2. Round 07/09/2008 US Grosseto FC - Piacenza Calcio 3:0 Goal
3. Round 13/09/2008 Sassuolo Calcio - US Grosseto FC 4:0
4. Round 20/09/2008 US Grosseto FC - Parma FC 1:0
5. Round 23/09/2008 US Avellino - US Grosseto FC 2:2
6. Round 27/09/2008 AS Livorno - US Grosseto FC 0:0 yellow card
7. Round 04/10/2008 US Grosseto FC - UC AlbinoLeffe 2:2
8. Round 12/10/2008 Ascoli Calcio - US Grosseto FC 0:2
9. Round 18/10/2008 US Grosseto FC - US Salernitana 1919 6:2 Goal
10. Round 25/10/2008 AS Bari - US Grosseto FC 3:1
11. Round 28/10/2008 US Grosseto FC - Treviso FBC 4:1 Goal yellow-red card
13. Round 08/11/2008 US Grosseto FC - Modena FC 2:1
14. Round 17/11/2008 Empoli FC - US Grosseto FC 1:1
15. Round 22/11/2008 US Grosseto FC - US Triestina 1:0 yellow card
16. Round 29/11/2008 Vicenza Calcio - US Grosseto FC 5:0 yellow card
17. Round 06/12/2008 US Grosseto FC - AS Cittadella 1:1
21. Round 19/01/2009 Frosinone Calcio - US Grosseto FC 2:0
25. Round 14/02/2009 Parma FC - US Grosseto FC 4:0
26. Round 17/02/2009 US Grosseto FC - US Avellino 3:2
27. Round 21/02/2009 US Grosseto FC - AS Livorno 2:3
28. Round 02/03/2009 UC AlbinoLeffe - US Grosseto FC 4:1
31. Round 17/03/2009 US Grosseto FC - AS Bari 1:1
32. Round 23/03/2009 Treviso FBC - US Grosseto FC 1:0 yellow card
33. Round 29/03/2009 US Grosseto FC - AC Mantova 1:1
34. Round 04/04/2009 Modena FC - US Grosseto FC 1:1
36. Round 17/04/2009 US Triestina - US Grosseto FC 2:3
38. Round 02/05/2009 AS Cittadella - US Grosseto FC 0:2
39. Round 09/05/2009 Rimini Calcio - US Grosseto FC 2:0
40. Round 18/05/2009 US Grosseto FC - Brescia Calcio 2:1
41. Round 23/05/2009 AC Ancona - US Grosseto FC 1:1 Goal yellow card
42. Round 30/05/2009 US Grosseto FC - Frosinone Calcio 2:1 GoalGoal yellow card