| 1 | Tue 29 Jul | 91-1 v Sutton Common RoversChipstead 1-1 Sutton Common Rovers | Combined Counties League Premier Division South |
| 2 | Sat 2 Aug | 90-5 v AFC WhyteleafeAFC Whyteleafe 5-0 Chipstead | Emirates FA Cup Extra Preliminary Round |
| 3 | Sat 9 Aug | 91-5 v Horley TownHorley Town 5-1 Chipstead | Combined Counties League Premier Division South |
| 4 | Sat 16 Aug | 90-2 v Camberley TownChipstead 0-2 Camberley Town | Combined Counties League Premier Division South |
| 5 | Mon 25 Aug | 93-2 v RedhillChipstead 3-2 Redhill | Combined Counties League Premier Division South |
| 6 | Sat 30 Aug | 9 0-3 v Fleet TownFleet Town 3-0 Chipstead | Combined Counties League Premier Division South |
| 7 | Sat 6 Sep | 91-3 v SheerwaterChipstead 1-3 Sheerwater | Combined Counties League Premier Division South |
| 8 | Sat 13 Sep | 114-3 v Badshot LeaBadshot Lea 3-4 Chipstead | Combined Counties League Premier Division South |
| 9 | Sat 20 Sep | 92-3 v GreenwaysGreenways 3-2 Chipstead | Isuzu FA Vase Second Qualifying Round |
| 10 | Tue 23 Sep | 93-0 v Guildford CityChipstead 3-0 Guildford City | Combined Counties League Premier Division South |
| 11 | Fri 26 Sep | 91-3 v Epsom & EwellEpsom & Ewell 3-1 Chipstead | Combined Counties League Premier Division South |
| 12 | Sat 4 Oct | 90-5 v CobhamChipstead 0-5 Cobham | Combined Counties League Premier Division South |
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