| 1 | Sat 13 Jul 2019 | 11-2 v DartfordGrays Athletic 1-2 Dartford | Friendly |
| 2 | Wed 31 Jul 2019 | 15-3 v KingstonianGrays Athletic 5-3 Kingstonian | Friendly |
| 3 | Sat 3 Aug 2019 | 12-3 v Metropolitan PoliceMetropolitan Police 3-2 Grays Athletic | Friendly |
| 4 | Tue 6 Aug 2019 | 11-3 v Cray Valley PMCray Valley PM 3-1 Grays Athletic | Friendly |
| 5 | Sat 10 Aug 2019 | 13-2 v VCD AthleticVCD Athletic 2-3 Grays Athletic | Friendly |
| 6 | Sat 17 Aug 2019 | 14-1 v Brentwood TownGrays Athletic 4-1 Brentwood Town | BetVictor Isthmian North Division |
| 7 | Tue 20 Aug 2019 | 11-2 v Canvey IslandCanvey Island 2-1 Grays Athletic | BetVictor Isthmian North Division |
| 8 | Sat 24 Aug 2019 | 15-2 v Heybridge SwiftsGrays Athletic 5-2 Heybridge Swifts | Emirates FA Cup Preliminary Round |
| 9 | Mon 26 Aug 2019 | 13-1 v Basildon UnitedGrays Athletic 3-1 Basildon United | BetVictor Isthmian North Division |
| 10 | Sat 31 Aug 2019 | 12-1 v Heybridge SwiftsHeybridge Swifts 1-2 Grays Athletic | BetVictor Isthmian North Division |
| 11 | Sat 7 Sep 2019 | 13-1 v March Town UnitedGrays Athletic 3-1 March Town United | Emirates FA Cup First Qualifying Round |
| 12 | Sat 14 Sep 2019 | 13-2 v Soham Town RangersGrays Athletic 3-2 Soham Town Rangers | BetVictor Isthmian North Division |
| 13 | Wed 18 Sep 2019 | 13-1 v TilburyGrays Athletic 3-1 Tilbury | BetVictor Isthmian North Division |
| 14 | Sat 28 Sep 2019 | 11-2 v AveleyAveley 2-1 Grays Athletic | Velocity Trophy Group 2 |
| 15 | Wed 2 Oct 2019 | 13-1 v Waltham AbbeyGrays Athletic 3-1 Waltham Abbey | Velocity Trophy Group 2 |
| 16 | Sat 5 Oct 2019 | 10-1 v Cambridge CityGrays Athletic 0-1 Cambridge City | BetVictor Isthmian North Division |
| 17 | Sat 12 Oct 2019 | 10-3 v Bedfont SportsGrays Athletic 0-3 Bedfont Sports | Buildbase FA Trophy Preliminary Round |
| 18 | Wed 16 Oct 2019 | 16-1 v RomfordRomford 1-6 Grays Athletic | BetVictor Isthmian North Division |
| 19 | Sat 19 Oct 2019 | 11-3 v Great Wakering RoversGreat Wakering Rovers 3-1 Grays Athletic | BetVictor Isthmian North Division |
| 20 | Wed 23 Oct 2019 | 13-2 v RomfordGrays Athletic 3-2 Romford | Velocity Trophy Group 2 |
| 21 | Sun 27 Oct 2019 | 12-2 v Dereham TownGrays Athletic 2-2 Dereham Town | BetVictor Isthmian North Division |
| 22 | Sat 2 Nov 2019 | 11-3 v Maldon & TiptreeMaldon & Tiptree 3-1 Grays Athletic | BetVictor Isthmian North Division |
| 23 | Wed 6 Nov 2019 | 10-1 v Bedfont SportsGrays Athletic 0-1 Bedfont Sports | Buildbase FA Trophy Preliminary Round |
| 24 | Sat 16 Nov 2019 | 10-1 v Felixstowe & Walton UnitedFelixstowe & Walton United 1-0 Grays Athletic | BetVictor Isthmian North Division |
| 25 | Sat 23 Nov 2019 | 11-0 v HistonHiston 0-1 Grays Athletic | BetVictor Isthmian North Division |
| 26 | Sat 30 Nov 2019 | 12-0 v Hullbridge SportsGrays Athletic 2-0 Hullbridge Sports | BetVictor Isthmian North Division |
| 27 | Sat 7 Dec 2019 | 10-0 v Coggeshall TownGrays Athletic 0-0 Coggeshall Town | BetVictor Isthmian North Division |
| 28 | Wed 11 Dec 2019 | 1 2-1 v Canvey IslandGrays Athletic 2-1 Canvey Island | Essex County Cup Fourth Round |
| 29 | Thu 26 Dec 2019 | 11-6 v AveleyGrays Athletic 1-6 Aveley | BetVictor Isthmian North Division |
| 30 | Sat 4 Jan 2020 | 12-3 v Heybridge SwiftsGrays Athletic 2-3 Heybridge Swifts | BetVictor Isthmian North Division |
| 31 | Sat 11 Jan 2020 | 10-1 v Witham TownWitham Town 1-0 Grays Athletic | BetVictor Isthmian North Division |
| 32 | Sat 18 Jan 2020 | 11-0 v Great Wakering RoversGrays Athletic 1-0 Great Wakering Rovers | BetVictor Isthmian North Division |
| 33 | Sat 25 Jan 2020 | 11-1 v Cambridge CityCambridge City 1-1 Grays Athletic | BetVictor Isthmian North Division |
| 34 | Sat 1 Feb 2020 | 10-0 v RomfordGrays Athletic 0-0 Romford | BetVictor Isthmian North Division |
| 35 | Mon 3 Feb 2020 | 13-4 v Billericay TownBillericay Town 4-3 Grays Athletic | Essex County Cup Quarter Final |
| 36 | Sat 8 Feb 2020 | 10-1 v Coggeshall TownCoggeshall Town 1-0 Grays Athletic | BetVictor Isthmian North Division |
| 37 | Tue 11 Feb 2020 | 10-2 v TilburyTilbury 2-0 Grays Athletic | BetVictor Isthmian North Division |
| 38 | Sat 15 Feb 2020 | 11-2 v Bury TownGrays Athletic 1-2 Bury Town | BetVictor Isthmian North Division |
| 39 | Sat 22 Feb 2020 | 11-2 v Maldon & TiptreeGrays Athletic 1-2 Maldon & Tiptree | BetVictor Isthmian North Division |
| 40 | Wed 26 Feb 2020 | 11-2 v AFC SudburyGrays Athletic 1-2 AFC Sudbury | BetVictor Isthmian North Division |
| 41 | Tue 3 Mar 2020 | 11-2 v Bury TownBury Town 2-1 Grays Athletic | BetVictor Isthmian North Division |
| 42 | Sat 7 Mar 2020 | 11-2 v Felixstowe & Walton UnitedGrays Athletic 1-2 Felixstowe & Walton United | BetVictor Isthmian North Division |
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