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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 2/12. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — GPT
Feb 5 — Feb 121
Thu 2/5
Thu 2/12
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 January 6, 2026.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$120
(Kiwi.com)

One-way from

$49
(Super.com)

Popular in

November

Cheapest in

February

Average price

$513
Provider with most accurate pricing for Orlando (ORL)-Gulfport Biloxi Regional flight deals.
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Provider most trusted by Cheapflights users for Orlando (ORL)-Gulfport Biloxi Regional flights.
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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. 42% potential increase in price ($194 potential increase over avg. RT price).
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Cheapest flight prices on average. 16% potential price decrease ($37 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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 January 6, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/4. 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 3/225:37 pmMCO - GPT
Nonstop2h 03mBreeze Airways
Sun 3/297:20 pmGPT - MCO
Nonstop1h 43mBreeze Airways
Deal found 1/4$97
This Kiwi.com deal was found by Cheapflights users on 1/5. 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 4/165:37 pmMCO - GPT
Nonstop2h 03mBreeze Airways
Thu 4/237:20 pmGPT - MCO
Nonstop1h 43mBreeze Airways
Deal found 1/5$120
This Kiwi.com deal was found by Cheapflights users on 1/5. 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 4/165:37 pmMCO - GPT
Nonstop2h 03mBreeze Airways
Sun 4/197:20 pmGPT - MCO
Nonstop1h 43mBreeze Airways
Deal found 1/5$125
This Super.com deal was found by Cheapflights users on 1/4. 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.
Thu 2/125:37 pmMCO - GPT
Nonstop2h 03mBreeze Airways
Sun 2/157:20 pmGPT - MCO
Nonstop1h 43mBreeze Airways
Deal found 1/4$147
This Super.com deal was found by Cheapflights users on 1/3. 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.
Thu 2/195:37 pmMCO - GPT
Nonstop2h 03mBreeze Airways
Sun 2/227:20 pmGPT - MCO
Nonstop1h 43mBreeze Airways
Deal found 1/3$177
This Kiwi.com deal was found by Cheapflights users on 1/5. 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 2/1911:27 amMCO - GPT
2 stops22h 33mMultiple Airlines
Thu 2/267:20 pmGPT - MCO
Nonstop1h 43mMultiple Airlines
Deal found 1/5$191
This Kiwi.com deal was found by Cheapflights users on 1/5. 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 2/195:37 pmMCO - GPT
Nonstop2h 03mBreeze Airways
Thu 2/267:20 pmGPT - MCO
Nonstop1h 43mBreeze Airways
Deal found 1/5$192
This Kiwi.com deal was found by Cheapflights users on 1/3. 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 2/1911:27 amMCO - GPT
2 stops22h 33mMultiple Airlines
Sun 2/227:20 pmGPT - MCO
Nonstop1h 43mMultiple Airlines
Deal found 1/3$204
This Kiwi.com deal was found by Cheapflights users on 1/5. 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.
Sat 4/186:50 pmMCO - GPT
2 stops39h 10mMultiple Airlines
Thu 4/237:20 pmGPT - MCO
Nonstop1h 43mMultiple Airlines
Deal found 1/5$215
This Delta deal was found by Cheapflights users on 1/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/195:30 amMCO - GPT
1 stop4h 54mDelta
Tue 2/243:00 pmGPT - MCO
1 stop3h 54mDelta
Deal found 1/5$221
This Kiwi.com deal was found by Cheapflights users on 1/4. 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 3/226:45 amMCO - GPT
2 stops27h 15mMultiple Airlines
Sun 3/297:20 pmGPT - MCO
Nonstop1h 43mMultiple Airlines
Deal found 1/4$236

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 January 6, 2026.
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

Sun 3/22

5:37 pm-6:40 pm

Nonstop2h 03m

Gulfport Biloxi Regional

Sun 3/29

7:20 pm-10:03 pm

Nonstop1h 43m

$97

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Thu 2/12

5:37 pm-6:40 pm

Nonstop2h 03m

Gulfport Biloxi Regional

Sun 2/15

7:20 pm-10:03 pm

Nonstop1h 43m

$147

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Thu 2/19

11:27 am-9:00 am

2 stops22h 33m

Gulfport Biloxi Regional

Sun 2/22

7:20 pm-10:03 pm

Nonstop1h 43m

$204

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Thu 2/19

5:30 am-9:24 am

1 stop4h 54m

Gulfport Biloxi Regional

Fri 2/27

6:00 pm-12:03 am

1 stop5h 03m

$246

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Tue 2/17

6:15 am-9:24 am

1 stop4h 09m

Gulfport Biloxi Regional

Mon 2/23

6:00 pm-12:59 am

1 stop5h 59m

$264

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Tue 2/17

5:30 am-9:24 am

1 stop4h 54m

Gulfport Biloxi Regional

Tue 2/24

3:00 pm-9:58 pm

1 stop5h 58m

$264

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Fri 1/23

5:30 am-9:33 am

1 stop5h 03m

Gulfport Biloxi Regional

Mon 1/26

6:08 pm-12:03 am

1 stop4h 55m

$265

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Mon 2/16

6:15 am-9:24 am

1 stop4h 09m

Gulfport Biloxi Regional

Mon 2/23

6:00 pm-11:04 pm

1 stop4h 04m

$274

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Wed 2/18

5:30 am-9:24 am

1 stop4h 54m

Gulfport Biloxi Regional

Fri 2/27

6:00 pm-12:59 am

1 stop5h 59m

$289

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Wed 2/18

6:15 am-9:24 am

1 stop4h 09m

Gulfport Biloxi Regional

Wed 2/25

3:00 pm-8:59 pm

1 stop4h 59m

$307

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/5

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 $44). 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 January 6, 2026.

It’s optimal to fly from Kissimmee to Gulfport in the morning. By choosing this option you can save up to 25% on the cost of your flight, compared to a flight in the evening.

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 January 6, 2026.
Read through reviews of airlines operating flights from Kissimmee to Gulfport, such as Breeze Airways and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.2
Very good
255 reviews

Comfort

8.2

Entertainment

6.7

Crew

8.8

Boarding

8.3

Overall

8.2

Food

6.7

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Breeze Airways
8.2
Very good
255 reviews
Breeze Airways
8.2
Very good
255 reviews

Comfort

8.2

Entertainment

6.7

Crew

8.8

Boarding

8.3

Overall

8.2

Food

6.7

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Delta
7.9
Good
8,018 reviews
Breeze Airways
8.2
Very good
255 reviews

Comfort

8.2

Entertainment

6.7

Crew

8.8

Boarding

8.3

Overall

8.2

Food

6.7

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.

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 $97, Breeze Airways can have you in Gulfport from Kissimmee in 2h 03m. Airlines will cover a distance of 486 mi. This flight may include one or multiple stops.

  • 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 $44). 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 January 6, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$54Average$122FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$128Average$290FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$224Average$317FlexibilityNo cancel feeOn-time71%

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