| S41 | | Fr | 27.03.09 | | 17:15 | Osterbyer SV | SV Boostedt | 6:1 | |
| S6 | | Mi | 28.01.09 | | 17:15 | SV Friedrichsort II | Osterbyer SV | 1:6 | |
| S63 | | Mo | 15.12.08 | v t | 18:00 | SV Boostedt | Osterbyer SV | 1:6 | |
| S4 | | Sa | 13.09.08 | | 17:30 | Kieler TTK | Osterbyer SV | 2:6 | |
| S50 | | Fr | 28.11.08 | | 17:15 | Osterbyer SV | Gettorfer TV | 6:2 | |
| S25 | | Di | 17.03.09 | v | 18:00 | TSV Gadeland Neumün. | Osterbyer SV | 6:2 | |
| S26 | | Mi | 05.11.08 | v | 18:00 | Osterbyer SV | TSV Gadeland Neumün. | 3:6 | |
| S34 | | Fr | 07.11.08 | | 17:30 | SV Tungendorf Neumün | Osterbyer SV | 5:5 | |
| S14 | | Fr | 21.11.08 | v | 17:15 | Osterbyer SV | Preetzer TSV | 4:6 | |
| S4 | | Sa | 24.01.09 | | 14:30 | Preetzer TSV | Osterbyer SV | 4:6 | |
| S10 | | So | 01.03.09 | u | 10:00 | Osterbyer SV | SV Tungendorf Neumün | 4:6 | |
| S14 | | Fr | 13.02.09 | | 17:15 | Osterbyer SV | SV Friedrichsort | 4:6 | |
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