1. Round | 03/08/2019 | Stockport County | - | Maidenhead United | 0:1 | ||||
2. Round | 06/08/2019 | Notts County | - | Stockport County | 1:1 | ||||
3. Round | 10/08/2019 | Yeovil Town | - | Stockport County | 1:1 | ||||
4. Round | 13/08/2019 | Stockport County | - | Barrow AFC | 3:2 | ||||
5. Round | 17/08/2019 | Stockport County | - | Eastleigh FC | 2:0 | ||||
6. Round | 24/08/2019 | Harrogate Town | - | Stockport County | 2:1 | ||||
7. Round | 26/08/2019 | Stockport County | - | Chesterfield FC | 2:0 | ||||
8. Round | 31/08/2019 | Wrexham AFC | - | Stockport County | 1:2 |