Middlesbrough : News
| 01.01.2026 | ECHS | Derby County | 1:0 | Middlesbrough |
| 04.01.2026 | ECHS | Middlesbrough | 4:0 | Southampton |
| 10.01.2026 | EFAC | Fulham | -:- | Middlesbrough |
| 16.01.2026 | ECHS | West Bromwich | -:- | Middlesbrough |
| 21.01.2026 | ECHS | Stoke City | -:- | Middlesbrough |
| 1. | Coventry | 15 | 7 | 4 | 52 |
| 2. | Middlesbrough | 13 | 7 | 6 | 46 |
| 3. | Ipswich Town | 12 | 8 | 5 | 44 |
| 4. | Preston North End | 11 | 10 | 5 | 43 |
| 5. | Millwall | 12 | 7 | 7 | 43 |
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
