| 1 | 6/10/2018 | 4 4-3 v Mildenhall TownMildenhall Town 3-4 Heybridge Swifts | Bostik League North Division |
| 2 | 13/10/2018 | 42-0 v Bury TownHeybridge Swifts 2-0 Bury Town | Bostik League North Division |
| 3 | 20/10/2018 | 43-1 v Brentwood TownHeybridge Swifts 3-1 Brentwood Town | Bostik League North Division |
| 4 | 27/10/2018 | 44-2 v Felixstowe & Walton UnitedHeybridge Swifts 4-2 Felixstowe & Walton United | Bostik League North Division |
| 5 | 2/11/2018 | 41-1 v Witham TownWitham Town 1-1 Heybridge Swifts | Bostik League North Division |
| 6 | 6/11/2018 | 16 1-1 v Dagenham & RedbridgeDagenham & Redbridge 1-1 Heybridge Swifts | Essex County Cup Third Round |
| 7 | 10/11/2018 | 4 2-1 v Canvey IslandHeybridge Swifts 2-1 Canvey Island | Bostik League North Division |
| 8 | 17/11/2018 | 42-3 v Great Wakering RoversGreat Wakering Rovers 3-2 Heybridge Swifts | Bostik League North Division |
| 9 | 24/11/2018 | 4 2-0 v BarkingHeybridge Swifts 2-0 Barking | Bostik League North Division |
| 10 | 27/11/2018 | 41-2 v Brentwood TownBrentwood Town 2-1 Heybridge Swifts | Essex County Cup Fourth Round |
| 11 | 1/12/2018 | 4 1-0 v Grays AthleticGrays Athletic 0-1 Heybridge Swifts | Bostik League North Division |
| 12 | 8/12/2018 | 42-1 v TilburyHeybridge Swifts 2-1 Tilbury | Bostik League North Division |
| 13 | 1/1/2019 | 161-0 v Coggeshall TownCoggeshall Town 0-1 Heybridge Swifts | Bostik League North Division |
| 14 | 26/1/2019 | 42-0 v AFC SudburyHeybridge Swifts 2-0 AFC Sudbury | Bostik League North Division |
| 15 | 2/2/2019 | 40-3 v Felixstowe & Walton UnitedFelixstowe & Walton United 3-0 Heybridge Swifts | Bostik League North Division |
| 16 | 16/2/2019 | 43-1 v Brentwood TownBrentwood Town 1-3 Heybridge Swifts | Bostik League North Division |
| 17 | 22/2/2019 | 41-0 v Witham TownHeybridge Swifts 1-0 Witham Town | Bostik League North Division |
| 18 | 2/3/2019 | 42-1 v Canvey IslandCanvey Island 1-2 Heybridge Swifts | Bostik League North Division |
| 19 | 9/3/2019 | 40-0 v Great Wakering RoversHeybridge Swifts 0-0 Great Wakering Rovers | Bostik League North Division |
| 20 | 16/3/2019 | 41-4 v BarkingBarking 4-1 Heybridge Swifts | Bostik League North Division |
| 21 | 20/4/2019 | 183-1 v Bowers & PitseaBowers & Pitsea 1-3 Heybridge Swifts | Bostik League North Division |
| 22 | 22/4/2019 | 4 2-3 v Coggeshall TownHeybridge Swifts 2-3 Coggeshall Town | Bostik League North Division |
| 23 | 27/4/2019 | 182-1 v Bury TownBury Town 1-2 Heybridge Swifts | Bostik League North Division |
| 24 | 5/5/2019 | 112-2 v Maldon & TiptreeMaldon & Tiptree 2-2 Heybridge Swifts | Bostik League North Division Play-off Final |
