| 1 | Sat 12 Oct | 30-3 v Tooting & Mitcham UnitedTooting & Mitcham United 3-0 Chipstead | Combined Counties League Premier Division South |
| 2 | Sat 19 Oct | 52-1 v SheerwaterChipstead 2-1 Sheerwater | Combined Counties League Premier Division South |
| 3 | Sat 26 Oct | 4 0-2 v Jersey BullsJersey Bulls 2-0 Chipstead | Combined Counties League Premier Division South |
| 4 | Sat 2 Nov | 41-4 v CobhamCobham 4-1 Chipstead | Combined Counties League Premier Division South |
| 5 | Sat 16 Nov | 40-7 v AFC WhyteleafeAFC Whyteleafe 7-0 Chipstead | Combined Counties League Premier Division South |
| 6 | Tue 19 Nov | 42-0 v Epsom & EwellChipstead 2-0 Epsom & Ewell | Combined Counties League Premier Division South |
| 7 | Tue 3 Dec | 52-0 v Horley TownHorley Town 0-2 Chipstead | Combined Counties League Premier Division South |
| 8 | Tue 17 Dec | 53-2 v Corinthian-CasualsChipstead 3-2 Corinthian-Casuals | Combined Counties League Premier Division South |
| 9 | Sat 21 Dec | 51-1 v Tadley CallevaTadley Calleva 1-1 Chipstead | Combined Counties League Premier Division South |
| 10 | Sat 28 Dec | 51-4 v KnaphillChipstead 1-4 Knaphill | Combined Counties League Premier Division South |
| 11 | Sat 18 Jan | 51-6 v SheerwaterSheerwater 6-1 Chipstead | Combined Counties League Premier Division South |
| 12 | Sat 15 Feb | 170-4 v AFC WhyteleafeChipstead 0-4 AFC Whyteleafe | Combined Counties League Premier Division South |
| 13 | Sat 22 Feb | 4 1-3 v BalhamBalham 3-1 Chipstead | Combined Counties League Premier Division South |
| 14 | Sat 8 Mar | 60-2 v Guildford CityChipstead 0-2 Guildford City | Combined Counties League Premier Division South |
| 15 | Sat 15 Mar | 42-2 v Corinthian-CasualsCorinthian-Casuals 2-2 Chipstead | Combined Counties League Premier Division South |
| 16 | Sat 19 Apr | 62-1 v Abbey RangersAbbey Rangers 1-2 Chipstead | Combined Counties League Premier Division South |
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