| G5 | | Fr | 09.01.09 | v | 19:30 | Husumer SV seit 1875 II | TSV Oldenswort | 8:4 | |
| G14 | | Do | 22.01.09 | | 20:00 | TTSG Schwabs/Olders III | TSV Oldenswort | 1:8 | |
| G21 | | Mo | 02.02.09 | | 20:00 | TSV Ladelund | TSV Oldenswort | 8:1 | |
| G28 | | Fr | 13.02.09 | | 20:00 | TSV Oldenswort | SV Enge-Sande III | 6:8 | |
| G31 | | Mo | 16.02.09 | v | 20:00 | TTV Koldenbüttel III | TSV Oldenswort | 8:3 | |
| G38 | | Fr | 27.02.09 | | 20:00 | TSV Oldenswort | TSV Wiedingharde II | 8:5 | |
| G44 | | Fr | 06.03.09 | v | 20:00 | TSV Oldenswort | TTSG Schwabs/Olders II | 8:1 | |
| G46 | | Mo | 09.03.09 | | 20:00 | TSV Goldebek | TSV Oldenswort | 8:5 | |
| G50 | | Fr | 13.03.09 | | 20:00 | TSV Oldenswort | TSV Stadum | 8:1 | |
| G55 | | Fr | 20.03.09 | | 20:00 | TSV Oldenswort | Gardinger TSV II | 8:0 | |
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