| 1 | Sat 28 Aug 2021 | 6 3-2 v Stowmarket TownMaldon & Tiptree 3-2 Stowmarket Town | Isthmian League - North Division |
| 2 | Fri 10 Sep 2021 | 62-1 v Grays AthleticMaldon & Tiptree 2-1 Grays Athletic | Isthmian League - North Division |
| 3 | Mon 13 Sep 2021 | 60-3 v Hashtag UnitedHashtag United 3-0 Maldon & Tiptree | Isthmian League - North Division |
| 4 | Sat 25 Sep 2021 | 62-3 v Heybridge SwiftsHeybridge Swifts 3-2 Maldon & Tiptree | Isthmian League - North Division |
| 5 | Tue 28 Sep 2021 | 60-1 v Basildon UnitedMaldon & Tiptree 0-1 Basildon United | Isthmian League - North Division |
| 6 | Sat 2 Oct 2021 | 63-2 v Brentwood TownBrentwood Town 2-3 Maldon & Tiptree | Isthmian League - North Division |
| 7 | Tue 5 Oct 2021 | 62-1 v BarkingMaldon & Tiptree 2-1 Barking | Isthmian League - North Division |
| 8 | Sat 9 Oct 2021 | 61-1 v Felixstowe & Walton UnitedMaldon & Tiptree 1-1 Felixstowe & Walton United | Buildbase FA Trophy Second Qualifying Round |
| 9 | Sat 16 Oct 2021 | 60-2 v Bury TownMaldon & Tiptree 0-2 Bury Town | Isthmian League - North Division |
| 10 | Fri 22 Oct 2021 | 63-5 v AveleyAveley 5-3 Maldon & Tiptree | Isthmian League - North Division |
| 11 | Sat 30 Oct 2021 | 64-2 v TilburyMaldon & Tiptree 4-2 Tilbury | Isthmian League - North Division |
| 12 | Fri 5 Nov 2021 | 63-0 v Witham TownWitham Town 0-3 Maldon & Tiptree | Isthmian League - North Division |
| 13 | Sat 13 Nov 2021 | 143-3 v Dereham TownDereham Town 3-3 Maldon & Tiptree | Isthmian League - North Division |
| 14 | Sat 20 Nov 2021 | 6 1-2 v Great Wakering RoversMaldon & Tiptree 1-2 Great Wakering Rovers | Isthmian League - North Division |
| 15 | Sat 4 Dec 2021 | 62-2 v Coggeshall TownCoggeshall Town 2-2 Maldon & Tiptree | Isthmian League - North Division |
| 16 | Tue 7 Dec 2021 | 61-0 v Heybridge SwiftsMaldon & Tiptree 1-0 Heybridge Swifts | Velocity Trophy Second Round |
| 17 | Sat 11 Dec 2021 | 63-2 v RomfordMaldon & Tiptree 3-2 Romford | Isthmian League - North Division |
| 18 | Tue 14 Dec 2021 | 61-2 v Chelmsford CityMaldon & Tiptree 1-2 Chelmsford City | Essex County Cup Third Round |
| 19 | Mon 3 Jan 2022 | 63-0 v Hullbridge SportsMaldon & Tiptree 3-0 Hullbridge Sports | Isthmian League - North Division |
| 20 | Sat 8 Jan 2022 | 60-1 v AFC SudburyAFC Sudbury 1-0 Maldon & Tiptree | Isthmian League - North Division |
| 21 | Fri 14 Jan 2022 | 61-3 v BarkingBarking 3-1 Maldon & Tiptree | Isthmian League - North Division |
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