| 1. Round | 19/08/2023 | Team Xamax-BEJUNE FA [Youth] | - | FC Winterthur [Youth] | 0:2 | ||||
| 5. Round | 16/09/2023 | Servette FC [Youth] | - | FC Winterthur [Youth] | 0:5 |  |
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| 6. Round | 24/09/2023 | FC Winterthur [Youth] | - | FC Basel 1893 [Youth] | 0:1 | ||||
| 7. Round | 07/10/2023 | FC Zürich [Youth] | - | FC Winterthur [Youth] | 6:2 | ||||
| 8. Round | 14/10/2023 | FC Winterthur [Youth] | - | FC Thun Berner Oberland [Youth] | 1:3 | ||||
| 10. Round | 28/10/2023 | FC Winterthur [Youth] | - | BSC Young Boys [Youth] | 1:2 | ||||
| 11. Round | 04/11/2023 | FC Sion [Youth] | - | FC Winterthur [Youth] | 0:1 | ||||
| 12. Round | 11/11/2023 | FC Winterthur [Youth] | - | FC Aarau [Youth] | 0:0 | ||||
| 13. Round | 18/11/2023 | Grasshopper Club Zürich [Youth] | - | FC Winterthur [Youth] | 1:0 | ||||
| 14. Round | 25/11/2023 | FC Winterthur [Youth] | - | Team Xamax-BEJUNE FA [Youth] | 0:4 | ||||
| 16. Round | 09/12/2023 | FC Winterthur [Youth] | - | Team Ticino [Youth] | 1:2 | ||||
| 18. Round | 24/02/2024 | FC Winterthur [Youth] | - | Servette FC [Youth] | 1:2 |
Switzerland