| 1 | Sat 25 Jul | 1 3-1 v LakenheathIpswich Wanderers 3-1 Lakenheath | Eastern Counties League Premier Division |
| 2 | Tue 4 Aug | 11-1 v Brantham AthleticIpswich Wanderers 1-1 Brantham Athletic | Eastern Counties League Premier Division |
| 3 | Sat 15 Aug | 12-0 v March Town UnitedIpswich Wanderers 2-0 March Town United | FA Vase First Qualifying Round |
| 4 | Tue 18 Aug | 10-1 v Stowmarket TownStowmarket Town 1-0 Ipswich Wanderers | Eastern Counties League Premier Division |
| 5 | Sat 22 Aug | 12-1 v March Town UnitedIpswich Wanderers 2-1 March Town United | Emirates FA Cup Preliminary Round |
| 6 | Sat 29 Aug | 16-1 v Mildenhall TownMildenhall Town 1-6 Ipswich Wanderers | Eastern Counties League Premier Division |
| 7 | Tue 1 Sep | 14-2 v Cornard UnitedIpswich Wanderers 4-2 Cornard United | Eastern Counties League Premier Division |
| 8 | Sat 5 Sep | 10-4 v Peterborough SportsPeterborough Sports 4-0 Ipswich Wanderers | Emirates FA Cup First Qualifying Round |
| 9 | Tue 8 Sep | 12-0 v Woodbridge TownWoodbridge Town 0-2 Ipswich Wanderers | Eastern Counties League Premier Division |
| 10 | Sat 12 Sep | 13-5 v FC PeterboroughIpswich Wanderers 3-5 FC Peterborough | FA Vase Second Qualifying Round |
| 11 | Sat 19 Sep | 12-1 v Soham Town RangersSoham Town Rangers 1-2 Ipswich Wanderers | Eastern Counties League Premier Division |
| 12 | Sat 26 Sep | 12-2 v Haverhill RoversIpswich Wanderers 2-2 Haverhill Rovers | Eastern Counties League Premier Division |
| 13 | Sat 3 Oct | 12-2 v Harleston TownIpswich Wanderers 2-2 Harleston Town | Eastern Counties League Premier Division |
| 14 | Fri 9 Oct | 11-2 v Woodbridge TownIpswich Wanderers 1-2 Woodbridge Town | Eastern Counties League Premier Division |
| 15 | Sat 17 Oct | 12-3 v Great Yarmouth TownIpswich Wanderers 2-3 Great Yarmouth Town | Eastern Counties League Premier Division |
| 16 | Sat 24 Oct | 10-0 v Thetford TownThetford Town 0-0 Ipswich Wanderers | Eastern Counties League Premier Division |
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