$53+ 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 10/11. Fares are subject to change and may not be available on all flights or dates of travel.
GPT — MCO
Sep 24 — Oct 11
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Gulfport to Kissimmee with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Gulfport to Kissimmee
Cheapest
Best
Last-minute
One-way
Cheapest flights from Gulfport to KissimmeeExplore 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 August 25, 2026.
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 August 25, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/22. 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 11/87:45 pm -
Nonstop1h 41m
Thu 11/126:13 pm -
Nonstop1h 52m
Deal found 8/22![Breeze Airways logo]()
$102
This Kiwi.com deal was found by Cheapflights users on 8/22. 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 10/117:45 pm -
Nonstop1h 41m
Thu 10/156:13 pm -
Nonstop1h 52m
Deal found 8/22![Breeze Airways logo]()
$122
This Super.com deal was found by Cheapflights users on 8/21. 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 11/57:45 pm -
Nonstop1h 41m
Thu 11/126:13 pm -
Nonstop1h 52m
Deal found 8/21![Breeze Airways logo]()
$133
This Breeze Airways deal was found by Cheapflights users on 8/24. 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 11/197:45 pm -
Nonstop1h 41m
Sun 11/226:13 pm -
Nonstop1h 52m
Deal found 8/24![Breeze Airways logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 8/23. 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 11/57:45 pm -
Nonstop1h 41m
Sun 11/86:13 pm -
Nonstop1h 52m
Deal found 8/23![Breeze Airways logo]()
$148
This Breeze Airways deal was found by Cheapflights users on 8/24. 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 10/297:45 pm -
Nonstop1h 41m
Sun 11/16:13 pm -
Nonstop1h 52m
Deal found 8/24![Breeze Airways logo]()
$178
This Breeze Airways deal was found by Cheapflights users on 8/24. 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 10/227:45 pm -
Nonstop1h 41m
Sun 10/256:13 pm -
Nonstop1h 52m
Deal found 8/24![Breeze Airways logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 8/23. 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.
Mon 10/266:46 pm -
2 stops25h 52m
Thu 10/296:13 pm -
Nonstop1h 52m
Deal found 8/23![Multiple Airlines logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 8/22. 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 11/87:45 pm -
Nonstop1h 41m
Thu 11/125:03 pm -
2 stops16h 48m
Deal found 8/22![Multiple Airlines logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 11/57:45 pm -
Nonstop1h 41m
Thu 11/125:03 pm -
2 stops16h 48m
Deal found 8/21![Multiple Airlines logo]()
$219
Best flights from Gulfport to KissimmeeDiscover carefully curated flight deals from Gulfport to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 25, 2026.
Discover carefully curated flight deals from Gulfport to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 25, 2026.
This Breeze Airways deal was found by Cheapflights users on 8/24. 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 10/297:45 pm -
Nonstop1h 41m
Sun 11/16:13 pm -
Nonstop1h 52m
Deal found 8/24![Breeze Airways logo]()
$178
This Delta deal was found by Cheapflights users on 8/21. 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.
Tue 9/225:59 pm -
1 stop4h 07m
Mon 9/285:30 am -
1 stop4h 46m
Deal found 8/21![Delta logo]()
$285
This Kiwi.com deal was found by Cheapflights users on 8/25. 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.
Fri 10/96:46 pm -
3 stops21h 56m
Sun 10/116:13 pm -
Nonstop1h 52m
Deal found 8/25![Multiple Airlines logo]()
$388
This Breeze Airways deal was found by Cheapflights users on 8/24. 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 10/157:45 pm -
Nonstop1h 41m
Sun 10/186:13 pm -
Nonstop1h 52m
Deal found 8/24![Breeze Airways logo]()
$263
This Delta deal was found by Cheapflights users on 8/23. 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.
Sun 9/610:01 am -
1 stop5h 39m
Thu 9/106:15 am -
1 stop4h 06m
Deal found 8/23![Delta logo]()
$300
This Delta deal was found by Cheapflights users on 8/22. 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.
Sat 9/124:00 pm -
1 stop5h 06m
Sat 9/195:30 am -
1 stop4h 51m
Deal found 8/22![Delta logo]()
$324
This Delta deal was found by Cheapflights users on 8/21. 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 9/175:59 pm -
1 stop6h 19m
Thu 9/246:15 am -
1 stop16h 53m
Deal found 8/21![Delta logo]()
$372
This Delta deal was found by Cheapflights users on 8/21. 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.
Fri 9/185:59 pm -
1 stop6h 19m
Sat 9/265:30 am -
1 stop9h 48m
Deal found 8/21![Delta logo]()
$372
This Delta deal was found by Cheapflights users on 8/22. 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.
Sun 9/275:59 pm -
1 stop6h 19m
Sat 10/37:50 pm -
1 stop14h 26m
Deal found 8/22![Delta logo]()
$423
This Delta deal was found by Cheapflights users on 8/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/45:59 pm -
1 stop6h 19m
Thu 10/85:30 am -
1 stop4h 47m
Deal found 8/20![Delta logo]()
$453
Last-minute flights from Gulfport to KissimmeeDiscover last-minute flight deals from Gulfport to Kissimmee. Data last updated August 25, 2026 and is based on user searches.
Discover last-minute flight deals from Gulfport to Kissimmee. Data last updated August 25, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/22. 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.
Sun 8/305:50 pm -
1 stop5h 35m
Sat 9/58:07 am -
1 stop5h 08m
Deal found 8/22![American Airlines logo]()
$349
This Kiwi.com deal was found by Cheapflights users on 8/22. 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 8/307:25 pm -
Nonstop1h 48m
Sat 9/55:23 pm -
3 stops39h 18m
Deal found 8/22![Multiple Airlines logo]()
$440
This American Airlines deal was found by Cheapflights users on 8/22. 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.
Tue 9/15:45 pm -
1 stop4h 29m
Sat 9/511:40 am -
1 stop6h 40m
Deal found 8/22![American Airlines logo]()
$343
This Delta deal was found by Cheapflights users on 8/23. 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.
Wed 9/26:30 am -
1 stop5h 30m
Mon 9/75:30 am -
1 stop4h 45m
Deal found 8/23![Delta logo]()
$368
This American Airlines deal was found by Cheapflights users on 8/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/21:50 pm -
2 stops9h 38m
Mon 9/77:21 am -
1 stop6h 56m
Deal found 8/20![American Airlines logo]()
$611
This American Airlines deal was found by Cheapflights users on 8/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/41:50 pm -
1 stop6h 14m
Mon 9/77:21 am -
1 stop6h 56m
Deal found 8/20![American Airlines logo]()
$595
One-way flights from Gulfport to KissimmeeSearch for one-way flight options from Gulfport to Kissimmee. Find affordable one-way fares based on user searches. Data last updated August 25, 2026.
Search for one-way flight options from Gulfport to Kissimmee. Find affordable one-way fares based on user searches. Data last updated August 25, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/22. 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 10/117:45 pm -
Nonstop1h 41m
Deal found 8/22![Breeze Airways logo]()
$53
This Kiwi.com deal was found by Cheapflights users on 8/21. 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.
Fri 11/136:46 pm -
2 stops25h 52m
Deal found 8/21![Multiple Airlines logo]()
$109
This KAYAK deal was found by Cheapflights users on 8/21. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/87:45 pm -
Nonstop1h 41m
Deal found 8/21![Breeze Airways logo]()
$157
This American Airlines deal was found by Cheapflights users on 8/22. 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.
Sat 9/195:42 pm -
1 stop4h 30m
Deal found 8/22![American Airlines logo]()
$172
This Delta deal was found by Cheapflights users on 8/21. 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.
Fri 11/131:53 pm -
1 stop6h 47m
Deal found 8/21![Delta logo]()
$200
This Delta deal was found by Cheapflights users on 8/25. 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.
Fri 10/96:05 pm -
1 stop4h 11m
Deal found 8/25![Delta logo]()
$220
This American Airlines deal was found by Cheapflights users on 8/21. 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.
Thu 10/86:11 am -
1 stop7h 35m
Deal found 8/21![American Airlines logo]()
$234
This Kiwi.com deal was found by Cheapflights users on 8/23. 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.
Fri 9/45:31 pm -
2 stops25h 29m
Deal found 8/23![Multiple Airlines logo]()
$253
This Delta deal was found by Cheapflights users on 8/24. 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.
Sun 9/275:59 pm -
1 stop6h 19m
Deal found 8/24![Delta logo]()
$260
This Delta deal was found by Cheapflights users on 8/23. 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.
Sun 9/66:30 am -
2 stops13h 45m
Deal found 8/23![Delta logo]()
$264
This Kiwi.com deal was found by Cheapflights users on 8/23. 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.
Mon 9/75:31 pm -
2 stops37h 38m
Deal found 8/23![Multiple Airlines logo]()
$280
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 August 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $102 (Kiwi.com) |
One-way from | $53 (Kiwi.com) |
Popular in | September |
Cheapest in | August |
Average price | $116 |
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 7,457,451 searches. Data last updated August 25, 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
Cheapest round-trip
Quickest round-trip
GulfportOrlando
GPT Gulfport Biloxi Regional - MCO Orlando
GPTMCO
Gulfport Biloxi Regional
Thu 10/29
7:45 pm-10:26 pm
Nonstop1h 41m
Orlando
Sun 11/1
6:13 pm-7:05 pm
Nonstop1h 52m
$178
GulfportOrlando
GPT Gulfport Biloxi Regional - MCO Orlando
GPTMCO
Gulfport Biloxi Regional
Thu 10/15
7:45 pm-10:26 pm
Nonstop1h 41m
Orlando
Sun 10/18
6:13 pm-7:05 pm
Nonstop1h 52m
$263
GulfportOrlando
GPT Gulfport Biloxi Regional - MCO Orlando
GPTMCO
Gulfport Biloxi Regional
Tue 9/22
5:59 pm-11:06 pm
1 stop4h 07m
Orlando
Mon 9/28
5:30 am-9:16 am
1 stop4h 46m
$285
GulfportOrlando
GPT Gulfport Biloxi Regional - MCO Orlando
GPTMCO
Gulfport Biloxi Regional
Sun 9/6
10:01 am-4:40 pm
1 stop5h 39m
Orlando
Thu 9/10
6:15 am-9:21 am
1 stop4h 06m
$300
GulfportOrlando
GPT Gulfport Biloxi Regional - MCO Orlando
GPTMCO
Gulfport Biloxi Regional
Sat 9/12
4:00 pm-10:06 pm
1 stop5h 06m
Orlando
Sat 9/19
5:30 am-9:21 am
1 stop4h 51m
$324
GulfportOrlando
GPT Gulfport Biloxi Regional - MCO Orlando
GPTMCO
Gulfport Biloxi Regional
Thu 9/17
5:59 pm-1:18 am
1 stop6h 19m
Orlando
Thu 9/24
6:15 am-10:08 pm
1 stop16h 53m
$372
GulfportOrlando
GPT Gulfport Biloxi Regional - MCO Orlando
GPTMCO
Gulfport Biloxi Regional
Fri 9/18
5:59 pm-1:18 am
1 stop6h 19m
Orlando
Sat 9/26
5:30 am-2:18 pm
1 stop9h 48m
$372
GulfportOrlando
GPT Gulfport Biloxi Regional - MCO Orlando
GPTMCO
Gulfport Biloxi Regional
Fri 10/9
6:46 pm-5:42 pm
3 stops21h 56m
Orlando
Sun 10/11
6:13 pm-7:05 pm
Nonstop1h 52m
$388
GulfportOrlando
GPT Gulfport Biloxi Regional - MCO Orlando
GPTMCO
Gulfport Biloxi Regional
Sun 9/27
5:59 pm-1:18 am
1 stop6h 19m
Orlando
Sat 10/3
7:50 pm-9:16 am
1 stop14h 26m
$423
GulfportOrlando
GPT Gulfport Biloxi Regional - MCO Orlando
GPTMCO
Gulfport Biloxi Regional
Sun 10/4
5:59 pm-1:18 am
1 stop6h 19m
Orlando
Thu 10/8
5:30 am-9:17 am
1 stop4h 47m
$453
Showing 1-10 of 19 resultsSorted by cheapest first
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.
GPT-MCO
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
GPT-K1S
GPT-MCO
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 August 25, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Gulfport to Kissimmee as you normally would.
How much does it cost to fly round-trip from Gulfport to Kissimmee?
Airfare is below average for this route at the moment.
Gulfport to Kissimmee flights typically cost between $180 and $327 in November.The cheapest round-trip price found within the last 5 days was $102 on Breeze Airways (Nov 8-Nov 12).
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 August 25, 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.
Crew
8.8
Boarding
8.3
Food
6.7
Entertainment
6.7
Overall
8.2
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.8
Boarding
8.3
Food
6.7
Entertainment
6.7
Overall
8.2
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.8
Boarding
8.3
Food
6.7
Entertainment
6.7
Overall
8.2
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.8
Boarding
8.3
Food
6.7
Entertainment
6.7
Overall
8.2
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Gulfport
Popular flights
Top destinations
Alternative routes for Gulfport to Kissimmee
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Kissimmee by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Gulfport to Kissimmee by cabin class
Find flights from Gulfport to Kissimmee, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Gulfport and Kissimmee flights
Browse other Gulfport and Kissimmee flight options. Last updated on August 25, 2026.
Other flights from Gulfport
Browse through other flights departing from Gulfport. Flights are based on user searches made on Cheapflights and were last updated on August 25, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Gulfport to Kissimmee flights
Consider these flights traveling from Gulfport to Kissimmee.
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 7,457,451 searches. Data last updated August 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$98 | Average$172 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$138 | Average$458 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$214 | Average$392 | FlexibilityNo cancel fee | On-time71% |