| 1. Ronde | 19.08.2023 | FC Winterthur [U16] | - | Team Xamax-BEJUNE FA [U16] | 1:7 | ||||
| 2. Ronde | 26.08.2023 | FC Luzern [U16] | - | FC Winterthur [U16] | 6:1 | ||||
| 3. Ronde | 02.09.2023 | FC Winterthur [U16] | - | Team Ticino [U16] | 3:2 | ||||
| 11. Ronde | 05.11.2023 | FC Winterthur [U16] | - | FC Sion [U16] | 2:1 | ||||
| 12. Ronde | 11.11.2023 | FC Aarau [U16] | - | FC Winterthur [U16] | 0:2 | ||||
| 16. Ronde | 09.12.2023 | Team Ticino [U16] | - | FC Winterthur [U16] | 1:1 | ||||
| 20. Ronde | 09.03.2024 | FC Zürich [U16] | - | FC Winterthur [U16] | 4:1 | ||||
| 22. Ronde | 23.03.2024 | FC Lausanne-Sport [U16] | - | FC Winterthur [U16] | 2:2 |  |
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| 23. Ronde | 06.04.2024 | FC Winterthur [U16] | - | BSC Young Boys [U16] | 2:2 | |
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| 24. Ronde | 13.04.2024 | FC Sion [U16] | - | FC Winterthur [U16] | 2:1 | ||||
| 25. Ronde | 20.04.2024 | FC Winterthur [U16] | - | FC Aarau [U16] | 1:1 | ||||
| 26. Ronde | 04.05.2024 | Grasshopper Club Zürich [U16] | - | FC Winterthur [U16] | 1:0 |
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