| 1 | Wed 16 Oct 2019 | 96-1 v RomfordRomford 1-6 Grays Athletic | BetVictor Isthmian North Division |
| 2 | Sat 19 Oct 2019 | 91-3 v Great Wakering RoversGreat Wakering Rovers 3-1 Grays Athletic | BetVictor Isthmian North Division |
| 3 | Wed 23 Oct 2019 | 103-2 v RomfordGrays Athletic 3-2 Romford | Velocity Trophy Group 2 |
| 4 | Sun 27 Oct 2019 | 92-2 v Dereham TownGrays Athletic 2-2 Dereham Town | BetVictor Isthmian North Division |
| 5 | Sat 2 Nov 2019 | 91-3 v Maldon & TiptreeMaldon & Tiptree 3-1 Grays Athletic | BetVictor Isthmian North Division |
| 6 | Wed 13 Nov 2019 | 92-2 v HollandGrays Athletic 2-2 Holland | Essex County Cup Third Round |
| 7 | Sat 16 Nov 2019 | 90-1 v Felixstowe & Walton UnitedFelixstowe & Walton United 1-0 Grays Athletic | BetVictor Isthmian North Division |
| 8 | Sat 23 Nov 2019 | 91-0 v HistonHiston 0-1 Grays Athletic | BetVictor Isthmian North Division |
| 9 | Sat 30 Nov 2019 | 92-0 v Hullbridge SportsGrays Athletic 2-0 Hullbridge Sports | BetVictor Isthmian North Division |
| 10 | Mon 2 Dec 2019 | 101-3 v Brentwood TownBrentwood Town 3-1 Grays Athletic | Velocity Trophy Group 2 |
| 11 | Sat 7 Dec 2019 | 90-0 v Coggeshall TownGrays Athletic 0-0 Coggeshall Town | BetVictor Isthmian North Division |
| 12 | Wed 11 Dec 2019 | 92-1 v Canvey IslandGrays Athletic 2-1 Canvey Island | Essex County Cup Fourth Round |
| 13 | Thu 26 Dec 2019 | 91-6 v AveleyGrays Athletic 1-6 Aveley | BetVictor Isthmian North Division |
| 14 | Wed 1 Jan 2020 | 102-4 v Basildon UnitedBasildon United 4-2 Grays Athletic | BetVictor Isthmian North Division |
| 15 | Sat 4 Jan 2020 | 102-3 v Heybridge SwiftsGrays Athletic 2-3 Heybridge Swifts | BetVictor Isthmian North Division |
| 16 | Sat 11 Jan 2020 | 110-1 v Witham TownWitham Town 1-0 Grays Athletic | BetVictor Isthmian North Division |
| 17 | Sat 18 Jan 2020 | 91-0 v Great Wakering RoversGrays Athletic 1-0 Great Wakering Rovers | BetVictor Isthmian North Division |
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