| 1 | Sat 11 Aug 2018 | 41-1 v Mildenhall TownMildenhall Town 1-1 Maldon & Tiptree | Bostik League North Division |
| 2 | Sat 18 Aug 2018 | 61-0 v Brentwood TownMaldon & Tiptree 1-0 Brentwood Town | Bostik League North Division |
| 3 | Sat 25 Aug 2018 | 41-2 v Haverhill RoversHaverhill Rovers 2-1 Maldon & Tiptree | Emirates FA Cup Preliminary Round |
| 4 | Mon 27 Aug 2018 | 43-2 v Heybridge SwiftsMaldon & Tiptree 3-2 Heybridge Swifts | Bostik League North Division |
| 5 | Sat 1 Sep 2018 | 25-0 v Grays AthleticGrays Athletic 0-5 Maldon & Tiptree | Bostik League North Division |
| 6 | Sat 15 Sep 2018 | 6 1-2 v Canvey IslandMaldon & Tiptree 1-2 Canvey Island | Bostik League North Division |
| 7 | Sat 22 Sep 2018 | 62-1 v BarkingBarking 1-2 Maldon & Tiptree | Bostik League North Division |
| 8 | Sat 6 Oct 2018 | 30-1 v AveleyMaldon & Tiptree 0-1 Aveley | Bostik League North Division |
| 9 | Tue 9 Oct 2018 | 21-0 v Witham TownMaldon & Tiptree 1-0 Witham Town | Velocity Trophy Second Round |
| 10 | Sat 13 Oct 2018 | 22-0 v Chalfont St PeterChalfont St Peter 0-2 Maldon & Tiptree | Buildbase FA Trophy Preliminary Round |
| 11 | Sat 20 Oct 2018 | 20-0 v Bowers & PitseaBowers & Pitsea 0-0 Maldon & Tiptree | Bostik League North Division |
| 12 | Tue 23 Oct 2018 | 20-4 v AFC SudburyMaldon & Tiptree 0-4 AFC Sudbury | Bostik League North Division |
| 13 | Sat 27 Oct 2018 | 40-3 v Royston TownMaldon & Tiptree 0-3 Royston Town | Buildbase FA Trophy First Qualifying Round |
| 14 | Tue 30 Oct 2018 | 24-1 v Bury TownBury Town 1-4 Maldon & Tiptree | Bostik League North Division |
| 15 | Sat 1 Dec 2018 | 124-1 v RomfordMaldon & Tiptree 4-1 Romford | Bostik League North Division |
| 16 | Sat 8 Dec 2018 | 22-1 v Basildon UnitedBasildon United 1-2 Maldon & Tiptree | Bostik League North Division |
| 17 | Sat 15 Dec 2018 | 22-1 v Felixstowe & Walton UnitedMaldon & Tiptree 2-1 Felixstowe & Walton United | Bostik League North Division |
| 18 | Wed 26 Dec 2018 | 21-1 v Heybridge SwiftsHeybridge Swifts 1-1 Maldon & Tiptree | Bostik League North Division |
| 19 | Sat 29 Dec 2018 | 20-1 v Witham TownMaldon & Tiptree 0-1 Witham Town | Bostik League North Division |
| 20 | Sat 12 Jan 2019 | 22-2 v Grays AthleticMaldon & Tiptree 2-2 Grays Athletic | Bostik League North Division |
| 21 | Sat 19 Jan 2019 | 25-1 v Mildenhall TownMaldon & Tiptree 5-1 Mildenhall Town | Bostik League North Division |
| 22 | Fri 25 Jan 2019 | 21-0 v Brentwood TownBrentwood Town 0-1 Maldon & Tiptree | Bostik League North Division |
| 23 | Sat 2 Feb 2019 | 23-0 v Bury TownMaldon & Tiptree 3-0 Bury Town | Bostik League North Division |
| 24 | Sat 9 Feb 2019 | 2 3-1 v AveleyAveley 1-3 Maldon & Tiptree | Bostik League North Division |
| 25 | Sat 16 Feb 2019 | 21-2 v Bowers & PitseaMaldon & Tiptree 1-2 Bowers & Pitsea | Bostik League North Division |
| 26 | Sat 23 Feb 2019 | 22-0 v Soham Town RangersSoham Town Rangers 0-2 Maldon & Tiptree | Bostik League North Division |
| 27 | Sat 2 Mar 2019 | 23-0 v Dereham TownMaldon & Tiptree 3-0 Dereham Town | Bostik League North Division |
| 28 | Tue 5 Mar 2019 | 25-1 v AFC SudburyAFC Sudbury 1-5 Maldon & Tiptree | Bostik League North Division |
| 29 | Sat 9 Mar 2019 | 23-2 v TilburyTilbury 2-3 Maldon & Tiptree | Bostik League North Division |
| 30 | Sat 16 Mar 2019 | 21-4 v Coggeshall TownMaldon & Tiptree 1-4 Coggeshall Town | Bostik League North Division |
| 31 | Sat 23 Mar 2019 | 24-2 v RomfordRomford 2-4 Maldon & Tiptree | Bostik League North Division |
| 32 | Sat 30 Mar 2019 | 22-3 v Felixstowe & Walton UnitedFelixstowe & Walton United 3-2 Maldon & Tiptree | Bostik League North Division |
| 33 | Mon 22 Apr 2019 | 51-1 v Witham TownWitham Town 1-1 Maldon & Tiptree | Bostik League North Division |
| 34 | Sat 27 Apr 2019 | 37-1 v BarkingMaldon & Tiptree 7-1 Barking | Bostik League North Division |
| 35 | Wed 1 May 2019 | 31-0 v Coggeshall TownMaldon & Tiptree 1-0 Coggeshall Town | Bostik League North Division Play-off Semi Final |
| 36 | Sun 5 May 2019 | 32-2 v Heybridge SwiftsMaldon & Tiptree 2-2 Heybridge Swifts | Bostik League North Division Play-off Final |
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