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| Last 10 games | more | |||
| 16.08.2008 | PR Premier League | Middlesbrough | Tottenham | 2-1 |
| 10.08.2008 | CF Club Friendly | Tottenham | Roma | 5-0 |
| 03.08.2008 | CF Club Friendly | Dortmund | Tottenham | 0-3 |
| 01.08.2008 | CF Club Friendly | Celtic | Tottenham | 0-2 |
| 30.07.2008 | CF Club Friendly | Leyton Orient | Tottenham | 1-5 |
| 28.07.2008 | CF Club Friendly | Norwich City | Tottenham | 1-5 |
| 24.07.2008 | CF Club Friendly | Hercules | Tottenham | 1-1 |
| 11.05.2008 | PR Premier League | Tottenham | Liverpool | 0-2 |
| 03.05.2008 | PR Premier League | Reading | Tottenham | 0-1 |
| 26.04.2008 | PR Premier League | Tottenham | Bolton Wanderers | 1-1 |
| Next 10 games | more | |||
| 23.08.2008 | PR Premier League | Tottenham | Sunderland |  |
| 31.08.2008 | PR Premier League | Chelsea FC | Tottenham | |
| 15.09.2008 | PR Premier League | Tottenham | Aston Villa FC | |
| 21.09.2008 | PR Premier League | Tottenham | Wigan | |
| 28.09.2008 | PR Premier League | Portsmouth | Tottenham | |
| 05.10.2008 | PR Premier League | Tottenham | Hull City | |
| 19.10.2008 | PR Premier League | Stoke City | Tottenham | |
| 25.10.2008 | PR Premier League | Tottenham | Bolton Wanderers | |
| 29.10.2008 | PR Premier League | Arsenal FC | Tottenham | |
| 01.11.2008 | PR Premier League | Tottenham | Liverpool | |