| 1 | Sat 5 Aug 2023 | 142-0 v Shefford Town & CamptonShefford Town & Campton 0-2 Maldon & Tiptree | Emirates FA Cup Extra Preliminary Round |
| 2 | Sat 19 Aug 2023 | 190-0 v West EssexMaldon & Tiptree 0-0 West Essex | Emirates FA Cup Preliminary Round |
| 3 | Tue 22 Aug 2023 | 73-0 v West EssexWest Essex 0-3 Maldon & Tiptree | Emirates FA Cup Preliminary Round Replay |
| 4 | Sat 26 Aug 2023 | 70-2 v Lowestoft TownLowestoft Town 2-0 Maldon & Tiptree | Isthmian League - North Division |
| 5 | Mon 28 Aug 2023 | 191-1 v Grays AthleticMaldon & Tiptree 1-1 Grays Athletic | Isthmian League - North Division |
| 6 | Sun 3 Sep 2023 | 100-8 v BiggleswadeBiggleswade 8-0 Maldon & Tiptree | Emirates FA Cup First Qualifying Round |
| 7 | Sat 9 Sep 2023 | 100-3 v Witham TownWitham Town 3-0 Maldon & Tiptree | Isuzu FA Trophy First Qualifying Round |
| 8 | Tue 12 Sep 2023 | 141-2 v Bowers & PitseaBowers & Pitsea 2-1 Maldon & Tiptree | Velocity Cup First Round |
| 9 | Sat 16 Sep 2023 | 100-1 v WalthamstowWalthamstow 1-0 Maldon & Tiptree | Isthmian League - North Division |
| 10 | Sat 30 Sep 2023 | 140-3 v Brightlingsea RegentBrightlingsea Regent 3-0 Maldon & Tiptree | Isthmian League - North Division |
| 11 | Sat 7 Oct 2023 | 103-2 v EnfieldMaldon & Tiptree 3-2 Enfield | Isthmian League - North Division |
| 12 | Tue 10 Oct 2023 | 103-2 v Basildon UnitedMaldon & Tiptree 3-2 Basildon United | Isthmian League - North Division |
| 13 | Sat 14 Oct 2023 | 103-4 v RedbridgeRedbridge 4-3 Maldon & Tiptree | Isthmian League - North Division |
| 14 | Sat 21 Oct 2023 | 72-0 v GorlestonMaldon & Tiptree 2-0 Gorleston | Isthmian League - North Division |
| 15 | Sat 28 Oct 2023 | 75-1 v Stowmarket TownMaldon & Tiptree 5-1 Stowmarket Town | Isthmian League - North Division |
| 16 | Sat 4 Nov 2023 | 75-1 v WroxhamMaldon & Tiptree 5-1 Wroxham | Isthmian League - North Division |
| 17 | Tue 21 Nov 2023 | 7 1-1 v Brightlingsea RegentBrightlingsea Regent 1-1 Maldon & Tiptree | Essex County Cup Third Round |
| 18 | Fri 8 Dec 2023 | 72-3 v Witham TownWitham Town 3-2 Maldon & Tiptree | Isthmian League - North Division |
| 19 | Sat 16 Dec 2023 | 71-0 v Felixstowe & Walton UnitedFelixstowe & Walton United 0-1 Maldon & Tiptree | Isthmian League - North Division |
| 20 | Tue 26 Dec 2023 | 71-3 v Heybridge SwiftsMaldon & Tiptree 1-3 Heybridge Swifts | Isthmian League - North Division |
| 21 | Sat 30 Dec 2023 | 7 4-0 v WalthamstowMaldon & Tiptree 4-0 Walthamstow | Isthmian League - North Division |
| 22 | Sat 6 Jan 2024 | 72-1 v Ipswich WanderersIpswich Wanderers 1-2 Maldon & Tiptree | Isthmian League - North Division |
| 23 | Sat 13 Jan 2024 | 71-3 v Brentwood TownMaldon & Tiptree 1-3 Brentwood Town | Isthmian League - North Division |
| 24 | Sat 27 Jan 2024 | 72-0 v Brightlingsea RegentMaldon & Tiptree 2-0 Brightlingsea Regent | Isthmian League - North Division |
| 25 | Sat 3 Feb 2024 | 71-0 v EnfieldEnfield 0-1 Maldon & Tiptree | Isthmian League - North Division |
| 26 | Sat 10 Feb 2024 | 7 4-2 v RedbridgeMaldon & Tiptree 4-2 Redbridge | Isthmian League - North Division |
| 27 | Tue 13 Feb 2024 | 72-1 v Little OakleyMaldon & Tiptree 2-1 Little Oakley | Essex County Cup Quarter Final |
| 28 | Sat 17 Feb 2024 | 72-4 v GorlestonGorleston 4-2 Maldon & Tiptree | Isthmian League - North Division |
| 29 | Tue 20 Feb 2024 | 71-2 v Basildon UnitedBasildon United 2-1 Maldon & Tiptree | Isthmian League - North Division |
| 30 | Tue 27 Feb 2024 | 70-2 v RedbridgeRedbridge 2-0 Maldon & Tiptree | Essex County Cup Semi Final |
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