1. Round | 03/08/2019 | Shrewsbury Town | - | Portsmouth FC | 1:0 | ||||
2. Round | 10/08/2019 | Milton Keynes Dons | - | Shrewsbury Town | 1:0 | ||||
3. Round | 17/08/2019 | Shrewsbury Town | - | Rochdale AFC | 0:0 | ||||
4. Round | 20/08/2019 | Accrington Stanley | - | Shrewsbury Town | 2:3 | ||||
5. Round | 24/08/2019 | Shrewsbury Town | - | Burton Albion | 0:0 | ||||
6. Round | 31/08/2019 | Ipswich Town | - | Shrewsbury Town | 3:0 | ||||
8. Round | 14/09/2019 | AFC Wimbledon | - | Shrewsbury Town | 1:1 |