| DATE | TIME | VISITOR | AT | HOME | SCORE |
| MAY 4 | 1:00 | Chilton | @ | Cleveland | Loss-15-8 |
| May 11 | 12:30 | Cleveland | @ | Mt. Calvary | Loss 7-2 |
| May 17 | 1:00 | Howards Grove | @ | Cleveland | Loss 9-5 |
| May 18 | 1:00 | Forest | @ | Cleveland | Loss 8-4 |
| May 25 | 12:30 | Cleveland | @ | Johnsburg | Win 13-2 |
| June 1 | 12:30 | Cleveland | @ | St. Peter | Loss 10-5 |
| June 8 | 1:00 | Marytown | @ | Cleveland | PPD Rain * |
| June 13 | 8:00 | Cleveland | @ | Howards Grove | PPD Rain ! |
| June 15 | 12:30 | Cleveland | @ | St. Cloud | Win 12-1 |
| June 22 | 12:30 | Cleveland | @ | Chilton | Win 3-1 |
| June 25 | 6:00 | Branch | @ | Cleveland | Loss 6-2 |
| June 29 | 1:00 | Mt. Calvary | @ | Cleveland | Loss 12-3 |
| July 2 | 6:00 | Cleveland | @ | Branch | Canceled Rain |
| July 6 | 1:00 | Marytown | @ | Cleveland | Win 8-1 |
| July 13 | 12:30 | Cleveland | @ | Forest | Loss 14-4 |
| July 20 | 1:00 | Johnsburg | @ | Cleveland | Win 12-8 |
July 27 | 1:00 | St. Peter | @ | Cleveland | Loss 13-7 |
| August 2 | 1:00 | Cleveland | @ | Howards Grove | Win 6-4 |
| August 3 | 12:30 | Cleveland | @ | Marytown | Win 19-1 |
| August 10 | 1:00 | St. Cloud | @ | Cleveland | Win 9-1 |
2008 Final Record 8 Wins----9 Losses |