Madison 1999 Football (9-2)
8/27 H South (6-4) [1:1] W 34-8
9/3 A Geneva (7-3) [2:5] W 51-28
9/10 A Edgewood (4-6) [3:9] W 52-6
9/17 A Austintown-Fitch (2-8) [1:3] W 48-31
9/24 H Southview (5-5) [1:3] W 41-0
10/1 H South (2-8) [2:5] W 34-13
10/8 A Riverside (6-4) [2:5] W 49-13
10/15 A North (6-4) [1:1] W 20-19
10/22 H Chardon (5-5) [2:5] L 24-27 2 ot
10/29 H Villa Angela-St Joseph (9-2) [5:17] W 32-19
11/5 H # Niles McKinley (8-4) [2:5] L 7-16
# - Ohio playoff game