| October 25, 2025 |
IHSAA Cross Country Regional 4 |
| October 18, 2025 |
IHSAA Cross Country Sectional 18 |
| May 29, 2025 |
IHSAA Regional 6 (Boys) |
| May 22, 2025 |
IHSAA Sectional 24 (Boys) |
| May 2, 2025 |
East Central Invitational |
| April 30, 2025 |
South Dearborn 5-Way |
| April 28, 2025 |
Madison VS Oldenberg, Switzerland County, and Southwestern 4 |
| April 22, 2025 |
South Decatur 5-Way |
| April 17, 2025 |
South Ripley, Oldenburg, Rising Sun, Shawe |
| April 11, 2025 |
Triton Central Invitational |
| April 8, 2025 |
Lawrenceburg, Jac-Cen-Del, Oldenburg, South Ripley |
| October 26, 2024 |
IHSAA Cross Country Regional 4 |
| October 19, 2024 |
IHSAA Cross Country Sectional 18 |
| May 23, 2024 |
IHSAA Regional 6 (Boys) |
| May 16, 2024 |
IHSAA Sectional 24 (Boys) |
| May 10, 2024 |
Southwestern vs Oldenburg Academy, and Trinity Lutheran |
| April 18, 2024 |
South Dearborn Invitational |
| April 16, 2024 |
Jac-Cen-Del 5-Way |
| April 11, 2024 |
Rising Sun, Oldenburg, Shawe, South Ripley |
| April 9, 2024 |
North Decatur, Morristown, Oldenburg |
| April 5, 2024 |
Triton Central Invitational |
| October 21, 2023 |
IHSAA Cross Country Regional 4 |
| October 14, 2023 |
IHSAA Cross Country Sectional 18 |
| September 26, 2023 |
Batesville Invitational |
| September 23, 2023 |
Hauser Heritage Days Invitational |
| September 16, 2023 |
South Dearborn Invitational |
| September 12, 2023 |
Union County Invitational |
| September 2, 2023 |
East Central Invitational |
| August 19, 2023 |
Hare and Hound Invitational |
| May 18, 2023 |
IHSAA Sectional 24 (Boys) |
| April 28, 2023 |
East Central Invitational |
| April 24, 2023 |
Madison VS Oldenburg Academy |
| April 20, 2023 |
South Dearborn Invitational |
| April 18, 2023 |
Oldenburg, Trinity Lutheran, Shawe at South Decatur |
| April 13, 2023 |
Rising Sun Quad Meet 13th |
| March 4, 2023 |
East Central Indoor Invite |
| October 15, 2022 |
IHSAA Cross Country Regional 12 |
| October 8, 2022 |
IHSAA Cross Country Sectional 23 |
| March 5, 2022 |
East Central Indoor Invite |
| October 16, 2021 |
IHSAA Cross Country Regional 12 |
| October 9, 2021 |
IHSAA Cross Country Sectional 23 |
| October 24, 2020 |
IHSAA Cross Country Semi-State 2 |
| October 17, 2020 |
IHSAA Cross Country Region 12 |
| October 10, 2020 |
IHSAA Cross Country Section 23 |
| October 26, 2019 |
IHSAA Cross Country Semi-State 2 |
| October 19, 2019 |
IHSAA Cross Country Region 12 |
| October 12, 2019 |
IHSAA Cross Country Section 23 |
