| 1 | Tue 13 Aug 2019 | 111-1 v KingstonianWingate & Finchley 1-1 Kingstonian | BetVictor Isthmian Premier Division |
| 2 | Sat 17 Aug 2019 | 110-5 v Bognor Regis TownWingate & Finchley 0-5 Bognor Regis Town | BetVictor Isthmian Premier Division |
| 3 | Sat 24 Aug 2019 | 112-0 v Welwyn Garden CityWingate & Finchley 2-0 Welwyn Garden City | Emirates FA Cup Preliminary Round |
| 4 | Mon 26 Aug 2019 | 151-0 v Haringey BoroughWingate & Finchley 1-0 Haringey Borough | BetVictor Isthmian Premier Division |
| 5 | Sat 7 Sep 2019 | 144-1 v London ColneyWingate & Finchley 4-1 London Colney | Emirates FA Cup First Qualifying Round |
| 6 | Sat 14 Sep 2019 | 90-4 v MersthamWingate & Finchley 0-4 Merstham | BetVictor Isthmian Premier Division |
| 7 | Tue 17 Sep 2019 | 161-2 v HorshamHorsham 2-1 Wingate & Finchley | BetVictor Isthmian Premier Division |
| 8 | Sat 21 Sep 2019 | 102-4 v Maldon & TiptreeMaldon & Tiptree 4-2 Wingate & Finchley | Emirates FA Cup Second Qualifying Round |
| 9 | Sat 28 Sep 2019 | 111-1 v Folkestone InvictaWingate & Finchley 1-1 Folkestone Invicta | BetVictor Isthmian Premier Division |
| 10 | Tue 1 Oct 2019 | 70-1 v CheshuntCheshunt 1-0 Wingate & Finchley | BetVictor Isthmian Premier Division |
| 11 | Sat 12 Oct 2019 | 141-1 v Brightlingsea RegentBrightlingsea Regent 1-1 Wingate & Finchley | BetVictor Isthmian Premier Division |
| 12 | Tue 15 Oct 2019 | 156-0 v Edgware TownWingate & Finchley 6-0 Edgware Town | Middlesex County Cup First Round |
| 13 | Tue 22 Oct 2019 | 141-2 v Bishop's StortfordWingate & Finchley 1-2 Bishop's Stortford | BetVictor Isthmian Premier Division |
| 14 | Sat 26 Oct 2019 | 71-1 v Hayes & Yeading UnitedWingate & Finchley 1-1 Hayes & Yeading United | Buildbase FA Trophy First Qualifying Round |
| 15 | Tue 29 Oct 2019 | 71-2 v Hayes & Yeading UnitedHayes & Yeading United 2-1 Wingate & Finchley | Buildbase FA Trophy First Qualifying Round |
| 16 | Tue 12 Nov 2019 | 110-0 v Oxhey JetsPotters Bar Town 0-0 Oxhey Jets | Hertfordshire County Cup First Round |
| 17 | Tue 19 Nov 2019 | 72-1 v MersthamPotters Bar Town 2-1 Merstham | BetVictor Isthmian Premier Division |
| 18 | Sat 23 Nov 2019 | 72-2 v MargateMargate 2-2 Potters Bar Town | BetVictor Isthmian Premier Division |
| 19 | Sat 30 Nov 2019 | 70-2 v Bowers & PitseaPotters Bar Town 0-2 Bowers & Pitsea | BetVictor Isthmian Premier Division |
| 20 | Sat 7 Dec 2019 | 150-4 v Cray WanderersCray Wanderers 4-0 Potters Bar Town | BetVictor Isthmian Premier Division |
| 21 | Tue 10 Dec 2019 | 72-4 v Basildon UnitedPotters Bar Town 2-4 Basildon United | Velocity Trophy |
| 22 | Sat 21 Dec 2019 | 122-1 v Wingate & FinchleyWingate & Finchley 1-2 Potters Bar Town | BetVictor Isthmian Premier Division |
| 23 | Sat 28 Dec 2019 | 111-2 v KingstonianPotters Bar Town 1-2 Kingstonian | BetVictor Isthmian Premier Division |
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