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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 2/5. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — GPT
Feb 19 — Feb 261
Thu 2/19
Thu 2/26
1 adult, Economy
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Cheap 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 20, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/18. 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 3/265:37 pm
MCO
-
GPT
Nonstop2h 03m
Breeze Airways
Sun 3/297:20 pm
GPT
-
MCO
Nonstop1h 43m
Breeze Airways
Deal found 1/18$103
This Kiwi.com deal was found by Cheapflights users on 1/19. 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 3/55:37 pm
MCO
-
GPT
Nonstop2h 03m
Breeze Airways
Sun 3/87:20 pm
GPT
-
MCO
Nonstop1h 43m
Breeze Airways
Deal found 1/19$112
This Breeze Airways deal was found by Cheapflights users on 1/19. 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 2/155:37 pm
MCO
-
GPT
Nonstop2h 03m
Breeze Airways
Thu 2/197:20 pm
GPT
-
MCO
Nonstop1h 43m
Breeze Airways
Deal found 1/19$113
This Kiwi.com deal was found by Cheapflights users on 1/18. 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 3/125:37 pm
MCO
-
GPT
Nonstop2h 03m
Breeze Airways
Sun 3/157:20 pm
GPT
-
MCO
Nonstop1h 43m
Breeze Airways
Deal found 1/18$127
This Kiwi.com deal was found by Cheapflights users on 1/19. 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 3/265:37 pm
MCO
-
GPT
Nonstop2h 03m
Multiple Airlines
Mon 3/306:54 pm
GPT
-
MCO
2 stops28h 25m
Multiple Airlines
Deal found 1/19$211
This Kiwi.com deal was found by Cheapflights users on 1/18. 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 3/269:00 am
MCO
-
GPT
2 stops25h 00m
Multiple Airlines
Sun 3/297:20 pm
GPT
-
MCO
Nonstop1h 43m
Multiple Airlines
Deal found 1/18$221
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 2/46:59 pm
MCO
-
GPT
2 stops39h 01m
Multiple Airlines
Sun 2/87:20 pm
GPT
-
MCO
Nonstop1h 43m
Multiple Airlines
Deal found 1/20$230
This Breeze Airways deal was found by Cheapflights users on 1/18. 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 2/195:37 pm
MCO
-
GPT
Nonstop2h 03m
Breeze Airways
Sun 2/227:20 pm
GPT
-
MCO
Nonstop1h 43m
Breeze Airways
Deal found 1/18$233
This Kiwi.com deal was found by Cheapflights users on 1/18. 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 3/125:37 pm
MCO
-
GPT
Nonstop2h 03m
Multiple Airlines
Mon 3/166:54 pm
GPT
-
MCO
2 stops38h 03m
Multiple Airlines
Deal found 1/18$234
This Kiwi.com deal was found by Cheapflights users on 1/18. 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 3/52:50 pm
MCO
-
GPT
2 stops19h 10m
Multiple Airlines
Sun 3/87:20 pm
GPT
-
MCO
Nonstop1h 43m
Multiple Airlines
Deal found 1/18$239

Find 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 20, 2026.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$102
(Kiwi.com)

One-way from

$49
(Super.com)

Popular in

November

Cheapest in

February

Average price

$626
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. 40% potential increase in price ($184 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 14% potential price decrease ($36 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 20, 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

Thu 3/26

5:37 pm-6:40 pm

Nonstop2h 03m

Gulfport Biloxi Regional

Sun 3/29

7:20 pm-10:03 pm

Nonstop1h 43m

$103

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Sun 2/15

5:37 pm-6:40 pm

Nonstop2h 03m

Gulfport Biloxi Regional

Thu 2/19

7:20 pm-10:03 pm

Nonstop1h 43m

$113

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Thu 3/26

5:37 pm-6:40 pm

Nonstop2h 03m

Gulfport Biloxi Regional

Mon 3/30

6:54 pm-12:19 am

2 stops28h 25m

$211

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Thu 2/19

5:37 pm-6:40 pm

Nonstop2h 03m

Gulfport Biloxi Regional

Sun 2/22

7:20 pm-10:03 pm

Nonstop1h 43m

$233

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Thu 3/12

5:37 pm-6:40 pm

Nonstop2h 03m

Gulfport Biloxi Regional

Mon 3/16

6:54 pm-9:57 am

2 stops38h 03m

$234

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Thu 3/5

2:50 pm-9:00 am

2 stops19h 10m

Gulfport Biloxi Regional

Sun 3/8

7:20 pm-10:03 pm

Nonstop1h 43m

$239

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Thu 3/12

5:30 am-8:50 am

1 stop4h 20m

Gulfport Biloxi Regional

Tue 3/17

2:44 pm-8:46 pm

1 stop5h 02m

$275

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Thu 2/5

5:30 am-9:33 am

1 stop5h 03m

Gulfport Biloxi Regional

Sat 2/7

4:00 pm-8:54 pm

1 stop3h 54m

$293

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Thu 2/5

5:37 pm-6:40 pm

Nonstop2h 03m

$49

OrlandoGulfport

MCO - GPT

MCOGPT

Orlando

Thu 2/12

5:37 pm-6:40 pm

Nonstop2h 03m

$58

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/19

Showing 1-10 of 16 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, January is the cheapest month in which you can book a flight from Kissimmee to Gulfport (average of $48). 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 20, 2026.

It’s optimal to fly from Kissimmee to Gulfport in the morning. By choosing this option you can save up to 34% 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 20, 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
259 reviews

Crew

8.7

Comfort

8.2

Food

6.7

Boarding

8.3

Overall

8.2

Entertainment

6.7

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
Breeze Airways
8.2
Very good
259 reviews
Breeze Airways
8.2
Very good
259 reviews

Crew

8.7

Comfort

8.2

Food

6.7

Boarding

8.3

Overall

8.2

Entertainment

6.7

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
Delta
7.9
Good
8,085 reviews
Breeze Airways
8.2
Very good
259 reviews

Crew

8.7

Comfort

8.2

Food

6.7

Boarding

8.3

Overall

8.2

Entertainment

6.7

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.

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 $103, Breeze Airways can have you in Gulfport from Kissimmee in 2h 03m. 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 $89, our data shows the cheapest flight currently is $56. When looking at the most popular route, (Orlando - Gulfport Biloxi Regional), you can expect to pay $103 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, January is the cheapest month in which you can book a flight from Kissimmee to Gulfport (average of $48). 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 20, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$51Average$116FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$99Average$278FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$224Average$298FlexibilityNo cancel feeOn-time71%

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