| 1 | Sat 10 Nov 2018 | 82-1 v Canvey IslandHeybridge Swifts 2-1 Canvey Island | Bostik League North Division |
| 2 | Sat 17 Nov 2018 | 82-3 v Great Wakering RoversGreat Wakering Rovers 3-2 Heybridge Swifts | Bostik League North Division |
| 3 | Sat 24 Nov 2018 | 82-0 v BarkingHeybridge Swifts 2-0 Barking | Bostik League North Division |
| 4 | Tue 27 Nov 2018 | 111-2 v Brentwood TownBrentwood Town 2-1 Heybridge Swifts | Essex County Cup Fourth Round |
| 5 | Sat 1 Dec 2018 | 71-0 v Grays AthleticGrays Athletic 0-1 Heybridge Swifts | Bostik League North Division |
| 6 | Sat 8 Dec 2018 | 82-1 v TilburyHeybridge Swifts 2-1 Tilbury | Bostik League North Division |
| 7 | Sat 15 Dec 2018 | 85-1 v RomfordRomford 1-5 Heybridge Swifts | Bostik League North Division |
| 8 | Wed 26 Dec 2018 | 81-1 v Maldon & TiptreeHeybridge Swifts 1-1 Maldon & Tiptree | Bostik League North Division |
| 9 | Tue 1 Jan 2019 | 91-0 v Coggeshall TownCoggeshall Town 0-1 Heybridge Swifts | Bostik League North Division |
| 10 | Sat 5 Jan 2019 | 91-0 v Bowers & PitseaHeybridge Swifts 1-0 Bowers & Pitsea | Bostik League North Division |
| 11 | Sat 12 Jan 2019 | 93-1 v Dereham TownDereham Town 1-3 Heybridge Swifts | Bostik League North Division |
| 12 | Sat 26 Jan 2019 | 82-0 v AFC SudburyHeybridge Swifts 2-0 AFC Sudbury | Bostik League North Division |
| 13 | Sat 2 Feb 2019 | 80-3 v Felixstowe & Walton UnitedFelixstowe & Walton United 3-0 Heybridge Swifts | Bostik League North Division |
| 14 | Tue 5 Feb 2019 | 83-2 v Basildon UnitedHeybridge Swifts 3-2 Basildon United | Bostik League North Division |
| 15 | Sat 16 Feb 2019 | 93-1 v Brentwood TownBrentwood Town 1-3 Heybridge Swifts | Bostik League North Division |
| 16 | Fri 22 Feb 2019 | 91-0 v Witham TownHeybridge Swifts 1-0 Witham Town | Bostik League North Division |
| 17 | Sat 2 Mar 2019 | 92-1 v Canvey IslandCanvey Island 1-2 Heybridge Swifts | Bostik League North Division |
| 18 | Sat 9 Mar 2019 | 9 0-0 v Great Wakering RoversHeybridge Swifts 0-0 Great Wakering Rovers | Bostik League North Division |
| 19 | Sat 16 Mar 2019 | 9 1-4 v BarkingBarking 4-1 Heybridge Swifts | Bostik League North Division |
| 20 | Sat 23 Mar 2019 | 72-1 v Grays AthleticHeybridge Swifts 2-1 Grays Athletic | Bostik League North Division |
| 21 | Sat 30 Mar 2019 | 83-1 v RomfordHeybridge Swifts 3-1 Romford | Bostik League North Division |
| 22 | Sat 6 Apr 2019 | 81-1 v TilburyTilbury 1-1 Heybridge Swifts | Bostik League North Division |
| 23 | Sat 13 Apr 2019 | 8 1-2 v AveleyHeybridge Swifts 1-2 Aveley | Bostik League North Division |
| 24 | Sat 27 Apr 2019 | 82-1 v Bury TownBury Town 1-2 Heybridge Swifts | Bostik League North Division |
| 25 | Wed 1 May 2019 | 102-0 v AveleyAveley 0-2 Heybridge Swifts | Bostik League North Division Play-off Semi Final |
| 26 | Sun 5 May 2019 | 10 2-2 v Maldon & TiptreeMaldon & Tiptree 2-2 Heybridge Swifts | Bostik League North Division Play-off Final |
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