| 1 | Sat 13 Jul 2019 | 81-2 v DartfordGrays Athletic 1-2 Dartford | Friendly |
| 2 | Wed 31 Jul 2019 | 55-3 v KingstonianGrays Athletic 5-3 Kingstonian | Friendly |
| 3 | Tue 6 Aug 2019 | 81-3 v Cray Valley PMCray Valley PM 3-1 Grays Athletic | Friendly |
| 4 | Sat 10 Aug 2019 | 83-2 v VCD AthleticVCD Athletic 2-3 Grays Athletic | Friendly |
| 5 | Sat 17 Aug 2019 | 64-1 v Brentwood TownGrays Athletic 4-1 Brentwood Town | BetVictor Isthmian North Division |
| 6 | Tue 20 Aug 2019 | 81-2 v Canvey IslandCanvey Island 2-1 Grays Athletic | BetVictor Isthmian North Division |
| 7 | Sat 31 Aug 2019 | 162-1 v Heybridge SwiftsHeybridge Swifts 1-2 Grays Athletic | BetVictor Isthmian North Division |
| 8 | Tue 3 Sep 2019 | 81-4 v BarkingBarking 4-1 Grays Athletic | Velocity Trophy Group 2 |
| 9 | Sat 7 Sep 2019 | 123-1 v March Town UnitedGrays Athletic 3-1 March Town United | Emirates FA Cup First Qualifying Round |
| 10 | Sat 14 Sep 2019 | 163-2 v Soham Town RangersGrays Athletic 3-2 Soham Town Rangers | BetVictor Isthmian North Division |
| 11 | Wed 18 Sep 2019 | 163-1 v TilburyGrays Athletic 3-1 Tilbury | BetVictor Isthmian North Division |
| 12 | Sat 28 Sep 2019 | 61-2 v AveleyAveley 2-1 Grays Athletic | Velocity Trophy Group 2 |
| 13 | Wed 2 Oct 2019 | 83-1 v Waltham AbbeyGrays Athletic 3-1 Waltham Abbey | Velocity Trophy Group 2 |
| 14 | Sat 5 Oct 2019 | 6 0-1 v Cambridge CityGrays Athletic 0-1 Cambridge City | BetVictor Isthmian North Division |
| 15 | Sat 12 Oct 2019 | 160-3 v Bedfont SportsGrays Athletic 0-3 Bedfont Sports | Buildbase FA Trophy Preliminary Round |
| 16 | Wed 16 Oct 2019 | 166-1 v RomfordRomford 1-6 Grays Athletic | BetVictor Isthmian North Division |
| 17 | Sat 19 Oct 2019 | 8 1-3 v Great Wakering RoversGreat Wakering Rovers 3-1 Grays Athletic | BetVictor Isthmian North Division |
| 18 | Wed 23 Oct 2019 | 6 3-2 v RomfordGrays Athletic 3-2 Romford | Velocity Trophy Group 2 |
| 19 | Sun 27 Oct 2019 | 62-2 v Dereham TownGrays Athletic 2-2 Dereham Town | BetVictor Isthmian North Division |
| 20 | Wed 6 Nov 2019 | 160-1 v Bedfont SportsGrays Athletic 0-1 Bedfont Sports | Buildbase FA Trophy Preliminary Round |
| 21 | Wed 13 Nov 2019 | 62-2 v HollandGrays Athletic 2-2 Holland | Essex County Cup Third Round |
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