| 1 | 11/8/2018 | 22-0 v Soham Town RangersHeybridge Swifts 2-0 Soham Town Rangers | Bostik League North Division |
| 2 | 18/8/2018 | 21-0 v AFC SudburyAFC Sudbury 0-1 Heybridge Swifts | Bostik League North Division |
| 3 | 21/8/2018 | 120-1 v Mildenhall TownMildenhall Town 1-0 Heybridge Swifts | Velocity Trophy Preliminary Round |
| 4 | 25/8/2018 | 23-0 v West EssexHeybridge Swifts 3-0 West Essex | Emirates FA Cup Preliminary Round |
| 5 | 27/8/2018 | 22-3 v Maldon & TiptreeMaldon & Tiptree 3-2 Heybridge Swifts | Bostik League North Division |
| 6 | 1/9/2018 | 120-3 v Dereham TownHeybridge Swifts 0-3 Dereham Town | Bostik League North Division |
| 7 | 22/9/2018 | 23-4 v HorshamHorsham 4-3 Heybridge Swifts | Emirates FA Cup Second Qualifying Round |
| 8 | 25/9/2018 | 21-2 v Basildon UnitedBasildon United 2-1 Heybridge Swifts | Bostik League North Division |
| 9 | 29/9/2018 | 22-4 v Ashford Town (Middx)Ashford Town (Middx) 4-2 Heybridge Swifts | Buildbase FA Trophy Extra Preliminary Round |
| 10 | 6/10/2018 | 24-3 v Mildenhall TownMildenhall Town 3-4 Heybridge Swifts | Bostik League North Division |
| 11 | 13/10/2018 | 6 2-0 v Bury TownHeybridge Swifts 2-0 Bury Town | Bostik League North Division |
| 12 | 20/10/2018 | 23-1 v Brentwood TownHeybridge Swifts 3-1 Brentwood Town | Bostik League North Division |
| 13 | 27/10/2018 | 24-2 v Felixstowe & Walton UnitedHeybridge Swifts 4-2 Felixstowe & Walton United | Bostik League North Division |
| 14 | 2/11/2018 | 21-1 v Witham TownWitham Town 1-1 Heybridge Swifts | Bostik League North Division |
| 15 | 6/11/2018 | 151-1 v Dagenham & RedbridgeDagenham & Redbridge 1-1 Heybridge Swifts | Essex County Cup Third Round |
| 16 | 10/11/2018 | 22-1 v Canvey IslandHeybridge Swifts 2-1 Canvey Island | Bostik League North Division |
| 17 | 17/11/2018 | 22-3 v Great Wakering RoversGreat Wakering Rovers 3-2 Heybridge Swifts | Bostik League North Division |
| 18 | 24/11/2018 | 22-0 v BarkingHeybridge Swifts 2-0 Barking | Bostik League North Division |
| 19 | 1/12/2018 | 21-0 v Grays AthleticGrays Athletic 0-1 Heybridge Swifts | Bostik League North Division |
| 20 | 8/12/2018 | 22-1 v TilburyHeybridge Swifts 2-1 Tilbury | Bostik League North Division |
| 21 | 15/12/2018 | 25-1 v RomfordRomford 1-5 Heybridge Swifts | Bostik League North Division |
| 22 | 26/12/2018 | 2 1-1 v Maldon & TiptreeHeybridge Swifts 1-1 Maldon & Tiptree | Bostik League North Division |
| 23 | 1/1/2019 | 21-0 v Coggeshall TownCoggeshall Town 0-1 Heybridge Swifts | Bostik League North Division |
| 24 | 5/1/2019 | 21-0 v Bowers & PitseaHeybridge Swifts 1-0 Bowers & Pitsea | Bostik League North Division |
| 25 | 12/1/2019 | 23-1 v Dereham TownDereham Town 1-3 Heybridge Swifts | Bostik League North Division |
| 26 | 16/2/2019 | 23-1 v Brentwood TownBrentwood Town 1-3 Heybridge Swifts | Bostik League North Division |
| 27 | 22/2/2019 | 21-0 v Witham TownHeybridge Swifts 1-0 Witham Town | Bostik League North Division |
| 28 | 2/3/2019 | 22-1 v Canvey IslandCanvey Island 1-2 Heybridge Swifts | Bostik League North Division |
| 29 | 9/3/2019 | 20-0 v Great Wakering RoversHeybridge Swifts 0-0 Great Wakering Rovers | Bostik League North Division |
| 30 | 16/3/2019 | 21-4 v BarkingBarking 4-1 Heybridge Swifts | Bostik League North Division |
| 31 | 23/3/2019 | 32-1 v Grays AthleticHeybridge Swifts 2-1 Grays Athletic | Bostik League North Division |
| 32 | 30/3/2019 | 33-1 v RomfordHeybridge Swifts 3-1 Romford | Bostik League North Division |
| 33 | 6/4/2019 | 21-1 v TilburyTilbury 1-1 Heybridge Swifts | Bostik League North Division |
| 34 | 13/4/2019 | 21-2 v AveleyHeybridge Swifts 1-2 Aveley | Bostik League North Division |
| 35 | 20/4/2019 | 23-1 v Bowers & PitseaBowers & Pitsea 1-3 Heybridge Swifts | Bostik League North Division |
| 36 | 22/4/2019 | 22-3 v Coggeshall TownHeybridge Swifts 2-3 Coggeshall Town | Bostik League North Division |
| 37 | 27/4/2019 | 2 2-1 v Bury TownBury Town 1-2 Heybridge Swifts | Bostik League North Division |
| 38 | 1/5/2019 | 22-0 v AveleyAveley 0-2 Heybridge Swifts | Bostik League North Division Play-off Semi Final |
| 39 | 5/5/2019 | 22-2 v Maldon & TiptreeMaldon & Tiptree 2-2 Heybridge Swifts | Bostik League North Division Play-off Final |
