Middlesbrough : News
| 04.11.2025 | ECHS | Leicester | 1:1 | Middlesbrough |
| 08.11.2025 | ECHS | Middlesbrough | 2:1 | Birmingham City |
| 22.11.2025 | ECHS | Oxford | -:- | Middlesbrough |
| 25.11.2025 | ECHS | Middlesbrough | -:- | Coventry |
| 29.11.2025 | ECHS | Middlesbrough | -:- | Derby County |
| 1. | Coventry | 10 | 4 | 1 | 34 |
| 2. | Middlesbrough | 8 | 5 | 2 | 29 |
| 3. | Stoke City | 8 | 3 | 4 | 27 |
| 4. | Preston North End | 7 | 5 | 3 | 26 |
| 5. | Hull City | 7 | 4 | 4 | 25 |
The match at the Riverside Stadium saw drama unfold early
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
