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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 12/25. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — GPT
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
1 adult, Economy
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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 November 13, 2025.

This Breeze Airways deal was found by Cheapflights users on 11/12. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:30 pmMCO - GPT
Nonstop1h 45mBreeze Airways
Sun 12/77:55 pmGPT - MCO
Nonstop1h 35mBreeze Airways
Deal found 11/12$98
This Breeze Airways deal was found by Cheapflights users on 11/10. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/236:30 pmMCO - GPT
Nonstop1h 45mBreeze Airways
Tue 11/255:55 pmGPT - MCO
Nonstop1h 35mBreeze Airways
Deal found 11/10$158
This Breeze Airways deal was found by Cheapflights users on 11/11. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/306:30 pmMCO - GPT
Nonstop1h 45mBreeze Airways
Sun 12/77:55 pmGPT - MCO
Nonstop1h 35mBreeze Airways
Deal found 11/11$178
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 12/412:57 pmMCO - GPT
2 stops21h 02mMultiple Airlines
Sun 12/77:55 pmGPT - MCO
Nonstop1h 35mMultiple Airlines
Deal found 11/11$179
This Breeze Airways deal was found by Cheapflights users on 11/11. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/76:30 pmMCO - GPT
Nonstop1h 45mBreeze Airways
Thu 12/117:55 pmGPT - MCO
Nonstop1h 35mBreeze Airways
Deal found 11/11$193
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 11/276:30 pmMCO - GPT
Nonstop1h 45mMultiple Airlines
Mon 12/16:51 pmGPT - MCO
2 stops14h 54mMultiple Airlines
Deal found 11/11$195
This Breeze Airways deal was found by Cheapflights users on 11/12. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/136:30 pmMCO - GPT
Nonstop1h 45mBreeze Airways
Thu 11/207:55 pmGPT - MCO
Nonstop1h 35mBreeze Airways
Deal found 11/12$198
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 12/77:49 pmMCO - GPT
2 stops14h 10mMultiple Airlines
Thu 12/117:55 pmGPT - MCO
Nonstop1h 35mMultiple Airlines
Deal found 11/11$212
This Breeze Airways deal was found by Cheapflights users on 11/11. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/276:30 pmMCO - GPT
Nonstop1h 45mBreeze Airways
Sun 11/307:55 pmGPT - MCO
Nonstop1h 35mBreeze Airways
Deal found 11/11$213

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 November 13, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$98
(Breeze Airways)

One-way from

$49
(Kiwi.com)

Popular in

January

Cheapest in

February

Average price

$298
Provider with most accurate pricing for Orlando (ORL)-Gulfport Biloxi Regional flight deals.
Search Deals
Provider most trusted by Cheapflights users for Orlando (ORL)-Gulfport Biloxi Regional flights.
Search Deals
From Kissimmee to Gulfport Biloxi Regional
Search Deals
One-way flight from Kissimmee to Gulfport Biloxi Regional
Search Deals
Highest demand for flights based on searches. 26% potential increase in price ($77 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

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 November 13, 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 12/4

6:30 pm-7:15 pm

Nonstop1h 45m

Gulfport Biloxi Regional

Sun 12/7

7:55 pm-10:30 pm

Nonstop1h 35m

$98

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Sun 11/23

6:30 pm-7:15 pm

Nonstop1h 45m

Gulfport Biloxi Regional

Tue 11/25

5:55 pm-8:30 pm

Nonstop1h 35m

$158

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Sun 12/7

6:30 pm-7:15 pm

Nonstop1h 45m

Gulfport Biloxi Regional

Thu 12/11

7:55 pm-10:30 pm

Nonstop1h 35m

$193

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Thu 11/27

6:30 pm-7:15 pm

Nonstop1h 45m

Gulfport Biloxi Regional

Mon 12/1

6:51 pm-10:45 am

2 stops14h 54m

$195

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Thu 11/27

6:30 pm-7:15 pm

Nonstop1h 45m

Gulfport Biloxi Regional

Sun 11/30

7:55 pm-10:30 pm

Nonstop1h 35m

$213

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Tue 12/2

9:00 am-2:08 pm

1 stop6h 08m

Gulfport Biloxi Regional

Sat 12/6

3:30 pm-8:45 pm

1 stop4h 15m

$223

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Wed 12/3

2:20 pm-5:16 pm

1 stop3h 56m

Gulfport Biloxi Regional

Sat 12/6

3:30 pm-9:47 pm

1 stop5h 17m

$229

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Sun 11/23

6:30 pm-7:15 pm

Nonstop1h 45m

Gulfport Biloxi Regional

Sun 11/30

7:55 pm-10:30 pm

Nonstop1h 35m

$238

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Thu 12/4

4:33 pm-10:03 pm

1 stop6h 30m

Gulfport Biloxi Regional

Sun 12/7

6:01 pm-12:50 am

1 stop5h 49m

$258

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Tue 12/2

5:30 am-9:50 am

1 stop5h 20m

Gulfport Biloxi Regional

Sun 12/7

6:01 pm-11:47 pm

1 stop4h 46m

$258

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/11

Showing 1-10 of 21 results
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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, January is the cheapest month in which you can book a flight from Kissimmee to Gulfport (average of $22). Flying from Kissimmee to Gulfport in October is currently the most expensive (average of $80). 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 November 13, 2025.

It’s optimal to fly from Kissimmee to Gulfport in the afternoon. By choosing this option you can save up to 18% on the cost of your flight, compared to a flight in the evening.

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 November 2, 2025.

Travelers seeking maximum savings on their Kissimmee to Gulfport flight should consider departing on Wednesday mornings when fares are most often at their lowest. Monday at noon 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 November 13, 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
8.1
Very good
230 reviews

Crew

8.7

Comfort

8.2

Entertainment

6.6

Food

6.7

Overall

8.1

Boarding

8.3

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
230 reviews
Breeze Airways
8.1
Very good
230 reviews

Crew

8.7

Comfort

8.2

Entertainment

6.6

Food

6.7

Overall

8.1

Boarding

8.3

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
8,007 reviews
Breeze Airways
8.1
Very good
230 reviews

Crew

8.7

Comfort

8.2

Entertainment

6.6

Food

6.7

Overall

8.1

Boarding

8.3

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
11,050 reviews
Breeze Airways
8.1
Very good
230 reviews

Crew

8.7

Comfort

8.2

Entertainment

6.6

Food

6.7

Overall

8.1

Boarding

8.3

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.

  • 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, January is the cheapest month in which you can book a flight from Kissimmee to Gulfport (average of $22). Flying from Kissimmee to Gulfport in October is currently the most expensive (average of $80). 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 November 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$54Average$120FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$129Average$298FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$224Average$311FlexibilityNo cancel feeOn-time71%

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