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Gulfport

$49+ Cheap flights from Kissimmee, FL to Gulfport (GPT)

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 11/6. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — GPT
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Kissimmee to Gulfport

Keep the following information in mind while searching for Kissimmee to Gulfport flight deals. Data was last updated September 11, 2025.

Round-trip from

$98
(Breeze Airways)

One-way from

$49
(Breeze Airways)

Popular in

January

Cheapest in

February

Average price

$309
From Kissimmee to Gulfport Biloxi Regional
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One-way flight from Kissimmee to Gulfport Biloxi Regional
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Highest demand for flights based on searches. 23% potential increase in price ($68 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Kissimmee to Gulfport

Cheapest flights from Kissimmee to Gulfport
Explore the most affordable flight options available from Kissimmee to Gulfport. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Breeze Airways deal was found by Cheapflights users on 9/8. 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.
Thu 10/166:30 pmMCO - GPT
Nonstop1h 45mBreeze Airways
Sun 10/197:55 pmGPT - MCO
Nonstop1h 35mBreeze Airways
Deal found 9/8$98
This Breeze Airways deal was found by Cheapflights users on 9/9. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/196:30 pmMCO - GPT
Nonstop1h 45mBreeze Airways
Thu 10/237:55 pmGPT - MCO
Nonstop1h 35mBreeze Airways
Deal found 9/9$113
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 11/96:30 pmMCO - GPT
Nonstop1h 45mBreeze Airways
Thu 11/137:55 pmGPT - MCO
Nonstop1h 35mBreeze Airways
Deal found 9/10$117
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 11/95:45 amMCO - GPT
2 stops28h 14mMultiple Airlines
Thu 11/137:55 pmGPT - MCO
Nonstop1h 35mMultiple Airlines
Deal found 9/10$195
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Wed 10/19:25 amMCO - GPT
1 stop5h 06mAmerican Airlines
Sat 10/45:32 pmGPT - MCO
1 stop5h 10mAmerican Airlines
Deal found 9/10$229
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Thu 10/1610:10 amMCO - GPT
2 stops23h 49mMultiple Airlines
Sun 10/197:55 pmGPT - MCO
Nonstop1h 35mMultiple Airlines
Deal found 9/9$231
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Wed 10/156:32 pmMCO - GPT
2 stops39h 27mMultiple Airlines
Sun 10/197:55 pmGPT - MCO
Nonstop1h 35mMultiple Airlines
Deal found 9/9$235
This United Airlines deal was found by Cheapflights users on 9/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/257:00 amMCO - GPT
1 stop5h 06mUnited Airlines
Sun 9/282:00 pmGPT - MCO
1 stop6h 58mUnited Airlines
Deal found 9/9$239
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Fri 9/2610:20 amMCO - GPT
1 stop7h 40mAmerican Airlines
Tue 9/302:01 pmGPT - MCO
2 stops8h 54mAmerican Airlines
Deal found 9/10$244
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/196:06 amMCO - GPT
2 stops27h 53mMultiple Airlines
Thu 10/237:55 pmGPT - MCO
Nonstop1h 35mMultiple Airlines
Deal found 9/9$249
This United Airlines deal was found by Cheapflights users on 9/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/189:00 amMCO - GPT
1 stop8h 05mUnited Airlines
Thu 9/252:00 pmGPT - MCO
1 stop6h 58mUnited Airlines
Deal found 9/11$254

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kissimmee to Gulfport 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 September 11, 2025.
Use the filters below to find and compare flights from Kissimmee to Gulfport that are best for you.

Fly from

Kissimmee

Fly to

Gulfport

Route

Depart

Return

Price

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Thu 10/23

6:30 pm-7:15 pm

Nonstop1h 45m

Gulfport Biloxi Regional

Sun 10/26

7:55 pm-10:30 pm

Nonstop1h 35m

$98

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Thu 10/16

6:30 pm-7:15 pm

Nonstop1h 45m

Gulfport Biloxi Regional

Sun 10/19

7:55 pm-10:30 pm

Nonstop1h 35m

$98

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Sun 10/19

6:30 pm-7:15 pm

Nonstop1h 45m

Gulfport Biloxi Regional

Thu 10/23

7:55 pm-10:30 pm

Nonstop1h 35m

$113

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Sun 11/9

6:30 pm-7:15 pm

Nonstop1h 45m

Gulfport Biloxi Regional

Thu 11/13

7:55 pm-10:30 pm

Nonstop1h 35m

$117

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Thu 1/22

1:56 pm-5:34 pm

1 stop4h 38m

Gulfport Biloxi Regional

Sun 1/25

12:45 pm-5:57 pm

1 stop4h 12m

$229

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Sat 10/4

7:15 am-1:28 pm

1 stop7h 13m

Gulfport Biloxi Regional

Tue 10/7

5:45 pm-11:29 pm

1 stop4h 44m

$229

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Thu 9/25

7:00 am-11:06 am

1 stop5h 06m

Gulfport Biloxi Regional

Sun 9/28

2:00 pm-9:58 pm

1 stop6h 58m

$239

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Wed 9/24

9:25 am-1:31 pm

1 stop5h 06m

Gulfport Biloxi Regional

Sun 9/28

12:52 pm-8:06 pm

1 stop6h 14m

$254

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Sun 10/19

6:10 am-8:59 am

3 stops27h 49m

Gulfport Biloxi Regional

Thu 10/23

7:55 pm-10:30 pm

Nonstop1h 35m

$265

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Thu 11/6

6:30 pm-7:15 pm

Nonstop1h 45m

$49

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 18 results
1
2

Best time to book a flight from Kissimmee to Gulfport

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

What is the cheapest month to book a flight from Kissimmee to Gulfport?

Currently, November is the cheapest month in which you can book a flight from Kissimmee to Gulfport (average of $318). Flying from Kissimmee to Gulfport in March is currently the most expensive (average of $417). 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 K1S to GPT?

Find hourly flight availability from Kissimmee to Gulfport. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 11, 2025.

When flying from Kissimmee to Gulfport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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

Use this chart to determine the cheapest time to fly round-trip from Kissimmee to Gulfport. Price data was last updated on September 7, 2025.

Travelers seeking maximum savings on their Kissimmee to Gulfport flight should consider departing on Thursday afternoons when fares are most often at their lowest. Tuesday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Gulfport

Get insights into the airlines that provide service to Gulfport. 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 Gulfport. Reviews last updated September 11, 2025.
Read through reviews of airlines operating flights from Kissimmee to Gulfport, such as Breeze Airways, Delta, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.0
Very good
205 reviews

Overall

8.0

Comfort

8.1

Boarding

8.2

Crew

8.7

Food

6.7

Entertainment

6.5

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
8.0
Very good
205 reviews
Breeze Airways
8.0
Very good
205 reviews

Overall

8.0

Comfort

8.1

Boarding

8.2

Crew

8.7

Food

6.7

Entertainment

6.5

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
8.0
Very good
7,960 reviews
Breeze Airways
8.0
Very good
205 reviews

Overall

8.0

Comfort

8.1

Boarding

8.2

Crew

8.7

Food

6.7

Entertainment

6.5

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
10,000 reviews
Breeze Airways
8.0
Very good
205 reviews

Overall

8.0

Comfort

8.1

Boarding

8.2

Crew

8.7

Food

6.7

Entertainment

6.5

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 Kissimmee to Gulfport. 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 into for flights to Gulfport from Kissimmee?

    Gulfport Biloxi Regional (GPT), located 3.1 mi from the city center, is the airport you fly into when you book flights from Kissimmee to Gulfport. 3 airlines have flights to Biloxi Regional from Kissimmee on a regular basis. Booking flights from Kissimmee to Gulfport Biloxi Regional should not be difficult; the airport handles an average of 0 inbound flights from Kissimmee per day.

  • How long is the flight from Kissimmee to Gulfport?

    For as low as $98, Breeze Airways can have you in Gulfport from Kissimmee in 1h 45m. Airlines will cover a distance of 486 mi. All flights are typically nonstop.

  • What are the cheapest flights from Kissimmee to Gulfport?

    While on average a flight from Kissimmee to Gulfport is generally $101, our data shows the cheapest flight currently is $84. When looking at the most popular route, (Orlando - Gulfport Biloxi Regional), you can expect to pay $98 for that flight.

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

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

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

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

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

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

    Currently, November is the cheapest month in which you can book a flight from Kissimmee to Gulfport (average of $318). Flying from Kissimmee to Gulfport in March is currently the most expensive (average of $417). 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

Traveling to a place near Gulfport?

Book flights to Gulfport if you plan to visit one of these locations
Ocean Springs

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Top 3 airlines flying from Kissimmee to Gulfport

Discover the top 3 airlines that operate flights from Kissimmee to Gulfport. 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$54Average$116FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$129Average$309FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$224Average$311FlexibilityNo cancel feeOn-time71%

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