| 1. Round | 04/10/2023 | Olympiakos Piraeus [Youth] | - | US Lecce [Youth] | 3:1 | ||||
| 1. Round | 25/10/2023 | US Lecce [Youth] | - | Olympiakos Piraeus [Youth] | 1:3 | ||||
| 2. Round | 08/11/2023 | Gabala FK [Youth] | - | Olympiakos Piraeus [Youth] | 0:3 | ||||
| 2. Round | 29/11/2023 | Olympiakos Piraeus [Youth] | - | Gabala FK [Youth] | 4:0 | ||||
| Play-offs | 07/02/2024 | Olympiakos Piraeus [Youth] | - | Inter [Youth] | 6:5 pso | ||||
| Round of 16 | 28/02/2024 | Olympiakos Piraeus [Youth] | - | RC Lens [Youth] | 4:2 pso | ||||
| Quarter-finals | 12/03/2024 | Bayern München [Youth] | - | Olympiakos Piraeus [Youth] | 1:3 |  |
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| Semi-finals | 19/04/2024 | Olympiakos Piraeus [Youth] | - | FC Nantes [Youth] | 3:1 pso | ||||
| Final | 22/04/2024 | Olympiakos Piraeus [Youth] | - | AC Milan [Youth] | 3:0 |
Greece