| 1 | Sat 18 Aug 2018 | 141-0 v Brentwood TownMaldon & Tiptree 1-0 Brentwood Town | Bostik League North Division |
| 2 | Mon 27 Aug 2018 | 163-2 v Heybridge SwiftsMaldon & Tiptree 3-2 Heybridge Swifts | Bostik League North Division |
| 3 | Tue 9 Oct 2018 | 41-0 v Witham TownMaldon & Tiptree 1-0 Witham Town | Velocity Trophy Second Round |
| 4 | Sat 13 Oct 2018 | 42-0 v Chalfont St PeterChalfont St Peter 0-2 Maldon & Tiptree | Buildbase FA Trophy Preliminary Round |
| 5 | Sat 20 Oct 2018 | 120-0 v Bowers & PitseaBowers & Pitsea 0-0 Maldon & Tiptree | Bostik League North Division |
| 6 | Tue 23 Oct 2018 | 70-4 v AFC SudburyMaldon & Tiptree 0-4 AFC Sudbury | Bostik League North Division |
| 7 | Sat 27 Oct 2018 | 70-3 v Royston TownMaldon & Tiptree 0-3 Royston Town | Buildbase FA Trophy First Qualifying Round |
| 8 | Sat 3 Nov 2018 | 8 1-0 v Soham Town RangersMaldon & Tiptree 1-0 Soham Town Rangers | Bostik League North Division |
| 9 | Sat 10 Nov 2018 | 73-2 v Dereham TownDereham Town 2-3 Maldon & Tiptree | Bostik League North Division |
| 10 | Sat 17 Nov 2018 | 110-0 v TilburyMaldon & Tiptree 0-0 Tilbury | Bostik League North Division |
| 11 | Sat 24 Nov 2018 | 113-2 v Coggeshall TownCoggeshall Town 2-3 Maldon & Tiptree | Bostik League North Division |
| 12 | Sat 5 Jan 2019 | 154-2 v Great Wakering RoversGreat Wakering Rovers 2-4 Maldon & Tiptree | Bostik League North Division |
| 13 | Sat 19 Jan 2019 | 155-1 v Mildenhall TownMaldon & Tiptree 5-1 Mildenhall Town | Bostik League North Division |
| 14 | Fri 25 Jan 2019 | 151-0 v Brentwood TownBrentwood Town 0-1 Maldon & Tiptree | Bostik League North Division |
| 15 | Tue 5 Mar 2019 | 125-1 v AFC SudburyAFC Sudbury 1-5 Maldon & Tiptree | Bostik League North Division |
| 16 | Sat 9 Mar 2019 | 153-2 v TilburyTilbury 2-3 Maldon & Tiptree | Bostik League North Division |
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