| 1 | Sat 5 Aug | 71-1 v Peacehaven & TelscombeChipstead 1-1 Peacehaven & Telscombe | Emirates FA Cup Extra Preliminary Round |
| 2 | Tue 8 Aug | 61-4 v Peacehaven & TelscombePeacehaven & Telscombe 4-1 Chipstead | Emirates FA Cup Extra Preliminary Round Replay |
| 3 | Sat 12 Aug | 12 6-2 v Hartley WintneyChipstead 6-2 Hartley Wintney | Isthmian League - South Central Division |
| 4 | Mon 28 Aug | 2 4-1 v Corinthian-CasualsChipstead 4-1 Corinthian-Casuals | Isthmian League - South Central Division |
| 5 | Sat 23 Sep | 121-4 v Raynes Park ValeChipstead 1-4 Raynes Park Vale | Isthmian League - South Central Division |
| 6 | Tue 26 Sep | 21-0 v LeatherheadLeatherhead 0-1 Chipstead | Velocity Cup Second Round |
| 7 | Sat 30 Sep | 2 0-4 v Metropolitan PoliceMetropolitan Police 4-0 Chipstead | Isthmian League - South Central Division |
| 8 | Sat 7 Oct | 51-0 v NorthwoodNorthwood 0-1 Chipstead | Isthmian League - South Central Division |
| 9 | Tue 10 Oct | 5 4-1 v GuernseyChipstead 4-1 Guernsey | Isthmian League - South Central Division |
| 10 | Sat 14 Oct | 52-4 v Badshot LeaBadshot Lea 4-2 Chipstead | Isthmian League - South Central Division |
| 11 | Sat 21 Oct | 161-0 v Ascot UnitedChipstead 1-0 Ascot United | Isthmian League - South Central Division |
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