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