| 1 | Sat 9 Aug | 161-5 v Horley TownHorley Town 5-1 Chipstead | Combined Counties League Premier Division South |
| 2 | Sat 16 Aug | 70-2 v Camberley TownChipstead 0-2 Camberley Town | Combined Counties League Premier Division South |
| 3 | Mon 25 Aug | 73-2 v RedhillChipstead 3-2 Redhill | Combined Counties League Premier Division South |
| 4 | Sat 30 Aug | 70-3 v Fleet TownFleet Town 3-0 Chipstead | Combined Counties League Premier Division South |
| 5 | Sat 6 Sep | 71-3 v SheerwaterChipstead 1-3 Sheerwater | Combined Counties League Premier Division South |
| 6 | Sat 13 Sep | 74-3 v Badshot LeaBadshot Lea 3-4 Chipstead | Combined Counties League Premier Division South |
| 7 | Sat 20 Sep | 152-3 v GreenwaysGreenways 3-2 Chipstead | Isuzu FA Vase Second Qualifying Round |
| 8 | Tue 23 Sep | 143-0 v Guildford CityChipstead 3-0 Guildford City | Combined Counties League Premier Division South |
| 9 | Fri 26 Sep | 141-3 v Epsom & EwellEpsom & Ewell 3-1 Chipstead | Combined Counties League Premier Division South |
| 10 | Sat 4 Oct | 160-5 v CobhamChipstead 0-5 Cobham | Combined Counties League Premier Division South |
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