Southwestern football
| YEAR | CLASS | OPPONENT | WIN/LOSS | SCORE | COACH |
| 1984 | 4A | Pittsfield | L | 51-0 | Bob Linton |
| 1987 | 4A | Jerseyville | L | 29-12 | Bob Linton |
| 1996 | 3A | Vandalia | L | 25-23 | Jeff Alderman |
| 1997 | 3A | Harrisburg | L | 35-7 | Jeff Alderman |
| 1998 | 3A | Macomb | L | 21-0 | Jeff Alderman |
| 1999 | 3A | Quincy Notre Dame | L | 46-6 | Kevin Bowman |
| 2002 | 4A | Hillsboro | L | 42-0 | Kevin Bowman |
| 2004 | 4A | Quincy Notre Dame | L | 35-0 | Kevin Bowman |
| 2008 | 3A | Carterville | L | 54-12 | Jeremy Lansaw |
| 2009 | 3A | Greenville | L | 22-0 | Jeremy Lansaw |
| 2021 | 3A | Benton | L | 42-0 | Pat Keith |
| 2023 | 2A | Athens | L | 33-7 | Pat Keith |