5. Round | 24/08/2019 | Bolton Wanderers | - | Ipswich Town | 0:5 | ||||
6. Round | 31/08/2019 | Ipswich Town | - | Shrewsbury Town | 3:0 | ||||
8. Round | 14/09/2019 | Ipswich Town | - | Doncaster Rovers | 0:0 | ||||
9. Round | 17/09/2019 | Milton Keynes Dons | - | Ipswich Town | 0:1 | ||||
10. Round | 21/09/2019 | Gillingham FC | - | Ipswich Town | 0:1 | ||||
11. Round | 28/09/2019 | Ipswich Town | - | Tranmere Rovers | 4:1 | ||||
12. Round | 05/10/2019 | Fleetwood Town | - | Ipswich Town | 0:1 | ||||
15. Round | 23/10/2019 | Ipswich Town | - | Rotherham United | 0:2 | ||||
16. Round | 26/10/2019 | Southend United | - | Ipswich Town | 1:3 |