| 1 | Sat 4 Jan 2020 | 143-1 v AveleyMaldon & Tiptree 3-1 Aveley | BetVictor Isthmian North Division |
| 2 | Mon 6 Jan 2020 | 113-2 v Haringey BoroughHaringey Borough 2-3 Maldon & Tiptree | Velocity Trophy |
| 3 | Sat 11 Jan 2020 | 111-0 v Great Wakering RoversGreat Wakering Rovers 0-1 Maldon & Tiptree | BetVictor Isthmian North Division |
| 4 | Sat 18 Jan 2020 | 91-2 v TilburyMaldon & Tiptree 1-2 Tilbury | BetVictor Isthmian North Division |
| 5 | Tue 21 Jan 2020 | 141-5 v Waltham AbbeyWaltham Abbey 5-1 Maldon & Tiptree | Essex County Cup Quarter Final |
| 6 | Tue 28 Jan 2020 | 110-0 v MersthamMaldon & Tiptree 0-0 Merstham | Velocity Trophy |
| 7 | Sat 1 Feb 2020 | 96-2 v Felixstowe & Walton UnitedMaldon & Tiptree 6-2 Felixstowe & Walton United | BetVictor Isthmian North Division |
| 8 | Tue 4 Feb 2020 | 113-1 v Canvey IslandCanvey Island 1-3 Maldon & Tiptree | BetVictor Isthmian North Division |
| 9 | Sat 8 Feb 2020 | 105-0 v Hullbridge SportsMaldon & Tiptree 5-0 Hullbridge Sports | BetVictor Isthmian North Division |
| 10 | Tue 25 Feb 2020 | 121-3 v RomfordMaldon & Tiptree 1-3 Romford | BetVictor Isthmian North Division |
| 11 | Tue 3 Mar 2020 | 112-1 v TilburyTilbury 1-2 Maldon & Tiptree | BetVictor Isthmian North Division |
| 12 | Tue 10 Mar 2020 | 170-0 v Cambridge CityMaldon & Tiptree 0-0 Cambridge City | BetVictor Isthmian North Division |
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