 | 14 Jun 2015 | First Round | | Alfreton Second XI v Riddings | Alfreton Park, Alfreton | misc1021831 |
| 14 Jun 2015 | First Round | | Breadsall v Heanor Town | Brookside Road, Breadsall | misc1021832 |
| 14 Jun 2015 | Second Round | | Chesterfield Second XI v Eckington Second XI | Queen's Park, Chesterfield | misc1021833 |
| 14 Jun 2015 | Second Round | | Derby Congregational v Brailsford and Ednaston | Brayfield Road, Littleover | misc1021834 |
| 14 Jun 2015 | First Round | | Langley Mill United Second XI v Denby Second XI | Station Road, Langley Mill | misc1021835 |
| 14 Jun 2015 | First Round | | Quarndon Second XI v Duffield Second XI | The Common, Quarndon | misc1021836 |
| 14 Jun 2015 | First Round | | Rolleston Second XI v Tutbury | Dovecliff Road, Rolleston-on-Dove | misc1021837 |
| 14 Jun 2015 | First Round | | Swarkestone Second XI v Elvaston Second XI | Barrow Turn, Swarkestone | misc1021838 |
| 14 Jun 2015 | Second Round | | Breadsall v Shipley Hall | Brookside Road, Breadsall | misc1021839 |
| 14 Jun 2015 | Second Round | | Codnor v Riddings | Alfreton Park, Alfreton | misc1021840 |
| 14 Jun 2015 | Second Round | | Langley Mill United Second XI v Marehay Second XI | Station Road, Langley Mill | misc1021841 |
| 14 Jun 2015 | Second Round | | Quarndon Second XI v Mickleover | The Common, Quarndon | misc1021842 |
| 14 Jun 2015 | Second Round | | Rolleston Second XI v Abbots Bromley | Dovecliff Road, Rolleston-on-Dove | misc1021843 |
| 14 Jun 2015 | Second Round | | Swarkestone Second XI v Spondon Second XI | Barrow Turn, Swarkestone | misc1021844 |
| 12 Jul 2015 | Quarter-Final | | Brailsford and Ednaston v Mickleover | Pools Head Lane, Brailsford | misc1021845 |
| 12 Jul 2015 | Quarter-Final | | Breadsall v Eckington Second XI | The Maryfield, Ripley | misc1021846 |
| 12 Jul 2015 | Quarter-Final | | Abbots Bromley v Spondon Second XI | Pools Head Lane, Brailsford | misc1021847 |
| 12 Jul 2015 | Quarter-Final | | Marehay Second XI v Codnor | The Maryfield, Ripley | misc1021848 |
| 12 Jul 2015 | Semi-Final | | Brailsford and Ednaston v Spondon Second XI | Pools Head Lane, Brailsford | misc1021849 |
| 12 Jul 2015 | Semi-Final | | Marehay Second XI v Eckington Second XI | The Maryfield, Ripley | misc1021850a |
| 16 Aug 2015 | Final | | Brailsford and Ednaston v Marehay Second XI | not known | misc1021851 |
