| 1. Round | 29/09/2005 | Skoda Xanthi | - | Middlesbrough FC | 0:0 | ||||
| Group D | 20/10/2005 | Grasshopper Club Zürich | - | Middlesbrough FC | 0:1 |  |
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| Group D | 24/11/2005 | AZ Alkmaar | - | Middlesbrough FC | 0:0 |  |
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| Group D | 15/12/2005 | Middlesbrough FC | - | PFC Litex Lovech | 2:0 | ||||
| 3. Round | 16/02/2006 | VfB Stuttgart | - | Middlesbrough FC | 1:2 | |
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| 3. Round | 23/02/2006 | Middlesbrough FC | - | VfB Stuttgart | 0:1 | ||||
| Round of 16 | 09/03/2006 | Middlesbrough FC | - | AS Roma | 1:0 | ||||
| Round of 16 | 15/03/2006 | AS Roma | - | Middlesbrough FC | 2:1 | |
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| Quarter-finals | 30/03/2006 | FC Basel 1893 | - | Middlesbrough FC | 2:0 | ||||
| Quarter-finals | 06/04/2006 | Middlesbrough FC | - | FC Basel 1893 | 4:1 | |
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| Semi-finals | 20/04/2006 | FC Steaua Bucureşti | - | Middlesbrough FC | 1:0 | ||||
| Semi-finals | 27/04/2006 | Middlesbrough FC | - | FC Steaua Bucureşti | 4:2 | |
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| Final | 10/05/2006 | Middlesbrough FC | - | Sevilla FC | 0:4 |
Suriname
