| 1 | Sat 19 Sep 2020 | 51-1 v Soham Town RangersSoham Town Rangers 1-1 Maldon & Tiptree | Isthmian League - North Division |
| 2 | Tue 22 Sep 2020 | 153-0 v Haverhill RoversHaverhill Rovers 0-3 Maldon & Tiptree | Emirates FA Cup First Qualifying Round |
| 3 | Sat 26 Sep 2020 | 151-1 v Brentwood TownMaldon & Tiptree 1-1 Brentwood Town | Isthmian League - North Division |
| 4 | Sat 3 Oct 2020 | 162-2 v Grays AthleticMaldon & Tiptree 2-2 Grays Athletic | Emirates FA Cup Second Qualifying Round |
| 5 | Tue 6 Oct 2020 | 21-0 v Canvey IslandCanvey Island 0-1 Maldon & Tiptree | Isthmian League - North Division |
| 6 | Sat 10 Oct 2020 | 53-0 v Felixstowe & Walton UnitedMaldon & Tiptree 3-0 Felixstowe & Walton United | Isthmian League - North Division |
| 7 | Tue 13 Oct 2020 | 21-0 v Braintree TownBraintree Town 0-1 Maldon & Tiptree | Emirates FA Cup Third Qualifying Round |
| 8 | Sat 17 Oct 2020 | 2 4-1 v Grays AthleticMaldon & Tiptree 4-1 Grays Athletic | Buildbase FA Trophy Second Qualifying Round |
| 9 | Sat 24 Oct 2020 | 21-0 v Haringey BoroughMaldon & Tiptree 1-0 Haringey Borough | Emirates FA Cup Fourth Qualifying Round |
| 10 | Tue 27 Oct 2020 | 2 3-1 v TilburyMaldon & Tiptree 3-1 Tilbury | Isthmian League - North Division |
| 11 | Sat 31 Oct 2020 | 23-2 v KingstonianMaldon & Tiptree 3-2 Kingstonian | Buildbase FA Trophy Third Qualifying Round |
| 12 | Sun 8 Nov 2020 | 20-1 v MorecambeMaldon & Tiptree 0-1 Morecambe | Emirates FA Cup First Round |
| 13 | Wed 9 Dec 2020 | 32-2 v Enfield TownEnfield Town 2-2 Maldon & Tiptree | Buildbase FA Trophy First Round |
| 14 | Wed 23 Dec 2020 | 151-7 v Gloucester CityMaldon & Tiptree 1-7 Gloucester City | Buildbase FA Trophy Third Round |
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