| 1 | Mon 7 Jan 2019 | 101-2 v Chelmsford CityChelmsford City 2-1 Coggeshall Town | Essex County Cup Quarter Final |
| 2 | Sat 19 Jan 2019 | 142-3 v Bowers & PitseaBowers & Pitsea 3-2 Coggeshall Town | Bostik League North Division |
| 3 | Sat 26 Jan 2019 | 140-0 v Dereham TownCoggeshall Town 0-0 Dereham Town | Bostik League North Division |
| 4 | Sat 9 Feb 2019 | 123-1 v RomfordCoggeshall Town 3-1 Romford | Bostik League North Division |
| 5 | Sat 16 Feb 2019 | 142-0 v Canvey IslandCanvey Island 0-2 Coggeshall Town | Bostik League North Division |
| 6 | Sat 23 Feb 2019 | 123-0 v Mildenhall TownCoggeshall Town 3-0 Mildenhall Town | Bostik League North Division |
| 7 | Tue 19 Mar 2019 | 122-3 v Brentwood TownCoggeshall Town 2-3 Brentwood Town | Bostik League North Division |
| 8 | Sat 6 Apr 2019 | 121-2 v AveleyCoggeshall Town 1-2 Aveley | Bostik League North Division |
| 9 | Sat 13 Apr 2019 | 155-1 v TilburyTilbury 1-5 Coggeshall Town | Bostik League North Division |
| 10 | Sat 20 Apr 2019 | 142-1 v Felixstowe & Walton UnitedCoggeshall Town 2-1 Felixstowe & Walton United | Bostik League North Division |
| 11 | Mon 22 Apr 2019 | 12 3-2 v Heybridge SwiftsHeybridge Swifts 2-3 Coggeshall Town | Bostik League North Division |
| 12 | Sat 27 Apr 2019 | 140-1 v AFC SudburyCoggeshall Town 0-1 AFC Sudbury | Bostik League North Division |
| 13 | Wed 1 May 2019 | 140-1 v Maldon & TiptreeMaldon & Tiptree 1-0 Coggeshall Town | Bostik League North Division Play-off Semi Final |
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