| 1 | Tue 30 Oct 2018 | 11-0 v AFC SudburyAFC Sudbury 0-1 Coggeshall Town | Bostik League North Division |
| 2 | Sat 3 Nov 2018 | 14-2 v Mildenhall TownMildenhall Town 2-4 Coggeshall Town | Bostik League North Division |
| 3 | Sat 8 Dec 2018 | 11-1 v AveleyAveley 1-1 Coggeshall Town | Bostik League North Division |
| 4 | Sat 15 Dec 2018 | 13-0 v Great Wakering RoversCoggeshall Town 3-0 Great Wakering Rovers | Bostik League North Division |
| 5 | Fri 21 Dec 2018 | 11-1 v Witham TownWitham Town 1-1 Coggeshall Town | Bostik League North Division |
| 6 | Tue 1 Jan 2019 | 10-1 v Heybridge SwiftsCoggeshall Town 0-1 Heybridge Swifts | Bostik League North Division |
| 7 | Sat 5 Jan 2019 | 10-3 v Felixstowe & Walton UnitedFelixstowe & Walton United 3-0 Coggeshall Town | Bostik League North Division |
| 8 | Mon 7 Jan 2019 | 11-2 v Chelmsford CityChelmsford City 2-1 Coggeshall Town | Essex County Cup Quarter Final |
| 9 | Sat 12 Jan 2019 | 13-0 v Soham Town RangersCoggeshall Town 3-0 Soham Town Rangers | Bostik League North Division |
| 10 | Sat 19 Jan 2019 | 12-3 v Bowers & PitseaBowers & Pitsea 3-2 Coggeshall Town | Bostik League North Division |
| 11 | Sat 26 Jan 2019 | 10-0 v Dereham TownCoggeshall Town 0-0 Dereham Town | Bostik League North Division |
| 12 | Sat 2 Feb 2019 | 11-0 v Grays AthleticGrays Athletic 0-1 Coggeshall Town | Bostik League North Division |
| 13 | Sat 9 Feb 2019 | 13-1 v RomfordCoggeshall Town 3-1 Romford | Bostik League North Division |
| 14 | Sat 16 Feb 2019 | 12-0 v Canvey IslandCanvey Island 0-2 Coggeshall Town | Bostik League North Division |
| 15 | Sat 23 Feb 2019 | 13-0 v Mildenhall TownCoggeshall Town 3-0 Mildenhall Town | Bostik League North Division |
| 16 | Sat 2 Mar 2019 | 13-0 v BarkingBarking 0-3 Coggeshall Town | Bostik League North Division |
| 17 | Sat 9 Mar 2019 | 12-1 v Bury TownCoggeshall Town 2-1 Bury Town | Bostik League North Division |
| 18 | Sat 16 Mar 2019 | 14-1 v Maldon & TiptreeMaldon & Tiptree 1-4 Coggeshall Town | Bostik League North Division |
| 19 | Tue 19 Mar 2019 | 12-3 v Brentwood TownCoggeshall Town 2-3 Brentwood Town | Bostik League North Division |
| 20 | Sat 23 Mar 2019 | 13-0 v Basildon UnitedCoggeshall Town 3-0 Basildon United | Bostik League North Division |
| 21 | Sat 30 Mar 2019 | 12-2 v Great Wakering RoversGreat Wakering Rovers 2-2 Coggeshall Town | Bostik League North Division |
| 22 | Sat 6 Apr 2019 | 11-2 v AveleyCoggeshall Town 1-2 Aveley | Bostik League North Division |
| 23 | Sat 13 Apr 2019 | 15-1 v TilburyTilbury 1-5 Coggeshall Town | Bostik League North Division |
| 24 | Sat 20 Apr 2019 | 12-1 v Felixstowe & Walton UnitedCoggeshall Town 2-1 Felixstowe & Walton United | Bostik League North Division |
| 25 | Mon 22 Apr 2019 | 13-2 v Heybridge SwiftsHeybridge Swifts 2-3 Coggeshall Town | Bostik League North Division |
| 26 | Sat 27 Apr 2019 | 10-1 v AFC SudburyCoggeshall Town 0-1 AFC Sudbury | Bostik League North Division |
| 27 | Wed 1 May 2019 | 10-1 v Maldon & TiptreeMaldon & Tiptree 1-0 Coggeshall Town | Bostik League North Division Play-off Semi Final |
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