| 1 | Sat 17 Aug | 82-5 v Horley TownChipstead 2-5 Horley Town |
| 2 | Mon 26 Aug | 40-5 v RedhillRedhill 5-0 Chipstead |
| 3 | Sat 31 Aug | 4 3-2 v Guildford CityGuildford City 2-3 Chipstead |
| 4 | Tue 3 Sep | 40-2 v Epsom & EwellEpsom & Ewell 2-0 Chipstead |
| 5 | Sat 7 Sep | 4 1-3 v Tadley CallevaChipstead 1-3 Tadley Calleva |
| 6 | Tue 10 Sep | 41-1 v CobhamChipstead 1-1 Cobham |
| 7 | Sat 14 Sep | 44-3 v Camberley TownCamberley Town 3-4 Chipstead |
| 8 | Sat 5 Oct | 41-3 v Fleet TownFleet Town 3-1 Chipstead |
| 9 | Tue 8 Oct | 42-5 v RedhillChipstead 2-5 Redhill |
| 10 | Sat 12 Oct | 40-3 v Tooting & Mitcham UnitedTooting & Mitcham United 3-0 Chipstead |
| 11 | Sat 19 Oct | 6 2-1 v SheerwaterChipstead 2-1 Sheerwater |
| 12 | Sat 26 Oct | 30-2 v Jersey BullsJersey Bulls 2-0 Chipstead |
| 13 | Sat 9 Nov | 63-1 v BalhamChipstead 3-1 Balham |
| 14 | Sat 16 Nov | 60-7 v AFC WhyteleafeAFC Whyteleafe 7-0 Chipstead |
| 15 | Tue 19 Nov | 62-0 v Epsom & EwellChipstead 2-0 Epsom & Ewell |
| 16 | Tue 3 Dec | 152-0 v Horley TownHorley Town 0-2 Chipstead |
| 17 | Tue 17 Dec | 163-2 v Corinthian-CasualsChipstead 3-2 Corinthian-Casuals |
| 18 | Sat 28 Dec | 61-4 v KnaphillChipstead 1-4 Knaphill |
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