| | Liga | Jahr | | Spieltag | Datum | | Heim | Gast | Ergebnis |
| | Verbandsliga Westfalen 1 | 1958-1959 | | 1 | 21.09.1958 | | DSC Arminia Bielefeld | TSV Detmold | 1 | 1 |
| | Verbandsliga Westfalen 1 | 1958-1959 | | 2 | 24.08.1958 | | TSV Detmold | BV 1919 Selm | 2 | 1 |
| | Verbandsliga Westfalen 1 | 1958-1959 | | 3 | 31.08.1958 | | SG Gronau 09/21 | TSV Detmold | 2 | 2 |
| | Verbandsliga Westfalen 1 | 1958-1959 | | 4 | 07.09.1958 | | TSV Detmold | SV Arminia Gütersloh | 2 | 0 |
| | Verbandsliga Westfalen 1 | 1958-1959 | | 5 | 14.09.1958 | | Beckumer SpVg. | TSV Detmold | 1 | 1 |
| | Verbandsliga Westfalen 1 | 1958-1959 | | 6 | 28.09.1958 | | TSV Detmold | Hammer SpVg. 03/04 | 2 | 0 |
| | Verbandsliga Westfalen 1 | 1958-1959 | | 7 | 05.10.1958 | | TSV Detmold | SpVg. Fichte 06/07 Bielefeld | 1 | 0 |
| | Verbandsliga Westfalen 1 | 1958-1959 | | 8 | 12.10.1958 | | TSV Detmold | SV Teutonia Lippstadt | 1 | 1 |
| | Verbandsliga Westfalen 1 | 1958-1959 | | 9 | 19.10.1958 | | TSG Schwarz-Gelb Rheda | TSV Detmold | 3 | 2 |
| | Verbandsliga Westfalen 1 | 1958-1959 | | 10 | 26.10.1958 | | TSV Detmold | TuRa Bergkamen | 1 | 0 |
| | Verbandsliga Westfalen 1 | 1958-1959 | | 11 | 02.11.1958 | | SV Germania Datteln | TSV Detmold | 2 | 4 |
| | Verbandsliga Westfalen 1 | 1958-1959 | | 12 | 09.11.1958 | | TSV Detmold | VfB 03 Bielefeld | 2 | 1 |
| | Verbandsliga Westfalen 1 | 1958-1959 | | 13 | 16.11.1958 | | SpVg. Marl | TSV Detmold | 3 | 0 |
| | Verbandsliga Westfalen 1 | 1958-1959 | | 14 | 23.11.1958 | | TSV Detmold | SV Bockum-Hövel | 9 | 0 |
| | Verbandsliga Westfalen 1 | 1958-1959 | | 15 | 30.11.1958 | | TSV Detmold | VfL Altenbögge | 1 | 2 |
| | Verbandsliga Westfalen 1 | 1958-1959 | | 16 | 04.01.1959 | | TSV Detmold | DSC Arminia Bielefeld | 1 | 3 |
| | Verbandsliga Westfalen 1 | 1958-1959 | | 17 | 11.01.1959 | | BV 1919 Selm | TSV Detmold | 4 | 1 |
| | Verbandsliga Westfalen 1 | 1958-1959 | | 18 | 08.02.1959 | | TSV Detmold | SG Gronau 09/21 | 3 | 0 |
| | Verbandsliga Westfalen 1 | 1958-1959 | | 19 | 25.01.1959 | | SV Arminia Gütersloh | TSV Detmold | 1 | 0 |
| | Verbandsliga Westfalen 1 | 1958-1959 | | 20 | 01.02.1959 | | TSV Detmold | Beckumer SpVg. | 1 | 3 |
| | Verbandsliga Westfalen 1 | 1958-1959 | | 21 | 15.02.1959 | | Hammer SpVg. 03/04 | TSV Detmold | 3 | 2 |
| | Verbandsliga Westfalen 1 | 1958-1959 | | 22 | 22.02.1959 | | SpVg. Fichte 06/07 Bielefeld | TSV Detmold | 2 | 0 |
| | Verbandsliga Westfalen 1 | 1958-1959 | | 23 | 01.03.1959 | | SV Teutonia Lippstadt | TSV Detmold | 3 | 2 |
| | Verbandsliga Westfalen 1 | 1958-1959 | | 24 | 08.03.1959 | | TSV Detmold | TSG Schwarz-Gelb Rheda | 1 | 4 |
| | Verbandsliga Westfalen 1 | 1958-1959 | | 25 | 15.03.1959 | | TuRa Bergkamen | TSV Detmold | 4 | 0 |
| | Verbandsliga Westfalen 1 | 1958-1959 | | 26 | 22.03.1959 | | TSV Detmold | SV Germania Datteln | 3 | 1 |
| | Verbandsliga Westfalen 1 | 1958-1959 | | 27 | 29.03.1959 | | VfB 03 Bielefeld | TSV Detmold | 1 | 0 |
| | Verbandsliga Westfalen 1 | 1958-1959 | | 28 | 05.04.1959 | | TSV Detmold | SpVg. Marl | 1 | 1 |
| | Verbandsliga Westfalen 1 | 1958-1959 | | 29 | 12.04.1959 | | SV Bockum-Hövel | TSV Detmold | 1 | 0 |
| | Verbandsliga Westfalen 1 | 1958-1959 | | 30 | 19.04.1959 | | VfL Altenbögge | TSV Detmold | 1 | 1 |
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