Stadium: Stadion Schützenwiese Round: 4
Referee: Sandro Scharer Home Manager: Patrick Rahmen Away Manager: Bruno Berner
| Switzerland Super League | 2023/04/22 16:00 | Winterthur v Grasshoppers | L | 1-2 |
| Switzerland Super League | 2023/03/12 15:30 | Grasshoppers v Winterthur | L | 2-1 |
| Switzerland Super League | 2022/10/15 18:30 | Winterthur v Grasshoppers | W | 1-0 |
| Switzerland Super League | 2022/09/04 14:30 | Grasshoppers v Winterthur | L | 3-0 |
| Europe Friendlies | 2022/01/21 14:00 | Grasshoppers v Winterthur | D | 1-1 |
| Switzerland Challenge League | 2021/05/10 18:00 | Winterthur v Grasshoppers | W | 2-1 |
| Switzerland Challenge League | 2021/03/05 19:00 | Grasshoppers v Winterthur | W | 0-1 |
| Switzerland Challenge League | 2021/02/09 19:00 | Winterthur v Grasshoppers | L | 2-3 |
| Switzerland Super League | 2023/05/20 16:00 | Winterthur v Servette | L | 0-1 |
| Switzerland Super League | 2023/05/14 14:30 | Lugano v Winterthur | L | 2-1 |
| Switzerland Super League | 2023/05/06 16:00 | FC Sion v Winterthur | W | 0-1 |
| Switzerland Super League | 2023/04/30 14:30 | Winterthur v Basel | L | 1-4 |
| Switzerland Super League | 2023/04/27 18:30 | Lucerne v Winterthur | L | 3-1 |
| Switzerland Super League | 2023/04/22 16:00 | Winterthur v Grasshoppers | L | 1-2 |
| Switzerland Super League | 2023/04/16 12:15 | St Gallen v Winterthur | W | 2-3 |
| Switzerland Super League | 2023/04/10 14:30 | Winterthur v Lucerne | L | 1-2 |
| Switzerland Super League | 2023/05/21 14:30 | FC Zurich v Grasshoppers | L | 2-1 |
| Switzerland Super League | 2023/05/13 16:00 | Grasshoppers v Lucerne | W | 2-0 |
| Switzerland Super League | 2023/05/07 14:30 | Grasshoppers v Servette | L | 2-3 |
| Switzerland Super League | 2023/04/29 18:30 | Lugano v Grasshoppers | L | 5-1 |
| Switzerland Super League | 2023/04/25 18:30 | Grasshoppers v Young Boys | W | 4-1 |
| Switzerland Super League | 2023/04/22 16:00 | Winterthur v Grasshoppers | W | 1-2 |
| Switzerland Super League | 2023/04/16 14:30 | Grasshoppers v FC Sion | L | 1-3 |
| Switzerland Super League | 2023/04/10 14:30 | Young Boys v Grasshoppers | L | 2-0 |