| 1 | Tue 17 Dec | 13-2 v Corinthian-CasualsChipstead 3-2 Corinthian-Casuals | Combined Counties League Premier Division South |
| 2 | Sat 21 Dec | 1 1-1 v Tadley CallevaTadley Calleva 1-1 Chipstead | Combined Counties League Premier Division South |
| 3 | Sat 28 Dec | 11-4 v KnaphillChipstead 1-4 Knaphill | Combined Counties League Premier Division South |
| 4 | Sat 8 Feb | 11-2 v AltonChipstead 1-2 Alton | Combined Counties League Premier Division South |
| 5 | Sat 15 Feb | 10-4 v AFC WhyteleafeChipstead 0-4 AFC Whyteleafe | Combined Counties League Premier Division South |
| 6 | Sat 22 Feb | 11-3 v BalhamBalham 3-1 Chipstead | Combined Counties League Premier Division South |
| 7 | Tue 25 Feb | 1 1-2 v Camberley TownChipstead 1-2 Camberley Town | Combined Counties League Premier Division South |
| 8 | Sat 1 Mar | 1 0-2 v Fleet TownChipstead 0-2 Fleet Town | Combined Counties League Premier Division South |
| 9 | Sat 8 Mar | 10-2 v Guildford CityChipstead 0-2 Guildford City | Combined Counties League Premier Division South |
| 10 | Tue 11 Mar | 11-0 v Sandhurst TownChipstead 1-0 Sandhurst Town | Combined Counties League Premier Division South |
| 11 | Sat 15 Mar | 12-2 v Corinthian-CasualsCorinthian-Casuals 2-2 Chipstead | Combined Counties League Premier Division South |
| 12 | Tue 18 Mar | 11-2 v Tooting & Mitcham UnitedChipstead 1-2 Tooting & Mitcham United | Combined Counties League Premier Division South |
| 13 | Sat 22 Mar | 11-1 v Abbey RangersChipstead 1-1 Abbey Rangers | Combined Counties League Premier Division South |
| 14 | Sat 5 Apr | 13-3 v Spelthorne SportsChipstead 3-3 Spelthorne Sports | Combined Counties League Premier Division South |
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