| J05 | | Di | 17.09.19 | | 20:00 | Post SV Oldesloe II | Bargfelder SV III | 1:8 |   |
| J09 | | Di | 24.09.19 | | 20:00 | WSV Tangstedt | Post SV Oldesloe II | 6:8 | |
| J01 | | Mo | 30.09.19 | v | 19:30 | Delingsdorfer SV III | Post SV Oldesloe II | 8:6 |  |
| J13 | | Di | 22.10.19 | | 20:00 | Post SV Oldesloe II | TSV Bargteheide IX | 8:5 | |
| J22 | | Di | 05.11.19 | v | 20:00 | Post SV Oldesloe II | VFL Rethwisch | 3:8 | |
| J26 | | Di | 12.11.19 | | 20:00 | Post SV Oldesloe II | VfL Oldesloe III | 8:4 | |
| J32 | | Fr | 22.11.19 | | 20:15 | TSV Trittau III | Post SV Oldesloe II | 2:8 | |
| J34 | | Di | 26.11.19 | | 20:00 | Post SV Oldesloe II | SV Preußen Reinfeld IV | 8:2 | |
| J37 | | Di | 14.01.20 | | 20:00 | Post SV Oldesloe II | Delingsdorfer SV III | 8:5 | |
| J45 | | Di | 28.01.20 | | 20:00 | Post SV Oldesloe II | WSV Tangstedt | 8:4 | |
| J51 | | Do | 06.02.20 | | 20:00 | TSV Bargteheide IX | Post SV Oldesloe II | 8:4 | |
| J57 | | Fr | 21.02.20 | t | 19:30 | VFL Rethwisch | Post SV Oldesloe II | 8:2 | |
| J62 | | Fr | 28.02.20 | | 19:30 | VfL Oldesloe III | Post SV Oldesloe II | 8:4 | |
| J66 | | Di | 03.03.20 | | 20:00 | Post SV Oldesloe II | TSV Trittau III | 8:4 | |
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