L | 1995-10-03 | Rotherham |  | 0-1 |  | Middlesbrough | 2R | ||
L | 1995-09-20 | Middlesbrough | | 2-1 | | Rotherham | 2R | ||
W | 1995-08-22 | Rotherham | | 5-0(a.e.t.) |  | Scunthorpe United | 1R | ||
L | 1995-08-15 | Scunthorpe United | | 4-1 | | Rotherham | 1R |
D | 1995-11-28 | Middlesbrough | | 0-0 |  | Birmingham City | 4R | ||
L | 1995-11-28 | Birmingham City | | 2-0 | | Middlesbrough | 4R | ||
W | 1995-11-08 | Middlesbrough | | 2-0 |  | Crystal Palace | 3R | ||
D | 1995-10-25 | Crystal Palace | | 2-2 | | Middlesbrough | 3R | ||
W | 1995-10-03 | Rotherham | | 0-1 | | Middlesbrough | 2R | ||
W | 1995-09-20 | Middlesbrough | | 2-1 | | Rotherham | 2R |
