September 23 @ 5:00 PM - 8:30 PM GHS Volleyball vs. Lincolnwood Gillespie High School (612 Broadway St, Gillespie, IL 62033, United States)
September 23 @ 6:00 PM - 8:00 PM GHS JV Football @ Hillsboro Hillsboro High School (522 E Tremont St, Hillsboro, IL 62049, United States)
September 24 @ 4:00 PM - 6:30 PM GHS Golf @ Hillsboro Hillsboro Country Club (705 City Lake Rd, Hillsboro, IL 62049, United States)
September 24 @ 5:00 PM - 7:00 PM LHS/GHS Soccer vs. Hillsboro Litchfield High School (1705 N State St, Litchfield, IL 62056, United States)
September 24 @ 6:00 PM - 9:00 PM GMS Girls’ Bball @ Greenfield Greenfield Senior High School (502 East St, Greenfield, IL 62044, United States)
September 26 @ 5:00 PM - 7:00 PM LHS/GHS Soccer @ Southwestern Southwestern Community Unit (8228 Route 16 And Rte 67, Piasa, Il 62079, United States)
September 26 @ 5:00 PM - 8:30 PM GHS Volleyball vs. Carlinville Gillespie High School (612 Broadway St, Gillespie, IL 62033, United States)
September 26 @ 6:00 PM - 8:30 PM GMS Girls’ Bball @ Roxana Roxana Junior High School (401 Chaffer Ave, Roxana, IL 62084, United States)
September 27 @ 7:00 PM - 10:00 PM GHS Varsity Football vs. Staunton Gillespie High School (612 Broadway St, Gillespie, IL 62033, United States)