| 2026-02-07 | 2025/26 | Wolverhampton Wanderers v Chelsea | 1–3 |
| 2025-11-08 | 2025/26 | Chelsea v Wolverhampton Wanderers | 3–0 |
| 2025-01-20 | 2024/25 | Chelsea v Wolverhampton Wanderers | 3–1 |
| 2024-08-25 | 2024/25 | Wolverhampton Wanderers v Chelsea | 2–6 |
| 2024-02-04 | 2023/24 | Chelsea v Wolverhampton Wanderers | 2–4 |
| 2023-12-24 | 2023/24 | Wolverhampton Wanderers v Chelsea | 2–1 |
| 2023-04-08 | 2022/23 | Wolverhampton Wanderers v Chelsea | 1–0 |
| 2022-10-08 | 2022/23 | Chelsea v Wolverhampton Wanderers | 3–0 |
| 2022-05-07 | 2021/22 | Chelsea v Wolverhampton Wanderers | 2–2 |
| 2021-12-19 | 2021/22 | Wolverhampton Wanderers v Chelsea | 0–0 |
| 2021-01-27 | 2020/21 | Chelsea v Wolverhampton Wanderers | 0–0 |
| 2020-12-15 | 2020/21 | Wolverhampton Wanderers v Chelsea | 2–1 |