| 1. Round | 16/08/2008 | SV Darmstadt 98 | - | Karlsruher SC II | 1:4 | ||||
| 2. Round | 23/08/2008 | 1. FC Nürnberg II | - | SV Darmstadt 98 | 4:0 | ||||
| 3. Round | 29/08/2008 | SV Darmstadt 98 | - | SC Pfullendorf | 0:0 | ||||
| 10. Round | 07/09/2008 | Waldhof Mannheim | - | SV Darmstadt 98 | 2:1 | ||||
| 11. Round | 02/11/2008 | SV Darmstadt 98 | - | Eintracht Frankfurt II | 1:3 | ||||
| 13. Round | 15/11/2008 | SV Darmstadt 98 | - | 1. FC Heidenheim 1846 | 1:1 | ||||
| 17. Round | 17/12/2008 | SpVgg Unterhaching II | - | SV Darmstadt 98 | 1:3 |
Germany