| 4. Round | 15/01/2020 | Chelsea FC [U18] | - | Bradford City [U18] | 5:0 | ||||
| Round of 16 | 10/02/2020 | Chelsea FC [U18] | - | Wolverhampton Wanderers [U18] | 7:0 | ||||
| Quarter-finals | 27/02/2020 | Chelsea FC [U18] | - | Millwall FC [U18] | 1:0 | ||||
| Semi-finals | 30/10/2020 | Chelsea FC [U18] | - | Manchester United [U18] | 1:0 | ||||
| Final | 02/11/2020 | Manchester City [U18] | - | Chelsea FC [U18] | 3:2 |
England