| 3. Round | 24/10/1997 | Middlesbrough FC | - | Port Vale FC | 2:1 | ||||
| 3. Round | 27/10/1997 | Middlesbrough FC | - | Huddersfield Town | 3:0 | ||||
| 5. Round | 12/12/1997 | Middlesbrough FC | - | Reading FC | 4:0 | ||||
| 7. Round | 31/01/1998 | Stoke City | - | Middlesbrough FC | 1:2 | ||||
| 7. Round | 06/02/1998 | Birmingham City | - | Middlesbrough FC | 1:1 |
England