1. Round | 19/07/2019 | TSV 1860 München | - | Preußen Münster | 1:1 | ||||
2. Round | 27/07/2019 | Eintracht Braunschweig | - | TSV 1860 München | 2:1 | ||||
3. Round | 31/07/2019 | TSV 1860 München | - | FSV Zwickau | 3:0 | ||||
4. Round | 05/08/2019 | Waldhof Mannheim | - | TSV 1860 München | 4:0 | ||||
5. Round | 17/08/2019 | TSV 1860 München | - | SV Meppen | 0:0 | ||||
6. Round | 24/08/2019 | 1. FC Magdeburg | - | TSV 1860 München | 5:1 | ||||
8. Round | 14/09/2019 | TSV 1860 München | - | FC Carl Zeiss Jena | 3:1 | ||||
9. Round | 21/09/2019 | MSV Duisburg | - | TSV 1860 München | 2:1 | ||||
10. Round | 28/09/2019 | TSV 1860 München | - | 1. FC Kaiserslautern | 3:1 | ||||
11. Round | 07/10/2019 | Würzburger Kickers | - | TSV 1860 München | 2:1 | ||||
12. Round | 19/10/2019 | TSV 1860 München | - | KFC Uerdingen 05 | 0:1 | ||||
14. Round | 02/11/2019 | TSV 1860 München | - | Viktoria Köln | 4:2 | ||||
37. Round | 01/07/2020 | SG Sonnenhof Großaspach | - | TSV 1860 München | 2:4 |