| 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 |
| 11 | Tue 21 Oct | 72-1 v Camberley TownChipstead 2-1 Camberley Town | Surrey Senior Cup First Round |
| 12 | Sat 25 Oct | 73-2 v AltonAlton 2-3 Chipstead | Combined Counties League Premier Division South |
| 13 | Sat 1 Nov | 112-1 v Abbey RangersChipstead 2-1 Abbey Rangers | Combined Counties League Premier Division South |
| 14 | Tue 4 Nov | 141-1 v Tooting & Mitcham UnitedChipstead 1-1 Tooting & Mitcham United | Combined Counties League Premier Division South |
| 15 | Sat 8 Nov | 110-1 v KnaphillKnaphill 1-0 Chipstead | Combined Counties League Premier Division South |
| 16 | Sat 15 Nov | 71-1 v Eversley & CaliforniaChipstead 1-1 Eversley & California | Combined Counties League Premier Division South |
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