| 2. Jornada | 24.08.2019 | Team Xamax-BEJUNE FA [Sub 18] | - | FC Winterthur [Sub 18] | 2:0 | ||||
| 4. Jornada | 07.09.2019 | FC Sion [Sub 18] | - | FC Winterthur [Sub 18] | 5:1 | ||||
| 6. Jornada | 21.09.2019 | FC Zürich [Sub 18] | - | FC Winterthur [Sub 18] | 1:0 | ||||
| 8. Jornada | 12.10.2019 | Team FC Luzern/SC Kriens [Sub 18] | - | FC Winterthur [Sub 18] | 2:3 | ||||
| 9. Jornada | 26.10.2019 | Grasshopper Club Zürich [Sub 18] | - | FC Winterthur [Sub 18] | 1:4 |  |
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| 11. Jornada | 16.11.2019 | Team Ticino [Sub 18] | - | FC Winterthur [Sub 18] | 0:1 | |
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| 12. Jornada | 23.11.2019 | FC Winterthur [Sub 18] | - | FC Thun Berner Oberland [Sub 18] | 7:1 | |
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| 13. Jornada | 30.11.2019 | FC Winterthur [Sub 18] | - | FC Basel 1893 [Sub 18] | 0:2 |
Suiza