8/25
Libertyville vs. Highland Park
(L) 27-14
9/1
Lakes vs. Highland Park
(L) 28 – 20
9/8
Hersey vs. Highland Park
(L) 40 – 7
9/15
Prospect vs. Highland Park
(W) 31 – 7
9/22
Vernon Hills vs. Highland Park
(W) 27 – 14
9/28
Glenbrook North vs. Highland Park
(W) 26 – 7
10/6
Deerfield vs. Highland Park
(W) 21 – 7
10/13
Maine West vs. Highland Park
(L) 28 – 16
10/20
Maine East vs. Highland Park
(W) 62 – 7
