| 1 | Tue 13 Aug 2019 | 121-1 v KingstonianWingate & Finchley 1-1 Kingstonian | BetVictor Isthmian Premier Division |
| 2 | Sat 24 Aug 2019 | 52-0 v Welwyn Garden CityWingate & Finchley 2-0 Welwyn Garden City | Emirates FA Cup Preliminary Round |
| 3 | Mon 26 Aug 2019 | 51-0 v Haringey BoroughWingate & Finchley 1-0 Haringey Borough | BetVictor Isthmian Premier Division |
| 4 | Sat 31 Aug 2019 | 120-2 v HornchurchHornchurch 2-0 Wingate & Finchley | BetVictor Isthmian Premier Division |
| 5 | Tue 19 Nov 2019 | 6 3-2 v Dulwich HamletDulwich Hamlet 2-3 Wingate & Finchley | London County Cup Second Round |
| 6 | Sat 23 Nov 2019 | 5 2-0 v Bowers & PitseaWingate & Finchley 2-0 Bowers & Pitsea | Velocity Trophy |
| 7 | Sat 30 Nov 2019 | 62-2 v Enfield TownEnfield Town 2-2 Wingate & Finchley | BetVictor Isthmian Premier Division |
| 8 | Sat 7 Dec 2019 | 172-3 v Canvey IslandHeybridge Swifts 2-3 Canvey Island | BetVictor Isthmian North Division |
| 9 | Wed 1 Jan 2020 | 63-1 v Felixstowe & Walton UnitedHeybridge Swifts 3-1 Felixstowe & Walton United | BetVictor Isthmian North Division |
| 10 | Sat 4 Jan 2020 | 53-2 v Grays AthleticGrays Athletic 2-3 Heybridge Swifts | BetVictor Isthmian North Division |
| 11 | Tue 7 Jan 2020 | 60-3 v TilburyTilbury 3-0 Heybridge Swifts | BetVictor Isthmian North Division |
| 12 | Sat 11 Jan 2020 | 61-0 v Bury TownHeybridge Swifts 1-0 Bury Town | BetVictor Isthmian North Division |
| 13 | Sat 18 Jan 2020 | 62-0 v Witham TownWitham Town 0-2 Heybridge Swifts | BetVictor Isthmian North Division |
| 14 | Tue 21 Jan 2020 | 6 1-0 v Brentwood TownBrentwood Town 0-1 Heybridge Swifts | BetVictor Isthmian North Division |
| 15 | Sat 25 Jan 2020 | 60-1 v Basildon UnitedHeybridge Swifts 0-1 Basildon United | BetVictor Isthmian North Division |
| 16 | Sat 1 Feb 2020 | 62-0 v Soham Town RangersSoham Town Rangers 0-2 Heybridge Swifts | BetVictor Isthmian North Division |
| 17 | Tue 4 Feb 2020 | 6 3-2 v Hullbridge SportsHeybridge Swifts 3-2 Hullbridge Sports | BetVictor Isthmian North Division |
| 18 | Sat 8 Feb 2020 | 64-4 v Canvey IslandCanvey Island 4-4 Heybridge Swifts | BetVictor Isthmian North Division |
| 19 | Sat 22 Feb 2020 | 61-1 v AveleyHeybridge Swifts 1-1 Aveley | BetVictor Isthmian North Division |
| 20 | Sat 29 Feb 2020 | 6 1-2 v AFC SudburyAFC Sudbury 2-1 Heybridge Swifts | BetVictor Isthmian North Division |
| 21 | Sat 7 Mar 2020 | 60-1 v Cambridge CityHeybridge Swifts 0-1 Cambridge City | BetVictor Isthmian North Division |
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