Football · WIAA playoff history
Highland
19 playoff appearances from 1989 to 2023, a 20-18 playoff record.
Season by season
| Year | Division | Playoff record | Finished |
|---|---|---|---|
| 1989 | 6 | 0-1 | — |
| 1990 | 6 | 0-1 | — |
| 1991 | 6 | 3-1 | State runner-up |
| 1998 | 6 | 0-1 | — |
| 1999 | 6 | 1-1 | Won 1 |
| 2000 | 6 | 4-1 | State runner-up |
| 2001 | 6 | 1-1 | Won 1 |
| 2003 | 7 | 0-1 | — |
| 2005 | 7 | 0-1 | — |
| 2011 | 7 | 2-1 | Won 2 |
| 2012 | 7 | 1-1 | Won 1 |
| 2015 | 7 | 1-1 | Won 1 |
| 2016 | 7 | 2-1 | Won 2 |
| 2018 | 7 | 2-1 | Won 2 |
| 2019 | 7 | 0-1 | — |
| 2020 | 6 | 2-0 | Won 2 |
| 2021 | 7 | 1-1 | Won 1 |
| 2022 | 7 | 0-1 | — |
| 2023 | 7 | 0-1 | — |
State finals
| Year | Div. | Result | Opponent | Score | Att. |
|---|---|---|---|---|---|
| 2000 | 6 | Lost | Spring Valley | 8-0 | — |
| 1991 | 6 | Lost | Shell Lake | 7-0 | — |
A final is listed here only where the championship table names this school the same way the participation record does. The WIAA abbreviates some names in one table and not the other.
Deepest run: 2000, 4-1 in Division 6 — state runners-up.