Football · WIAA playoff history
Cumberland
18 playoff appearances from 1998 to 2023, a 5-17 playoff record.
Season by season
| Year | Division | Playoff record | Finished |
|---|---|---|---|
| 1998 | 4 | 0-1 | — |
| 1999 | 4 | 1-1 | Won 1 |
| 2000 | 4 | 0-1 | — |
| 2001 | 4 | 0-1 | — |
| 2002 | 4 | 1-1 | Won 1 |
| 2005 | 5 | 1-1 | Won 1 |
| 2006 | 5 | 0-1 | — |
| 2009 | 4 | 0-1 | — |
| 2011 | 4 | 0-1 | — |
| 2012 | 5 | 0-1 | — |
| 2013 | 5 | 0-1 | — |
| 2017 | 5 | 0-1 | — |
| 2018 | 5 | 0-1 | — |
| 2019 | 6 | 0-1 | — |
| 2020 | 4 | 2-0 | Won 2 |
| 2021 | 6 | 0-1 | — |
| 2022 | 6 | 0-1 | — |
| 2023 | 6 | 0-1 | — |
Deepest run: 2020, 2-0 in Division 4.