| 1 | Sat 17 Aug 2019 | 43-1 v AFC SudburyCoggeshall Town 3-1 AFC Sudbury | BetVictor Isthmian North Division |
| 2 | Tue 20 Aug 2019 | 81-1 v Heybridge SwiftsHeybridge Swifts 1-1 Coggeshall Town | BetVictor Isthmian North Division |
| 3 | Sat 24 Aug 2019 | 114-0 v CockfostersCockfosters 0-4 Coggeshall Town | Emirates FA Cup Preliminary Round |
| 4 | Sat 7 Sep 2019 | 111-2 v Basildon UnitedBasildon United 2-1 Coggeshall Town | Emirates FA Cup First Qualifying Round |
| 5 | Sat 14 Sep 2019 | 3 3-1 v Canvey IslandCoggeshall Town 3-1 Canvey Island | BetVictor Isthmian North Division |
| 6 | Tue 17 Sep 2019 | 30-0 v Felixstowe & Walton UnitedCoggeshall Town 0-0 Felixstowe & Walton United | BetVictor Isthmian North Division |
| 7 | Sat 21 Sep 2019 | 32-3 v Cambridge CityCambridge City 3-2 Coggeshall Town | BetVictor Isthmian North Division |
| 8 | Tue 24 Sep 2019 | 35-1 v AFC SudburyCoggeshall Town 5-1 AFC Sudbury | Velocity Trophy Group 1 |
| 9 | Sat 28 Sep 2019 | 3 1-2 v Bracknell TownBracknell Town 2-1 Coggeshall Town | Buildbase FA Trophy Extra Preliminary Round |
| 10 | Sat 5 Oct 2019 | 30-2 v Dereham TownCoggeshall Town 0-2 Dereham Town | BetVictor Isthmian North Division |
| 11 | Tue 8 Oct 2019 | 112-0 v Heybridge SwiftsHeybridge Swifts 0-2 Coggeshall Town | Velocity Trophy Group 1 |
| 12 | Sat 12 Oct 2019 | 112-2 v Felixstowe & Walton UnitedCoggeshall Town 2-2 Felixstowe & Walton United | Velocity Trophy Group 1 |
| 13 | Sat 19 Oct 2019 | 112-1 v AveleyAveley 1-2 Coggeshall Town | BetVictor Isthmian North Division |
| 14 | Sat 26 Oct 2019 | 111-2 v Waltham AbbeyCoggeshall Town 1-2 Waltham Abbey | Essex County Cup Third Round |
| 15 | Sat 2 Nov 2019 | 11 1-0 v Hullbridge SportsHullbridge Sports 0-1 Coggeshall Town | BetVictor Isthmian North Division |
| 16 | Sat 9 Nov 2019 | 111-1 v TilburyCoggeshall Town 1-1 Tilbury | BetVictor Isthmian North Division |
| 17 | Sat 16 Nov 2019 | 43-2 v RomfordRomford 2-3 Coggeshall Town | BetVictor Isthmian North Division |
| 18 | Sat 23 Nov 2019 | 41-1 v Soham Town RangersCoggeshall Town 1-1 Soham Town Rangers | BetVictor Isthmian North Division |
| 19 | Sat 30 Nov 2019 | 41-1 v Bury TownBury Town 1-1 Coggeshall Town | BetVictor Isthmian North Division |
| 20 | Sat 7 Dec 2019 | 40-0 v Grays AthleticGrays Athletic 0-0 Coggeshall Town | BetVictor Isthmian North Division |
| 21 | Sat 28 Dec 2019 | 40-0 v Great Wakering RoversGreat Wakering Rovers 0-0 Coggeshall Town | BetVictor Isthmian North Division |
| 22 | Sat 4 Jan 2020 | 4 0-1 v Brentwood TownCoggeshall Town 0-1 Brentwood Town | BetVictor Isthmian North Division |
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