| Fecha | Hora | Casa | Fuera | Fase | Edición | ||||
|---|---|---|---|---|---|---|---|---|---|
| 2023-11-25 | 12:00 | Middlesbrough |  | 1-5 |  | West Ham | Grp.B | ||
| 2023-10-21 | 12:00 | Middlesbrough | | 0-1 |  | Arsenal | Grp.B | ||
| 2023-08-19 | 14:00 | Middlesbrough | | 1-1 |  | Nottingham Forest | J2 | ||
| 2023-04-29 | 13:00 | Middlesbrough | | 2-1 |  | Wolverhampton | J26 | ||
| 2023-04-21 | 14:00 | Middlesbrough | | 0-2 |  | Manchester United | J13 |
