1. Round | 26/07/2008 | VfB Stuttgart II | - | Kickers Offenbach | 1:1 | ||||
2. Round | 02/08/2008 | Kickers Offenbach | - | Wacker Burghausen | 2:0 | ||||
3. Round | 16/08/2008 | Kickers Offenbach | - | 1. FC Union Berlin | 1:1 | ||||
4. Round | 23/08/2008 | Wuppertaler SV | - | Kickers Offenbach | 2:1 | ||||
5. Round | 30/08/2008 | Kickers Offenbach | - | Dynamo Dresden | 2:2 | ||||
6. Round | 13/09/2008 | Eintracht Braunschweig | - | Kickers Offenbach | 4:0 | ||||
7. Round | 20/09/2008 | Kickers Offenbach | - | FC Carl Zeiss Jena | 2:1 | ||||
8. Round | 28/09/2008 | VfR Aalen | - | Kickers Offenbach | 1:1 | ||||
20. Round | 19/12/2008 | Kickers Offenbach | - | VfB Stuttgart II | 2:0 |