| H22 | | Mo | 30.10.23 | | 20:15 | VFL Tremsbüttel III | VfL Oldesloe | 0:7 | |
| H25 | | Di | 07.11.23 | | 19:30 | VfL Oldesloe | TTG Elmenh./Fischbek IV | 3:7 | |
| H32 | | Do | 16.11.23 | | 20:00 | TSV Grabau | VfL Oldesloe | 1:7 | |
| H33 | | Di | 21.11.23 | | 19:30 | VfL Oldesloe | SV Meddewade II | 4:7 | |
| H04 | | Fr | 01.12.23 | v | 20:00 | Bargfelder SV II | VfL Oldesloe | 7:0 | |
| H18 | | Di | 05.12.23 | v | 19:30 | VfL Oldesloe | SF Grande-Kuddewörde | 6:6 | |
| H06 | | Fr | 08.12.23 | v | 19:30 | VfL Oldesloe | Tralauer SV III | 7:1 | |
| H16 | | Fr | 15.12.23 | v | 20:10 | TSV Lütjensee III | VfL Oldesloe | 7:3 | |
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