| 1 | Sat 1 Aug | 3 1-2 v Abbey RangersChipstead 1-2 Abbey Rangers | Combined Counties League Premier Division South |
| 2 | Tue 4 Aug | 31-2 v KnaphillKnaphill 2-1 Chipstead | Combined Counties League Premier Division South |
| 3 | Sat 8 Aug | 30-1 v Epsom & EwellEpsom & Ewell 1-0 Chipstead | Emirates FA Cup Extra Preliminary Round |
| 4 | Tue 11 Aug | 33-0 v Metropolitan PoliceChipstead 3-0 Metropolitan Police | Combined Counties League Premier Division South |
| 5 | Sat 15 Aug | 31-3 v Fleet TownFleet Town 3-1 Chipstead | Combined Counties League Premier Division South |
| 6 | Sat 22 Aug | 30-1 v AltonChipstead 0-1 Alton | Combined Counties League Premier Division South |
| 7 | Sat 29 Aug | 34-2 v Virginia WaterChipstead 4-2 Virginia Water | Combined Counties League Premier Division South |
| 8 | Mon 31 Aug | 30-0 v RedhillChipstead 0-0 Redhill | Combined Counties League Premier Division South |
| 9 | Tue 8 Sep | 3 1-0 v Yateley UnitedYateley United 0-1 Chipstead | Combined Counties League Premier Division South |
| 10 | Sat 12 Sep | 35-2 v Seaford TownSeaford Town 2-5 Chipstead | FA Vase Second Qualifying Round |
| 11 | Tue 15 Sep | 31-0 v Corinthian-CasualsChipstead 1-0 Corinthian-Casuals | Combined Counties League Premier Division South |
| 12 | Sat 19 Sep | 30-0 v Badshot LeaBadshot Lea 0-0 Chipstead | Combined Counties League Premier Division South |
| 13 | Sat 26 Sep | 30-2 v Camberley TownCamberley Town 2-0 Chipstead | Combined Counties League Premier Division South |
| 14 | Sat 10 Oct | 91-2 v LingfieldLingfield 2-1 Chipstead | FA Vase First Round |
| 15 | Sat 17 Oct | 30-2 v BalhamChipstead 0-2 Balham | Cherry Red Records Premier Challenge Cup First Round |
| 16 | Wed 21 Oct | 31-2 v BalhamBalham 2-1 Chipstead | Combined Counties League Premier Division South |
| 17 | Sat 24 Oct | 30-2 v Tadley CallevaTadley Calleva 2-0 Chipstead | Combined Counties League Premier Division South |
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