| Year | Division | Runner | School | Winning Time | Team Winner | Team Points |
| 2021 | Varsity Boys | Caleb Lind | Lutheran St. Charles | 15:44.9 | SLUH | 55pts |
| JV Boys (Large Schools) | Mason Scargall | SLUH | 17:14.1 | SLUH | 15pts | |
| JV Boys (Small Schools) | Yuri Batan | Priory | 18:30.0 | Priory | 30pts | |
| Varsity Girls | Grace Schaff | Lutheran St. Charles | 19:51.5 | John Burroughs | 84pts | |
| JV Girls (Large Schools) | Lillian Busby | St. Dominic | 22.05.6 | St. Dominic | 21pts | |
| JV Girls (Small Schools) | Tabitha Bryant | St. Louis Blue Knights | 22.30.9 | St. Louis Blue Knights | 17pts |
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