| 1 | Sat 10 Aug 2019 | 11-1 v Bowers & PitseaBowers & Pitsea 1-1 Wingate & Finchley |
| 2 | Tue 13 Aug 2019 | 11-1 v KingstonianWingate & Finchley 1-1 Kingstonian |
| 3 | Sat 17 Aug 2019 | 10-5 v Bognor Regis TownWingate & Finchley 0-5 Bognor Regis Town |
| 4 | Mon 26 Aug 2019 | 11-0 v Haringey BoroughWingate & Finchley 1-0 Haringey Borough |
| 5 | Sat 31 Aug 2019 | 10-2 v HornchurchHornchurch 2-0 Wingate & Finchley |
| 6 | Sat 14 Sep 2019 | 10-4 v MersthamWingate & Finchley 0-4 Merstham |
| 7 | Tue 17 Sep 2019 | 11-2 v HorshamHorsham 2-1 Wingate & Finchley |
| 8 | Sat 28 Sep 2019 | 11-1 v Folkestone InvictaWingate & Finchley 1-1 Folkestone Invicta |
| 9 | Tue 1 Oct 2019 | 10-1 v CheshuntCheshunt 1-0 Wingate & Finchley |
| 10 | Sat 12 Oct 2019 | 11-1 v Brightlingsea RegentBrightlingsea Regent 1-1 Wingate & Finchley |
| 11 | Tue 22 Oct 2019 | 11-2 v Bishop's StortfordWingate & Finchley 1-2 Bishop's Stortford |
| 12 | Sat 2 Nov 2019 | 11-3 v East Thurrock UnitedEast Thurrock United 3-1 Wingate & Finchley |
| 13 | Sat 9 Nov 2019 | 1 2-1 v LewesLewes 1-2 Wingate & Finchley |
| 14 | Tue 12 Nov 2019 | 10-1 v Cray WanderersWingate & Finchley 0-1 Cray Wanderers |
| 15 | Sat 16 Nov 2019 | 12-3 v WorthingWingate & Finchley 2-3 Worthing |
| 16 | Sat 30 Nov 2019 | 12-2 v Enfield TownEnfield Town 2-2 Wingate & Finchley |
| 17 | Tue 3 Dec 2019 | 10-2 v Carshalton AthleticWingate & Finchley 0-2 Carshalton Athletic |
| 18 | Sat 7 Dec 2019 | 12-3 v HornchurchWingate & Finchley 2-3 Hornchurch |
| 19 | Sat 14 Dec 2019 | 13-3 v Corinthian-CasualsCorinthian-Casuals 3-3 Wingate & Finchley |
| 20 | Sat 21 Dec 2019 | 11-2 v Potters Bar TownWingate & Finchley 1-2 Potters Bar Town |
| 21 | Wed 1 Jan 2020 | 11-2 v Haringey BoroughHaringey Borough 2-1 Wingate & Finchley |
| 22 | Sat 4 Jan 2020 | 10-0 v Cray WanderersCray Wanderers 0-0 Wingate & Finchley |
| 23 | Tue 7 Jan 2020 | 11-2 v LeatherheadWingate & Finchley 1-2 Leatherhead |
| 24 | Sat 11 Jan 2020 | 11-2 v CheshuntWingate & Finchley 1-2 Cheshunt |
| 25 | Sat 18 Jan 2020 | 12-3 v Carshalton AthleticCarshalton Athletic 3-2 Wingate & Finchley |
| 26 | Sat 25 Jan 2020 | 10-0 v Brightlingsea RegentWingate & Finchley 0-0 Brightlingsea Regent |
| 27 | Sat 1 Feb 2020 | 11-0 v Bishop's StortfordBishop's Stortford 0-1 Wingate & Finchley |
| 28 | Sat 8 Feb 2020 | 12-1 v East Thurrock UnitedWingate & Finchley 2-1 East Thurrock United |
| 29 | Sat 15 Feb 2020 | 12-2 v Bowers & PitseaWingate & Finchley 2-2 Bowers & Pitsea |
| 30 | Sat 22 Feb 2020 | 11-0 v Folkestone InvictaFolkestone Invicta 0-1 Wingate & Finchley |
| 31 | Sat 29 Feb 2020 | 11-1 v LewesWingate & Finchley 1-1 Lewes |
| 32 | Sat 7 Mar 2020 | 12-4 v WorthingWorthing 4-2 Wingate & Finchley |
| 33 | Tue 10 Mar 2020 | 10-1 v MargateMargate 1-0 Wingate & Finchley |
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