[4] Winterthur 2-0 FC Chiasso [10] 2019-05-16 18:00
Weather: Good Stadium: Stadion Schützenwiese Pitch: Good Round: 34
Referee: Stefan Horisberger Home Manager: Ralf Loose Away Manager: Andrea Manzo
Head to Head
| 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 |
| 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 |
Home History
| Switzerland Challenge League | 2019/05/11 16:00 | FC Vaduz v Winterthur | L | 1-0 |
| Switzerland Challenge League | 2019/05/04 16:00 | Winterthur v Wil 1900 | W | 2-0 |
| Switzerland Challenge League | 2019/04/26 18:00 | Lausanne Sports v Winterthur | L | 4-1 |
| Switzerland Challenge League | 2019/04/20 15:00 | Winterthur v Servette | L | 2-3 |
| Switzerland Challenge League | 2019/04/12 18:00 | Aarau v Winterthur | D | 2-2 |
| Switzerland Challenge League | 2019/04/05 18:00 | Winterthur v Kriens | D | 0-0 |
| Switzerland Challenge League | 2019/04/02 18:00 | FC Schaffhausen v Winterthur | W | 1-3 |
| Switzerland Challenge League | 2019/03/29 19:00 | Servette v Winterthur | L | 5-2 |
Away History
| Switzerland Challenge League | 2019/05/11 18:00 | FC Chiasso v FC Rapperswil-Jona | W | 2-1 |
| Switzerland Challenge League | 2019/05/04 16:00 | FC Chiasso v FC Vaduz | L | 1-2 |
| Switzerland Challenge League | 2019/04/28 12:30 | Kriens v FC Chiasso | D | 0-0 |
| Switzerland Challenge League | 2019/04/20 18:00 | FC Chiasso v Lausanne Sports | L | 0-5 |
| Switzerland Challenge League | 2019/04/14 14:00 | Servette v FC Chiasso | L | 3-2 |
| Switzerland Challenge League | 2019/04/06 17:55 | FC Chiasso v FC Schaffhausen | D | 2-2 |
| Switzerland Challenge League | 2019/04/03 18:00 | FC Rapperswil-Jona v FC Chiasso | D | 0-0 |
| Switzerland Challenge League | 2019/03/30 16:00 | Lausanne Sports v FC Chiasso | D | 1-1 |