| RDE10 | | Fr | 24.10.08 | v | 20:00 | Osterbyer SV | Barkelsbyer SV | 8:1 | |
| RDE146 | | Fr | 13.03.09 | | 20:00 | Osterbyer SV | Brügger SV | 8:2 | |
| RDE123 | | Fr | 13.02.09 | | 20:00 | Osterbyer SV | SV Fortuna Stampe | 8:2 | |
| RDE41 | | Fr | 14.11.08 | | 20:15 | Brügger SV | Osterbyer SV | 2:8 | |
| RDE35 | | Fr | 07.11.08 | | 20:00 | Osterbyer SV | Eckernförder MTV II | 8:3 | |
| RDE102 | | Fr | 23.01.09 | | 20:00 | Osterbyer SV | Dörpsgill Rumohr II | 0:8 | |
| RDE01 | | Mo | 08.09.08 | | 20:30 | Dörpsgill Rumohr II | Osterbyer SV | 8:0 | |
| RDE18 | | Fr | 26.09.08 | | 20:00 | Osdorfer SV II | Osterbyer SV | 8:1 | |
| RDE162 | | Mi | 01.04.09 | | 20:00 | TSV Beringstedt | Osterbyer SV | 8:1 | |
| RDE134 | | Fr | 27.02.09 | | 20:00 | Osterbyer SV | Osdorfer SV II | 3:8 | |
| RDE114 | | Fr | 06.02.09 | | 20:00 | Osterbyer SV | TuS Rotenhof Rendsb. II | 7:7 | |
| RDE127 | | Fr | 20.02.09 | | 20:00 | SV Holtsee | Osterbyer SV | 7:7 | |
| RDE13 | | Mo | 22.09.08 | | 19:30 | TuS Rotenhof Rendsb. II | Osterbyer SV | 6:8 | |
| RDE24 | | Fr | 10.10.08 | | 20:00 | Osterbyer SV | SV Holtsee | 6:8 | |
| RDE51 | | Fr | 28.11.08 | | 20:00 | SC Mittelp. Nortorf V | Osterbyer SV | 6:8 | |
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