2024/05/13 | Boro Rangers | 1-5 | Whitby Town |
2024/03/12 | Guisborough Town | 1-1 (2-4 pg) | Whitby Town | ||||||
2024/03/26 | Redcar Athletic | 0-5 | Boro Rangers |
2024/01/30 | Boro Rangers | 1-0 | Pickering Town | ||||||
2024/02/07 | Marske United | WO | Whitby Town | ||||||
2024/02/13 | Guisborough Town | 1-1 (3-2 pg) | Scarborough Athletic | ||||||
2024/02/20 | Redcar Athletic | 1-0 | Richmond Town |
2023/10/10 | Middlesbrough U21 | 1-1 (7-8 pg) | Scarborough Athletic | ||||||
2023/10/17 | Redcar Athletic | 4-0 | Thornaby | ||||||
2023/11/01 | Guisborough Town | 3-2 | York City U21 | ||||||
2023/11/21 | Yarm & Eaglescliffe FC | 4-5 | Marske United | ||||||
Pickering Town | 5-2 | Fishburn Park | |||||||
2023/11/22 | Cleveland FC | 1-2 | Richmond Town | ||||||
2023/12/06 | Redcar Town | 2-3 | Boro Rangers | ||||||
2024/02/06 | Northallerton Town | 1-3 | Whitby Town |
2023/10/03 | Fishburn Park | 5-1 | Kader FC | ||||||
2023/10/07 | Richmond Town | 3-2 | Grangetown Boys | ||||||
2023/10/18 | St Mary´s 1947 | 2-3 | Cleveland FC |