| 1. Round | 05/09/2020 | VfB Homberg | - | SV Lippstadt 08 | 0:2 |  |
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| 4. Round | 19/09/2020 | SV Lippstadt 08 | - | 1. FC Köln II | 1:1 | ||||
| 7. Round | 02/10/2020 | SC Wiedenbrück | - | SV Lippstadt 08 | 0:0 | ||||
| 3. Round | 06/10/2020 | Alemannia Aachen | - | SV Lippstadt 08 | 0:0 | ||||
| 11. Round | 24/10/2020 | Rot Weiss Ahlen | - | SV Lippstadt 08 | 1:1 | ||||
| 14. Round | 07/11/2020 | SV Lippstadt 08 | - | Fortuna Köln | 2:2 | ||||
| 17. Round | 25/11/2020 | SV Lippstadt 08 | - | Rot-Weiß Oberhausen | 1:1 |  |
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| 18. Round | 28/11/2020 | FC Schalke 04 II | - | SV Lippstadt 08 | 6:2 | ||||
| 19. Round | 05/12/2020 | SV Lippstadt 08 | - | SV Rödinghausen | 1:0 | ||||
| 20. Round | 12/12/2020 | SV Bergisch Gladbach 09 | - | SV Lippstadt 08 | 0:3 | ||||
| 25. Round | 06/02/2021 | 1. FC Köln II | - | SV Lippstadt 08 | 2:1 | |
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| 24. Round | 17/03/2021 | SV Lippstadt 08 | - | Alemannia Aachen | 2:0 | |
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| 37. Round | 19/05/2021 | SV Lippstadt 08 | - | Bor. Mönchengladbach II | 1:0 | ||||
| 40. Round | 22/05/2021 | SV Rödinghausen | - | SV Lippstadt 08 | 0:1 | ||||
| 41. Round | 29/05/2021 | SV Lippstadt 08 | - | SV Bergisch Gladbach 09 | 1:0 | ||||
| 42. Round | 05/06/2021 | SV 19 Straelen | - | SV Lippstadt 08 | 3:1 |
Germany