| 1 | Tue 5 Sep 2023 | 173-0 v Witham TownIpswich Wanderers 3-0 Witham Town | Velocity Cup Second Round |
| 2 | Sat 30 Sep 2023 | 20-2 v Bowers & PitseaIpswich Wanderers 0-2 Bowers & Pitsea | Isthmian League - North Division |
| 3 | Tue 10 Oct 2023 | 22-1 v Lowestoft TownLowestoft Town 1-2 Ipswich Wanderers | Isthmian League - North Division |
| 4 | Sat 28 Oct 2023 | 82-0 v New SalamisIpswich Wanderers 2-0 New Salamis | Isthmian League - North Division |
| 5 | Tue 31 Oct 2023 | 2 2-4 v Haringey BoroughIpswich Wanderers 2-4 Haringey Borough | Velocity Cup Third Round |
| 6 | Sat 4 Nov 2023 | 22-0 v Bury TownIpswich Wanderers 2-0 Bury Town | Isthmian League - North Division |
| 7 | Sat 11 Nov 2023 | 20-2 v GorlestonGorleston 2-0 Ipswich Wanderers | Isthmian League - North Division |
| 8 | Sat 18 Nov 2023 | 2 1-4 v Brightlingsea RegentBrightlingsea Regent 4-1 Ipswich Wanderers | Isthmian League - North Division |
| 9 | Sat 25 Nov 2023 | 20-1 v EnfieldIpswich Wanderers 0-1 Enfield | Isthmian League - North Division |
| 10 | Sat 16 Dec 2023 | 2 1-2 v WalthamstowWalthamstow 2-1 Ipswich Wanderers | Isthmian League - North Division |
| 11 | Sat 23 Dec 2023 | 101-2 v Felixstowe & Walton UnitedIpswich Wanderers 1-2 Felixstowe & Walton United | Isthmian League - North Division |
| 12 | Sat 30 Dec 2023 | 21-6 v Brentwood TownIpswich Wanderers 1-6 Brentwood Town | Isthmian League - North Division |
| 13 | Mon 1 Jan 2024 | 2 0-2 v Heybridge SwiftsHeybridge Swifts 2-0 Ipswich Wanderers | Isthmian League - North Division |
| 14 | Sat 6 Jan 2024 | 2 1-2 v Maldon & TiptreeIpswich Wanderers 1-2 Maldon & Tiptree | Isthmian League - North Division |
| 15 | Tue 23 Jan 2024 | 171-4 v Grays AthleticIpswich Wanderers 1-4 Grays Athletic | Isthmian League - North Division |
| 16 | Sat 27 Jan 2024 | 20-1 v Bowers & PitseaBowers & Pitsea 1-0 Ipswich Wanderers | Isthmian League - North Division |
| 17 | Fri 23 Feb 2024 | 122-3 v New SalamisNew Salamis 3-2 Ipswich Wanderers | Isthmian League - North Division |
| 18 | Tue 27 Feb 2024 | 22-1 v Lowestoft TownIpswich Wanderers 2-1 Lowestoft Town | Isthmian League - North Division |
| 19 | Sat 2 Mar 2024 | 23-4 v Bury TownBury Town 4-3 Ipswich Wanderers | Isthmian League - North Division |
| 20 | Sat 23 Mar 2024 | 8 2-1 v Basildon UnitedIpswich Wanderers 2-1 Basildon United | Isthmian League - North Division |
| 21 | Sat 30 Mar 2024 | 80-2 v WroxhamIpswich Wanderers 0-2 Wroxham | Isthmian League - North Division |
| 22 | Mon 1 Apr 2024 | 21-1 v Felixstowe & Walton UnitedFelixstowe & Walton United 1-1 Ipswich Wanderers | Isthmian League - North Division |
| 23 | Sat 6 Apr 2024 | 8 0-7 v Brightlingsea RegentIpswich Wanderers 0-7 Brightlingsea Regent | Isthmian League - North Division |
| 24 | Tue 16 Apr 2024 | 24-1 v RedbridgeRedbridge 1-4 Ipswich Wanderers | Isthmian League - North Division |
| 25 | Sat 27 Apr 2024 | 22-3 v Grays AthleticGrays Athletic 3-2 Ipswich Wanderers | Isthmian League - North Division |
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