| 12 May 2013 | First Round | Barton-under-Needwood v Spondon Second XI | Holland Park Sports Club Ground, Barton-under-Needwood | Results |
| 12 May 2013 | First Round | Clay Cross v Trentside | Sharley Park, Clay Cross | Results |
| 12 May 2013 | First Round | Lullington Park Second XI v Codnor | Lullington Park, Lullington | Results |
| 12 May 2013 | First Round | Marehay Second XI v Breadsall | The Maryfield, Ripley | Results |
| 12 May 2013 | First Round | West Hallam White Rose v Dunstall Second XI | Cock Orchard, West Hallam | Results |
| 19 May 2013 | First Round | Alvaston and Boulton Second XI v Elvaston Second XI | Raynesway, Alvaston | Results |
| 19 May 2013 | First Round | Burton v Swarkestone Second XI | The Town Ground, Burton-on-Trent | Results |
| 19 May 2013 | First Round | Derby Congregational v Winshill | Brayfield Road, Littleover | Results |
| 19 May 2013 | First Round | Ilkeston Rutland Second XI v Alrewas | Rutland Recreation Ground, Ilkeston | Results |
| 19 May 2013 | First Round | Mickleover v Hilton | Station Road, Mickleover | Results |
| 19 May 2013 | First Round | Swanwick Hall v Chesterfield Second XI | Crays Hill Park, Leabrooks | Results |
| 09 Jun 2013 | Second Round | Alvaston and Boulton Second XI v West Hallam White Rose | Raynesway, Alvaston | Results |
| 09 Jun 2013 | Second Round | Chesterfield Second XI v South Wingfield Second XI | Queen's Park, Chesterfield | Results |
| 09 Jun 2013 | Second Round | Codnor v Ticknall Second XI | Goose Lane, Codnor | Results |
| 09 Jun 2013 | Second Round | Ilkeston Rutland Second XI v Derby Congregational | Rutland Recreation Ground, Ilkeston | Results |
| 09 Jun 2013 | Second Round | Marehay Second XI v Heanor Town | The Maryfield, Ripley | Results |
| 09 Jun 2013 | Second Round | Spondon Second XI v Mickleover | Locko Road, Spondon | Results |
| 09 Jun 2013 | Second Round | Swarkestone Second XI v Melbourne Town | Barrow Turn, Swarkestone | Results |
| 09 Jun 2013 | Second Round | Trentside v Riddings | Faldo Close, Branston | Results |
| 07 Jul 2013 | Quarter-Final | Codnor v Heanor Town | Goose Lane, Codnor | Results |
| 07 Jul 2013 | Quarter-Final | Spondon Second XI v Swarkestone Second XI | Locko Road, Spondon | Results |
| 07 Jul 2013 | Quarter-Final | Trentside v Chesterfield Second XI | Faldo Close, Branston | Results |
| 07 Jul 2013 | Quarter-Final | West Hallam White Rose v Derby Congregational | Cock Orchard, West Hallam | Results |
| 21 Jul 2013 | Semi-Final | Trentside v Swarkestone Second XI | Faldo Close, Branston | Results |
| 21 Jul 2013 | Semi-Final | West Hallam White Rose v Heanor Town | Cock Orchard, West Hallam | Results |
| 25 Aug 2013 | Final | Swarkestone Second XI v West Hallam White Rose | The Grange, Ticknall | Results |
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