| 2. Round | 12/08/2023 | FC Kosova Zürich | - | FC Winterthur II | 0:0 | ||||
| 6. Round | 09/09/2023 | FC Uzwil | - | FC Winterthur II | 0:2 | ||||
| 10. Round | 08/10/2023 | FC Mendrisio | - | FC Winterthur II | 0:0 | ||||
| 13. Round | 05/11/2023 | FC Winterthur II | - | FC Gossau | 3:0 | ||||
| 15. Round | 18/11/2023 | FC Winterthur II | - | FC Wettswil-Bonstetten | 1:2 | ||||
| 16. Round | 25/11/2023 | FC Linth 04 | - | FC Winterthur II | 1:3 | ||||
| 18. Round | 03/03/2024 | Grasshopper Club Zürich II | - | FC Winterthur II | 0:0 |  |
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| 20. Round | 16/03/2024 | SV Höngg | - | FC Winterthur II | 1:2 | ||||
| 21. Round | 23/03/2024 | FC Winterthur II | - | FC Uzwil | 4:1 | ||||
| 22. Round | 30/03/2024 | USV Eschen/Mauren | - | FC Winterthur II | 1:0 | ||||
| 24. Round | 13/04/2024 | SC YF/Juventus Zürich | - | FC Winterthur II | 5:1 | ||||
| 25. Round | 20/04/2024 | FC Winterthur II | - | FC Mendrisio | 4:0 |  |
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| 26. Round | 27/04/2024 | AC Taverne | - | FC Winterthur II | 1:0 | ||||
| 27. Round | 04/05/2024 | FC Winterthur II | - | FC Kreuzlingen | 3:2 | ||||
| 28. Round | 12/05/2024 | FC Gossau | - | FC Winterthur II | 4:1 | ||||
| 29. Round | 18/05/2024 | FC Winterthur II | - | FC Balzers | 4:1 | |
Switzerland