League Cup | 03/10/95 | Rotherham United | - | Middlesbrough FC | 0:1 | ||||
League Cup | 13/09/99 | Chesterfield FC | - | Middlesbrough FC | 0:0 | ||||
League Cup | 20/09/99 | Middlesbrough FC | - | Chesterfield FC | 2:1 | ||||
League Cup | 29/10/03 | Wigan Athletic | - | Middlesbrough FC | 1:2 | ||||
League Cup | 10/08/10 | Chesterfield FC | - | Middlesbrough FC | 1:2 |