| 1 | 13/7/2019 | 11-2 v DartfordGrays Athletic 1-2 Dartford | Friendly |
| 2 | 31/7/2019 | 15-3 v KingstonianGrays Athletic 5-3 Kingstonian | Friendly |
| 3 | 3/8/2019 | 12-3 v Metropolitan PoliceMetropolitan Police 3-2 Grays Athletic | Friendly |
| 4 | 6/8/2019 | 11-3 v Cray Valley PMCray Valley PM 3-1 Grays Athletic | Friendly |
| 5 | 10/8/2019 | 13-2 v VCD AthleticVCD Athletic 2-3 Grays Athletic | Friendly |
| 6 | 17/8/2019 | 14-1 v Brentwood TownGrays Athletic 4-1 Brentwood Town | BetVictor Isthmian North Division |
| 7 | 20/8/2019 | 11-2 v Canvey IslandCanvey Island 2-1 Grays Athletic | BetVictor Isthmian North Division |
| 8 | 24/8/2019 | 15-2 v Heybridge SwiftsGrays Athletic 5-2 Heybridge Swifts | Emirates FA Cup Preliminary Round |
| 9 | 26/8/2019 | 13-1 v Basildon UnitedGrays Athletic 3-1 Basildon United | BetVictor Isthmian North Division |
| 10 | 31/8/2019 | 12-1 v Heybridge SwiftsHeybridge Swifts 1-2 Grays Athletic | BetVictor Isthmian North Division |
| 11 | 7/9/2019 | 13-1 v March Town UnitedGrays Athletic 3-1 March Town United | Emirates FA Cup First Qualifying Round |
| 12 | 14/9/2019 | 13-2 v Soham Town RangersGrays Athletic 3-2 Soham Town Rangers | BetVictor Isthmian North Division |
| 13 | 18/9/2019 | 13-1 v TilburyGrays Athletic 3-1 Tilbury | BetVictor Isthmian North Division |
| 14 | 28/9/2019 | 11-2 v AveleyAveley 2-1 Grays Athletic | Velocity Trophy Group 2 |
| 15 | 2/10/2019 | 13-1 v Waltham AbbeyGrays Athletic 3-1 Waltham Abbey | Velocity Trophy Group 2 |
| 16 | 5/10/2019 | 10-1 v Cambridge CityGrays Athletic 0-1 Cambridge City | BetVictor Isthmian North Division |
| 17 | 12/10/2019 | 10-3 v Bedfont SportsGrays Athletic 0-3 Bedfont Sports | Buildbase FA Trophy Preliminary Round |
| 18 | 16/10/2019 | 16-1 v RomfordRomford 1-6 Grays Athletic | BetVictor Isthmian North Division |
| 19 | 19/10/2019 | 11-3 v Great Wakering RoversGreat Wakering Rovers 3-1 Grays Athletic | BetVictor Isthmian North Division |
| 20 | 23/10/2019 | 13-2 v RomfordGrays Athletic 3-2 Romford | Velocity Trophy Group 2 |
| 21 | 27/10/2019 | 12-2 v Dereham TownGrays Athletic 2-2 Dereham Town | BetVictor Isthmian North Division |
| 22 | 2/11/2019 | 11-3 v Maldon & TiptreeMaldon & Tiptree 3-1 Grays Athletic | BetVictor Isthmian North Division |
| 23 | 6/11/2019 | 10-1 v Bedfont SportsGrays Athletic 0-1 Bedfont Sports | Buildbase FA Trophy Preliminary Round |
| 24 | 13/11/2019 | 172-2 v HollandGrays Athletic 2-2 Holland | Essex County Cup Third Round |
| 25 | 16/11/2019 | 10-1 v Felixstowe & Walton UnitedFelixstowe & Walton United 1-0 Grays Athletic | BetVictor Isthmian North Division |
| 26 | 23/11/2019 | 11-0 v HistonHiston 0-1 Grays Athletic | BetVictor Isthmian North Division |
| 27 | 30/11/2019 | 12-0 v Hullbridge SportsGrays Athletic 2-0 Hullbridge Sports | BetVictor Isthmian North Division |
| 28 | 2/12/2019 | 131-3 v Brentwood TownBrentwood Town 3-1 Grays Athletic | Velocity Trophy Group 2 |
| 29 | 7/12/2019 | 10-0 v Coggeshall TownGrays Athletic 0-0 Coggeshall Town | BetVictor Isthmian North Division |
| 30 | 11/12/2019 | 1 2-1 v Canvey IslandGrays Athletic 2-1 Canvey Island | Essex County Cup Fourth Round |
| 31 | 26/12/2019 | 11-6 v AveleyGrays Athletic 1-6 Aveley | BetVictor Isthmian North Division |
| 32 | 4/1/2020 | 12-3 v Heybridge SwiftsGrays Athletic 2-3 Heybridge Swifts | BetVictor Isthmian North Division |
| 33 | 11/1/2020 | 10-1 v Witham TownWitham Town 1-0 Grays Athletic | BetVictor Isthmian North Division |
