| 1. Ronde | 04.08.2019 | FC Winterthur II | - | SV Höngg | 2:1 | ||||
| 2. Ronde | 10.08.2019 | FC Wettswil-Bonstetten | - | FC Winterthur II | 2:1 | ||||
| 16. Ronde | 17.08.2019 | FC Paradiso | - | FC Winterthur II | 0:3 | ||||
| 4. Ronde | 24.08.2019 | FC Balzers | - | FC Winterthur II | 1:5 |  |
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| 5. Ronde | 01.09.2019 | FC Winterthur II | - | FC Tuggen | 0:2 | ||||
| 6. Ronde | 07.09.2019 | FC Red Star Zürich | - | FC Winterthur II | 2:0 | ||||
| 7. Ronde | 14.09.2019 | FC Winterthur II | - | FC Dietikon | 2:2 | |
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| 8. Ronde | 22.09.2019 | FC St. Gallen II | - | FC Winterthur II | 0:0 | ||||
| 9. Ronde | 28.09.2019 | FC Winterthur II | - | FC Thalwil | 3:1 | ||||
| 10. Ronde | 12.10.2019 | FC Winterthur II | - | FC Gossau | 3:0 | ||||
| 11. Ronde | 19.10.2019 | USV Eschen/Mauren | - | FC Winterthur II | 1:1 | ||||
| 12. Ronde | 27.10.2019 | FC Winterthur II | - | FC Linth 04 | 3:2 |
Zwitserland
Oostenrijk