| 1 | Wed 31 Jul 2019 | 65-3 v KingstonianGrays Athletic 5-3 Kingstonian | Friendly |
| 2 | Sat 3 Aug 2019 | 122-3 v Metropolitan PoliceMetropolitan Police 3-2 Grays Athletic | Friendly |
| 3 | Tue 6 Aug 2019 | 51-3 v Cray Valley PMCray Valley PM 3-1 Grays Athletic | Friendly |
| 4 | Sat 17 Aug 2019 | 54-1 v Brentwood TownGrays Athletic 4-1 Brentwood Town | BetVictor Isthmian North Division |
| 5 | Tue 20 Aug 2019 | 51-2 v Canvey IslandCanvey Island 2-1 Grays Athletic | BetVictor Isthmian North Division |
| 6 | Sat 24 Aug 2019 | 6 5-2 v Heybridge SwiftsGrays Athletic 5-2 Heybridge Swifts | Emirates FA Cup Preliminary Round |
| 7 | Mon 26 Aug 2019 | 53-1 v Basildon UnitedGrays Athletic 3-1 Basildon United | BetVictor Isthmian North Division |
| 8 | Sat 31 Aug 2019 | 52-1 v Heybridge SwiftsHeybridge Swifts 1-2 Grays Athletic | BetVictor Isthmian North Division |
| 9 | Sat 7 Sep 2019 | 53-1 v March Town UnitedGrays Athletic 3-1 March Town United | Emirates FA Cup First Qualifying Round |
| 10 | Sat 14 Sep 2019 | 53-2 v Soham Town RangersGrays Athletic 3-2 Soham Town Rangers | BetVictor Isthmian North Division |
| 11 | Wed 18 Sep 2019 | 123-1 v TilburyGrays Athletic 3-1 Tilbury | BetVictor Isthmian North Division |
| 12 | Sat 28 Sep 2019 | 51-2 v AveleyAveley 2-1 Grays Athletic | Velocity Trophy Group 2 |
| 13 | Sat 5 Oct 2019 | 80-1 v Cambridge CityGrays Athletic 0-1 Cambridge City | BetVictor Isthmian North Division |
| 14 | Sat 12 Oct 2019 | 50-3 v Bedfont SportsGrays Athletic 0-3 Bedfont Sports | Buildbase FA Trophy Preliminary Round |
| 15 | Wed 16 Oct 2019 | 5 6-1 v RomfordRomford 1-6 Grays Athletic | BetVictor Isthmian North Division |
| 16 | Sat 19 Oct 2019 | 51-3 v Great Wakering RoversGreat Wakering Rovers 3-1 Grays Athletic | BetVictor Isthmian North Division |
| 17 | Sun 27 Oct 2019 | 52-2 v Dereham TownGrays Athletic 2-2 Dereham Town | BetVictor Isthmian North Division |
| 18 | Sat 2 Nov 2019 | 51-3 v Maldon & TiptreeMaldon & Tiptree 3-1 Grays Athletic | BetVictor Isthmian North Division |
| 19 | Wed 6 Nov 2019 | 50-1 v Bedfont SportsGrays Athletic 0-1 Bedfont Sports | Buildbase FA Trophy Preliminary Round |
| 20 | Wed 13 Nov 2019 | 52-2 v HollandGrays Athletic 2-2 Holland | Essex County Cup Third Round |
| 21 | Sat 16 Nov 2019 | 50-1 v Felixstowe & Walton UnitedFelixstowe & Walton United 1-0 Grays Athletic | BetVictor Isthmian North Division |
| 22 | Sat 23 Nov 2019 | 5 1-0 v HistonHiston 0-1 Grays Athletic | BetVictor Isthmian North Division |
| 23 | Sat 30 Nov 2019 | 5 2-0 v Hullbridge SportsGrays Athletic 2-0 Hullbridge Sports | BetVictor Isthmian North Division |
| 24 | Sat 7 Dec 2019 | 50-0 v Coggeshall TownGrays Athletic 0-0 Coggeshall Town | BetVictor Isthmian North Division |
| 25 | Wed 11 Dec 2019 | 52-1 v Canvey IslandGrays Athletic 2-1 Canvey Island | Essex County Cup Fourth Round |
| 26 | Wed 1 Jan 2020 | 52-4 v Basildon UnitedBasildon United 4-2 Grays Athletic | BetVictor Isthmian North Division |
| 27 | Sat 4 Jan 2020 | 52-3 v Heybridge SwiftsGrays Athletic 2-3 Heybridge Swifts | BetVictor Isthmian North Division |
| 28 | Sat 11 Jan 2020 | 50-1 v Witham TownWitham Town 1-0 Grays Athletic | BetVictor Isthmian North Division |
| 29 | Sat 18 Jan 2020 | 41-0 v Great Wakering RoversGrays Athletic 1-0 Great Wakering Rovers | BetVictor Isthmian North Division |
| 30 | Sat 25 Jan 2020 | 151-1 v Cambridge CityCambridge City 1-1 Grays Athletic | BetVictor Isthmian North Division |
| 31 | Sat 1 Feb 2020 | 50-0 v RomfordGrays Athletic 0-0 Romford | BetVictor Isthmian North Division |
| 32 | Mon 3 Feb 2020 | 53-4 v Billericay TownBillericay Town 4-3 Grays Athletic | Essex County Cup Quarter Final |
| 33 | Sat 8 Feb 2020 | 120-1 v Coggeshall TownCoggeshall Town 1-0 Grays Athletic | BetVictor Isthmian North Division |
| 34 | Tue 11 Feb 2020 | 5 0-2 v TilburyTilbury 2-0 Grays Athletic | BetVictor Isthmian North Division |
| 35 | Sat 15 Feb 2020 | 51-2 v Bury TownGrays Athletic 1-2 Bury Town | BetVictor Isthmian North Division |
| 36 | Wed 26 Feb 2020 | 12 1-2 v AFC SudburyGrays Athletic 1-2 AFC Sudbury | BetVictor Isthmian North Division |
| 37 | Tue 3 Mar 2020 | 51-2 v Bury TownBury Town 2-1 Grays Athletic | BetVictor Isthmian North Division |
| 38 | Sat 7 Mar 2020 | 51-2 v Felixstowe & Walton UnitedGrays Athletic 1-2 Felixstowe & Walton United | BetVictor Isthmian North Division |
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