| 1. Jornada | 20.07.2019 | FC Chiasso | - | FC Wil 1900 | 0:1 |  |
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| 2. Jornada | 27.07.2019 | FC Lausanne-Sport | - | FC Chiasso | 3:0 | ||||
| 3. Jornada | 03.08.2019 | SC Kriens | - | FC Chiasso | 2:0 | ||||
| 4. Jornada | 08.08.2019 | FC Chiasso | - | FC Aarau | 4:2 | |
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| 6. Jornada | 31.08.2019 | FC Schaffhausen | - | FC Chiasso | 1:0 | ||||
| 7. Jornada | 21.09.2019 | Stade Lausanne-Ouchy | - | FC Chiasso | 3:0 | ||||
| 8. Jornada | 24.09.2019 | FC Chiasso | - | FC Winterthur | 0:2 | ||||
| 9. Jornada | 28.09.2019 | Grasshopper Club Zürich | - | FC Chiasso | 3:2 | ||||
| 10. Jornada | 05.10.2019 | FC Chiasso | - | FC Schaffhausen | 0:1 | ||||
| 21. Jornada | 09.02.2020 | FC Chiasso | - | FC Lausanne-Sport | 0:2 | ||||
| 22. Jornada | 16.02.2020 | FC Vaduz | - | FC Chiasso | 0:0 | ||||
| 23. Jornada | 22.02.2020 | FC Chiasso | - | FC Wil 1900 | 2:0 | ||||
| 24. Jornada | 20.06.2020 | Stade Lausanne-Ouchy | - | FC Chiasso | 2:1 | ||||
| 28. Jornada | 04.07.2020 | FC Chiasso | - | FC Schaffhausen | 1:1 | ||||
| 30. Jornada | 11.07.2020 | FC Chiasso | - | SC Kriens | 2:4 | ||||
| 32. Jornada | 17.07.2020 | FC Chiasso | - | FC Winterthur | 0:2 | ||||
| 34. Jornada | 25.07.2020 | FC Chiasso | - | FC Vaduz | 1:2 | |
Italia