| 1. Round | 13/07/2019 | TSV Schwaben Augsburg | - | FC Pipinsried | 0:3 | ||||
| 2. Round | 19/07/2019 | FC Pipinsried | - | TSV 1865 Dachau | 2:2 | ||||
| 4. Round | 27/07/2019 | FC Pipinsried | - | TSV Schwabmünchen | 4:3 | ||||
| 5. Round | 03/08/2019 | FC Ingolstadt 04 II | - | FC Pipinsried | 2:4 | ||||
| 7. Round | 16/08/2019 | SpVgg Hankofen-Hailing | - | FC Pipinsried | 1:5 | ||||
| 8. Round | 23/08/2019 | FC Pipinsried | - | TSV Kottern-St. Mang | 5:0 | ||||
| 9. Round | 31/08/2019 | SV Pullach | - | FC Pipinsried | 0:5 |  |
|||
| 11. Round | 13/09/2019 | TSV Wasserburg | - | FC Pipinsried | 0:2 | ||||
| 13. Round | 28/09/2019 | TSV Nördlingen | - | FC Pipinsried | 0:4 | ||||
| 23. Round | 07/03/2020 | FC Deisenhofen | - | FC Pipinsried | 2:7 | ||||
| 24. Round | 19/09/2020 | FC Pipinsried | - | SpVgg Hankofen-Hailing | 4:3 | ||||
| 25. Round | 03/10/2020 | TSV Kottern-St. Mang | - | FC Pipinsried | 1:2 | ||||
| 26. Round | 17/10/2020 | FC Pipinsried | - | SV Pullach | 0:1 |
Germany