| 1 | Sat 13 Jul 2019 | 21-2 v DartfordGrays Athletic 1-2 Dartford | Friendly |
| 2 | Wed 31 Jul 2019 | 155-3 v KingstonianGrays Athletic 5-3 Kingstonian | Friendly |
| 3 | Sat 3 Aug 2019 | 22-3 v Metropolitan PoliceMetropolitan Police 3-2 Grays Athletic | Friendly |
| 4 | Sat 10 Aug 2019 | 23-2 v VCD AthleticVCD Athletic 2-3 Grays Athletic | Friendly |
| 5 | Sat 17 Aug 2019 | 24-1 v Brentwood TownGrays Athletic 4-1 Brentwood Town | BetVictor Isthmian North Division |
| 6 | Tue 20 Aug 2019 | 21-2 v Canvey IslandCanvey Island 2-1 Grays Athletic | BetVictor Isthmian North Division |
| 7 | Sat 24 Aug 2019 | 25-2 v Heybridge SwiftsGrays Athletic 5-2 Heybridge Swifts | Emirates FA Cup Preliminary Round |
| 8 | Sat 31 Aug 2019 | 122-1 v Heybridge SwiftsHeybridge Swifts 1-2 Grays Athletic | BetVictor Isthmian North Division |
| 9 | Sat 7 Sep 2019 | 23-1 v March Town UnitedGrays Athletic 3-1 March Town United | Emirates FA Cup First Qualifying Round |
| 10 | Sat 14 Sep 2019 | 23-2 v Soham Town RangersGrays Athletic 3-2 Soham Town Rangers | BetVictor Isthmian North Division |
| 11 | Wed 18 Sep 2019 | 2 3-1 v TilburyGrays Athletic 3-1 Tilbury | BetVictor Isthmian North Division |
| 12 | Sat 28 Sep 2019 | 121-2 v AveleyAveley 2-1 Grays Athletic | Velocity Trophy Group 2 |
| 13 | Wed 2 Oct 2019 | 2 3-1 v Waltham AbbeyGrays Athletic 3-1 Waltham Abbey | Velocity Trophy Group 2 |
| 14 | Sat 5 Oct 2019 | 20-1 v Cambridge CityGrays Athletic 0-1 Cambridge City | BetVictor Isthmian North Division |
| 15 | Sat 12 Oct 2019 | 20-3 v Bedfont SportsGrays Athletic 0-3 Bedfont Sports | Buildbase FA Trophy Preliminary Round |
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