| 1 | Sat 19 Sep | 1 0-0 v Badshot LeaBadshot Lea 0-0 Chipstead | Combined Counties League Premier Division South |
| 2 | Sat 26 Sep | 10-2 v Camberley TownCamberley Town 2-0 Chipstead | Combined Counties League Premier Division South |
| 3 | Sat 3 Oct | 13-0 v SheerwaterChipstead 3-0 Sheerwater | Combined Counties League Premier Division South |
| 4 | Tue 6 Oct | 11-2 v Badshot LeaChipstead 1-2 Badshot Lea | Surrey Senior Cup Preliminary Round |
| 5 | Sat 10 Oct | 11-2 v LingfieldLingfield 2-1 Chipstead | FA Vase First Round |
| 6 | Sat 17 Oct | 10-2 v BalhamChipstead 0-2 Balham | Cherry Red Records Premier Challenge Cup First Round |
| 7 | Wed 21 Oct | 11-2 v BalhamBalham 2-1 Chipstead | Combined Counties League Premier Division South |
| 8 | Sat 24 Oct | 10-2 v Tadley CallevaTadley Calleva 2-0 Chipstead | Combined Counties League Premier Division South |
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