| Event | Venue | Date/Time | |
| Orlando City B vs. Huntsville City FC | Osceola County Stadium At Osceola Heritage Park
Kissimmee, FL | Sunday
7/26/2026
7:00 PM |  |
| Major League Pickleball - Thursday | ESPN Wide World Of Sports Complex
Kissimmee, FL | Thursday
7/30/2026
12:00 PM | |
| Major League Pickleball - Friday | ESPN Wide World Of Sports Complex
Kissimmee, FL | Friday
7/31/2026
12:00 PM | |
| Major League Pickleball - Saturday | ESPN Wide World Of Sports Complex
Kissimmee, FL | Saturday
8/1/2026
12:00 PM | |
| Major League Pickleball - Sunday | ESPN Wide World Of Sports Complex
Kissimmee, FL | Sunday
8/2/2026
12:00 PM | |
| CCW - Coastal Championship Wrestling | Sun On The Beach
Kissimmee, FL | Friday
8/14/2026
8:00 PM | |
| Orlando City B vs. Chattanooga FC | Osceola County Stadium At Osceola Heritage Park
Kissimmee, FL | Wednesday
8/19/2026
7:00 PM | |
| Orlando City B vs. Crown Legacy FC | Osceola County Stadium At Osceola Heritage Park
Kissimmee, FL | Sunday
8/30/2026
7:00 PM | |
| Showdown At The Net | State Farm Field House at ESPN Wide World Of Sports Complex
Kissimmee, FL | Wednesday
9/9/2026
7:00 PM | |
| Orlando City B vs. Toronto FC II | Osceola County Stadium At Osceola Heritage Park
Kissimmee, FL | Sunday
9/13/2026
7:00 PM | |
| Orlando City B vs. Atlanta United II | Osceola County Stadium At Osceola Heritage Park
Kissimmee, FL | Sunday
9/20/2026
2:00 PM | |
| Boots, Bulls & Barrels | Silver Spurs Arena
Kissimmee, FL | Saturday
10/3/2026
7:30 PM | |
| Mecum Auto Auction | Events Center At Osceola Heritage Park
Kissimmee, FL | Tuesday
1/5/2027
8:00 AM | |
| Mecum Auto Auction | Events Center At Osceola Heritage Park
Kissimmee, FL | Wednesday
1/6/2027
8:00 AM | |
| Mecum Auto Auction | Events Center At Osceola Heritage Park
Kissimmee, FL | Thursday
1/7/2027
8:00 AM | |
| Mecum Auto Auction | Events Center At Osceola Heritage Park
Kissimmee, FL | Friday
1/8/2027
8:00 AM | |
| Mecum Auto Auction | Events Center At Osceola Heritage Park
Kissimmee, FL | Saturday
1/9/2027
8:00 AM | |
| Mecum Auto Auction | Events Center At Osceola Heritage Park
Kissimmee, FL | Sunday
1/10/2027
8:00 AM | |
| Mecum Auto Auction | Events Center At Osceola Heritage Park
Kissimmee, FL | Monday
1/11/2027
8:00 AM | |
| Mecum Auto Auction | Events Center At Osceola Heritage Park
Kissimmee, FL | Tuesday
1/12/2027
8:00 AM | |
| Mecum Auto Auction | Events Center At Osceola Heritage Park
Kissimmee, FL | Wednesday
1/13/2027
8:00 AM | |
| Mecum Auto Auction | Events Center At Osceola Heritage Park
Kissimmee, FL | Thursday
1/14/2027
8:00 AM | |
| Mecum Auto Auction | Events Center At Osceola Heritage Park
Kissimmee, FL | Friday
1/15/2027
8:00 AM | |
| Mecum Auto Auction | Events Center At Osceola Heritage Park
Kissimmee, FL | Saturday
1/16/2027
8:00 AM | |
| Mecum Auto Auction | Events Center At Osceola Heritage Park
Kissimmee, FL | Sunday
1/17/2027
8:00 AM | |
| Monster Bulls | Silver Spurs Arena
Kissimmee, FL | Saturday
2/13/2027
7:30 PM | |
| Silver Spurs Rodeo | Silver Spurs Arena
Kissimmee, FL | Thursday
2/18/2027
7:30 PM | |
| Silver Spurs Rodeo | Silver Spurs Arena
Kissimmee, FL | Friday
2/19/2027
7:30 PM | |
| Silver Spurs Rodeo | Silver Spurs Arena
Kissimmee, FL | Saturday
2/20/2027
7:30 PM | |
| Silver Spurs Rodeo | Silver Spurs Arena
Kissimmee, FL | Sunday
2/21/2027
2:00 PM | |
| Silver Spurs Rodeo | Osceola Heritage Park
Kissimmee, FL | Friday
6/4/2027
7:30 PM | |
| Silver Spurs Rodeo | Osceola Heritage Park
Kissimmee, FL | Saturday
6/5/2027
7:30 PM | |
