| 1 | Sat 19 Sep 2020 | 31-1 v Soham Town RangersSoham Town Rangers 1-1 Maldon & Tiptree | Isthmian League - North Division |
| 2 | Tue 22 Sep 2020 | 5 3-0 v Haverhill RoversHaverhill Rovers 0-3 Maldon & Tiptree | Emirates FA Cup First Qualifying Round |
| 3 | Sat 26 Sep 2020 | 51-1 v Brentwood TownMaldon & Tiptree 1-1 Brentwood Town | Isthmian League - North Division |
| 4 | Sat 3 Oct 2020 | 52-2 v Grays AthleticMaldon & Tiptree 2-2 Grays Athletic | Emirates FA Cup Second Qualifying Round |
| 5 | Tue 6 Oct 2020 | 5 1-0 v Canvey IslandCanvey Island 0-1 Maldon & Tiptree | Isthmian League - North Division |
| 6 | Tue 13 Oct 2020 | 51-0 v Braintree TownBraintree Town 0-1 Maldon & Tiptree | Emirates FA Cup Third Qualifying Round |
| 7 | Sat 17 Oct 2020 | 5 4-1 v Grays AthleticMaldon & Tiptree 4-1 Grays Athletic | Buildbase FA Trophy Second Qualifying Round |
| 8 | Sat 24 Oct 2020 | 51-0 v Haringey BoroughMaldon & Tiptree 1-0 Haringey Borough | Emirates FA Cup Fourth Qualifying Round |
| 9 | Sun 8 Nov 2020 | 50-1 v MorecambeMaldon & Tiptree 0-1 Morecambe | Emirates FA Cup First Round |
| 10 | Tue 15 Dec 2020 | 22-1 v Bognor Regis TownMaldon & Tiptree 2-1 Bognor Regis Town | Buildbase FA Trophy Second Round |
| 11 | Wed 23 Dec 2020 | 21-7 v Gloucester CityMaldon & Tiptree 1-7 Gloucester City | Buildbase FA Trophy Third Round |
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