| 1 | Sat 13 Jul 2019 | 41-2 v DartfordGrays Athletic 1-2 Dartford | Friendly |
| 2 | Wed 31 Jul 2019 | 125-3 v KingstonianGrays Athletic 5-3 Kingstonian | Friendly |
| 3 | Sat 3 Aug 2019 | 142-3 v Metropolitan PoliceMetropolitan Police 3-2 Grays Athletic | Friendly |
| 4 | Sat 10 Aug 2019 | 193-2 v VCD AthleticVCD Athletic 2-3 Grays Athletic | Friendly |
| 5 | Sat 17 Aug 2019 | 44-1 v Brentwood TownGrays Athletic 4-1 Brentwood Town | BetVictor Isthmian North Division |
| 6 | Tue 20 Aug 2019 | 141-2 v Canvey IslandCanvey Island 2-1 Grays Athletic | BetVictor Isthmian North Division |
| 7 | Sat 24 Aug 2019 | 45-2 v Heybridge SwiftsGrays Athletic 5-2 Heybridge Swifts | Emirates FA Cup Preliminary Round |
| 8 | Mon 26 Aug 2019 | 43-1 v Basildon UnitedGrays Athletic 3-1 Basildon United | BetVictor Isthmian North Division |
| 9 | Sat 31 Aug 2019 | 42-1 v Heybridge SwiftsHeybridge Swifts 1-2 Grays Athletic | BetVictor Isthmian North Division |
| 10 | Sat 14 Sep 2019 | 43-2 v Soham Town RangersGrays Athletic 3-2 Soham Town Rangers | BetVictor Isthmian North Division |
| 11 | Wed 18 Sep 2019 | 4 3-1 v TilburyGrays Athletic 3-1 Tilbury | BetVictor Isthmian North Division |
| 12 | Sat 28 Sep 2019 | 181-2 v AveleyAveley 2-1 Grays Athletic | Velocity Trophy Group 2 |
| 13 | Sat 5 Oct 2019 | 40-1 v Cambridge CityGrays Athletic 0-1 Cambridge City | BetVictor Isthmian North Division |
| 14 | Sat 12 Oct 2019 | 40-3 v Bedfont SportsGrays Athletic 0-3 Bedfont Sports | Buildbase FA Trophy Preliminary Round |
| 15 | Wed 16 Oct 2019 | 186-1 v RomfordRomford 1-6 Grays Athletic | BetVictor Isthmian North Division |
| 16 | Sat 19 Oct 2019 | 141-3 v Great Wakering RoversGreat Wakering Rovers 3-1 Grays Athletic | BetVictor Isthmian North Division |
| 17 | Wed 13 Nov 2019 | 42-2 v HollandGrays Athletic 2-2 Holland | Essex County Cup Third Round |
| 18 | Sat 16 Nov 2019 | 40-1 v Felixstowe & Walton UnitedFelixstowe & Walton United 1-0 Grays Athletic | BetVictor Isthmian North Division |
| 19 | Wed 11 Dec 2019 | 42-1 v Canvey IslandGrays Athletic 2-1 Canvey Island | Essex County Cup Fourth Round |
| 20 | Sat 22 Feb 2020 | 12 1-2 v Maldon & TiptreeGrays Athletic 1-2 Maldon & Tiptree | BetVictor Isthmian North Division |
| 21 | Wed 26 Feb 2020 | 41-2 v AFC SudburyGrays Athletic 1-2 AFC Sudbury | BetVictor Isthmian North Division |
| 22 | Tue 3 Mar 2020 | 81-2 v Bury TownBury Town 2-1 Grays Athletic | BetVictor Isthmian North Division |
| 23 | Sat 7 Mar 2020 | 71-2 v Felixstowe & Walton UnitedGrays Athletic 1-2 Felixstowe & Walton United | BetVictor Isthmian North Division |
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