Middlesbrough : News
| 16.08.2025 | ECHS | Millwall | 0:3 | Middlesbrough |
| 23.08.2025 | ECHS | Norwich City | 1:2 | Middlesbrough |
| 30.08.2025 | ECHS | Middlesbrough | -:- | Sheffield United |
| 13.09.2025 | ECHS | Preston North End | -:- | Middlesbrough |
| 19.09.2025 | ECHS | Middlesbrough | -:- | West Bromwich |
| 1. | Stoke City | 3 | 0 | 0 | 9 |
| 2. | Middlesbrough | 3 | 0 | 0 | 9 |
| 3. | Coventry | 2 | 1 | 0 | 7 |
| 4. | West Bromwich | 2 | 1 | 0 | 7 |
| 5. | Preston North End | 2 | 1 | 0 | 7 |
Chelsea left no chance for Middlesbrough in the English League Cup semi-final match, a total defeat
Chelsea have not yet been knocked out of the League Cup, but have taken a step towards it
Tottenham has officially announced the signing of Djed Spence from Middlesbrough
