| 1 | Sat 8 Aug | 150-1 v Epsom & EwellEpsom & Ewell 1-0 Chipstead | Emirates FA Cup Extra Preliminary Round |
| 2 | Tue 11 Aug | 93-0 v Metropolitan PoliceChipstead 3-0 Metropolitan Police | Combined Counties League Premier Division South |
| 3 | Sat 15 Aug | 91-3 v Fleet TownFleet Town 3-1 Chipstead | Combined Counties League Premier Division South |
| 4 | Sat 22 Aug | 90-1 v AltonChipstead 0-1 Alton | Combined Counties League Premier Division South |
| 5 | Sat 29 Aug | 94-2 v Virginia WaterChipstead 4-2 Virginia Water | Combined Counties League Premier Division South |
| 6 | Mon 31 Aug | 100-0 v RedhillChipstead 0-0 Redhill | Combined Counties League Premier Division South |
| 7 | Tue 8 Sep | 101-0 v Yateley UnitedYateley United 0-1 Chipstead | Combined Counties League Premier Division South |
Football Web Pages