| 1 | Sat 10 Oct | 92-1 v Maldon & TiptreeMaldon & Tiptree 1-2 AFC Whyteleafe | Isthmian League - Premier Division |
| 2 | Wed 14 Oct | 95-0 v WhitehawkAFC Whyteleafe 5-0 Whitehawk | Isthmian League - Premier Division |
| 3 | Sat 17 Oct | 92-1 v DartfordAFC Whyteleafe 2-1 Dartford | Isthmian League - Premier Division |
| 4 | Wed 21 Oct | 92-3 v Burgess Hill TownAFC Whyteleafe 2-3 Burgess Hill Town | Isthmian League - Premier Division |
| 5 | Wed 28 Oct | 9 6-3 v Virginia WaterAFC Whyteleafe 6-3 Virginia Water | Surrey Senior Cup First Round |
| 6 | Sat 31 Oct | 94-2 v Dulwich HamletAFC Whyteleafe 4-2 Dulwich Hamlet | Isthmian League - Premier Division |
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