| 1 | Sat 3 Aug | 70-2 v Athletic NewhamChipstead 0-2 Athletic Newham | Emirates FA Cup Extra Preliminary Round |
| 2 | Sat 10 Aug | 32-3 v KnaphillKnaphill 3-2 Chipstead | Combined Counties League Premier Division South |
| 3 | Tue 13 Aug | 31-0 v Spelthorne SportsSpelthorne Sports 0-1 Chipstead | Combined Counties League Premier Division South |
| 4 | Sat 17 Aug | 32-5 v Horley TownChipstead 2-5 Horley Town | Combined Counties League Premier Division South |
| 5 | Sat 24 Aug | 73-1 v Chessington & Hook UnitedChipstead 3-1 Chessington & Hook United | Isuzu FA Vase First Qualifying Round |
| 6 | Mon 26 Aug | 160-5 v RedhillRedhill 5-0 Chipstead | Combined Counties League Premier Division South |
| 7 | Sat 31 Aug | 113-2 v Guildford CityGuildford City 2-3 Chipstead | Combined Counties League Premier Division South |
| 8 | Sat 14 Sep | 124-3 v Camberley TownCamberley Town 3-4 Chipstead | Combined Counties League Premier Division South |
| 9 | Sat 21 Sep | 180-3 v VCD AthleticChipstead 0-3 VCD Athletic | Isuzu FA Vase Second Qualifying Round |
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