| 02 Jun 2024 | Group 1 | South Wingfield Third XI v Staveley Welfare | Holme Lane Pitch 2, South Wingfield | Results |
| 02 Jun 2024 | Group 1 | South Wingfield Third XI v Swanwick Hall | Holme Lane Pitch 2, South Wingfield | Results |
| 23 Jun 2024 | Group 1 | Staveley Welfare v Swanwick Hall | Lowgates, Staveley | Results |
| 02 Jun 2024 | Group 2 | Alfreton Second XI v Apperknowle | Alfreton Park, Alfreton | Results |
| 02 Jun 2024 | Group 2 | Alfreton Second XI v Pilsley and Clay Cross | Alfreton Park, Alfreton | Results |
| 19 Jun 2024 | Group 2 | Apperknowle v Pilsley and Clay Cross | High Street, Apperknowle | Results |
| 02 Jun 2024 | Group 3 | Riddings Second XI v Buxton Second XI | Riddings Park, Riddings | Results |
| 02 Jun 2024 | Group 3 | Riddings Second XI v Clowne Town Second XI | Riddings Park, Riddings | Results |
| 23 Jun 2024 | Group 3 | Buxton Second XI v Clowne Town Second XI | The Park, Buxton | Results |
| 02 Jun 2024 | Group 4 | Mugginton v Nutbrook Second XI | Sam Heath Sports Ground, Weston Underwood | Results |
| 02 Jun 2024 | Group 4 | Mugginton v Quarndon Third XI | Sam Heath Sports Ground, Weston Underwood | Results |
| 30 Jun 2024 | Group 4 | Nutbrook Second XI v Quarndon Third XI | Nutbrook Sports Ground, West Hallam | Results |
| 02 Jun 2024 | Group 5 | Duffield Third XI v Langley Mill United Second XI | Eyes Meadow Pitch 2, Duffield | Results |
| 02 Jun 2024 | Group 5 | Duffield Third XI v Denby Third XI | Eyes Meadow Pitch 2, Duffield | Results |
| 02 Jun 2024 | Group 6 | Elvaston Third XI v Chellaston Third XI | Stable Drive Pitch 2, Elvaston | Results |
| 02 Jun 2024 | Group 6 | Elvaston Third XI v Clifton Second XI | Stable Drive Pitch 2, Elvaston | Results |
| 02 Jul 2024 | Group 6 | Clifton Second XI v Chellaston Third XI | Chapel Lane, Clifton | Results |
| 02 Jun 2024 | Group 7 | Mickleover Second XI v Winshill Second XI | Station Road, Mickleover | Results |
| 02 Jun 2024 | Group 7 | Mickleover Second XI v Sawley Second XI | Station Road, Mickleover | Results |
| 02 Jun 2024 | Group 8 | Tutbury Second XI v Ashbourne | Tutbury Mill, Tutbury | Results |
| 02 Jun 2024 | Group 8 | Tutbury Second XI v Derby Congregational Second XI | Tutbury Mill, Tutbury | Results |
| 08 Jul 2024 | Quarter-Final | Staveley Welfare v Alfreton Second XI | Lowgates, Staveley | Results |
| 21 Jul 2024 | Quarter-Final | Denby Third XI v Clowne Town Second XI | The Copper Yard Pitch 2, Denby Village | Results |
| 21 Jul 2024 | Quarter-Final | Quarndon Third XI v Sawley Second XI | The Common, Quarndon | Results |
| 23 Jul 2024 | Quarter-Final | Clifton Second XI v Tutbury Second XI | Chapel Lane, Clifton | Results |
| 28 Jul 2024 | Semi-Final | Clowne Town Second XI v Alfreton Second XI | High Leys Road, Clowne | Results |
| 04 Aug 2024 | Semi-Final | Sawley Second XI v Clifton Second XI | West Park, Long Eaton | Results |
| 05 Sep 2024 | Final | Alfreton Second XI v Sawley Second XI | Racecourse Ground, Derby | Results |
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