| 1 | Tue 21 Oct | 142-1 v Camberley TownChipstead 2-1 Camberley Town | Surrey Senior Cup First Round |
| 2 | Sat 1 Nov | 152-1 v Abbey RangersChipstead 2-1 Abbey Rangers | Combined Counties League Premier Division South |
| 3 | Sat 29 Nov | 61-4 v Guildford CityGuildford City 4-1 Chipstead | Combined Counties League Premier Division South |
| 4 | Sat 6 Dec | 150-2 v Tadley CallevaChipstead 0-2 Tadley Calleva | Combined Counties League Premier Division South |
| 5 | Sat 20 Dec | 120-2 v Horley TownChipstead 0-2 Horley Town | Combined Counties League Premier Division South |
| 6 | Sat 27 Dec | 121-2 v RedhillRedhill 2-1 Chipstead | Combined Counties League Premier Division South |
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