2. Round | 18/08/2018 | Middlesbrough FC [U18] | - | Stoke City [U18] | 2:0 | ||||
3. Round | 25/08/2018 | Everton FC [U18] | - | Middlesbrough FC [U18] | 2:1 | ||||
4. Round | 01/09/2018 | Middlesbrough FC [U18] | - | Manchester United [U18] | 3:1 | ||||
5. Round | 15/09/2018 | Derby County [U18] | - | Middlesbrough FC [U18] | 3:2 | ||||
6. Round | 22/09/2018 | Middlesbrough FC [U18] | - | Sunderland AFC [U18] | 1:1 | ||||
7. Round | 06/10/2018 | Wolverhampton Wanderers [U18] | - | Middlesbrough FC [U18] | 4:0 | ||||
1. Round | 27/10/2018 | West Bromwich Albion [U18] | - | Middlesbrough FC [U18] | 1:2 | ||||
10. Round | 24/11/2018 | Newcastle United [U18] | - | Middlesbrough FC [U18] | 2:3 | ||||
11. Round | 01/12/2018 | Middlesbrough FC [U18] | - | Liverpool FC [U18] | 5:6 | ||||
9. Round | 04/12/2018 | Manchester City [U18] | - | Middlesbrough FC [U18] | 6:0 | ||||
12. Round | 05/01/2019 | Stoke City [U18] | - | Middlesbrough FC [U18] | 3:1 |