Gameplan
| Date | Round | Match | Match | Res. | Attendance | |
|---|---|---|---|---|---|---|
| 24.01.2018 |  | Matchday 13 | Middlesb. U21 - Fulham FC U21 | - | 0:2 | 50 |
| 17.08.2018 | | Matchday 2 | Middlesb. U21 - Fulham FC U21 | - | 4:3 | 82 |
| 18.08.2018 |  | Matchday 2 | Middlesbrough FC - Stoke City | - | 2:0 | |
| 01.09.2018 | | Matchday 4 | Middlesbrough FC - Manchester United | - | 3:1 | |
| 22.09.2018 | | Matchday 6 | Middlesbrough FC - Sunderland AFC | - | 1:1 | |
| 01.12.2018 | | Matchday 11 | Middlesbrough FC - Liverpool FC | - | 5:6 |