| 1 | Sat 9 Aug | 51-2 v Billericay TownBillericay Town 2-1 Wingate & Finchley | Isthmian League - Premier Division |
| 2 | Tue 12 Aug | 5 0-1 v Dulwich HamletWingate & Finchley 0-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 3 | Sat 16 Aug | 52-3 v Cray WanderersCray Wanderers 3-2 Wingate & Finchley | Isthmian League - Premier Division |
| 4 | Sat 23 Aug | 5 0-1 v WhitehawkWingate & Finchley 0-1 Whitehawk | Isthmian League - Premier Division |
| 5 | Mon 25 Aug | 53-3 v Potters Bar TownPotters Bar Town 3-3 Wingate & Finchley | Isthmian League - Premier Division |
| 6 | Sat 6 Sep | 20-3 v Chatham TownWingate & Finchley 0-3 Chatham Town | Isthmian League - Premier Division |
| 7 | Tue 9 Sep | 22-1 v Hashtag UnitedWingate & Finchley 2-1 Hashtag United | Isthmian League - Premier Division |
| 8 | Sat 11 Oct | 21-1 v RamsgateRamsgate 1-1 Wingate & Finchley | Isthmian League - Premier Division |
| 9 | Tue 14 Oct | 2 1-0 v Hashtag UnitedHashtag United 0-1 Wingate & Finchley | Isthmian League - Premier Division |
| 10 | Sat 18 Oct | 23-2 v CheshuntCheshunt 2-3 Wingate & Finchley | Isthmian League - Premier Division |
| 11 | Sat 1 Nov | 2 5-0 v Brentwood TownBrentwood Town 0-5 Wingate & Finchley | Isthmian League - Premier Division |
| 12 | Tue 4 Nov | 21-1 v Canvey IslandCanvey Island 1-1 Wingate & Finchley | Isthmian League - Premier Division |
| 13 | Sat 8 Nov | 22-1 v DartfordDartford 1-2 Wingate & Finchley | Isthmian League - Premier Division |
| 14 | Tue 11 Nov | 2 3-0 v Dulwich HamletDulwich Hamlet 0-3 Wingate & Finchley | Isthmian League - Premier Division |
| 15 | Sat 15 Nov | 23-0 v LewesWingate & Finchley 3-0 Lewes | Isthmian League - Premier Division |
| 16 | Sat 22 Nov | 2 0-2 v AveleyAveley 2-0 Wingate & Finchley | Isthmian League - Premier Division |
| 17 | Tue 25 Nov | 2 0-1 v Folkestone InvictaWingate & Finchley 0-1 Folkestone Invicta | Isthmian League - Premier Division |
| 18 | Sat 29 Nov | 22-2 v Billericay TownWingate & Finchley 2-2 Billericay Town | Isthmian League - Premier Division |
| 19 | Tue 2 Dec | 144-1 v CheshuntWingate & Finchley 4-1 Cheshunt | Velocity Cup Fourth Round |
| 20 | Sat 6 Dec | 2 2-2 v Carshalton AthleticWingate & Finchley 2-2 Carshalton Athletic | Isthmian League - Premier Division |
| 21 | Sat 13 Dec | 2 1-4 v Cray Valley PMCray Valley PM 4-1 Wingate & Finchley | Isthmian League - Premier Division |
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