[9] Winterthur 2-1 FC Chiasso [8] 2018-05-09 18:00
Weather: Good Stadium: Stadion Schützenwiese Pitch: Good Round: 33
Referee: Luca Cibelli Home Manager: Livio Bordoli Away Manager: Baldassare Raineri
Head to Head
| Switzerland Challenge League | 2018/03/09 19:00 | FC Chiasso v Winterthur | L | 1-0 |
| Switzerland Challenge League | 2017/11/25 18:00 | FC Chiasso v Winterthur | D | 1-1 |
| Switzerland Challenge League | 2017/09/09 17:00 | Winterthur v FC Chiasso | D | 1-1 |
| Switzerland Challenge League | 2017/06/03 15:45 | Winterthur v FC Chiasso | W | 3-1 |
| Switzerland Challenge League | 2017/02/04 16:45 | FC Chiasso v Winterthur | L | 4-1 |
| Switzerland Cup | 2016/10/26 18:15 | Winterthur v FC Chiasso | W | 2-1 |
| Switzerland Challenge League | 2016/10/15 15:45 | Winterthur v FC Chiasso | D | 1-1 |
| Switzerland Challenge League | 2016/08/06 17:00 | FC Chiasso v Winterthur | W | 0-1 |
Home History
| Switzerland Challenge League | 2018/05/04 18:00 | Neuchatel Xamax v Winterthur | D | 3-3 |
| Switzerland Challenge League | 2018/04/27 18:00 | FC Vaduz v Winterthur | D | 1-1 |
| Switzerland Challenge League | 2018/04/22 14:00 | Winterthur v Wil 1900 | L | 0-3 |
| Switzerland Challenge League | 2018/04/19 18:00 | Winterthur v Wohlen FC | W | 2-0 |
| Switzerland Challenge League | 2018/04/16 18:00 | FC Rapperswil-Jona v Winterthur | L | 3-1 |
| Switzerland Challenge League | 2018/04/06 18:00 | Winterthur v FC Schaffhausen | L | 1-2 |
| Switzerland Challenge League | 2018/04/02 14:00 | Aarau v Winterthur | L | 2-1 |
| Switzerland Challenge League | 2018/03/19 19:00 | Winterthur v Servette | D | 1-1 |
Away History
| Switzerland Challenge League | 2018/05/06 14:00 | FC Chiasso v FC Schaffhausen | W | 2-0 |
| Switzerland Challenge League | 2018/04/30 18:00 | Neuchatel Xamax v FC Chiasso | L | 1-0 |
| Switzerland Challenge League | 2018/04/22 14:00 | FC Chiasso v Aarau | L | 0-2 |
| Switzerland Challenge League | 2018/04/19 18:00 | Wil 1900 v FC Chiasso | L | 1-0 |
| Switzerland Challenge League | 2018/04/15 14:00 | FC Chiasso v Servette | W | 2-1 |
| Switzerland Challenge League | 2018/04/07 17:00 | Wohlen FC v FC Chiasso | W | 3-4 |
| Switzerland Challenge League | 2018/04/02 14:00 | FC Chiasso v FC Vaduz | L | 1-6 |
| Switzerland Challenge League | 2018/03/17 18:00 | FC Rapperswil-Jona v FC Chiasso | L | 3-1 |