Pioneer vs Lewis Cass, Sectional Game @ Cass 10/25/2019
North Judson-San Pierre vs Pioneer Senior Night
Knox vs Pioneer (Homecoming) 10/4/2019
Triton vs Pioneer 9/27/2019
Indianapolis Crispus Attucks vs Pioneer 9/20/2019
Pioneer vs Caston 9/13/2019
Pioneer vs LaVille 9/6/2019
Pioneer vs Winamac 8/30/2019
Lewis Cass vs Pioneer 8/23/2019
Workout in the Cornfield