| 1 | Sat 13 Jul 2019 | 51-2 v DartfordGrays Athletic 1-2 Dartford | Friendly |
| 2 | Wed 31 Jul 2019 | 45-3 v KingstonianGrays Athletic 5-3 Kingstonian | Friendly |
| 3 | Sat 3 Aug 2019 | 152-3 v Metropolitan PoliceMetropolitan Police 3-2 Grays Athletic | Friendly |
| 4 | Tue 6 Aug 2019 | 141-3 v Cray Valley PMCray Valley PM 3-1 Grays Athletic | Friendly |
| 5 | Sat 10 Aug 2019 | 53-2 v VCD AthleticVCD Athletic 2-3 Grays Athletic | Friendly |
| 6 | Sat 17 Aug 2019 | 84-1 v Brentwood TownGrays Athletic 4-1 Brentwood Town | BetVictor Isthmian North Division |
| 7 | Tue 20 Aug 2019 | 61-2 v Canvey IslandCanvey Island 2-1 Grays Athletic | BetVictor Isthmian North Division |
| 8 | Sat 24 Aug 2019 | 55-2 v Heybridge SwiftsGrays Athletic 5-2 Heybridge Swifts | Emirates FA Cup Preliminary Round |
| 9 | Mon 26 Aug 2019 | 23-1 v Basildon UnitedGrays Athletic 3-1 Basildon United | BetVictor Isthmian North Division |
| 10 | Sat 31 Aug 2019 | 2 2-1 v Heybridge SwiftsHeybridge Swifts 1-2 Grays Athletic | BetVictor Isthmian North Division |
| 11 | Sat 7 Sep 2019 | 43-1 v March Town UnitedGrays Athletic 3-1 March Town United | Emirates FA Cup First Qualifying Round |
| 12 | Wed 18 Sep 2019 | 73-1 v TilburyGrays Athletic 3-1 Tilbury | BetVictor Isthmian North Division |
| 13 | Sat 28 Sep 2019 | 21-2 v AveleyAveley 2-1 Grays Athletic | Velocity Trophy Group 2 |
| 14 | Wed 2 Oct 2019 | 43-1 v Waltham AbbeyGrays Athletic 3-1 Waltham Abbey | Velocity Trophy Group 2 |
| 15 | Sat 5 Oct 2019 | 50-1 v Cambridge CityGrays Athletic 0-1 Cambridge City | BetVictor Isthmian North Division |
| 16 | Sat 12 Oct 2019 | 90-3 v Bedfont SportsGrays Athletic 0-3 Bedfont Sports | Buildbase FA Trophy Preliminary Round |
| 17 | Wed 16 Oct 2019 | 26-1 v RomfordRomford 1-6 Grays Athletic | BetVictor Isthmian North Division |
| 18 | Sat 19 Oct 2019 | 21-3 v Great Wakering RoversGreat Wakering Rovers 3-1 Grays Athletic | BetVictor Isthmian North Division |
| 19 | Wed 23 Oct 2019 | 4 3-2 v RomfordGrays Athletic 3-2 Romford | Velocity Trophy Group 2 |
| 20 | Sat 2 Nov 2019 | 4 1-3 v Maldon & TiptreeMaldon & Tiptree 3-1 Grays Athletic | BetVictor Isthmian North Division |
| 21 | Wed 6 Nov 2019 | 20-1 v Bedfont SportsGrays Athletic 0-1 Bedfont Sports | Buildbase FA Trophy Preliminary Round |
| 22 | Sat 23 Nov 2019 | 41-0 v HistonHiston 0-1 Grays Athletic | BetVictor Isthmian North Division |
| 23 | Sat 30 Nov 2019 | 42-0 v Hullbridge SportsGrays Athletic 2-0 Hullbridge Sports | BetVictor Isthmian North Division |
| 24 | Mon 2 Dec 2019 | 41-3 v Brentwood TownBrentwood Town 3-1 Grays Athletic | Velocity Trophy Group 2 |
| 25 | Sat 7 Dec 2019 | 80-0 v Coggeshall TownGrays Athletic 0-0 Coggeshall Town | BetVictor Isthmian North Division |
| 26 | Wed 11 Dec 2019 | 22-1 v Canvey IslandGrays Athletic 2-1 Canvey Island | Essex County Cup Fourth Round |
| 27 | Thu 26 Dec 2019 | 51-6 v AveleyGrays Athletic 1-6 Aveley | BetVictor Isthmian North Division |
| 28 | Wed 1 Jan 2020 | 82-4 v Basildon UnitedBasildon United 4-2 Grays Athletic | BetVictor Isthmian North Division |
| 29 | Sat 18 Jan 2020 | 51-0 v Great Wakering RoversGrays Athletic 1-0 Great Wakering Rovers | BetVictor Isthmian North Division |
| 30 | Sat 25 Jan 2020 | 51-1 v Cambridge CityCambridge City 1-1 Grays Athletic | BetVictor Isthmian North Division |
| 31 | Mon 3 Feb 2020 | 43-4 v Billericay TownBillericay Town 4-3 Grays Athletic | Essex County Cup Quarter Final |
| 32 | Sat 8 Feb 2020 | 60-1 v Coggeshall TownCoggeshall Town 1-0 Grays Athletic | BetVictor Isthmian North Division |
| 33 | Tue 11 Feb 2020 | 120-2 v TilburyTilbury 2-0 Grays Athletic | BetVictor Isthmian North Division |
| 34 | Sat 15 Feb 2020 | 61-2 v Bury TownGrays Athletic 1-2 Bury Town | BetVictor Isthmian North Division |
| 35 | Sat 22 Feb 2020 | 41-2 v Maldon & TiptreeGrays Athletic 1-2 Maldon & Tiptree | BetVictor Isthmian North Division |
| 36 | Wed 26 Feb 2020 | 51-2 v AFC SudburyGrays Athletic 1-2 AFC Sudbury | BetVictor Isthmian North Division |
| 37 | Tue 3 Mar 2020 | 41-2 v Bury TownBury Town 2-1 Grays Athletic | BetVictor Isthmian North Division |
| 38 | Sat 7 Mar 2020 | 121-2 v Felixstowe & Walton UnitedGrays Athletic 1-2 Felixstowe & Walton United | BetVictor Isthmian North Division |
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