| 1 | Sat 20 Sep | 54-1 v Uttoxeter TownGresley Rovers 4-1 Uttoxeter Town | Isuzu FA Vase Second Qualifying Round |
| 2 | Sat 27 Sep | 51-0 v Newark and Sherwood UnitedNewark and Sherwood United 0-1 Gresley Rovers | United Counties League Premier Division North |
| 3 | Tue 30 Sep | 5 0-2 v Eastwood CommunityEastwood Community 2-0 Gresley Rovers | United Counties League Premier Division North |
| 4 | Sat 4 Oct | 5 2-1 v March Town UnitedMarch Town United 1-2 Gresley Rovers | Sports Ground Development UCL Cup First Round |
| 5 | Sat 11 Oct | 52-0 v Heanor TownHeanor Town 0-2 Gresley Rovers | United Counties League Premier Division North |
| 6 | Sat 18 Oct | 53-2 v Northampton Sileby RangersGresley Rovers 3-2 Northampton Sileby Rangers | Isuzu FA Vase First Round |
| 7 | Tue 21 Oct | 50-2 v Clay Cross TownClay Cross Town 2-0 Gresley Rovers | United Counties League Premier Division North |
| 8 | Sat 25 Oct | 52-0 v Boston TownGresley Rovers 2-0 Boston Town | United Counties League Premier Division North |
| 9 | Tue 28 Oct | 150-7 v Clay Cross TownGresley Rovers 0-7 Clay Cross Town | Sports Ground Development UCL Cup Second Round |
| 10 | Sat 1 Nov | 51-1 v Harrowby UnitedHarrowby United 1-1 Gresley Rovers | United Counties League Premier Division North |
| 11 | Tue 4 Nov | 54-2 v Clay Cross TownGresley Rovers 4-2 Clay Cross Town | Derbyshire Senior Cup Second Round |
| 12 | Sat 8 Nov | 5 1-4 v Sutton UnitedSutton United 4-1 Gresley Rovers | Isuzu FA Vase Second Round |
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