| 1 | Sat 6 Dec | 10-2 v Tadley CallevaChipstead 0-2 Tadley Calleva | Combined Counties League Premier Division South |
| 2 | Sat 13 Dec | 10-6 v Thatcham TownThatcham Town 6-0 Chipstead | Combined Counties League Premier Division South |
| 3 | Sat 20 Dec | 10-2 v Horley TownChipstead 0-2 Horley Town | Combined Counties League Premier Division South |
| 4 | Sat 27 Dec | 11-2 v RedhillRedhill 2-1 Chipstead | Combined Counties League Premier Division South |
| 5 | Sat 17 Jan | 11-1 v SheerwaterSheerwater 1-1 Chipstead | Combined Counties League Premier Division South |
| 6 | Sat 24 Jan | 13-1 v Badshot LeaChipstead 3-1 Badshot Lea | Combined Counties League Premier Division South |
| 7 | Sat 31 Jan | 12-2 v Tooting & Mitcham UnitedTooting & Mitcham United 2-2 Chipstead | Combined Counties League Premier Division South |
| 8 | Sat 14 Feb | 11-12 v CobhamCobham 12-1 Chipstead | Combined Counties League Premier Division South |
| 9 | Sat 21 Feb | 13-1 v Corinthian-CasualsCorinthian-Casuals 1-3 Chipstead | Combined Counties League Premier Division South |
| 10 | Sat 28 Feb | 10-4 v BalhamChipstead 0-4 Balham | Combined Counties League Premier Division South |
| 11 | Sat 7 Mar | 12-3 v AltonChipstead 2-3 Alton | Combined Counties League Premier Division South |
| 12 | Tue 10 Mar | 10-1 v Fleet TownChipstead 0-1 Fleet Town | Combined Counties League Premier Division South |
| 13 | Sat 14 Mar | 11-3 v Abbey RangersAbbey Rangers 3-1 Chipstead | Combined Counties League Premier Division South |
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