2. Round | 03/10/1995 | Rotherham United | - | Middlesbrough FC | 0:1 | ||||
3. Round | 24/10/1995 | Crystal Palace | - | Middlesbrough FC | 2:2 | ||||
3. Round | 07/11/1995 | Middlesbrough FC | - | Crystal Palace | 2:0 | ||||
Round of 16 | 28/11/1995 | Middlesbrough FC | - | Birmingham City | 0:0 | ||||
Round of 16 | 19/12/1995 | Birmingham City | - | Middlesbrough FC | 2:0 |