| 1 | Sat 9 Aug | 61-2 v Billericay TownBillericay Town 2-1 Wingate & Finchley | Isthmian League - Premier Division |
| 2 | Tue 12 Aug | 140-1 v Dulwich HamletWingate & Finchley 0-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 3 | Sat 16 Aug | 6 2-3 v Cray WanderersCray Wanderers 3-2 Wingate & Finchley | Isthmian League - Premier Division |
| 4 | Mon 25 Aug | 63-3 v Potters Bar TownPotters Bar Town 3-3 Wingate & Finchley | Isthmian League - Premier Division |
| 5 | Sat 6 Sep | 6 0-3 v Chatham TownWingate & Finchley 0-3 Chatham Town | Isthmian League - Premier Division |
| 6 | Tue 9 Sep | 42-1 v Hashtag UnitedWingate & Finchley 2-1 Hashtag United | Isthmian League - Premier Division |
| 7 | Sat 11 Oct | 4 1-1 v RamsgateRamsgate 1-1 Wingate & Finchley | Isthmian League - Premier Division |
| 8 | Tue 14 Oct | 4 1-0 v Hashtag UnitedHashtag United 0-1 Wingate & Finchley | Isthmian League - Premier Division |
| 9 | Sat 18 Oct | 43-2 v CheshuntCheshunt 2-3 Wingate & Finchley | Isthmian League - Premier Division |
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