| SA09 | | Fr | 10.10.08 | | 18:00 | TSV Bargteheide | VfL Oldesloe | 1:6 | |
| SA107 | | Di | 17.02.09 | | 18:00 | VfL Oldesloe | TSV Bargteheide | 6:1 | |
| SA103 | | Fr | 30.01.09 | | 18:00 | Bargfelder SV | VfL Oldesloe | 3:6 | |
| SA104 | | Mo | 02.02.09 | | 18:00 | TuS Fahrenkrug | VfL Oldesloe | 3:6 | |
| SA13 | | Do | 13.11.08 | | 17:30 | Ratzeburger SV | VfL Oldesloe | 6:0 | |
| SA20 | | Fr | 05.12.08 | | 17:30 | TSV Schwarzenbek 2 | VfL Oldesloe | 6:1 | |
| SA111 | | Fr | 27.02.09 | | 17:30 | TSV Schwarzenbek | VfL Oldesloe | 6:2 | |
| SA02 | | Di | 16.09.08 | | 18:00 | VfL Oldesloe | Bargfelder SV | 2:6 | |
| SA114 | | Di | 03.03.09 | | 18:00 | VfL Oldesloe | Ratzeburger SV | 2:6 | |
| SA04 | | Di | 23.09.08 | | 18:00 | VfL Oldesloe | TuS Fahrenkrug | 6:4 | |
| SA11 | | Di | 04.11.08 | | 18:00 | VfL Oldesloe | TSV Schwarzenbek | 3:6 | |
| SA103 | | Fr | 30.01.09 | | 18:00 | Bargfelder SV | VfL Oldesloe | 3:6 | |
| SA104 | | Mo | 02.02.09 | | 18:00 | TuS Fahrenkrug | VfL Oldesloe | 3:6 | |
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