Middlesbrough : News
| 17.10.2025 | ECHS | Middlesbrough | 2:1 | Ipswich Town |
| 22.10.2025 | ECHS | Sheffield Wednesday | 0:1 | Middlesbrough |
| 25.10.2025 | ECHS | Middlesbrough | -:- | Wrexham |
| 01.11.2025 | ECHS | Watford | -:- | Middlesbrough |
| 04.11.2025 | ECHS | Leicester | -:- | Middlesbrough |
| 1. | Coventry | 7 | 4 | 0 | 25 |
| 2. | Middlesbrough | 7 | 3 | 1 | 24 |
| 3. | Millwall | 6 | 2 | 3 | 20 |
| 4. | Bristol City | 5 | 4 | 2 | 19 |
| 5. | Charlton | 5 | 3 | 3 | 18 |
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
