| 20 May 2007 | Preliminary Round | Lullington Park Third XI v Alfreton Second XI | Lullington Park, Lullington | Results |
| 20 May 2007 | Preliminary Round | Winshill v Ashbourne | Mill Hill Lane, Winshill | Results |
| 03 Jun 2007 | First Round | Alvaston and Boulton Second XI v Rolleston Second XI | Alfreton Park, Alfreton | Results |
| 03 Jun 2007 | First Round | Breadsall v Little Eaton | Brookside Road, Breadsall | Results |
| 03 Jun 2007 | First Round | Burton v Darley Abbey | The Town Ground, Burton-on-Trent | Results |
| 03 Jun 2007 | First Round | Clowne Town v Marehay Second XI | High Leys Road, Clowne | Results |
| 03 Jun 2007 | First Round | Cromford Meadows v Quarndon Second XI | Cromford Meadows, Cromford | Results |
| 03 Jun 2007 | First Round | Ilkeston Rutland Second XI v Walton-on-Trent | Rutland Recreation Ground, Ilkeston | Results |
| 03 Jun 2007 | First Round | Lullington Park Second XI v Elvaston Second XI | Lullington Park, Lullington | Results |
| 03 Jun 2007 | First Round | Melbourne Town v Ticknall Second XI | Cockshut Lane, Melbourne | Results |
| 03 Jun 2007 | First Round | Old Derbeians v Clifton Second XI | Parker's Piece, Chester Green | Results |
| 03 Jun 2007 | First Round | Riddings v Clay Cross | Riddings Park, Riddings | Results |
| 03 Jun 2007 | First Round | Sawley and Long Eaton Park Second XI v Swanwick Hall | King Street, Long Eaton | Results |
| 03 Jun 2007 | First Round | Staveley Welfare Second XI v Alfreton Second XI | Lowgates, Staveley | Results |
| 03 Jun 2007 | First Round | Trentside v Shipley Hall Second XI | Faldo Close, Branston | Results |
| 03 Jun 2007 | First Round | Winshill v Langley Mill United | Mill Hill Lane, Winshill | Results |
| 10 Jun 2007 | First Round | Morton Colliery v Etwall | Back Lane, Morton | Results |
| 17 Jun 2007 | Second Round | Clay Cross v Alfreton Second XI | Sharley Park, Clay Cross | Results |
| 17 Jun 2007 | Second Round | Clifton Second XI v Lullington Park Second XI | Chapel Lane, Clifton | Results |
| 17 Jun 2007 | Second Round | Ticknall Second XI v Swanwick Hall | The Grange, Ticknall | Results |
| 24 Jun 2007 | Second Round | Burton v Langley Mill United | The Town Ground, Burton-on-Trent | Results |
| 01 Jul 2007 | Second Round | Clowne Town v Rolleston Second XI | High Leys Road, Clowne | Results |
| 01 Jul 2007 | Second Round | Trentside v Quarndon Second XI | Faldo Close, Branston | Results |
| 04 Jul 2007 | Second Round | Breadsall v Walton-on-Trent | Brookside Road, Breadsall | Results |
| 06 Jul 2007 | Second Round | Littleover Centurions v Morton Colliery | King George V Fields, Littleover | Results |
| 08 Jul 2007 | Quarter-Final | Langley Mill United v Quarndon Second XI | Station Road, Langley Mill | Results |
| 08 Jul 2007 | Quarter-Final | Rolleston Second XI v Ticknall Second XI | Dovecliff Road, Rolleston-on-Dove | Results |
| 24 Jul 2007 | Quarter-Final | Breadsall v Clay Cross | Brookside Road, Breadsall | Results |
| 27 Jul 2007 | Quarter-Final | Lullington Park Second XI v Littleover Centurions | Lullington Park, Lullington | Results |
| 29 Jul 2007 | Semi-Final | Breadsall v Quarndon Second XI | Brookside Road, Breadsall | Results |
| 29 Jul 2007 | Semi-Final | Rolleston Second XI v Lullington Park Second XI | Dovecliff Road, Rolleston-on-Dove | Results |
| 26 Aug 2007 | Final | Quarndon Second XI v Lullington Park Second XI | Locko Road, Spondon | Results |
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