| 3. Runde | 18.12.2019 | Chelsea FC [U18] | - | Huddersfield Town [U18] | 4:0 | ||||
| 4. Runde | 15.01.2020 | Chelsea FC [U18] | - | Bradford City [U18] | 5:0 | ||||
| Achtelfinale | 10.02.2020 | Chelsea FC [U18] | - | Wolverhampton Wanderers [U18] | 7:0 | ||||
| Viertelfinale | 27.02.2020 | Chelsea FC [U18] | - | Millwall FC [U18] | 1:0 | ||||
| Halbfinale | 30.10.2020 | Chelsea FC [U18] | - | Manchester United [U18] | 1:0 |  |
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| Finale | 02.11.2020 | Manchester City [U18] | - | Chelsea FC [U18] | 3:2 |
Kamerun