| 1 | Sat 13 Jul 2019 | 141-2 v DartfordGrays Athletic 1-2 Dartford | Friendly |
| 2 | Sat 3 Aug 2019 | 52-3 v Metropolitan PoliceMetropolitan Police 3-2 Grays Athletic | Friendly |
| 3 | Tue 6 Aug 2019 | 61-3 v Cray Valley PMCray Valley PM 3-1 Grays Athletic | Friendly |
| 4 | Sat 10 Aug 2019 | 123-2 v VCD AthleticVCD Athletic 2-3 Grays Athletic | Friendly |
| 5 | Sat 17 Aug 2019 | 124-1 v Brentwood TownGrays Athletic 4-1 Brentwood Town | BetVictor Isthmian North Division |
| 6 | Sat 24 Aug 2019 | 145-2 v Heybridge SwiftsGrays Athletic 5-2 Heybridge Swifts | Emirates FA Cup Preliminary Round |
| 7 | Mon 26 Aug 2019 | 63-1 v Basildon UnitedGrays Athletic 3-1 Basildon United | BetVictor Isthmian North Division |
| 8 | Wed 2 Oct 2019 | 173-1 v Waltham AbbeyGrays Athletic 3-1 Waltham Abbey | Velocity Trophy Group 2 |
| 9 | Wed 16 Oct 2019 | 126-1 v RomfordRomford 1-6 Grays Athletic | BetVictor Isthmian North Division |
| 10 | Sat 19 Oct 2019 | 121-3 v Great Wakering RoversGreat Wakering Rovers 3-1 Grays Athletic | BetVictor Isthmian North Division |
| 11 | Wed 23 Oct 2019 | 33-2 v RomfordGrays Athletic 3-2 Romford | Velocity Trophy Group 2 |
| 12 | Sat 2 Nov 2019 | 61-3 v Maldon & TiptreeMaldon & Tiptree 3-1 Grays Athletic | BetVictor Isthmian North Division |
| 13 | Wed 6 Nov 2019 | 40-1 v Bedfont SportsGrays Athletic 0-1 Bedfont Sports | Buildbase FA Trophy Preliminary Round |
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