| 2. Round | 11/08/2018 | Charlton Athletic | - | Shrewsbury Town | 2:1 | ||||
| 3. Round | 18/08/2018 | Shrewsbury Town | - | Blackpool FC | 0:0 | ||||
| 4. Round | 21/08/2018 | Doncaster Rovers | - | Shrewsbury Town | 0:0 | ||||
| 5. Round | 25/08/2018 | Luton Town | - | Shrewsbury Town | 3:2 | ||||
| 14. Round | 20/10/2018 | Shrewsbury Town | - | Sunderland AFC | 0:2 | ||||
| 15. Round | 23/10/2018 | Shrewsbury Town | - | Barnsley FC | 3:1 | ||||
| 16. Round | 27/10/2018 | Oxford United | - | Shrewsbury Town | 3:0 | ||||
| 23. Round | 22/12/2018 | Shrewsbury Town | - | Coventry City | 1:0 | ||||
| 24. Round | 26/12/2018 | Accrington Stanley | - | Shrewsbury Town | 2:1 | ||||
| 25. Round | 29/12/2018 | Sunderland AFC | - | Shrewsbury Town | 1:1 |  |
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| 26. Round | 01/01/2019 | Shrewsbury Town | - | Fleetwood Town | 0:0 | |
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| 28. Round | 12/01/2019 | Shrewsbury Town | - | Charlton Athletic | 0:3 | ||||
| 29. Round | 19/01/2019 | Blackpool FC | - | Shrewsbury Town | 0:0 | ||||
| 27. Round | 29/01/2019 | Bradford City | - | Shrewsbury Town | 4:3 | ||||
| 30. Round | 26/02/2019 | Shrewsbury Town | - | Doncaster Rovers | 2:0 | ||||
| 36. Round | 09/03/2019 | Rochdale AFC | - | Shrewsbury Town | 2:1 |
England