

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 March 30, 2026.
Read reviews from past customers who have flown Breeze Airways,Delta, andAmerican 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
275 reviews

Overall

8.1

Entertainment

6.6

Crew

8.7

Boarding

8.3

Food

6.6

Comfort

8.2

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Breeze Airways
8.1
Very good
275 reviews
Breeze Airways
8.1
Very good
275 reviews

Overall

8.1

Entertainment

6.6

Crew

8.7

Boarding

8.3

Food

6.6

Comfort

8.2

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Delta
7.9
Good
8,359 reviews
Breeze Airways
8.1
Very good
275 reviews

Overall

8.1

Entertainment

6.6

Crew

8.7

Boarding

8.3

Food

6.6

Comfort

8.2

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
American Airlines
7.1
Good
11,530 reviews
Breeze Airways
8.1
Very good
275 reviews

Overall

8.1

Entertainment

6.6

Crew

8.7

Boarding

8.3

Food

6.6

Comfort

8.2

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.

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 3 different airlines.

  • How long is the flight from Gulfport to Kissimmee?

    Airlines like Breeze Airways and American Airlines fly from Gulfport to Kissimmee in about 1h 48m. The time it takes to get you to your destination can typically vary by up to 3h 22m. 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 ($51), American Airlines ($118), and Delta ($128).

  • What are the cheapest flights from Gulfport to Kissimmee?

    While on average a flight from Gulfport to Kissimmee is generally $143, our data shows the cheapest flight currently is $55. When looking at the most popular route, (Gulfport Biloxi Regional - Orlando), you can expect to pay $107 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 January is currently the most expensive (average of $84). 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 3 airlines flying from Gulfport to Kissimmee

Discover the top 3 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 March 30, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$98Average$140FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$193Average$365FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$228Average$369FlexibilityNo cancel feeOn-time71%

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