| 1. Round | 17/08/2008 | Bor. Mönchengladbach | - | VfB Stuttgart | 1:3 |  |
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| 3. Round | 30/08/2008 | Bor. Mönchengladbach | - | Werder Bremen | 3:2 | ||||
| 4. Round | 14/09/2008 | Hannover 96 | - | Bor. Mönchengladbach | 5:1 | ||||
| 5. Round | 20/09/2008 | Bor. Mönchengladbach | - | Hertha BSC | 0:1 | ||||
| 6. Round | 27/09/2008 | Hamburger SV | - | Bor. Mönchengladbach | 1:0 | ||||
| 7. Round | 04/10/2008 | Bor. Mönchengladbach | - | 1. FC Köln | 1:2 | |
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| 9. Round | 25/10/2008 | Bor. Mönchengladbach | - | Karlsruher SC | 1:0 | ||||
| 10. Round | 28/10/2008 | VfL Wolfsburg | - | Bor. Mönchengladbach | 3:0 | ||||
| 11. Round | 02/11/2008 | Bor. Mönchengladbach | - | Eintracht Frankfurt | 1:2 | ||||
| 12. Round | 08/11/2008 | Arminia Bielefeld | - | Bor. Mönchengladbach | 0:2 | ||||
| 13. Round | 15/11/2008 | Bor. Mönchengladbach | - | Bayern München | 2:2 | ||||
| 14. Round | 22/11/2008 | FC Schalke 04 | - | Bor. Mönchengladbach | 3:1 | ||||
| 15. Round | 29/11/2008 | Bor. Mönchengladbach | - | Energie Cottbus | 1:3 | ||||
| 16. Round | 06/12/2008 | Bor. Mönchengladbach | - | Bayer Leverkusen | 1:3 | ||||
| 24. Round | 14/03/2009 | 1. FC Köln | - | Bor. Mönchengladbach | 2:4 | ||||
| 27. Round | 11/04/2009 | Bor. Mönchengladbach | - | VfL Wolfsburg | 1:2 |
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