| 1. Round | 04/08/2018 | West Bromwich Albion | - | Bolton Wanderers | 1:2 | ||||
| 2. Round | 11/08/2018 | Bolton Wanderers | - | Bristol City | 2:2 |  |
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| 3. Round | 18/08/2018 | Reading FC | - | Bolton Wanderers | 0:1 | ||||
| 5. Round | 25/08/2018 | Bolton Wanderers | - | Sheffield United | 0:3 | ||||
| 27. Round | 12/01/2019 | Bristol City | - | Bolton Wanderers | 2:1 | ||||
| 28. Round | 21/01/2019 | Bolton Wanderers | - | West Bromwich Albion | 0:2 | ||||
| 32. Round | 12/02/2019 | Birmingham City | - | Bolton Wanderers | 0:1 | ||||
| 33. Round | 16/02/2019 | Bolton Wanderers | - | Norwich City | 0:4 | ||||
| 34. Round | 23/02/2019 | Leeds United | - | Bolton Wanderers | 2:1 | ||||
| 35. Round | 02/03/2019 | Swansea City | - | Bolton Wanderers | 2:0 | ||||
| 44. Round | 22/04/2019 | Blackburn Rovers | - | Bolton Wanderers | 2:0 |
England
