| 1. Round | 04/08/2018 | West Bromwich Albion | - | Bolton Wanderers | 1:2 |  |
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| 2. Round | 11/08/2018 | Bolton Wanderers | - | Bristol City | 2:2 | ||||
| 3. Round | 18/08/2018 | Reading FC | - | Bolton Wanderers | 0:1 | |
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| 4. Round | 22/08/2018 | Bolton Wanderers | - | Birmingham City | 1:0 | ||||
| 5. Round | 25/08/2018 | Bolton Wanderers | - | Sheffield United | 0:3 | ||||
| 6. Round | 01/09/2018 | Preston North End | - | Bolton Wanderers | 2:2 | ||||
| 7. Round | 15/09/2018 | Bolton Wanderers | - | Queens Park Rangers | 1:2 | ||||
| 8. Round | 19/09/2018 | Middlesbrough FC | - | Bolton Wanderers | 2:0 | ||||
| 9. Round | 22/09/2018 | Ipswich Town | - | Bolton Wanderers | 0:0 | ||||
| 11. Round | 02/10/2018 | Stoke City | - | Bolton Wanderers | 2:0 | ||||
| 12. Round | 06/10/2018 | Bolton Wanderers | - | Blackburn Rovers | 0:1 | ||||
| 13. Round | 20/10/2018 | Rotherham United | - | Bolton Wanderers | 1:1 | ||||
| 14. Round | 24/10/2018 | Bolton Wanderers | - | Nottingham Forest | 0:3 | ||||
| 19. Round | 27/11/2018 | Sheffield Wednesday | - | Bolton Wanderers | 1:0 | ||||
| 20. Round | 01/12/2018 | Bolton Wanderers | - | Wigan Athletic | 1:1 | ||||
| 22. Round | 15/12/2018 | Bolton Wanderers | - | Leeds United | 0:1 |
Netherlands