1. Round | 03/08/2019 | Burton Albion | - | Ipswich Town | 0:1 | ||||
2. Round | 10/08/2019 | Ipswich Town | - | Sunderland AFC | 1:1 | ||||
3. Round | 17/08/2019 | Peterborough United | - | Ipswich Town | 2:2 | ||||
4. Round | 20/08/2019 | Ipswich Town | - | AFC Wimbledon | 2:1 | ||||
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 | ||||
31. Round | 01/02/2020 | Ipswich Town | - | Peterborough United | 1:4 | ||||
32. Round | 08/02/2020 | Sunderland AFC | - | Ipswich Town | 1:0 |