| Group D | 20/10/2005 | Grasshopper Club Zürich | - | Middlesbrough FC | 0:1 | ||||
| Group D | 03/11/2005 | Middlesbrough FC | - | Dnipro Dnipropetrovsk | 3:0 | ||||
| 3. Round | 23/02/2006 | Middlesbrough FC | - | VfB Stuttgart | 0:1 |  |
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| Round of 16 | 09/03/2006 | Middlesbrough FC | - | AS Roma | 1:0 | ||||
| Round of 16 | 15/03/2006 | AS Roma | - | Middlesbrough FC | 2:1 | ||||
| Quarter-finals | 30/03/2006 | FC Basel 1893 | - | Middlesbrough FC | 2:0 |
Spain