| 1 | Sat 13 Jul 2019 | 91-2 v DartfordGrays Athletic 1-2 Dartford | Friendly |
| 2 | Wed 31 Jul 2019 | 175-3 v KingstonianGrays Athletic 5-3 Kingstonian | Friendly |
| 3 | Sat 3 Aug 2019 | 92-3 v Metropolitan PoliceMetropolitan Police 3-2 Grays Athletic | Friendly |
| 4 | Sat 10 Aug 2019 | 93-2 v VCD AthleticVCD Athletic 2-3 Grays Athletic | Friendly |
| 5 | Sat 17 Aug 2019 | 94-1 v Brentwood TownGrays Athletic 4-1 Brentwood Town | BetVictor Isthmian North Division |
| 6 | Tue 20 Aug 2019 | 91-2 v Canvey IslandCanvey Island 2-1 Grays Athletic | BetVictor Isthmian North Division |
| 7 | Sat 24 Aug 2019 | 95-2 v Heybridge SwiftsGrays Athletic 5-2 Heybridge Swifts | Emirates FA Cup Preliminary Round |
| 8 | Mon 26 Aug 2019 | 93-1 v Basildon UnitedGrays Athletic 3-1 Basildon United | BetVictor Isthmian North Division |
| 9 | Sat 31 Aug 2019 | 92-1 v Heybridge SwiftsHeybridge Swifts 1-2 Grays Athletic | BetVictor Isthmian North Division |
| 10 | Sat 7 Sep 2019 | 93-1 v March Town UnitedGrays Athletic 3-1 March Town United | Emirates FA Cup First Qualifying Round |
| 11 | Sat 14 Sep 2019 | 93-2 v Soham Town RangersGrays Athletic 3-2 Soham Town Rangers | BetVictor Isthmian North Division |
| 12 | Wed 18 Sep 2019 | 93-1 v TilburyGrays Athletic 3-1 Tilbury | BetVictor Isthmian North Division |
| 13 | Wed 11 Dec 2019 | 162-1 v Canvey IslandGrays Athletic 2-1 Canvey Island | Essex County Cup Fourth Round |
| 14 | Thu 26 Dec 2019 | 141-6 v AveleyGrays Athletic 1-6 Aveley | BetVictor Isthmian North Division |
| 15 | Wed 1 Jan 2020 | 92-4 v Basildon UnitedBasildon United 4-2 Grays Athletic | BetVictor Isthmian North Division |
| 16 | Sat 4 Jan 2020 | 92-3 v Heybridge SwiftsGrays Athletic 2-3 Heybridge Swifts | BetVictor Isthmian North Division |
| 17 | Sat 11 Jan 2020 | 90-1 v Witham TownWitham Town 1-0 Grays Athletic | BetVictor Isthmian North Division |
| 18 | Sat 18 Jan 2020 | 151-0 v Great Wakering RoversGrays Athletic 1-0 Great Wakering Rovers | BetVictor Isthmian North Division |
| 19 | Sat 25 Jan 2020 | 91-1 v Cambridge CityCambridge City 1-1 Grays Athletic | BetVictor Isthmian North Division |
| 20 | Sat 1 Feb 2020 | 9 0-0 v RomfordGrays Athletic 0-0 Romford | BetVictor Isthmian North Division |
| 21 | Mon 3 Feb 2020 | 93-4 v Billericay TownBillericay Town 4-3 Grays Athletic | Essex County Cup Quarter Final |
| 22 | Sat 8 Feb 2020 | 90-1 v Coggeshall TownCoggeshall Town 1-0 Grays Athletic | BetVictor Isthmian North Division |
| 23 | Tue 11 Feb 2020 | 90-2 v TilburyTilbury 2-0 Grays Athletic | BetVictor Isthmian North Division |
| 24 | Sat 15 Feb 2020 | 121-2 v Bury TownGrays Athletic 1-2 Bury Town | BetVictor Isthmian North Division |
| 25 | Sat 22 Feb 2020 | 151-2 v Maldon & TiptreeGrays Athletic 1-2 Maldon & Tiptree | BetVictor Isthmian North Division |
| 26 | Wed 26 Feb 2020 | 141-2 v AFC SudburyGrays Athletic 1-2 AFC Sudbury | BetVictor Isthmian North Division |
| 27 | Tue 3 Mar 2020 | 91-2 v Bury TownBury Town 2-1 Grays Athletic | BetVictor Isthmian North Division |
| 28 | Sat 7 Mar 2020 | 91-2 v Felixstowe & Walton UnitedGrays Athletic 1-2 Felixstowe & Walton United | BetVictor Isthmian North Division |
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