| 1. Round | 14/08/2018 | Middlesbrough FC | - | Notts County | 4:3 pso | ||||
| 3. Round | 25/09/2018 | Preston North End | - | Middlesbrough FC | 3:4 pso | ||||
| Quarter-finals | 18/12/2018 | Middlesbrough FC | - | Burton Albion | 0:1 |
| 1. Round | 14/08/2018 | Middlesbrough FC | - | Notts County | 4:3 pso | ||||
| 3. Round | 25/09/2018 | Preston North End | - | Middlesbrough FC | 3:4 pso | ||||
| Quarter-finals | 18/12/2018 | Middlesbrough FC | - | Burton Albion | 0:1 |
| Dael Jonathan Fry | |
| Born: | 30.08.1997 |
| Place of birth: |
Middlesbrough, 
England |
| Nationality: |
England
|
| Height: | 190 cm |
| Weight: | 72 kg |
| Position(s): | Centre Back |
| Foot: | right |