| 1 | 12/9/2020 | 21-0 v Hertford TownHertford Town 0-1 Maldon & Tiptree | Emirates FA Cup Preliminary Round |
| 2 | 19/9/2020 | 21-1 v Soham Town RangersSoham Town Rangers 1-1 Maldon & Tiptree | Isthmian League - North Division |
| 3 | 22/9/2020 | 23-0 v Haverhill RoversHaverhill Rovers 0-3 Maldon & Tiptree | Emirates FA Cup First Qualifying Round |
| 4 | 26/9/2020 | 2 1-1 v Brentwood TownMaldon & Tiptree 1-1 Brentwood Town | Isthmian League - North Division |
| 5 | 3/10/2020 | 22-2 v Grays AthleticMaldon & Tiptree 2-2 Grays Athletic | Emirates FA Cup Second Qualifying Round |
| 6 | 6/10/2020 | 171-0 v Canvey IslandCanvey Island 0-1 Maldon & Tiptree | Isthmian League - North Division |
| 7 | 10/10/2020 | 23-0 v Felixstowe & Walton UnitedMaldon & Tiptree 3-0 Felixstowe & Walton United | Isthmian League - North Division |
| 8 | 13/10/2020 | 181-0 v Braintree TownBraintree Town 0-1 Maldon & Tiptree | Emirates FA Cup Third Qualifying Round |
| 9 | 17/10/2020 | 124-1 v Grays AthleticMaldon & Tiptree 4-1 Grays Athletic | Buildbase FA Trophy Second Qualifying Round |
| 10 | 24/10/2020 | 121-0 v Haringey BoroughMaldon & Tiptree 1-0 Haringey Borough | Emirates FA Cup Fourth Qualifying Round |
| 11 | 27/10/2020 | 173-1 v TilburyMaldon & Tiptree 3-1 Tilbury | Isthmian League - North Division |
| 12 | 31/10/2020 | 123-2 v KingstonianMaldon & Tiptree 3-2 Kingstonian | Buildbase FA Trophy Third Qualifying Round |
| 13 | 8/11/2020 | 120-1 v MorecambeMaldon & Tiptree 0-1 Morecambe | Emirates FA Cup First Round |
| 14 | 9/12/2020 | 122-2 v Enfield TownEnfield Town 2-2 Maldon & Tiptree | Buildbase FA Trophy First Round |
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