| Kickoff | Match | Home | Draw | Away | Bookmaker |
| 02.08 15:00 | Banik Ostrava - 1.FC Brno: Best placed Czech Gambrinus Liga 2008/2009 | 1.45 | | 2.55 |  |
| 02.08 15:00 | Mlada Boleslav - 1.FC Brno: Best placed Czech Gambrinus Liga 2008/2009 | 1.45 | | 2.55 | |
| 02.08 15:00 | Slavia Praha - Banik Ostrava: Best placed Czech Gambrinus Liga 2008/2009 | 1.45 | | 2.55 | |
| 02.08 15:00 | Slavia Praha - Mlada Boleslav: Best placed Czech Gambrinus Liga 2008/2009 | 1.45 | | 2.55 | |
| 02.08 15:00 | Mlada Boleslav - Slovan Liberec: Best placed Czech Gambrinus Liga 2008/2009 | 1.60 | | 2.20 | |
| 02.08 15:00 | Banik Ostrava - Slovan Liberec: Best placed Czech Gambrinus Liga 2008/2009 | 1.60 | | 2.20 | |
| 02.08 15:00 | 1.FC Brno - FK Teplice: Best placed Czech Gambrinus Liga 2008/2009 | 1.85 | | 1.85 | |
| 02.08 15:00 | Bohemians Praha - Kladno: Best placed Czech Gambrinus Liga 2008/2009 | 1.85 | | 1.85 | |
| 02.08 15:00 | Banik Ostrava - Mlada Boleslav: Best placed Czech Gambrinus Liga 2008/2009 | 1.85 | | 1.85 | |
| 02.08 15:00 | Sparta Praha - Slavia Praha: Best placed Czech Gambrinus Liga 2008/2009 | 1.30 | | 3.20 | |
| 16.08 16:00 | Arsenal - West Bromwich | 1.25 | 5.20 | 13.00 | |
| 16.08 16:00 | Manchester United - Newcastle | 1.33 | 4.75 | 9.25 | |
| 16.08 16:00 | Hull - Fulham | 2.60 | 3.25 | 2.65 | |
| 16.08 16:00 | Bolton - Stoke | 1.80 | 3.45 | 4.50 | |
| 16.08 16:00 | Middlesbrough - Tottenham | 2.95 | 3.20 | 2.40 | |
| 16.08 16:00 | Chelsea - Portsmouth | 1.35 | 4.50 | 9.25 | |
| 16.08 16:00 | Sunderland - Liverpool | 4.85 | 3.40 | 1.75 | |
| 16.08 16:00 | Everton - Blackburn | 2.00 | 3.25 | 3.80 | |
| 16.08 16:00 | West Ham - Wigan | 1.83 | 3.35 | 4.40 | |
| 16.08 16:00 | Aston Villa - Manchester City | 2.00 | 3.30 | 3.70 | |
| 06.09 15:00 | AC Milan - Juventus FC: Best placed in Serie A 2008/09 | 1.60 | | 2.25 | |
| 06.09 15:00 | ACF Fiorentina - FC Internazionale: Best placed in Serie A 2008/09 | 11.00 | | 1.02 | |
| 06.09 15:00 | AC Milan - ACF Fiorentina: Best placed in Serie A 2008/09 | 1.04 | | 9.25 | |
| 06.09 15:00 | AS Roma - AC Milan: Best placed in Serie A 2008/09 | 2.50 | | 1.50 | |
| 06.09 15:00 | FC Internazionale - AC Milan: Best placed in Serie A 2008/09 | 1.70 | | 2.10 | |
| 06.09 15:00 | ACF Fiorentina - Any Other Team: Best placed in Serie A 2008/09 | 35.00 | | 1.01 | |
| 06.09 15:00 | FC Internazionale - AS Roma: Best placed in Serie A 2008/09 | 1.40 | | 2.85 | |
| 06.09 15:00 | Juventus FC - FC Internazionale: Best placed in Serie A 2008/09 | 2.65 | | 1.45 | |
| 06.09 15:00 | AC Milan - Any Other Team: Best placed in Serie A 2008/09 | 3.40 | | 1.30 | |
| 06.09 15:00 | FC Internazionale - Any Other Team: Best placed in Serie A 2008/09 | 2.75 | | 1.45 | |
| 06.09 15:00 | AS Roma - Any Other Team: Best placed in Serie A 2008/09 | 5.50 | | 1.14 | |
| 06.09 15:00 | Juventus FC - Any Other Team: Best placed in Serie A 2008/09 | 4.75 | | 1.18 | |
| 06.09 15:00 | AS Roma - ACF Fiorentina: Best placed in Serie A 2008/09 | 1.10 | | 6.25 | |
| 06.09 15:00 | Juventus FC - AS Roma: Best placed in Serie A 2008/09 | 1.75 | | 2.00 | |
| 06.09 15:00 | ACF Fiorentina - Juventus FC: Best placed in Serie A 2008/09 | 7.75 | | 1.06 | |