| 1. Jornada | 20.07.2019 | FC Winterthur | - | FC Aarau | 1:1 | ||||
| 2. Jornada | 30.07.2019 | Stade Lausanne-Ouchy | - | FC Winterthur | 1:2 | ||||
| 3. Jornada | 03.08.2019 | FC Winterthur | - | FC Lausanne-Sport | 0:6 |  |
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| 4. Jornada | 11.08.2019 | FC Vaduz | - | FC Winterthur | 0:1 | ||||
| 5. Jornada | 23.08.2019 | Grasshopper Club Zürich | - | FC Winterthur | 2:2 | ||||
| 6. Jornada | 31.08.2019 | SC Kriens | - | FC Winterthur | 3:2 | ||||
| 7. Jornada | 21.09.2019 | FC Winterthur | - | FC Wil 1900 | 0:3 | ||||
| 10. Jornada | 04.10.2019 | FC Lausanne-Sport | - | FC Winterthur | 0:0 | ||||
| 12. Jornada | 26.10.2019 | FC Winterthur | - | FC Chiasso | 2:1 | ||||
| 13. Jornada | 02.11.2019 | FC Schaffhausen | - | FC Winterthur | 1:1 | ||||
| 15. Jornada | 24.11.2019 | FC Winterthur | - | SC Kriens | 0:2 | ||||
| 18. Jornada | 15.12.2019 | FC Wil 1900 | - | FC Winterthur | 4:0 |
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