| 2. Ronde | 30.07.2019 | Stade Lausanne-Ouchy | - | FC Winterthur | 1:2 |  |
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| 3. Ronde | 03.08.2019 | FC Winterthur | - | FC Lausanne-Sport | 0:6 | ||||
| 4. Ronde | 11.08.2019 | FC Vaduz | - | FC Winterthur | 0:1 | ||||
| 5. Ronde | 23.08.2019 | Grasshopper Club Zürich | - | FC Winterthur | 2:2 | ||||
| 6. Ronde | 31.08.2019 | SC Kriens | - | FC Winterthur | 3:2 | ||||
| 7. Ronde | 21.09.2019 | FC Winterthur | - | FC Wil 1900 | 0:3 | |
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| 8. Ronde | 24.09.2019 | FC Chiasso | - | FC Winterthur | 0:2 |  |
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| 9. Ronde | 27.09.2019 | FC Winterthur | - | FC Schaffhausen | 3:1 | ||||
| 10. Ronde | 04.10.2019 | FC Lausanne-Sport | - | FC Winterthur | 0:0 | ||||
| 11. Ronde | 19.10.2019 | FC Winterthur | - | FC Vaduz | 1:0 | ||||
| 12. Ronde | 26.10.2019 | FC Winterthur | - | FC Chiasso | 2:1 | ||||
| 13. Ronde | 02.11.2019 | FC Schaffhausen | - | FC Winterthur | 1:1 | ||||
| 14. Ronde | 08.11.2019 | FC Winterthur | - | Grasshopper Club Zürich | 1:1 | |
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| 15. Ronde | 24.11.2019 | FC Winterthur | - | SC Kriens | 0:2 | ||||
| 16. Ronde | 29.11.2019 | FC Aarau | - | FC Winterthur | 2:2 | ||||
| 17. Ronde | 08.12.2019 | FC Winterthur | - | Stade Lausanne-Ouchy | 1:2 | ||||
| 18. Ronde | 15.12.2019 | FC Wil 1900 | - | FC Winterthur | 4:0 | ||||
| 20. Ronde | 02.02.2020 | FC Winterthur | - | FC Chiasso | 3:2 |
Zwitserland