| Datum | Anstoßzeit | Heimspiele | Auswärtsspiele | Fase | Turnier | ||||
|---|---|---|---|---|---|---|---|---|---|
| 2024-05-13 | 20:30 | Boro Rangers |  | 1-5 |  | Whitby Town | F | ||
| 2024-05-04 | 13:30 | Middlesbrough |  | 3-1 |  | Watford | SP46 | ||
| 2024-04-22 | 21:00 | Middlesbrough | | 3-4 |  | Leeds United | SP44 | ||
| 2024-04-06 | 16:00 | Middlesbrough | | 2-0 |  | Swansea City | SP41 | ||
| 2024-04-01 | 16:00 | Middlesbrough | | 2-0 |  | Sheffield Wed. | SP40 |
