The Waupaca Chess Team started as a club during the 1995-1996 school year as a group of students who played during lunch and study halls in Mr. Hiddemen's room. The Club first competed interscholastically with other Valley 8 Conference schools during the 1999-2000 schol year, and then entered the Northeast Wisconsin Chess Association during the 2000-2001 school year. That year the JV team finished 4th in the State Scholastic Tournament and things grew from there. The team won back to back Division 3 State Titles in 2004 and 2005 and in 2006 took first place in the Unrated Division at the United States Chess Federation's National High School Tournament.
| Waupaca Chess Team Finishes | ||||||
| State | Varsity 1 | Varsity 2 | JV | WMS | Bughouse | |
| 2010 | 9th D1 | -- | 1st | 9th | 1st | |
| 2009 | 2nd D2 | -- | 1st | 5th | 2nd | |
| 2008 | 2nd D2 | 5th D2 | 1st | 3rd | 1st | |
| 2007 | 4th D3 | -- | 4th | 7th | 2nd | |
| 2006 | 12th D2 | 2nd D3 | 5th | 4th | 2nd | |
| 2005 | 1st D3 | -- | 1st | 7th | 2nd | |
| 2004 | 1st D3 | -- | 6th | 4th | 2nd | |
| 2003 | 6th D2 | -- | 10th | 13th | -- | |
| 2002 | 2nd D2 | -- | 3rd | -- | -- | |
| 2001 | 13th D2 | -- | 4th | -- | -- | |
| Nationals | Varsity 1 | Varsity 2 | Blitz | WMS | ||
| 2010 | -- | |||||
| 2008 | 6th U1200 | 2nd U800 | 21st | -- | ||
| 2007 | 6th U1200 | -- | 25th | -- | ||
| 2006 | 1st UNR | -- | 14th | 15th UNR | ||
| 2003 | Individuals Only | -- | -- | |||
| Varsity 1 | Varsity 1 | Varsity 2 | Varsity 2 | JV | JV | |
| NEWCA | Regular | Post | Regular | Post | Regular | Post |
| 2010 | 2nd | 2nd | -- | -- | 4th | 4th |
| 2009 | 3rd | 2nd | -- | -- | 2nd | 1st |
| 2008 | 2nd | 1st | 5th | 5th | 1st | 1st |
| 2007 | 4th | 3rd | -- | -- | -- | 2nd |
| 2006 | 4th | 4th | 5th | 9th | -- | 2nd |
| 2005 | 4th | 1st | -- | -- | -- | 2nd |
| 2004 | 4th | 4th | -- | -- | -- | 2nd |
| 2003 | 3rd | 1st | -- | -- | -- | 2nd |
| 2002 | 3rd | 2nd | -- | -- | -- | 4th |
| 2001 | 4th | 4th | -- | -- | -- | 5th |
| Valley 8 | Team | |||||
| 2002 | 1st | |||||
| 2001 | 1st | |||||
| 2000 | 1st | |||||