| 1 | Sat 8 Aug | 20-2 v Carshalton AthleticAFC Whyteleafe 0-2 Carshalton Athletic | Isthmian League - Premier Division |
| 2 | Tue 11 Aug | 20-3 v Burgess Hill TownBurgess Hill Town 3-0 AFC Whyteleafe | Isthmian League - Premier Division |
| 3 | Sat 15 Aug | 22-2 v Wingate & FinchleyAFC Whyteleafe 2-2 Wingate & Finchley | Isthmian League - Premier Division |
| 4 | Sat 22 Aug | 21-3 v LewesLewes 3-1 AFC Whyteleafe | Isthmian League - Premier Division |
| 5 | Sat 29 Aug | 22-2 v CheshuntAFC Whyteleafe 2-2 Cheshunt | Isthmian League - Premier Division |
| 6 | Mon 31 Aug | 21-5 v RamsgateRamsgate 5-1 AFC Whyteleafe | Isthmian League - Premier Division |
| 7 | Sat 12 Sep | 24-0 v Stanway RoversAFC Whyteleafe 4-0 Stanway Rovers | Isthmian League - Premier Division |
| 8 | Tue 15 Sep | 20-0 v LeatherheadLeatherhead 0-0 AFC Whyteleafe | Isthmian League - Premier Division |
| 9 | Sat 26 Sep | 21-4 v WhitehawkAFC Whyteleafe 1-4 Whitehawk | FA Trophy Third Qualifying Round |
| 10 | Wed 30 Sep | 21-2 v Brentwood TownAFC Whyteleafe 1-2 Brentwood Town | Isthmian League - Premier Division |
| 11 | Sat 3 Oct | 2 0-1 v Welling UnitedWelling United 1-0 AFC Whyteleafe | Isthmian League - Premier Division |
| 12 | Sat 10 Oct | 22-1 v Maldon & TiptreeMaldon & Tiptree 1-2 AFC Whyteleafe | Isthmian League - Premier Division |
| 13 | Wed 14 Oct | 25-0 v WhitehawkAFC Whyteleafe 5-0 Whitehawk | Isthmian League - Premier Division |
| 14 | Sat 17 Oct | 22-1 v DartfordAFC Whyteleafe 2-1 Dartford | Isthmian League - Premier Division |
| 15 | Wed 21 Oct | 22-3 v Burgess Hill TownAFC Whyteleafe 2-3 Burgess Hill Town | Isthmian League - Premier Division |
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