| 1 | Sat 11 Aug 2018 | 21-1 v Mildenhall TownMildenhall Town 1-1 Maldon & Tiptree | Bostik League North Division |
| 2 | Sat 18 Aug 2018 | 21-0 v Brentwood TownMaldon & Tiptree 1-0 Brentwood Town | Bostik League North Division |
| 3 | Sat 25 Aug 2018 | 2 1-2 v Haverhill RoversHaverhill Rovers 2-1 Maldon & Tiptree | Emirates FA Cup Preliminary Round |
| 4 | Mon 27 Aug 2018 | 2 3-2 v Heybridge SwiftsMaldon & Tiptree 3-2 Heybridge Swifts | Bostik League North Division |
| 5 | Sat 8 Sep 2018 | 23-2 v UxbridgeMaldon & Tiptree 3-2 Uxbridge | Velocity Trophy First Round |
| 6 | Sat 15 Sep 2018 | 21-2 v Canvey IslandMaldon & Tiptree 1-2 Canvey Island | Bostik League North Division |
| 7 | Sat 22 Sep 2018 | 2 2-1 v BarkingBarking 1-2 Maldon & Tiptree | Bostik League North Division |
| 8 | Sat 6 Oct 2018 | 20-1 v AveleyMaldon & Tiptree 0-1 Aveley | Bostik League North Division |
| 9 | Tue 9 Oct 2018 | 121-0 v Witham TownMaldon & Tiptree 1-0 Witham Town | Velocity Trophy Second Round |
| 10 | Sat 13 Oct 2018 | 122-0 v Chalfont St PeterChalfont St Peter 0-2 Maldon & Tiptree | Buildbase FA Trophy Preliminary Round |
| 11 | Sat 27 Oct 2018 | 20-3 v Royston TownMaldon & Tiptree 0-3 Royston Town | Buildbase FA Trophy First Qualifying Round |
| 12 | Tue 30 Oct 2018 | 124-1 v Bury TownBury Town 1-4 Maldon & Tiptree | Bostik League North Division |
| 13 | Sat 5 Jan 2019 | 124-2 v Great Wakering RoversGreat Wakering Rovers 2-4 Maldon & Tiptree | Bostik League North Division |
| 14 | Sat 2 Feb 2019 | 123-0 v Bury TownMaldon & Tiptree 3-0 Bury Town | Bostik League North Division |
| 15 | Sat 23 Feb 2019 | 122-0 v Soham Town RangersSoham Town Rangers 0-2 Maldon & Tiptree | Bostik League North Division |
| 16 | Sat 2 Mar 2019 | 123-0 v Dereham TownMaldon & Tiptree 3-0 Dereham Town | Bostik League North Division |
| 17 | Sat 16 Mar 2019 | 121-4 v Coggeshall TownMaldon & Tiptree 1-4 Coggeshall Town | Bostik League North Division |
| 18 | Sat 6 Apr 2019 | 21-0 v Basildon UnitedMaldon & Tiptree 1-0 Basildon United | Bostik League North Division |
| 19 | Sat 13 Apr 2019 | 22-2 v Canvey IslandCanvey Island 2-2 Maldon & Tiptree | Bostik League North Division |
| 20 | Fri 19 Apr 2019 | 23-1 v Great Wakering RoversMaldon & Tiptree 3-1 Great Wakering Rovers | Bostik League North Division |
| 21 | Mon 22 Apr 2019 | 31-1 v Witham TownWitham Town 1-1 Maldon & Tiptree | Bostik League North Division |
| 22 | Wed 1 May 2019 | 121-0 v Coggeshall TownMaldon & Tiptree 1-0 Coggeshall Town | Bostik League North Division Play-off Semi Final |
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