| 1. Round | 20/07/2019 | FC Winterthur | - | FC Aarau | 1:1 | ||||
| 2. Round | 30/07/2019 | Stade Lausanne-Ouchy | - | FC Winterthur | 1:2 | ||||
| 3. Round | 03/08/2019 | FC Winterthur | - | FC Lausanne-Sport | 0:6 | ||||
| 7. Round | 21/09/2019 | FC Winterthur | - | FC Wil 1900 | 0:3 |  |
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| 8. Round | 24/09/2019 | FC Chiasso | - | FC Winterthur | 0:2 | ||||
| 9. Round | 27/09/2019 | FC Winterthur | - | FC Schaffhausen | 3:1 | ||||
| 12. Round | 26/10/2019 | FC Winterthur | - | FC Chiasso | 2:1 | ||||
| 14. Round | 08/11/2019 | FC Winterthur | - | Grasshopper Club Zürich | 1:1 | ||||
| 15. Round | 24/11/2019 | FC Winterthur | - | SC Kriens | 0:2 | ||||
| 16. Round | 29/11/2019 | FC Aarau | - | FC Winterthur | 2:2 | ||||
| 17. Round | 08/12/2019 | FC Winterthur | - | Stade Lausanne-Ouchy | 1:2 | ||||
| 26. Round | 26/06/2020 | FC Wil 1900 | - | FC Winterthur | 3:1 | |
Israel