| 1 | Sat 3 Aug | 120-2 v Athletic NewhamChipstead 0-2 Athletic Newham | Emirates FA Cup Extra Preliminary Round |
| 2 | Sat 10 Aug | 22-3 v KnaphillKnaphill 3-2 Chipstead | Combined Counties League Premier Division South |
| 3 | Tue 13 Aug | 21-0 v Spelthorne SportsSpelthorne Sports 0-1 Chipstead | Combined Counties League Premier Division South |
| 4 | Sat 17 Aug | 22-5 v Horley TownChipstead 2-5 Horley Town | Combined Counties League Premier Division South |
| 5 | Sat 24 Aug | 23-1 v Chessington & Hook UnitedChipstead 3-1 Chessington & Hook United | Isuzu FA Vase First Qualifying Round |
| 6 | Mon 26 Aug | 2 0-5 v RedhillRedhill 5-0 Chipstead | Combined Counties League Premier Division South |
| 7 | Tue 10 Sep | 21-1 v CobhamChipstead 1-1 Cobham | Combined Counties League Premier Division South |
| 8 | Sat 14 Sep | 24-3 v Camberley TownCamberley Town 3-4 Chipstead | Combined Counties League Premier Division South |
| 9 | Sat 21 Sep | 20-3 v VCD AthleticChipstead 0-3 VCD Athletic | Isuzu FA Vase Second Qualifying Round |
| 10 | Sat 5 Oct | 21-3 v Fleet TownFleet Town 3-1 Chipstead | Combined Counties League Premier Division South |
| 11 | Sat 19 Oct | 17 2-1 v SheerwaterChipstead 2-1 Sheerwater | Combined Counties League Premier Division South |
| 12 | Sat 26 Oct | 70-2 v Jersey BullsJersey Bulls 2-0 Chipstead | Combined Counties League Premier Division South |
| 13 | Sat 2 Nov | 71-4 v CobhamCobham 4-1 Chipstead | Combined Counties League Premier Division South |
| 14 | Sat 9 Nov | 23-1 v BalhamChipstead 3-1 Balham | Combined Counties League Premier Division South |
| 15 | Sat 16 Nov | 90-7 v AFC WhyteleafeAFC Whyteleafe 7-0 Chipstead | Combined Counties League Premier Division South |
| 16 | Tue 19 Nov | 22-0 v Epsom & EwellChipstead 2-0 Epsom & Ewell | Combined Counties League Premier Division South |
| 17 | Tue 3 Dec | 22-0 v Horley TownHorley Town 0-2 Chipstead | Combined Counties League Premier Division South |
| 18 | Tue 10 Dec | 21-8 v Jersey BullsChipstead 1-8 Jersey Bulls | Combined Counties League Premier Division South |
| 19 | Tue 17 Dec | 23-2 v Corinthian-CasualsChipstead 3-2 Corinthian-Casuals | Combined Counties League Premier Division South |
| 20 | Sat 21 Dec | 21-1 v Tadley CallevaTadley Calleva 1-1 Chipstead | Combined Counties League Premier Division South |
| 21 | Sat 28 Dec | 21-4 v KnaphillChipstead 1-4 Knaphill | Combined Counties League Premier Division South |
| 22 | Sat 18 Jan | 21-6 v SheerwaterSheerwater 6-1 Chipstead | Combined Counties League Premier Division South |
| 23 | Sat 1 Feb | 72-2 v Sandhurst TownSandhurst Town 2-2 Chipstead | Combined Counties League Premier Division South |
| 24 | Sat 8 Feb | 71-2 v AltonChipstead 1-2 Alton | Combined Counties League Premier Division South |
| 25 | Sat 15 Feb | 30-4 v AFC WhyteleafeChipstead 0-4 AFC Whyteleafe | Combined Counties League Premier Division South |
| 26 | Sat 22 Feb | 71-3 v BalhamBalham 3-1 Chipstead | Combined Counties League Premier Division South |
| 27 | Tue 25 Feb | 21-2 v Camberley TownChipstead 1-2 Camberley Town | Combined Counties League Premier Division South |
| 28 | Sat 1 Mar | 20-2 v Fleet TownChipstead 0-2 Fleet Town | Combined Counties League Premier Division South |
| 29 | Sat 8 Mar | 110-2 v Guildford CityChipstead 0-2 Guildford City | Combined Counties League Premier Division South |
| 30 | Tue 11 Mar | 161-0 v Sandhurst TownChipstead 1-0 Sandhurst Town | Combined Counties League Premier Division South |
| 31 | Sat 15 Mar | 172-2 v Corinthian-CasualsCorinthian-Casuals 2-2 Chipstead | Combined Counties League Premier Division South |
| 32 | Tue 18 Mar | 71-2 v Tooting & Mitcham UnitedChipstead 1-2 Tooting & Mitcham United | Combined Counties League Premier Division South |
| 33 | Sat 22 Mar | 21-1 v Abbey RangersChipstead 1-1 Abbey Rangers | Combined Counties League Premier Division South |
| 34 | Sat 5 Apr | 23-3 v Spelthorne SportsChipstead 3-3 Spelthorne Sports | Combined Counties League Premier Division South |
| 35 | Sat 19 Apr | 22-1 v Abbey RangersAbbey Rangers 1-2 Chipstead | Combined Counties League Premier Division South |
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