| 1 | Sat 6 Oct 2018 | 14-3 v Mildenhall TownMildenhall Town 3-4 Heybridge Swifts | Bostik League North Division |
| 2 | Sat 13 Oct 2018 | 12-0 v Bury TownHeybridge Swifts 2-0 Bury Town | Bostik League North Division |
| 3 | Sat 20 Oct 2018 | 1 3-1 v Brentwood TownHeybridge Swifts 3-1 Brentwood Town | Bostik League North Division |
| 4 | Sat 27 Oct 2018 | 14-2 v Felixstowe & Walton UnitedHeybridge Swifts 4-2 Felixstowe & Walton United | Bostik League North Division |
| 5 | Fri 2 Nov 2018 | 11-1 v Witham TownWitham Town 1-1 Heybridge Swifts | Bostik League North Division |
| 6 | Tue 6 Nov 2018 | 11-1 v Dagenham & RedbridgeDagenham & Redbridge 1-1 Heybridge Swifts | Essex County Cup Third Round |
| 7 | Sat 10 Nov 2018 | 12-1 v Canvey IslandHeybridge Swifts 2-1 Canvey Island | Bostik League North Division |
| 8 | Sat 17 Nov 2018 | 12-3 v Great Wakering RoversGreat Wakering Rovers 3-2 Heybridge Swifts | Bostik League North Division |
| 9 | Sat 24 Nov 2018 | 12-0 v BarkingHeybridge Swifts 2-0 Barking | Bostik League North Division |
| 10 | Tue 27 Nov 2018 | 11-2 v Brentwood TownBrentwood Town 2-1 Heybridge Swifts | Essex County Cup Fourth Round |
| 11 | Sat 1 Dec 2018 | 11-0 v Grays AthleticGrays Athletic 0-1 Heybridge Swifts | Bostik League North Division |
| 12 | Sat 8 Dec 2018 | 12-1 v TilburyHeybridge Swifts 2-1 Tilbury | Bostik League North Division |
| 13 | Sat 15 Dec 2018 | 15-1 v RomfordRomford 1-5 Heybridge Swifts | Bostik League North Division |
| 14 | Wed 26 Dec 2018 | 11-1 v Maldon & TiptreeHeybridge Swifts 1-1 Maldon & Tiptree | Bostik League North Division |
| 15 | Tue 1 Jan 2019 | 11-0 v Coggeshall TownCoggeshall Town 0-1 Heybridge Swifts | Bostik League North Division |
| 16 | Sat 5 Jan 2019 | 11-0 v Bowers & PitseaHeybridge Swifts 1-0 Bowers & Pitsea | Bostik League North Division |
| 17 | Sat 12 Jan 2019 | 13-1 v Dereham TownDereham Town 1-3 Heybridge Swifts | Bostik League North Division |
| 18 | Sat 19 Jan 2019 | 11-3 v Soham Town RangersSoham Town Rangers 3-1 Heybridge Swifts | Bostik League North Division |
| 19 | Sat 26 Jan 2019 | 12-0 v AFC SudburyHeybridge Swifts 2-0 AFC Sudbury | Bostik League North Division |
| 20 | Sat 2 Feb 2019 | 10-3 v Felixstowe & Walton UnitedFelixstowe & Walton United 3-0 Heybridge Swifts | Bostik League North Division |
| 21 | Tue 5 Feb 2019 | 13-2 v Basildon UnitedHeybridge Swifts 3-2 Basildon United | Bostik League North Division |
| 22 | Sat 9 Feb 2019 | 11-1 v Mildenhall TownHeybridge Swifts 1-1 Mildenhall Town | Bostik League North Division |
| 23 | Sat 16 Feb 2019 | 13-1 v Brentwood TownBrentwood Town 1-3 Heybridge Swifts | Bostik League North Division |
| 24 | Fri 22 Feb 2019 | 11-0 v Witham TownHeybridge Swifts 1-0 Witham Town | Bostik League North Division |
| 25 | Sat 2 Mar 2019 | 12-1 v Canvey IslandCanvey Island 1-2 Heybridge Swifts | Bostik League North Division |
| 26 | Sat 9 Mar 2019 | 10-0 v Great Wakering RoversHeybridge Swifts 0-0 Great Wakering Rovers | Bostik League North Division |
| 27 | Sat 16 Mar 2019 | 11-4 v BarkingBarking 4-1 Heybridge Swifts | Bostik League North Division |
| 28 | Sat 23 Mar 2019 | 12-1 v Grays AthleticHeybridge Swifts 2-1 Grays Athletic | Bostik League North Division |
| 29 | Sat 30 Mar 2019 | 13-1 v RomfordHeybridge Swifts 3-1 Romford | Bostik League North Division |
| 30 | Sat 6 Apr 2019 | 11-1 v TilburyTilbury 1-1 Heybridge Swifts | Bostik League North Division |
| 31 | Sat 13 Apr 2019 | 11-2 v AveleyHeybridge Swifts 1-2 Aveley | Bostik League North Division |
| 32 | Sat 20 Apr 2019 | 13-1 v Bowers & PitseaBowers & Pitsea 1-3 Heybridge Swifts | Bostik League North Division |
| 33 | Mon 22 Apr 2019 | 12-3 v Coggeshall TownHeybridge Swifts 2-3 Coggeshall Town | Bostik League North Division |
| 34 | Sat 27 Apr 2019 | 12-1 v Bury TownBury Town 1-2 Heybridge Swifts | Bostik League North Division |
| 35 | Wed 1 May 2019 | 12-0 v AveleyAveley 0-2 Heybridge Swifts | Bostik League North Division Play-off Semi Final |
| 36 | Sun 5 May 2019 | 12-2 v Maldon & TiptreeMaldon & Tiptree 2-2 Heybridge Swifts | Bostik League North Division Play-off Final |
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