South 1999 Football (6-4)
8/27 A Madison (9-2) [2:5] L 8-34
9/4 A Shaker Heights (9-3) [1:1] L 18-42
9/10 A Lincoln West (0-8) [1:1] W 66-6
9/17 H John Hay (1-9) [1:1] W 56-0
9/25 A Rhodes (7-3) [1:1] W 18-12
10/1 H Collinwood (4-6) [1:1] W 42-6
10/9 A Glenville (8-3) [1:1] L 24-25
10/15 H John Marshall (2-8) [1:1] W 29-8
10/22 A East Technical (4-6) [1:1] W 28-22
11/1 A East (6-4) [2:5] L* 12-19
11/11 N East (6-4) [2:5] *
11/11 N John F Kennedy (5-5) [1:1] *
* - game does not count in OHSAA rankings