| 1 | Tue 26 Sep | 101-0 v LeatherheadLeatherhead 0-1 Chipstead | Velocity Cup Second Round |
| 2 | Sat 30 Sep | 70-4 v Metropolitan PoliceMetropolitan Police 4-0 Chipstead | Isthmian League - South Central Division |
| 3 | Sat 7 Oct | 111-0 v NorthwoodNorthwood 0-1 Chipstead | Isthmian League - South Central Division |
| 4 | Tue 10 Oct | 114-1 v GuernseyChipstead 4-1 Guernsey | Isthmian League - South Central Division |
| 5 | Sat 21 Oct | 12 1-0 v Ascot UnitedChipstead 1-0 Ascot United | Isthmian League - South Central Division |
| 6 | Sat 28 Oct | 111-2 v Chertsey TownChertsey Town 2-1 Chipstead | Isthmian League - South Central Division |
| 7 | Tue 31 Oct | 112-2 v South Park (Reigate)South Park (Reigate) 2-2 Chipstead | Velocity Cup Third Round |
| 8 | Tue 7 Nov | 120-4 v LeatherheadChipstead 0-4 Leatherhead | Isthmian League - South Central Division |
| 9 | Sat 11 Nov | 161-3 v NorthwoodChipstead 1-3 Northwood | Isthmian League - South Central Division |
| 10 | Sat 18 Nov | 171-3 v WestfieldWestfield 3-1 Chipstead | Isthmian League - South Central Division |
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