[7] Winterthur 3-2 FC Chiasso [10] 2020-02-02 14:00
Stadium: Stadion Schützenwiese Round: 20
Referee: Johannes von Mandach Home Manager: Ralf Loose Away Manager: Alessandro Lupi
Head to Head
| Switzerland Challenge League | 2019/10/26 16:00 | Winterthur v FC Chiasso | W | 2-1 |
| Switzerland Challenge League | 2019/09/24 17:00 | FC Chiasso v Winterthur | W | 0-2 |
| Switzerland Challenge League | 2019/05/16 18:00 | Winterthur v FC Chiasso | W | 2-0 |
| Switzerland Challenge League | 2019/02/23 17:30 | FC Chiasso v Winterthur | D | 1-1 |
| Switzerland Challenge League | 2018/12/16 13:30 | FC Chiasso v Winterthur | W | 1-3 |
| Switzerland Challenge League | 2018/09/29 16:00 | Winterthur v FC Chiasso | L | 0-1 |
| Switzerland Challenge League | 2018/05/09 18:00 | Winterthur v FC Chiasso | W | 2-1 |
| Switzerland Challenge League | 2018/03/09 19:00 | FC Chiasso v Winterthur | L | 1-0 |
Home History
| Switzerland Challenge League | 2020/01/25 16:30 | Kriens v Winterthur | D | 0-0 |
| Europe Friendlies | 2020/01/14 15:00 | Winterthur v AFC Hermannstadt | W | 2-1 |
| Europe Friendlies | 2020/01/10 15:00 | MOL Fehervar FC v Winterthur | W | 0-1 |
| Switzerland Challenge League | 2019/12/15 13:30 | Wil 1900 v Winterthur | L | 4-0 |
| Switzerland Challenge League | 2019/12/08 14:00 | Winterthur v Stade Lausanne-Ouchy | L | 1-2 |
| Switzerland Challenge League | 2019/11/29 19:00 | Aarau v Winterthur | D | 2-2 |
| Switzerland Challenge League | 2019/11/24 14:00 | Winterthur v Kriens | L | 0-2 |
| Switzerland Challenge League | 2019/11/08 19:00 | Winterthur v Grasshoppers | D | 1-1 |
Away History
| Switzerland Challenge League | 2020/01/26 15:00 | FC Chiasso v Grasshoppers | D | 1-1 |
| Europe Friendlies | 2020/01/18 15:00 | Young Boys v FC Chiasso | L | 2-1 |
| Switzerland Challenge League | 2019/12/15 14:00 | Aarau v FC Chiasso | D | 3-3 |
| Switzerland Challenge League | 2019/12/07 16:00 | FC Chiasso v Grasshoppers | L | 0-1 |
| Switzerland Challenge League | 2019/12/01 15:00 | FC Vaduz v FC Chiasso | L | 4-2 |
| Switzerland Challenge League | 2019/11/23 16:00 | FC Chiasso v Stade Lausanne-Ouchy | D | 2-2 |
| Switzerland Challenge League | 2019/11/09 16:30 | Wil 1900 v FC Chiasso | W | 1-4 |
| Switzerland Challenge League | 2019/11/03 13:30 | FC Chiasso v Lausanne Sports | W | 3-2 |