| 1 | Sat 25 Sep 2021 | 82-3 v Heybridge SwiftsHeybridge Swifts 3-2 Maldon & Tiptree | Isthmian League - North Division |
| 2 | Tue 28 Sep 2021 | 40-1 v Basildon UnitedMaldon & Tiptree 0-1 Basildon United | Isthmian League - North Division |
| 3 | Sat 2 Oct 2021 | 83-2 v Brentwood TownBrentwood Town 2-3 Maldon & Tiptree | Isthmian League - North Division |
| 4 | Tue 5 Oct 2021 | 42-1 v BarkingMaldon & Tiptree 2-1 Barking | Isthmian League - North Division |
| 5 | Sat 9 Oct 2021 | 81-1 v Felixstowe & Walton UnitedMaldon & Tiptree 1-1 Felixstowe & Walton United | Buildbase FA Trophy Second Qualifying Round |
| 6 | Sat 16 Oct 2021 | 40-2 v Bury TownMaldon & Tiptree 0-2 Bury Town | Isthmian League - North Division |
| 7 | Fri 22 Oct 2021 | 43-5 v AveleyAveley 5-3 Maldon & Tiptree | Isthmian League - North Division |
| 8 | Sat 30 Oct 2021 | 4 4-2 v TilburyMaldon & Tiptree 4-2 Tilbury | Isthmian League - North Division |
| 9 | Fri 5 Nov 2021 | 4 3-0 v Witham TownWitham Town 0-3 Maldon & Tiptree | Isthmian League - North Division |
| 10 | Tue 9 Nov 2021 | 42-0 v AveleyMaldon & Tiptree 2-0 Aveley | Velocity Trophy First Round |
| 11 | Sat 13 Nov 2021 | 4 3-3 v Dereham TownDereham Town 3-3 Maldon & Tiptree | Isthmian League - North Division |
| 12 | Sat 20 Nov 2021 | 41-2 v Great Wakering RoversMaldon & Tiptree 1-2 Great Wakering Rovers | Isthmian League - North Division |
| 13 | Sat 4 Dec 2021 | 42-2 v Coggeshall TownCoggeshall Town 2-2 Maldon & Tiptree | Isthmian League - North Division |
| 14 | Tue 7 Dec 2021 | 41-0 v Heybridge SwiftsMaldon & Tiptree 1-0 Heybridge Swifts | Velocity Trophy Second Round |
| 15 | Sat 11 Dec 2021 | 43-2 v RomfordMaldon & Tiptree 3-2 Romford | Isthmian League - North Division |
| 16 | Tue 14 Dec 2021 | 121-2 v Chelmsford CityMaldon & Tiptree 1-2 Chelmsford City | Essex County Cup Third Round |
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