| 1 | Sat 24 Aug | 163-1 v Chessington & Hook UnitedChipstead 3-1 Chessington & Hook United | Isuzu FA Vase First Qualifying Round |
| 2 | Sat 31 Aug | 73-2 v Guildford CityGuildford City 2-3 Chipstead | Combined Counties League Premier Division South |
| 3 | Tue 3 Sep | 70-2 v Epsom & EwellEpsom & Ewell 2-0 Chipstead | Combined Counties League Premier Division South |
| 4 | Sat 7 Sep | 101-3 v Tadley CallevaChipstead 1-3 Tadley Calleva | Combined Counties League Premier Division South |
| 5 | Sat 14 Sep | 114-3 v Camberley TownCamberley Town 3-4 Chipstead | Combined Counties League Premier Division South |
| 6 | Sat 21 Sep | 120-3 v VCD AthleticChipstead 0-3 VCD Athletic | Isuzu FA Vase Second Qualifying Round |
| 7 | Wed 25 Sep | 101-1 v BurnhamBurnham 1-1 Chipstead | Cherry Red Records Premier Challenge Cup First Round |
| 8 | Sat 5 Oct | 71-3 v Fleet TownFleet Town 3-1 Chipstead | Combined Counties League Premier Division South |
| 9 | Tue 8 Oct | 112-5 v RedhillChipstead 2-5 Redhill | Combined Counties League Premier Division South |
| 10 | Sat 12 Oct | 140-3 v Tooting & Mitcham UnitedTooting & Mitcham United 3-0 Chipstead | Combined Counties League Premier Division South |
| 11 | Sat 19 Oct | 112-1 v SheerwaterChipstead 2-1 Sheerwater | Combined Counties League Premier Division South |
| 12 | Tue 10 Dec | 121-8 v Jersey BullsChipstead 1-8 Jersey Bulls | Combined Counties League Premier Division South |
| 13 | Tue 17 Dec | 113-2 v Corinthian-CasualsChipstead 3-2 Corinthian-Casuals | Combined Counties League Premier Division South |
| 14 | Sat 21 Dec | 71-1 v Tadley CallevaTadley Calleva 1-1 Chipstead | Combined Counties League Premier Division South |
| 15 | Sat 28 Dec | 71-4 v KnaphillChipstead 1-4 Knaphill | Combined Counties League Premier Division South |
| 16 | Sat 18 Jan | 71-6 v SheerwaterSheerwater 6-1 Chipstead | Combined Counties League Premier Division South |
| 17 | Sat 1 Feb | 112-2 v Sandhurst TownSandhurst Town 2-2 Chipstead | Combined Counties League Premier Division South |
| 18 | Sat 8 Feb | 11 1-2 v AltonChipstead 1-2 Alton | Combined Counties League Premier Division South |
| 19 | Sat 15 Feb | 140-4 v AFC WhyteleafeChipstead 0-4 AFC Whyteleafe | Combined Counties League Premier Division South |
| 20 | Sat 22 Feb | 141-3 v BalhamBalham 3-1 Chipstead | Combined Counties League Premier Division South |
| 21 | Tue 25 Feb | 111-2 v Camberley TownChipstead 1-2 Camberley Town | Combined Counties League Premier Division South |
| 22 | Sat 1 Mar | 110-2 v Fleet TownChipstead 0-2 Fleet Town | Combined Counties League Premier Division South |
| 23 | Tue 11 Mar | 151-0 v Sandhurst TownChipstead 1-0 Sandhurst Town | Combined Counties League Premier Division South |
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