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Kissimmee

$48+ 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 7/9. Fares are subject to change and may not be available on all flights or dates of travel.
GPT — MCO
Jun 13 — Jun 201
Sat 6/13
Sat 6/20
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 May 14, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/12. 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 8/277:50 pm
GPT
-
MCO
Nonstop1h 48m
Breeze Airways
Sun 8/306:18 pm
MCO
-
GPT
Nonstop1h 52m
Breeze Airways
Deal found 5/12$97
This Kiwi.com deal was found by Cheapflights users on 5/11. 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 10/227:45 pm
GPT
-
MCO
Nonstop1h 41m
Breeze Airways
Sun 11/86:13 pm
MCO
-
GPT
Nonstop1h 52m
Breeze Airways
Deal found 5/11$98
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/237:50 pm
GPT
-
MCO
Nonstop1h 48m
Breeze Airways
Thu 7/306:18 pm
MCO
-
GPT
Nonstop1h 52m
Breeze Airways
Deal found 5/14$107
This Breeze Airways deal was found by Cheapflights users on 5/13. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/287:50 pm
GPT
-
MCO
Nonstop1h 48m
Breeze Airways
Thu 7/26:18 pm
MCO
-
GPT
Nonstop1h 52m
Breeze Airways
Deal found 5/13$108
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 8/137:50 pm
GPT
-
MCO
Nonstop1h 48m
Breeze Airways
Sun 8/166:18 pm
MCO
-
GPT
Nonstop1h 52m
Breeze Airways
Deal found 5/12$112
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/267:50 pm
GPT
-
MCO
Nonstop1h 48m
Breeze Airways
Thu 7/306:18 pm
MCO
-
GPT
Nonstop1h 52m
Breeze Airways
Deal found 5/14$117
This Kiwi.com deal was found by Cheapflights users on 5/9. 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 6/217:50 pm
GPT
-
MCO
Nonstop1h 48m
Breeze Airways
Thu 6/256:18 pm
MCO
-
GPT
Nonstop1h 52m
Breeze Airways
Deal found 5/9$132
This Breeze Airways deal was found by Cheapflights users on 5/14. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/197:50 pm
GPT
-
MCO
Nonstop1h 48m
Breeze Airways
Sun 7/266:18 pm
MCO
-
GPT
Nonstop1h 52m
Breeze Airways
Deal found 5/14$133
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 6/187:50 pm
GPT
-
MCO
Nonstop1h 48m
Breeze Airways
Sun 6/216:18 pm
MCO
-
GPT
Nonstop1h 52m
Breeze Airways
Deal found 5/12$137
This Kiwi.com deal was found by Cheapflights users on 5/11. 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 11/227:45 pm
GPT
-
MCO
Nonstop1h 41m
Breeze Airways
Wed 11/256:13 pm
MCO
-
GPT
Nonstop1h 52m
Breeze Airways
Deal found 5/11$138
This Priceline deal was found by Cheapflights users on 5/11. 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 7/27:50 pm
GPT
-
MCO
Nonstop1h 48m
Breeze Airways
Sun 7/56:18 pm
MCO
-
GPT
Nonstop1h 52m
Breeze Airways
Deal found 5/11$147

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 May 14, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$97
(Kiwi.com)

One-way from

$48
(Booking.com)

Popular in

December

Cheapest in

February

Average price

$279
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. 16% potential increase in price ($46 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 14, 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

Thu 7/23

7:50 pm-10:38 pm

Nonstop1h 48m

Orlando

Thu 7/30

6:18 pm-7:10 pm

Nonstop1h 52m

$107

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Sun 6/14

7:50 pm-10:38 pm

Nonstop1h 48m

Orlando

Sun 6/21

6:18 pm-7:10 pm

Nonstop1h 52m

$158

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Sun 6/21

7:50 pm-10:38 pm

Nonstop1h 48m

Orlando

Thu 6/25

7:25 am-7:41 am

2 stops25h 16m

$269

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Thu 7/23

6:00 pm-11:02 pm

1 stop4h 02m

Orlando

Tue 7/28

6:15 am-9:19 am

1 stop4h 04m

$275

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Thu 10/22

6:00 pm-12:56 am

1 stop5h 56m

Orlando

Sat 10/24

6:15 am-9:39 am

1 stop4h 24m

$280

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Sun 10/25

6:00 pm-12:56 am

1 stop5h 56m

Orlando

Sat 10/31

5:30 am-9:39 am

1 stop5h 09m

$300

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Fri 10/30

6:00 pm-12:56 am

1 stop5h 56m

Orlando

Mon 11/9

11:30 am-5:17 pm

1 stop6h 47m

$352
Cheapest one-way

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Thu 6/4

7:50 pm-10:38 pm

Nonstop1h 48m

$79
Quickest one-way

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Thu 10/8

7:45 pm-10:26 pm

Nonstop1h 41m

$172

GulfportOrlando

GPT - MCO

GPTMCO

Gulfport Biloxi Regional

Tue 7/7

6:00 pm-11:58 pm

1 stop4h 58m

$186

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/13

Showing 1-10 of 12 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 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 May 14, 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 54% 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 May 14, 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
284 reviews

Overall

8.1

Entertainment

6.7

Boarding

8.3

Comfort

8.2

Crew

8.7

Food

6.7

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
284 reviews
Breeze Airways
8.1
Very good
284 reviews

Overall

8.1

Entertainment

6.7

Boarding

8.3

Comfort

8.2

Crew

8.7

Food

6.7

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
8,453 reviews
Breeze Airways
8.1
Very good
284 reviews

Overall

8.1

Entertainment

6.7

Boarding

8.3

Comfort

8.2

Crew

8.7

Food

6.7

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
11,666 reviews
Breeze Airways
8.1
Very good
284 reviews

Overall

8.1

Entertainment

6.7

Boarding

8.3

Comfort

8.2

Crew

8.7

Food

6.7

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 Delta 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 2h 14m. 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 ($108), and Delta ($108).

  • 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 $49. When looking at the most popular route, (Gulfport Biloxi Regional - Orlando), you can expect to pay $97 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.

See more FAQs

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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 May 14, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$98Average$142FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$193Average$398FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$228Average$369FlexibilityNo cancel feeOn-time71%

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