| 1. Round | 04/08/2019 | 1. FC Rielasingen-Arlen | - | TSV Ilshofen | 2:1 |  |
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| 3. Round | 18/08/2019 | VfB Stuttgart II | - | TSV Ilshofen | 7:3 | ||||
| 4. Round | 24/08/2019 | TSV Ilshofen | - | SV Linx | 4:1 | ||||
| 5. Round | 31/08/2019 | Neckarsulmer Sport-Union | - | TSV Ilshofen | 0:3 | ||||
| 8. Round | 21/09/2019 | TSV Ilshofen | - | FSV 08 Bissingen | 1:3 | ||||
| 9. Round | 28/09/2019 | SV Sandhausen II | - | TSV Ilshofen | 1:3 | ||||
| 10. Round | 05/10/2019 | TSV Ilshofen | - | 1. CfR Pforzheim | 0:0 | ||||
| 11. Round | 12/10/2019 | Stuttgarter Kickers | - | TSV Ilshofen | 2:2 | ||||
| 12. Round | 19/10/2019 | TSV Ilshofen | - | Sportfreunde Dorfmerkingen | 0:3 | ||||
| 14. Round | 02/11/2019 | TSV Ilshofen | - | FC Nöttingen | 1:3 | ||||
| 16. Round | 16/11/2019 | Göppinger SV | - | TSV Ilshofen | 4:1 | ||||
| 17. Round | 23/11/2019 | TSV Ilshofen | - | FC 08 Villingen | 0:1 | ||||
| 18. Round | 30/11/2019 | SSV Reutlingen | - | TSV Ilshofen | 2:0 | ||||
| 19. Round | 07/12/2019 | TSV Ilshofen | - | 1. FC Rielasingen-Arlen | 2:0 | ||||
| 20. Round | 29/02/2020 | TSV Ilshofen | - | VfB Stuttgart II | 0:5 | ||||
| 21. Round | 07/03/2020 | SV Linx | - | TSV Ilshofen | 3:0 |
Germany