| 1 | Sat 26 Oct 2019 | 171-1 v Hayes & Yeading UnitedWingate & Finchley 1-1 Hayes & Yeading United | Buildbase FA Trophy First Qualifying Round |
| 2 | Tue 19 Nov 2019 | 83-2 v Dulwich HamletDulwich Hamlet 2-3 Wingate & Finchley | London County Cup Second Round |
| 3 | Sat 23 Nov 2019 | 142-0 v Bowers & PitseaWingate & Finchley 2-0 Bowers & Pitsea | Velocity Trophy |
| 4 | Wed 1 Jan 2020 | 71-2 v Haringey BoroughHaringey Borough 2-1 Wingate & Finchley | BetVictor Isthmian Premier Division |
| 5 | Sat 4 Jan 2020 | 20-0 v Cray WanderersCray Wanderers 0-0 Wingate & Finchley | BetVictor Isthmian Premier Division |
| 6 | Tue 7 Jan 2020 | 21-2 v LeatherheadWingate & Finchley 1-2 Leatherhead | BetVictor Isthmian Premier Division |
| 7 | Sat 11 Jan 2020 | 21-2 v CheshuntWingate & Finchley 1-2 Cheshunt | BetVictor Isthmian Premier Division |
| 8 | Sat 18 Jan 2020 | 22-3 v Carshalton AthleticCarshalton Athletic 3-2 Wingate & Finchley | BetVictor Isthmian Premier Division |
| 9 | Tue 28 Jan 2020 | 120-1 v BrentfordWingate & Finchley 0-1 Brentford | Middlesex County Cup Quarter Final |
| 10 | Tue 11 Feb 2020 | 41-0 v Corinthian-CasualsWingate & Finchley 1-0 Corinthian-Casuals | London County Cup Quarter Final |
| 11 | Sat 22 Feb 2020 | 61-0 v Folkestone InvictaFolkestone Invicta 0-1 Wingate & Finchley | BetVictor Isthmian Premier Division |
| 12 | Sat 29 Feb 2020 | 61-1 v LewesWingate & Finchley 1-1 Lewes | BetVictor Isthmian Premier Division |
| 13 | Sat 7 Mar 2020 | 72-4 v WorthingWorthing 4-2 Wingate & Finchley | BetVictor Isthmian Premier Division |
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