| August 22, 2026 |
Ocoee Kickstart Classic |
| May 2, 2026 |
FHSAA 4A Region 2 |
| April 17, 2026 |
FHSAA 4A District 7 |
| April 8, 2026 |
2026 Orange Belt Conference Championship |
| April 1, 2026 |
D Monroe Classic (Osceola) |
| March 27, 2026 |
Windermere Friday Night Lights (Qualifier) |
| March 23, 2026 |
Harmony Developmental Meet |
| March 14, 2026 |
Kowboy Invitational (Qualifier) |
| March 12, 2026 |
Tohopekaliga Developmental Meet |
| March 2, 2026 |
Coach Mac Monday Madness (St. Cloud) |
| February 28, 2026 |
Harmony Invitational (Qualifier) |
| February 21, 2026 |
St. Cloud Invitational (Qualifier) |
| February 12, 2026 |
Kowboy Time Trials |
| November 15, 2025 |
FHSAA Region 4A-2 |
| November 8, 2025 |
FHSAA District 4A-3 |
| October 29, 2025 |
OBC Cross Country Championship |
| October 11, 2025 |
Harmony XC Invitational |
| October 4, 2025 |
Kissimmee XC Extravaganza |
| September 26, 2025 |
JT Memorial |
| September 20, 2025 |
Tiger Invitational |
| September 6, 2025 |
St. Cloud Invitational |
| August 30, 2025 |
Ocoee XC Invitational 1 |
| August 23, 2025 |
Kowboy XC Invitational (Saturday) |
| May 3, 2025 |
FHSAA 4A Region 2 |
| April 18, 2025 |
FHSAA 4A District 7 |
| April 9, 2025 |
Orange Belt Conference Championship Meet 2025 |
| April 2, 2025 |
Kowboy Developmental Meet |
| March 29, 2025 |
Tiger Invitational |
| March 25, 2025 |
Coach Mac Madness |
| March 12, 2025 |
Lake Nona - Tammy Lafayette Relays 2025 |
| March 8, 2025 |
Kowboy Invitational |
| March 3, 2025 |
John Anthony Memorial Meet |
| March 1, 2025 |
Harmony Invitational |
| February 22, 2025 |
St. Cloud Invitational |
| February 13, 2025 |
Kowboy Time Trials |
| November 2, 2024 |
FHSAA District 4A-3 |
| October 23, 2024 |
OBC Cross Country Championship |
| October 16, 2024 |
Tiger Invitational |
| October 5, 2024 |
Harmony XC Invitational |
| September 20, 2024 |
JT Memorial XC Meet |
| September 7, 2024 |
Astronaut XC Invitational 2024 |
| August 24, 2024 |
Kowboy XC Invitational |
| May 8, 2024 |
FHSAA 4A Region 3 |
| May 1, 2024 |
FHSAA 4A District 9 |
| April 19, 2024 |
Winter Park - Brian Jaeger Elite Classic 2024 |
| April 13, 2024 |
Orange Belt Conference Championships |
| April 6, 2024 |
Tiger Invitational |
| April 1, 2024 |
OBC JV Meet |
| March 27, 2024 |
Mike Clemens Classic (Kowboy) |
| March 23, 2024 |
Dr. Phillips Panther Invitational |
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