| 1. Round | 04/08/2019 | VfB Stuttgart II | - | FC Nöttingen | 0:1 | ||||
| 4. Round | 24/08/2019 | FC 08 Villingen | - | VfB Stuttgart II | 1:1 | ||||
| 7. Round | 14/09/2019 | Göppinger SV | - | VfB Stuttgart II | 2:0 | ||||
| 9. Round | 28/09/2019 | Neckarsulmer Sport-Union | - | VfB Stuttgart II | 2:1 | ||||
| 10. Round | 06/10/2019 | VfB Stuttgart II | - | FV Ravensburg | 3:2 | ||||
| 11. Round | 12/10/2019 | Freiburger FC | - | VfB Stuttgart II | 1:1 | ||||
| 12. Round | 19/10/2019 | VfB Stuttgart II | - | FSV 08 Bissingen | 2:2 | ||||
| 13. Round | 26/10/2019 | SV Sandhausen II | - | VfB Stuttgart II | 0:3 | ||||
| 15. Round | 09/11/2019 | Stuttgarter Kickers | - | VfB Stuttgart II | 3:0 | ||||
| 17. Round | 23/11/2019 | SGV Freiberg | - | VfB Stuttgart II | 2:6 | ||||
| 19. Round | 15/02/2020 | FC Nöttingen | - | VfB Stuttgart II | 1:6 | ||||
| 20. Round | 29/02/2020 | TSV Ilshofen | - | VfB Stuttgart II | 0:5 |
Germany