| 2025 |
| Sat., Nov. 1 | vs. Chicago Mt. Carmel | L 17-21 | 1st Round Playoffs |
| 2024 |
| Fri., Nov. 1 | vs. Belleville East | W 48-6 | 1st Round Playoffs | | Sat., Nov. 9 | vs. Marist | W 24-20 | 2nd Round Playoffs | | Sat., Nov. 16 | vs. Maine South | W 35-14 | 3rd Round Playoffs | | Sat., Nov. 23 | vs. Lincoln-Way East | W 27-24 | Semi-finals Playoffs | | Sat., Nov. 30 | vs. York | W 35-14 | Championship Game |
| 2023 |
| Sat., Oct. 28 | vs. Plainfield North | W 45-9 | 1st Round Playoffs | | Sat., Nov. 4 | vs. Neuqua Valley | W 33-6 | 2nd Round Playoffs | | Sat., Nov. 11 | vs. SICP | W 41-7 | 3rd Round Playoffs | | Sat., Nov. 18 | vs. York | W 23-14 | Semi-finals Playoffs | | Sat., Nov. 25 | vs. Lincoln-Way East | W 26-15 | Championship Game |
| 2022 |
| Sat., Oct. 29 | vs. Plainfield South | W 42-7 | 1st Round Playoffs | | Sat., Nov. 5 | vs. Edwardsville | W 49-21 | 2nd Round Playoffs | | Sat., Nov. 12 | vs. Lyons | W 30-17 | 3rd Round Playoffs | | Sat., Nov. 19 | vs. York | W 30-3 | Semi-finals Playoffs | | Sat., Nov. 26 | vs. Lincoln-Way East | W 13-3 | Championship Game |
| 2021 |
| Sat., Oct. 30 | vs. Downers Grove South | W 44-0 | 1st Round Playoffs | | Sat., Nov. 6 | @ Naperville Central | W 36-7 | 2nd Round Playoffs | | Sat., Nov. 13 | vs. Lincoln-Way East | W 3-0 | 3rd Round Playoffs | | Sat., Nov. 20 | vs. Lockport | L 21-35 | Semi-finals Playoffs |
| 2019 |
| Sat., Nov. 2 | @ Maine South | W 14-6 | 1st Round Playoffs | | Sat., Nov. 9 | vs. Glenbard West | W 28-27 | 2nd Round Playoffs | | Sat., Nov. 16 | vs. Marist | L 27-41 | 3rd Round Playoffs |
| 2018 |
| | Minooka | W 38-14 | 1st Round Playoffs | | | Oswego | W 22-0 | 2nd Round Playoffs | | | Park Ridge Maine South | W 17-0 | 3rd Round Playoffs | | | Frankfort Lincoln-Way East | W 24-16 | Semi-finals Playoffs | | | Chicago Brother Rice | W 13-3 | Championship Game |
| 2017 |
| | Winnetka New Trier | W 35-32 | 1st Round Playoffs | | | Hinsdale Central | W 28-7 | 2nd Round Playoffs | | | Chicago Marist | W 30-10 | 3rd Round Playoffs | | | Edwardsville | W 17-10 | Semi-finals Playoffs | | | Frankfort Lincoln-Way East | L 14-23 | Championship Game |
| 2016 |
| | OFallon | W 42-14 | 1st Round Playoffs | | | Oswego East | W 22-3 | 2nd Round Playoffs | | | Huntley | W 24-0 | 3rd Round Playoffs | | | Glen Ellyn Glenbard West | W 42-13 | Semi-finals Playoffs | | | Park Ridge Maine South | L 17-27 | Championship Game |
| 2015 |
| | West Aurora | W 31-0 | 1st Round Playoffs | | | Lincolnshire Stevenson | W 49-0 | 2nd Round Playoffs | | | Flossmoor Homewood | W 34-28 | 3rd Round Playoffs | | | Palatine | W 24-22 | Semi-finals Playoffs | | | Chicago Marist | W 41-0 | Championship Game |
| 2014 |
| | Gurnee Warren | W 37-20 | 1st Round Playoffs | | | Lincolnshire Stevenson | L 21-24 | 2nd Round Playoffs |
| 2013 |
| | Chicago Lane | W 48-7 | 1st Round Playoffs | | | Niles Notre Dame | W 24-0 | 2nd Round Playoffs | | | Park Ridge Maine South | W 35-0 | 3rd Round Playoffs | | | Lincolnshire Stevenson | W 15-14 | Semi-finals Playoffs | | | Naperville Central | L 10-13 | Championship Game |
| 2012 |
| | Evanston | W 41-0 | 1st Round Playoffs | | | Bartlett | W 31-7 | 2nd Round Playoffs | | | Palatine | W 19-7 | 3rd Round Playoffs | | | Carol Stream Glenbard North | L 24-27 | Semi-finals Playoffs |
| 2011 |
| | Evanston | W 35-0 | 1st Round Playoffs | | | Chicago Dunbar | W 29-0 | 2nd Round Playoffs | | | LaGrange Lyons | W 33-10 | 3rd Round Playoffs | | | Carol Stream Glenbard North | W 28-13 | Semi-finals Playoffs | | | Bolingbrook | L 17-21 | Championship Game |
| 2010 |
| | Chicago Whitney Young | W 42-0 | 1st Round Playoffs | | | Palatine Fremd | W 14-7 | 2nd Round Playoffs | | | Palatine | W 14-0 | 3rd Round Playoffs | | | Park Ridge Maine South | L 22-29 | Semi-finals Playoffs |
| 2009 |
| | Chicago St. Patrick | W 30-0 | 1st Round Playoffs | | | Gurnee Warren | W 21-7 | 2nd Round Playoffs | | | Chicago Mt. Carmel | W 24-7 | 3rd Round Playoffs | | | Park Ridge Maine South | L 14-21 | Semi-finals Playoffs |
| 2008 |
| | Carol Stream Glenbard North | W 26-14 | 1st Round Playoffs | | | Park Ridge Maine South | L 7-26 | 2nd Round Playoffs |
| 2007 |
| | Gurnee Warren | W 23-3 | 1st Round Playoffs | | | Palatine Fremd | L 14-17 | 2nd Round Playoffs |
| 2006 |
| | Winnetka New Trier | L 8-13 | 1st Round Playoffs |
| 2005 |
| | Northbrook Glenbrook North | W 22-10 | 1st Round Playoffs | | | Chicago Mt. Carmel | L 3-41 | 2nd Round Playoffs |
| 2004 |
| | Arlington Heights Hersey | W 6-0 (OT) | 1st Round Playoffs | | | Northbrook Glenbrook North | L 7-12 | 2nd Round Playoffs |
| 2003 |
| | Elk Grove Village | W 26-19 | 1st Round Playoffs | | | Mt. Prospect | L 14-28 | 2nd Round Playoffs |
| 2001 |
| | Elk Grove Village | W 41-24 | 1st Round Playoffs | | | Mt. Prospect | L 10-17 | 2nd Round Playoffs |
| 2000 |
| | Winnetka New Trier | L 21-23 | 1st Round Playoffs |
| 1998 |
| | Winnetka New Trier | W 34-27 (2OT) | 1st Round Playoffs | | | St. Charles | L 20-35 | 2nd Round Playoffs |
| 1997 |
| | Chicago Dunbar | L 19-24 | 1st Round Playoffs |
| 1996 |
| | Naperville Central | W 9-7 | 1st Round Playoffs | | | St. Charles | L 14-23 | 2nd Round Playoffs |
| 1995 |
| | McHenry | W 14-7 | 1st Round Playoffs | | | Fenwick | L 7-29 | 2nd Round Playoffs |
| 1994 |
| | McHenry | L 0-21 | 1st Round Playoffs |
| 1993 |
| | Evanston | W 14-7 | 1st Round Playoffs | | | Glenbrook South | W 28-0 | 2nd Round Playoffs | | | Marist | W 14-0 | 3rd Round Playoffs | | | Libertyville | W 27-14 | Semi-finals Playoffs | | | Downers Grove South | W 7-0 | Championship Game |
| 1992 |
| | Glenbrook South | W 14-0 | 1st Round Playoffs | | | Niles North | W 45-0 | 2nd Round Playoffs | | | Maine South | W 21-13 | 3rd Round Playoffs | | | Homewood-F | W 17-8 | Semi-finals Playoffs | | | Naperville North | L 11-21 | Championship Game |
| 1991 |
| | Schurz | W 26-0 | 1st Round Playoffs | | | Lane | W 27-6 | 2nd Round Playoffs | | | Buffalo Grove | W 28-0 | 3rd Round Playoffs | | | Glenbard North | L 13-20 | Semi-finals Playoffs |
| 1990 |
| | Curie | W 35-7 | 1st Round Playoffs | | | Stevenson | W 10-7 | 2nd Round Playoffs | | | Evanston | W 14-6 | 3rd Round Playoffs | | | Thornton | L 8-13 | Semi-finals Playoffs |
| 1987 |
| | Glenbrook South | W 28-8 | 1st Round Playoffs | | | Evanston | W 14-7 | 2nd Round Playoffs | | | Chicago Mt. Carmel | L 7-14 | 3rd Round Playoffs |
| 1975 |
| | Maine South | W 33-6 | 1st Round Playoffs | | | Hersey | W 10-3 | 2nd Round Playoffs | | | Deerfield | L 13-35 | Semi-finals Playoffs |
|
| Wilmette Playoff Totals |
| Record |
84-29-0 2692-1388 |
| Home Record | 18-3 |
| Away Record | 2-0 |
|