| Event | Venue | Date/Time | |
| NBA G League Eastern Conference Semifinals: Osceola Magic vs. Indiana Mad Ants | Silver Spurs Arena
Kissimmee, FL | Thursday
4/3/2025
8:00 PM |  |
| Combat Night Pro Kissimmee | Events Center At Osceola Heritage Park
Kissimmee, FL | Saturday
4/5/2025
4:15 PM | |
| NBA G League Eastern Conference Finals: Osceola Magic vs. TBD (If Necessary) | Silver Spurs Arena
Kissimmee, FL | Sunday
4/6/2025
7:00 PM | |
| Orlando City B vs. New England Revolution II | Osceola County Stadium At Osceola Heritage Park
Kissimmee, FL | Wednesday
4/9/2025
7:00 PM | |
| Clean Culture Orlando | Silver Spurs Arena
Kissimmee, FL | Saturday
4/19/2025
4:00 PM | |
| Jeremy Bosch | Wyndham Orlando Celebration Area
Kissimmee, FL | Saturday
4/19/2025
7:00 PM | |
| Camilo Cifuentes | Fonda Dulce Jesus Mio
Kissimmee, FL | Sunday
4/20/2025
8:00 PM | |
| Orlando City B vs. New York Red Bulls II | Osceola County Stadium At Osceola Heritage Park
Kissimmee, FL | Sunday
4/27/2025
7:00 PM | |
| Hot Wheels Monster Trucks Live Glow-N-Fire | Silver Spurs Arena
Kissimmee, FL | Saturday
5/3/2025
12:30 PM | |
| Hot Wheels Monster Trucks Live Glow-N-Fire | Silver Spurs Arena
Kissimmee, FL | Saturday
5/3/2025
7:30 PM | |
| Hot Wheels Monster Trucks Live Glow-N-Fire | Silver Spurs Arena
Kissimmee, FL | Sunday
5/4/2025
2:30 PM | |
| ProBox TV Contender Series: Erickson Lubin vs. Ardreal Holmes | Silver Spurs Arena
Kissimmee, FL | Saturday
5/10/2025
4:30 PM | |
| Orlando City B vs. Inter Miami II | Osceola County Stadium At Osceola Heritage Park
Kissimmee, FL | Saturday
5/17/2025
7:00 PM | |
| Silver Spurs Rodeo | Silver Spurs Arena
Kissimmee, FL | Friday
5/30/2025
TBD | |
| Silver Spurs Rodeo | Silver Spurs Arena
Kissimmee, FL | Saturday
5/31/2025
TBD | |
| Orlando City B vs. Chattanooga FC | Osceola County Stadium At Osceola Heritage Park
Kissimmee, FL | Sunday
6/1/2025
7:00 PM | |
| Orlando City B vs. Toronto FC II | Osceola County Stadium At Osceola Heritage Park
Kissimmee, FL | Wednesday
6/25/2025
7:00 PM | |
| Mecum Auto Auction | Osceola Heritage Park
Kissimmee, FL | Wednesday
7/9/2025
TBD | |
| Mecum Auto Auction | Osceola Heritage Park
Kissimmee, FL | Thursday
7/10/2025
TBD | |
| Mecum Auto Auction | Osceola Heritage Park
Kissimmee, FL | Friday
7/11/2025
TBD | |
| Mecum Auto Auction | Osceola Heritage Park
Kissimmee, FL | Saturday
7/12/2025
TBD | |
| Orlando City B vs. Carolina Core FC | Osceola County Stadium At Osceola Heritage Park
Kissimmee, FL | Sunday
7/13/2025
7:00 PM | |
| El Super Concierto Independencia de Colombia | Silver Spurs Arena
Kissimmee, FL | Saturday
7/19/2025
7:30 PM | |
| Orlando City B vs. New York City FC II | Osceola County Stadium At Osceola Heritage Park
Kissimmee, FL | Sunday
8/3/2025
7:00 PM | |
| Orlando City B vs. Chattanooga FC | Osceola County Stadium At Osceola Heritage Park
Kissimmee, FL | Saturday
8/9/2025
7:00 PM | |
| Orlando City B vs. Atlanta United II | Osceola County Stadium At Osceola Heritage Park
Kissimmee, FL | Saturday
8/23/2025
7:00 PM | |
| Orlando City B vs. Crown Legacy FC | Osceola County Stadium At Osceola Heritage Park
Kissimmee, FL | Sunday
8/31/2025
7:00 PM | |
| PPA Challenger Series Florida - Friday | Orange Lake Resort
Kissimmee, FL | Friday
9/5/2025
TBD | |
| PPA Challenger Series Florida - Saturday | Orange Lake Resort
Kissimmee, FL | Saturday
9/6/2025
TBD | |
| PPA Challenger Series Florida - Sunday | Orange Lake Resort
Kissimmee, FL | Sunday
9/7/2025
TBD | |
| Orlando City B vs. Huntsville City FC | Osceola County Stadium At Osceola Heritage Park
Kissimmee, FL | Sunday
9/21/2025
7:00 PM | |
| Orlando City B vs. FC Cincinnati II | Osceola County Stadium At Osceola Heritage Park
Kissimmee, FL | Sunday
10/5/2025
1:00 PM | |
| George Harris | Silver Spurs Arena
Kissimmee, FL | Sunday
11/9/2025
7:00 PM | |
| Monster Bulls | Silver Spurs Arena
Kissimmee, FL | Saturday
2/14/2026
TBD | |
| Silver Spurs Rodeo | Silver Spurs Arena
Kissimmee, FL | Thursday
2/19/2026
TBD | |
| Silver Spurs Rodeo | Silver Spurs Arena
Kissimmee, FL | Friday
2/20/2026
TBD | |
| Silver Spurs Rodeo | Silver Spurs Arena
Kissimmee, FL | Saturday
2/21/2026
TBD | |
| Silver Spurs Rodeo | Silver Spurs Arena
Kissimmee, FL | Sunday
2/22/2026
TBD | |
