| 1. Round | 03/08/2014 | FC Eisenach | - | Chemnitzer FC II | 1:1 |  |
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| 2. Round | 10/08/2014 | Rot-Weiß Erfurt II | - | Chemnitzer FC II | 0:2 | ||||
| 3. Round | 24/08/2014 | Dynamo Dresden II | - | Chemnitzer FC II | 3:5 | |
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| 4. Round | 31/08/2014 | Chemnitzer FC II | - | SSV Markranstädt | 1:1 | ||||
| 5. Round | 13/09/2014 | FC Oberlausitz | - | Chemnitzer FC II | 2:0 | |
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| 6. Round | 21/09/2014 | Chemnitzer FC II | - | SV SCHOTT Jena | 0:2 | |
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| 7. Round | 28/09/2014 | Askania Bernburg | - | Chemnitzer FC II | 3:3 | ||||
| 8. Round | 05/10/2014 | Chemnitzer FC II | - | FC Einheit Rudolstadt | 2:2 | ||||
| 9. Round | 19/10/2014 | Union Sandersdorf | - | Chemnitzer FC II | 0:0 | ||||
| 11. Round | 02/11/2014 | RB Leipzig II | - | Chemnitzer FC II | 1:3 |  |
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| 12. Round | 09/11/2014 | Chemnitzer FC II | - | Erzgebirge Aue II | 4:0 | ||||
| 13. Round | 23/11/2014 | Chemnitzer FC II | - | Energie Cottbus II | 1:1 | ||||
| 14. Round | 30/11/2014 | FC Carl Zeiss Jena II | - | Chemnitzer FC II | 0:4 | ||||
| 15. Round | 07/12/2014 | Chemnitzer FC II | - | VfL Halle 96 | 1:1 | |
Germany