| 1 | Sat 11 Aug 2018 | 81-1 v Mildenhall TownMildenhall Town 1-1 Maldon & Tiptree | Bostik League North Division |
| 2 | Sat 18 Aug 2018 | 161-0 v Brentwood TownMaldon & Tiptree 1-0 Brentwood Town | Bostik League North Division |
| 3 | Sat 25 Aug 2018 | 81-2 v Haverhill RoversHaverhill Rovers 2-1 Maldon & Tiptree | Emirates FA Cup Preliminary Round |
| 4 | Mon 27 Aug 2018 | 123-2 v Heybridge SwiftsMaldon & Tiptree 3-2 Heybridge Swifts | Bostik League North Division |
| 5 | Sat 1 Sep 2018 | 115-0 v Grays AthleticGrays Athletic 0-5 Maldon & Tiptree | Bostik League North Division |
| 6 | Sat 8 Sep 2018 | 103-2 v UxbridgeMaldon & Tiptree 3-2 Uxbridge | Velocity Trophy First Round |
| 7 | Sat 6 Oct 2018 | 70-1 v AveleyMaldon & Tiptree 0-1 Aveley | Bostik League North Division |
| 8 | Tue 9 Oct 2018 | 71-0 v Witham TownMaldon & Tiptree 1-0 Witham Town | Velocity Trophy Second Round |
| 9 | Sat 13 Oct 2018 | 72-0 v Chalfont St PeterChalfont St Peter 0-2 Maldon & Tiptree | Buildbase FA Trophy Preliminary Round |
| 10 | Sat 20 Oct 2018 | 70-0 v Bowers & PitseaBowers & Pitsea 0-0 Maldon & Tiptree | Bostik League North Division |
| 11 | Tue 23 Oct 2018 | 140-4 v AFC SudburyMaldon & Tiptree 0-4 AFC Sudbury | Bostik League North Division |
| 12 | Sat 27 Oct 2018 | 110-3 v Royston TownMaldon & Tiptree 0-3 Royston Town | Buildbase FA Trophy First Qualifying Round |
| 13 | Tue 30 Oct 2018 | 144-1 v Bury TownBury Town 1-4 Maldon & Tiptree | Bostik League North Division |
| 14 | Sat 3 Nov 2018 | 141-0 v Soham Town RangersMaldon & Tiptree 1-0 Soham Town Rangers | Bostik League North Division |
| 15 | Tue 6 Nov 2018 | 100-2 v Brentwood TownBrentwood Town 2-0 Maldon & Tiptree | Essex County Cup Third Round |
| 16 | Sat 10 Nov 2018 | 143-2 v Dereham TownDereham Town 2-3 Maldon & Tiptree | Bostik League North Division |
| 17 | Sat 17 Nov 2018 | 100-0 v TilburyMaldon & Tiptree 0-0 Tilbury | Bostik League North Division |
| 18 | Tue 27 Nov 2018 | 141-2 v Enfield TownMaldon & Tiptree 1-2 Enfield Town | Velocity Trophy Third Round |
| 19 | Sat 8 Dec 2018 | 142-1 v TilburyHeybridge Swifts 2-1 Tilbury | Bostik League North Division |
| 20 | Sat 5 Jan 2019 | 111-0 v Bowers & PitseaHeybridge Swifts 1-0 Bowers & Pitsea | Bostik League North Division |
| 21 | Sat 12 Jan 2019 | 10 3-1 v Dereham TownDereham Town 1-3 Heybridge Swifts | Bostik League North Division |
| 22 | Sat 19 Jan 2019 | 91-3 v Soham Town RangersSoham Town Rangers 3-1 Heybridge Swifts | Bostik League North Division |
| 23 | Sat 26 Jan 2019 | 102-0 v AFC SudburyHeybridge Swifts 2-0 AFC Sudbury | Bostik League North Division |
| 24 | Sat 2 Feb 2019 | 100-3 v Felixstowe & Walton UnitedFelixstowe & Walton United 3-0 Heybridge Swifts | Bostik League North Division |
| 25 | Tue 5 Feb 2019 | 103-2 v Basildon UnitedHeybridge Swifts 3-2 Basildon United | Bostik League North Division |
| 26 | Sat 9 Feb 2019 | 81-1 v Mildenhall TownHeybridge Swifts 1-1 Mildenhall Town | Bostik League North Division |
| 27 | Sat 16 Feb 2019 | 103-1 v Brentwood TownBrentwood Town 1-3 Heybridge Swifts | Bostik League North Division |
| 28 | Fri 22 Feb 2019 | 101-0 v Witham TownHeybridge Swifts 1-0 Witham Town | Bostik League North Division |
| 29 | Sat 2 Mar 2019 | 102-1 v Canvey IslandCanvey Island 1-2 Heybridge Swifts | Bostik League North Division |
| 30 | Sat 9 Mar 2019 | 120-0 v Great Wakering RoversHeybridge Swifts 0-0 Great Wakering Rovers | Bostik League North Division |
| 31 | Sat 30 Mar 2019 | 143-1 v RomfordHeybridge Swifts 3-1 Romford | Bostik League North Division |
| 32 | Sat 13 Apr 2019 | 161-2 v AveleyHeybridge Swifts 1-2 Aveley | Bostik League North Division |
| 33 | Sat 20 Apr 2019 | 103-1 v Bowers & PitseaBowers & Pitsea 1-3 Heybridge Swifts | Bostik League North Division |
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