| | Liga | Jahr | | Spieltag | Datum | | Heim | Gast | Ergebnis |
| | Landesliga Westfalen 1 | 1958-1959 | | 1 | 24.08.1958 | | VfJ 08 Paderborn | VfL Schildesche | 2 | 3 |
| | Landesliga Westfalen 1 | 1958-1959 | | 2 | 31.08.1958 | | VfL Schildesche | TuS Eintracht Bielefeld | 2 | 0 |
| | Landesliga Westfalen 1 | 1958-1959 | | 3 | 07.09.1958 | | Mindener SpVg. 05 | VfL Schildesche | 2 | 3 |
| | Landesliga Westfalen 1 | 1958-1959 | | 4 | 14.09.1958 | | VfL Schildesche | SV Löhne-Obernbeck | 1 | 4 |
| | Landesliga Westfalen 1 | 1958-1959 | | 5 | 28.09.1958 | | SuS Herford | VfL Schildesche | 6 | 1 |
| | Landesliga Westfalen 1 | 1958-1959 | | 6 | 05.10.1958 | | VfL Schildesche | TBV Lemgo | 3 | 2 |
| | Landesliga Westfalen 1 | 1958-1959 | | 7 | 12.10.1958 | | FC Lübbecke | VfL Schildesche | 0 | 0 |
| | Landesliga Westfalen 1 | 1958-1959 | | 9 | 26.10.1958 | | VfL Schildesche | BV Bad Lippspringe | 0 | 1 |
| | Landesliga Westfalen 1 | 1958-1959 | | 10 | 02.11.1958 | | VfL Kutenhausen | VfL Schildesche | 3 | 3 |
| | Landesliga Westfalen 1 | 1958-1959 | | 11 | 09.11.1958 | | VfL Schildesche | TSV Oerlinghausen | 3 | 1 |
| | Landesliga Westfalen 1 | 1958-1959 | | 12 | 14.12.1958 | | VfL Viktoria Mennighüffen | VfL Schildesche | 1 | 1 |
| | Landesliga Westfalen 1 | 1958-1959 | | 13 | 23.11.1958 | | VfL Schildesche | SpVg. Union Herford | 0 | 1 |
| | Landesliga Westfalen 1 | 1958-1959 | | 14 | 30.11.1958 | | TuS Brake in Lippe | VfL Schildesche | 2 | 2 |
| | Landesliga Westfalen 1 | 1958-1959 | | 15 | 07.12.1958 | | VfL Schildesche | SV Brackwede | 3 | 0 |
| | Landesliga Westfalen 1 | 1958-1959 | | 16 | 04.01.1959 | | VfL Schildesche | VfJ 08 Paderborn | 1 | 3 |
| | Landesliga Westfalen 1 | 1958-1959 | | 17 | 08.02.1959 | | TuS Eintracht Bielefeld | VfL Schildesche | 1 | 3 |
| | Landesliga Westfalen 1 | 1958-1959 | | 18 | 10.05.1959 | | VfL Schildesche | Mindener SpVg. 05 | 2 | 0 |
| | Landesliga Westfalen 1 | 1958-1959 | | 19 | 25.01.1959 | | SV Löhne-Obernbeck | VfL Schildesche | 4 | 1 |
| | Landesliga Westfalen 1 | 1958-1959 | | 20 | 01.02.1959 | | VfL Schildesche | SuS Herford | 0 | 2 |
| | Landesliga Westfalen 1 | 1958-1959 | | 21 | 15.02.1959 | | TBV Lemgo | VfL Schildesche | 2 | 0 |
| | Landesliga Westfalen 1 | 1958-1959 | | 22 | 22.02.1959 | | VfL Schildesche | FC Lübbecke | 3 | 0 |
| | Landesliga Westfalen 1 | 1958-1959 | | 24 | 15.03.1959 | | BV Bad Lippspringe | VfL Schildesche | 4 | 1 |
| | Landesliga Westfalen 1 | 1958-1959 | | 25 | 22.03.1959 | | VfL Schildesche | VfL Kutenhausen | 1 | 1 |
| | Landesliga Westfalen 1 | 1958-1959 | | 26 | 05.04.1959 | | TSV Oerlinghausen | VfL Schildesche | 0 | 2 |
| | Landesliga Westfalen 1 | 1958-1959 | | 27 | 12.04.1959 | | VfL Schildesche | VfL Viktoria Mennighüffen | 2 | 1 |
| | Landesliga Westfalen 1 | 1958-1959 | | 28 | 19.04.1959 | | SpVg. Union Herford | VfL Schildesche | 0 | 2 |
| | Landesliga Westfalen 1 | 1958-1959 | | 29 | 26.04.1959 | | VfL Schildesche | TuS Brake in Lippe | 1 | 0 |
| | Landesliga Westfalen 1 | 1958-1959 | | 30 | 03.05.1959 | | SV Brackwede | VfL Schildesche | 4 | 1 |
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