| 1. Round | 25/07/2009 | Dynamo Dresden | - | VfB Stuttgart II | 0:1 | ||||
| 2. Round | 28/07/2009 | SV Wehen Wiesbaden | - | Dynamo Dresden | 0:1 | ||||
| 3. Round | 08/08/2009 | Dynamo Dresden | - | SV Sandhausen | 0:3 | ||||
| 4. Round | 16/08/2009 | Bayern München II | - | Dynamo Dresden | 0:0 | ||||
| 5. Round | 22/08/2009 | Dynamo Dresden | - | Erzgebirge Aue | 3:0 | ||||
| 6. Round | 29/08/2009 | Rot-Weiß Erfurt | - | Dynamo Dresden | 4:1 | ||||
| 13. Round | 16/10/2009 | Dynamo Dresden | - | Kickers Offenbach | 2:4 |  |
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| 14. Round | 23/10/2009 | FC Ingolstadt 04 | - | Dynamo Dresden | 0:0 | ||||
| 15. Round | 31/10/2009 | Dynamo Dresden | - | SpVgg Unterhaching | 0:2 | ||||
| 16. Round | 07/11/2009 | FC Carl Zeiss Jena | - | Dynamo Dresden | 0:4 | |
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| 17. Round | 21/11/2009 | Jahn Regensburg | - | Dynamo Dresden | 2:0 | ||||
| 18. Round | 28/11/2009 | Dynamo Dresden | - | 1. FC Heidenheim 1846 | 4:3 | |
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| 19. Round | 06/12/2009 | Wuppertaler SV | - | Dynamo Dresden | 1:0 |
Germany
Italy