Stadium: Molineux Stadium Round: 10
Referee: Thomas Bramall Home Manager: Vitor Pereira Away Manager: Enzo Maresca
| England Premier League | 2025/01/20 20:00 | Chelsea v Wolverhampton | L | 3-1 |
| England Premier League | 2024/08/25 13:00 | Wolverhampton v Chelsea | L | 2-6 |
| England Premier League | 2024/02/04 14:00 | Chelsea v Wolverhampton | W | 2-4 |
| England Premier League | 2023/12/24 13:00 | Wolverhampton v Chelsea | W | 2-1 |
| England Premier League | 2023/04/08 14:00 | Wolverhampton v Chelsea | W | 1-0 |
| England Premier League | 2022/10/08 14:00 | Chelsea v Wolverhampton | L | 3-0 |
| England Premier League | 2022/05/07 14:00 | Chelsea v Wolverhampton | D | 2-2 |
| England Premier League | 2021/12/19 14:00 | Wolverhampton v Chelsea | D | 0-0 |
| England Premier League | 2025/09/27 19:00 | Tottenham v Wolverhampton | D | 1-1 |
| England EFL Cup | 2025/09/23 18:45 | Wolverhampton v Everton | W | 2-0 |
| England Premier League | 2025/09/20 14:00 | Wolverhampton v Leeds | L | 1-3 |
| England Premier League | 2025/09/13 14:00 | Newcastle v Wolverhampton | L | 1-0 |
| England Premier League | 2025/08/30 14:00 | Wolverhampton v Everton | L | 2-3 |
| England EFL Cup | 2025/08/26 18:30 | Wolverhampton v West Ham | W | 3-2 |
| England Premier League | 2025/08/23 14:00 | Bournemouth v Wolverhampton | L | 1-0 |
| England Premier League | 2025/08/16 16:30 | Wolverhampton v Man City | L | 0-4 |
| England Premier League | 2025/09/27 14:00 | Chelsea v Brighton | L | 1-3 |
| England EFL Cup | 2025/09/23 18:45 | Lincoln City v Chelsea | W | 1-2 |
| England Premier League | 2025/09/20 16:30 | Man Utd v Chelsea | L | 2-1 |
| UEFA Champions League | 2025/09/17 19:00 | Bayern Munich v Chelsea | L | 3-1 |
| England Premier League | 2025/09/13 19:00 | Brentford v Chelsea | D | 2-2 |
| England Premier League | 2025/08/30 11:30 | Chelsea v Fulham | W | 2-0 |
| England Premier League | 2025/08/22 19:00 | West Ham v Chelsea | W | 1-5 |
| England Premier League | 2025/08/17 13:00 | Chelsea v Crystal Palace | D | 0-0 |