AI PlannerKissimmee in October
Exciting events and experiences happening this month in Kissimmee.
Orlando City B vs. FC Cincinnati 2
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Orlando City B 2025 Season
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3-Day Pass - UltimateCon: Sports Cards, Pokemon, & Sneakers
Event Information
Join us for a Fun, Family-Friendly Convention with Sports Cards, TCG tournaments, Video Game tournaments, Cosplay Competitions, and all things Collectibles! There will be celebrity guests, such as professional athletes and TCG voice actors signing autographs. Our Kids Zone will be packed with games and awesome prizes. Bring your friends and family - it's going to be a blast! Parking: $15
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Friday - UltimateCon: Sports Cards, Pokemon, & Sneakers
Event Information
Join us for a Fun, Family-Friendly Convention with Sports Cards, TCG tournaments, Video Game tournaments, Cosplay Competitions, and all things Collectibles! There will be celebrity guests, such as professional athletes and TCG voice actors signing autographs. Our Kids Zone will be packed with games and awesome prizes. Bring your friends and family - it's going to be a blast! Parking: $15
Ticket Information
Check venue for pricing
Saturday - UltimateCon: Sports Cards, Pokemon, & Sneakers
Event Information
Join us for a Fun, Family-Friendly Convention with Sports Cards, TCG tournaments, Video Game tournaments, Cosplay Competitions, and all things Collectibles! There will be celebrity guests, such as professional athletes and TCG voice actors signing autographs. Our Kids Zone will be packed with games and awesome prizes. Bring your friends and family - it's going to be a blast! Parking: $15
Ticket Information
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Freestyle 40th Anniversary
Event Information
Get ready for the 40th Anniversary of Freestyle. A spectacular night celebrating four decades of unforgettable beats, electric performances, and freestyle legends. Performing LIVE on stage for this milestone celebration are some of the biggest names in Freestyle history singing their classic hits: George Lamond - Bad Of The Heart, Trinere - I'll Be All You Ever Need, Noel - Silent Morning, Will To Power - Dreaming, Shannon - Let The Music Play, Debbie Deb - When I Hear Music, Corina - Temptation, Giggles - Love Letter, Planet Patrol - Play at Your Own Risk, with special guest performances by Reel 2 Reel - I Like To Move It, Rob Base - It Takes Two, and C+C Music Factory Featuring Freedom Williams - Everybody Dance Now. This is your chance to experience the genre that defined a generation live on stage with the artists who made it legendary. The list of artists is subject to change and does not necessarily reflect performance order at the event. Parking: $10
Ticket Information
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Sunday - UltimateCon: Sports Cards, Pokemon, & Sneakers
Event Information
Join us for a Fun, Family-Friendly Convention with Sports Cards, TCG tournaments, Video Game tournaments, Cosplay Competitions, and all things Collectibles! There will be celebrity guests, such as professional athletes and TCG voice actors signing autographs. Our Kids Zone will be packed with games and awesome prizes. Bring your friends and family - it's going to be a blast! Parking: $15
Ticket Information
Check venue for pricing
Ready to Experience Kissimmee?
Plan your perfect itinerary around these amazing events
Use our AI planner to create a personalized Kissimmee itinerary for October 2025. Chat with our AI assistant to get recommendations for hotels, restaurants, and activities that complement these events. Our intelligent trip planner considers your preferences, budget, and travel dates to create the perfect Kissimmee travel plan. Features include real-time weather updates, interactive maps, and local insider tips.
