| 1 | Wed 31 Jul 2019 | 185-3 v KingstonianGrays Athletic 5-3 Kingstonian | Friendly |
| 2 | Sat 3 Aug 2019 | 162-3 v Metropolitan PoliceMetropolitan Police 3-2 Grays Athletic | Friendly |
| 3 | Tue 6 Aug 2019 | 21-3 v Cray Valley PMCray Valley PM 3-1 Grays Athletic | Friendly |
| 4 | Sat 10 Aug 2019 | 173-2 v VCD AthleticVCD Athletic 2-3 Grays Athletic | Friendly |
| 5 | Tue 3 Sep 2019 | 21-4 v BarkingBarking 4-1 Grays Athletic | Velocity Trophy Group 2 |
| 6 | Sat 7 Sep 2019 | 153-1 v March Town UnitedGrays Athletic 3-1 March Town United | Emirates FA Cup First Qualifying Round |
| 7 | Wed 2 Oct 2019 | 33-1 v Waltham AbbeyGrays Athletic 3-1 Waltham Abbey | Velocity Trophy Group 2 |
| 8 | Sat 5 Oct 2019 | 140-1 v Cambridge CityGrays Athletic 0-1 Cambridge City | BetVictor Isthmian North Division |
| 9 | Sat 12 Oct 2019 | 140-3 v Bedfont SportsGrays Athletic 0-3 Bedfont Sports | Buildbase FA Trophy Preliminary Round |
| 10 | Sat 19 Oct 2019 | 171-3 v Great Wakering RoversGreat Wakering Rovers 3-1 Grays Athletic | BetVictor Isthmian North Division |
| 11 | Wed 23 Oct 2019 | 23-2 v RomfordGrays Athletic 3-2 Romford | Velocity Trophy Group 2 |
| 12 | Sun 27 Oct 2019 | 122-2 v Dereham TownGrays Athletic 2-2 Dereham Town | BetVictor Isthmian North Division |
| 13 | Sat 2 Nov 2019 | 121-3 v Maldon & TiptreeMaldon & Tiptree 3-1 Grays Athletic | BetVictor Isthmian North Division |
| 14 | Wed 6 Nov 2019 | 170-1 v Bedfont SportsGrays Athletic 0-1 Bedfont Sports | Buildbase FA Trophy Preliminary Round |
| 15 | Wed 13 Nov 2019 | 152-2 v HollandGrays Athletic 2-2 Holland | Essex County Cup Third Round |
| 16 | Sat 16 Nov 2019 | 140-1 v Felixstowe & Walton UnitedFelixstowe & Walton United 1-0 Grays Athletic | BetVictor Isthmian North Division |
| 17 | Sat 30 Nov 2019 | 142-0 v Hullbridge SportsGrays Athletic 2-0 Hullbridge Sports | BetVictor Isthmian North Division |
| 18 | Mon 2 Dec 2019 | 31-3 v Brentwood TownBrentwood Town 3-1 Grays Athletic | Velocity Trophy Group 2 |
| 19 | Mon 3 Feb 2020 | 163-4 v Billericay TownBillericay Town 4-3 Grays Athletic | Essex County Cup Quarter Final |
| 20 | Sat 22 Feb 2020 | 161-2 v Maldon & TiptreeGrays Athletic 1-2 Maldon & Tiptree | BetVictor Isthmian North Division |
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