| 1 | Sat 14 Sep 2019 | 6 3-2 v Soham Town RangersGrays Athletic 3-2 Soham Town Rangers | BetVictor Isthmian North Division |
| 2 | Wed 18 Sep 2019 | 53-1 v TilburyGrays Athletic 3-1 Tilbury | BetVictor Isthmian North Division |
| 3 | Sat 28 Sep 2019 | 91-2 v AveleyAveley 2-1 Grays Athletic | Velocity Trophy Group 2 |
| 4 | Wed 2 Oct 2019 | 63-1 v Waltham AbbeyGrays Athletic 3-1 Waltham Abbey | Velocity Trophy Group 2 |
| 5 | Wed 16 Oct 2019 | 76-1 v RomfordRomford 1-6 Grays Athletic | BetVictor Isthmian North Division |
| 6 | Sat 19 Oct 2019 | 61-3 v Great Wakering RoversGreat Wakering Rovers 3-1 Grays Athletic | BetVictor Isthmian North Division |
| 7 | Wed 23 Oct 2019 | 53-2 v RomfordGrays Athletic 3-2 Romford | Velocity Trophy Group 2 |
| 8 | Sun 27 Oct 2019 | 22-2 v Dereham TownGrays Athletic 2-2 Dereham Town | BetVictor Isthmian North Division |
| 9 | Wed 6 Nov 2019 | 140-1 v Bedfont SportsGrays Athletic 0-1 Bedfont Sports | Buildbase FA Trophy Preliminary Round |
| 10 | Wed 13 Nov 2019 | 82-2 v HollandGrays Athletic 2-2 Holland | Essex County Cup Third Round |
| 11 | Sat 16 Nov 2019 | 6 0-1 v Felixstowe & Walton UnitedFelixstowe & Walton United 1-0 Grays Athletic | BetVictor Isthmian North Division |
| 12 | Sat 23 Nov 2019 | 61-0 v HistonHiston 0-1 Grays Athletic | BetVictor Isthmian North Division |
| 13 | Sat 30 Nov 2019 | 62-0 v Hullbridge SportsGrays Athletic 2-0 Hullbridge Sports | BetVictor Isthmian North Division |
| 14 | Mon 2 Dec 2019 | 6 1-3 v Brentwood TownBrentwood Town 3-1 Grays Athletic | Velocity Trophy Group 2 |
| 15 | Sat 7 Dec 2019 | 40-0 v Coggeshall TownGrays Athletic 0-0 Coggeshall Town | BetVictor Isthmian North Division |
| 16 | Wed 11 Dec 2019 | 62-1 v Canvey IslandGrays Athletic 2-1 Canvey Island | Essex County Cup Fourth Round |
| 17 | Thu 26 Dec 2019 | 4 1-6 v AveleyGrays Athletic 1-6 Aveley | BetVictor Isthmian North Division |
| 18 | Wed 1 Jan 2020 | 4 2-4 v Basildon UnitedBasildon United 4-2 Grays Athletic | BetVictor Isthmian North Division |
| 19 | Sat 4 Jan 2020 | 42-3 v Heybridge SwiftsGrays Athletic 2-3 Heybridge Swifts | BetVictor Isthmian North Division |
| 20 | Sat 11 Jan 2020 | 4 0-1 v Witham TownWitham Town 1-0 Grays Athletic | BetVictor Isthmian North Division |
| 21 | Sat 18 Jan 2020 | 141-0 v Great Wakering RoversGrays Athletic 1-0 Great Wakering Rovers | BetVictor Isthmian North Division |
| 22 | Sat 25 Jan 2020 | 4 1-1 v Cambridge CityCambridge City 1-1 Grays Athletic | BetVictor Isthmian North Division |
| 23 | Sat 1 Feb 2020 | 4 0-0 v RomfordGrays Athletic 0-0 Romford | BetVictor Isthmian North Division |
| 24 | Sat 8 Feb 2020 | 40-1 v Coggeshall TownCoggeshall Town 1-0 Grays Athletic | BetVictor Isthmian North Division |
| 25 | Tue 11 Feb 2020 | 40-2 v TilburyTilbury 2-0 Grays Athletic | BetVictor Isthmian North Division |
| 26 | Sat 15 Feb 2020 | 41-2 v Bury TownGrays Athletic 1-2 Bury Town | BetVictor Isthmian North Division |
| 27 | Sat 22 Feb 2020 | 5 1-2 v Maldon & TiptreeGrays Athletic 1-2 Maldon & Tiptree | BetVictor Isthmian North Division |
| 28 | Wed 26 Feb 2020 | 61-2 v AFC SudburyGrays Athletic 1-2 AFC Sudbury | BetVictor Isthmian North Division |
| 29 | Sat 7 Mar 2020 | 41-2 v Felixstowe & Walton UnitedGrays Athletic 1-2 Felixstowe & Walton United | BetVictor Isthmian North Division |
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