| 1 | Fri 18 Aug 2023 | 4 0-0 v Dereham TownIpswich Wanderers 0-0 Dereham Town | Emirates FA Cup Preliminary Round |
| 2 | Mon 28 Aug 2023 | 41-2 v Heybridge SwiftsIpswich Wanderers 1-2 Heybridge Swifts | Isthmian League - North Division |
| 3 | Tue 5 Sep 2023 | 63-0 v Witham TownIpswich Wanderers 3-0 Witham Town | Velocity Cup Second Round |
| 4 | Tue 12 Sep 2023 | 51-0 v Woodbridge TownIpswich Wanderers 1-0 Woodbridge Town | Suffolk County Cup First Round |
| 5 | Sat 16 Sep 2023 | 50-1 v Brentwood TownBrentwood Town 1-0 Ipswich Wanderers | Isthmian League - North Division |
| 6 | Sat 30 Sep 2023 | 50-2 v Bowers & PitseaIpswich Wanderers 0-2 Bowers & Pitsea | Isthmian League - North Division |
| 7 | Sat 14 Oct 2023 | 42-0 v Witham TownIpswich Wanderers 2-0 Witham Town | Isthmian League - North Division |
| 8 | Sat 21 Oct 2023 | 4 2-2 v Stowmarket TownIpswich Wanderers 2-2 Stowmarket Town | Isthmian League - North Division |
| 9 | Sat 4 Nov 2023 | 42-0 v Bury TownIpswich Wanderers 2-0 Bury Town | Isthmian League - North Division |
| 10 | Sat 11 Nov 2023 | 40-2 v GorlestonGorleston 2-0 Ipswich Wanderers | Isthmian League - North Division |
| 11 | Sat 25 Nov 2023 | 4 0-1 v EnfieldIpswich Wanderers 0-1 Enfield | Isthmian League - North Division |
| 12 | Sat 30 Dec 2023 | 101-6 v Brentwood TownIpswich Wanderers 1-6 Brentwood Town | Isthmian League - North Division |
| 13 | Mon 1 Jan 2024 | 50-2 v Heybridge SwiftsHeybridge Swifts 2-0 Ipswich Wanderers | Isthmian League - North Division |
| 14 | Sat 13 Jan 2024 | 51-0 v Basildon UnitedBasildon United 0-1 Ipswich Wanderers | Isthmian League - North Division |
| 15 | Tue 23 Jan 2024 | 5 1-4 v Grays AthleticIpswich Wanderers 1-4 Grays Athletic | Isthmian League - North Division |
| 16 | Fri 23 Feb 2024 | 52-3 v New SalamisNew Salamis 3-2 Ipswich Wanderers | Isthmian League - North Division |
| 17 | Sat 2 Mar 2024 | 173-4 v Bury TownBury Town 4-3 Ipswich Wanderers | Isthmian League - North Division |
| 18 | Sat 9 Mar 2024 | 5 1-2 v GorlestonIpswich Wanderers 1-2 Gorleston | Isthmian League - North Division |
| 19 | Sat 23 Mar 2024 | 5 2-1 v Basildon UnitedIpswich Wanderers 2-1 Basildon United | Isthmian League - North Division |
| 20 | Sat 30 Mar 2024 | 50-2 v WroxhamIpswich Wanderers 0-2 Wroxham | Isthmian League - North Division |
| 21 | Mon 1 Apr 2024 | 51-1 v Felixstowe & Walton UnitedFelixstowe & Walton United 1-1 Ipswich Wanderers | Isthmian League - North Division |
| 22 | Sat 13 Apr 2024 | 60-0 v EnfieldEnfield 0-0 Ipswich Wanderers | Isthmian League - North Division |
| 23 | Tue 16 Apr 2024 | 64-1 v RedbridgeRedbridge 1-4 Ipswich Wanderers | Isthmian League - North Division |
| 24 | Sat 20 Apr 2024 | 50-5 v RedbridgeIpswich Wanderers 0-5 Redbridge | Isthmian League - North Division |
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