| 1 | Tue 29 Jul | 101-1 v Sutton Common RoversChipstead 1-1 Sutton Common Rovers | Combined Counties League Premier Division South |
| 2 | Sat 2 Aug | 100-5 v AFC WhyteleafeAFC Whyteleafe 5-0 Chipstead | Emirates FA Cup Extra Preliminary Round |
| 3 | Mon 25 Aug | 103-2 v RedhillChipstead 3-2 Redhill | Combined Counties League Premier Division South |
| 4 | Sat 30 Aug | 100-3 v Fleet TownFleet Town 3-0 Chipstead | Combined Counties League Premier Division South |
| 5 | Sat 6 Sep | 101-3 v SheerwaterChipstead 1-3 Sheerwater | Combined Counties League Premier Division South |
| 6 | Sat 13 Sep | 104-3 v Badshot LeaBadshot Lea 3-4 Chipstead | Combined Counties League Premier Division South |
| 7 | Sat 20 Sep | 102-3 v GreenwaysGreenways 3-2 Chipstead | Isuzu FA Vase Second Qualifying Round |
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