| 1 | Sat 10 Aug 2019 | 183-2 v VCD AthleticVCD Athletic 2-3 Grays Athletic | Friendly |
| 2 | Sat 24 Aug 2019 | 185-2 v Heybridge SwiftsGrays Athletic 5-2 Heybridge Swifts | Emirates FA Cup Preliminary Round |
| 3 | Mon 26 Aug 2019 | 73-1 v Basildon UnitedGrays Athletic 3-1 Basildon United | BetVictor Isthmian North Division |
| 4 | Sat 31 Aug 2019 | 152-1 v Heybridge SwiftsHeybridge Swifts 1-2 Grays Athletic | BetVictor Isthmian North Division |
| 5 | Tue 3 Sep 2019 | 31-4 v BarkingBarking 4-1 Grays Athletic | Velocity Trophy Group 2 |
| 6 | Sat 7 Sep 2019 | 143-1 v March Town UnitedGrays Athletic 3-1 March Town United | Emirates FA Cup First Qualifying Round |
| 7 | Sat 28 Sep 2019 | 141-2 v AveleyAveley 2-1 Grays Athletic | Velocity Trophy Group 2 |
| 8 | Wed 2 Oct 2019 | 113-1 v Waltham AbbeyGrays Athletic 3-1 Waltham Abbey | Velocity Trophy Group 2 |
| 9 | Tue 19 Nov 2019 | 160-1 v AFC SudburyHeybridge Swifts 0-1 AFC Sudbury | BetVictor Isthmian North Division |
| 10 | Tue 3 Dec 2019 | 111-3 v Waltham AbbeyWaltham Abbey 3-1 Heybridge Swifts | Essex County Cup Third Round |
| 11 | Sat 7 Dec 2019 | 162-3 v Canvey IslandHeybridge Swifts 2-3 Canvey Island | BetVictor Isthmian North Division |
| 12 | Tue 7 Jan 2020 | 170-3 v TilburyTilbury 3-0 Heybridge Swifts | BetVictor Isthmian North Division |
| 13 | Sat 25 Jan 2020 | 140-1 v Basildon UnitedHeybridge Swifts 0-1 Basildon United | BetVictor Isthmian North Division |
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