| 1. Round | 20/08/2023 | FC Rapperswil-Jona II | - | FC Wil 1900 II | 1:4 | ||||
| 2. Round | 26/08/2023 | FC Wil 1900 II | - | FC Bazenheid | 4:0 | ||||
| 3. Round | 02/09/2023 | FC Lachen/Altendorf | - | FC Wil 1900 II | 0:4 | ||||
| 4. Round | 09/09/2023 | FC Wil 1900 II | - | FC Widnau | 2:3 | ||||
| 5. Round | 16/09/2023 | FC Adliswil | - | FC Wil 1900 II | 3:3 |  |
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| 6. Round | 23/09/2023 | FC Wil 1900 II | - | FC Frauenfeld | 5:0 | ||||
| 7. Round | 27/09/2023 | Chur 97 | - | FC Wil 1900 II | 1:3 | ||||
| 8. Round | 30/09/2023 | FC Wil 1900 II | - | SV Schaffhausen | 1:1 | |
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| 9. Round | 07/10/2023 | FC Tägerwilen | - | FC Wil 1900 II | 1:3 | ||||
| 10. Round | 14/10/2023 | FC Wil 1900 II | - | FC Dübendorf | 4:2 | |
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| 11. Round | 21/10/2023 | FC Thalwil | - | FC Wil 1900 II | 3:3 | ||||
| 12. Round | 29/10/2023 | FC Wil 1900 II | - | FC Bülach | 2:2 | ||||
| 13. Round | 04/11/2023 | KF Dardania St. Gallen | - | FC Wil 1900 II | 1:1 | ||||
| 14. Round | 11/11/2023 | FC Uster | - | FC Wil 1900 II | 2:4 | ||||
| 15. Round | 18/11/2023 | FC Wil 1900 II | - | FC Weesen | 1:1 | |
Switzerland