D | 2024-03-12 | Guisborough Town | 1-1(2-4 pens) | Whitby Town | SF | ||||
D | 2024-02-13 | Guisborough Town | 1-1(3-2 pens) | Scarborough Athletic | QF | ||||
W | 2023-11-01 | Guisborough Town | 3-2 | York City U21 | 2R |
W | 2024-05-13 | Boro Rangers | 1-5 | Whitby Town | F | ||||
D | 2024-03-12 | Guisborough Town | 1-1(2-4 pens) | Whitby Town | SF | ||||
W | 2024-02-07 | Marske United | WO | Whitby Town | QF | ||||
W | 2024-02-06 | Northallerton Town | 1-3 | Whitby Town | 2R |