| 2. Round | 05/12/2023 | Bolton Wanderers | - | Port Vale FC | 2:0 | ||||
| Round of 16 | 10/01/2024 | Accrington Stanley | - | Bolton Wanderers | 1:3 |  |
|||
| Quarter-finals | 30/01/2024 | Blackpool FC | - | Bolton Wanderers | 5:4 pso |
| 2. Round | 05/12/2023 | Bolton Wanderers | - | Port Vale FC | 2:0 | ||||
| Round of 16 | 10/01/2024 | Accrington Stanley | - | Bolton Wanderers | 1:3 | |
|||
| Quarter-finals | 30/01/2024 | Blackpool FC | - | Bolton Wanderers | 5:4 pso |
| Kyle Michael Dempsey | |
| Born: | 17.09.1995 |
| Place of birth: |
Whitehaven, 
England |
| Nationality: |
England
|
| Height: | 178 cm |
| Weight: | 75 kg |
| Position(s): | Central Midfielder Offensive Midfielder |
| Foot: | right |