| 1 | Sat 11 Aug 2018 | 10 1-1 v Mildenhall TownMildenhall Town 1-1 Maldon & Tiptree | Bostik League North Division |
| 2 | Sat 18 Aug 2018 | 81-0 v Brentwood TownMaldon & Tiptree 1-0 Brentwood Town | Bostik League North Division |
| 3 | Sat 25 Aug 2018 | 111-2 v Haverhill RoversHaverhill Rovers 2-1 Maldon & Tiptree | Emirates FA Cup Preliminary Round |
| 4 | Mon 27 Aug 2018 | 8 3-2 v Heybridge SwiftsMaldon & Tiptree 3-2 Heybridge Swifts | Bostik League North Division |
| 5 | Sat 1 Sep 2018 | 85-0 v Grays AthleticGrays Athletic 0-5 Maldon & Tiptree | Bostik League North Division |
| 6 | Sat 8 Sep 2018 | 83-2 v UxbridgeMaldon & Tiptree 3-2 Uxbridge | Velocity Trophy First Round |
| 7 | Sat 15 Sep 2018 | 81-2 v Canvey IslandMaldon & Tiptree 1-2 Canvey Island | Bostik League North Division |
| 8 | Sat 22 Sep 2018 | 82-1 v BarkingBarking 1-2 Maldon & Tiptree | Bostik League North Division |
| 9 | Sat 6 Oct 2018 | 80-1 v AveleyMaldon & Tiptree 0-1 Aveley | Bostik League North Division |
| 10 | Tue 9 Oct 2018 | 81-0 v Witham TownMaldon & Tiptree 1-0 Witham Town | Velocity Trophy Second Round |
| 11 | Sat 13 Oct 2018 | 82-0 v Chalfont St PeterChalfont St Peter 0-2 Maldon & Tiptree | Buildbase FA Trophy Preliminary Round |
| 12 | Sat 20 Oct 2018 | 8 0-0 v Bowers & PitseaBowers & Pitsea 0-0 Maldon & Tiptree | Bostik League North Division |
| 13 | Tue 23 Oct 2018 | 80-4 v AFC SudburyMaldon & Tiptree 0-4 AFC Sudbury | Bostik League North Division |
| 14 | Sat 27 Oct 2018 | 80-3 v Royston TownMaldon & Tiptree 0-3 Royston Town | Buildbase FA Trophy First Qualifying Round |
| 15 | Tue 30 Oct 2018 | 84-1 v Bury TownBury Town 1-4 Maldon & Tiptree | Bostik League North Division |
| 16 | Sat 3 Nov 2018 | 161-0 v Soham Town RangersMaldon & Tiptree 1-0 Soham Town Rangers | Bostik League North Division |
| 17 | Sat 10 Nov 2018 | 113-2 v Dereham TownDereham Town 2-3 Maldon & Tiptree | Bostik League North Division |
| 18 | Sat 17 Nov 2018 | 80-0 v TilburyMaldon & Tiptree 0-0 Tilbury | Bostik League North Division |
| 19 | Sat 24 Nov 2018 | 83-2 v Coggeshall TownCoggeshall Town 2-3 Maldon & Tiptree | Bostik League North Division |
| 20 | Tue 27 Nov 2018 | 81-2 v Enfield TownMaldon & Tiptree 1-2 Enfield Town | Velocity Trophy Third Round |
| 21 | Sat 1 Dec 2018 | 84-1 v RomfordMaldon & Tiptree 4-1 Romford | Bostik League North Division |
| 22 | Sat 8 Dec 2018 | 82-1 v Basildon UnitedBasildon United 1-2 Maldon & Tiptree | Bostik League North Division |
| 23 | Sat 15 Dec 2018 | 82-1 v Felixstowe & Walton UnitedMaldon & Tiptree 2-1 Felixstowe & Walton United | Bostik League North Division |
| 24 | Wed 26 Dec 2018 | 81-1 v Heybridge SwiftsHeybridge Swifts 1-1 Maldon & Tiptree | Bostik League North Division |
| 25 | Sat 29 Dec 2018 | 170-1 v Witham TownMaldon & Tiptree 0-1 Witham Town | Bostik League North Division |
| 26 | Sat 5 Jan 2019 | 84-2 v Great Wakering RoversGreat Wakering Rovers 2-4 Maldon & Tiptree | Bostik League North Division |
| 27 | Fri 25 Jan 2019 | 161-0 v Brentwood TownBrentwood Town 0-1 Maldon & Tiptree | Bostik League North Division |
| 28 | Sat 2 Feb 2019 | 83-0 v Bury TownMaldon & Tiptree 3-0 Bury Town | Bostik League North Division |
| 29 | Sat 9 Feb 2019 | 83-1 v AveleyAveley 1-3 Maldon & Tiptree | Bostik League North Division |
| 30 | Sat 16 Feb 2019 | 81-2 v Bowers & PitseaMaldon & Tiptree 1-2 Bowers & Pitsea | Bostik League North Division |
| 31 | Sat 23 Feb 2019 | 8 2-0 v Soham Town RangersSoham Town Rangers 0-2 Maldon & Tiptree | Bostik League North Division |
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