| 1. Ronde | 17.08.2019 | FCO St. Gallen/Wil [U16] | - | FC Winterthur [U16] | 3:1 | ||||
| 2. Ronde | 24.08.2019 | Team Xamax-BEJUNE FA [U16] | - | FC Winterthur [U16] | 0:2 |  |
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| 3. Ronde | 01.09.2019 | FC Winterthur [U16] | - | BSC Young Boys [U16] | 4:4 | ||||
| 4. Ronde | 07.09.2019 | FC Sion [U16] | - | FC Winterthur [U16] | 0:2 | ||||
| 5. Ronde | 14.09.2019 | FC Winterthur [U16] | - | Servette FC [U16] | 0:1 | ||||
| 6. Ronde | 21.09.2019 | FC Zürich [U16] | - | FC Winterthur [U16] | 2:1 | ||||
| 7. Ronde | 28.09.2019 | FC Winterthur [U16] | - | Team Aargau [U16] | 2:2 | ||||
| 9. Ronde | 19.10.2019 | FC Winterthur [U16] | - | FC Basel 1893 [U16] | 3:4 | |
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| 10. Ronde | 26.10.2019 | Grasshopper Club Zürich [U16] | - | FC Winterthur [U16] | 4:3 | ||||
| 11. Ronde | 02.11.2019 | FC Winterthur [U16] | - | Team Vaud Lausanne [U16] | 5:2 |  |
Zwitserland