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