| 1. | Sunday, 17th August 2008 | 17:00 Uhr | Borussia M´gladbach  |
: |  VfB Stuttgart
|
1:3 (0:3) | |
| 2. | Saturday, 23rd August 2008 | 15:30 Uhr | VfB Stuttgart |
: |  Bayer 04 Leverkusen
|
0:2 (0:1) | |
| 3. | Sunday, 31st August 2008 | 17:00 Uhr | VfB Stuttgart |
: |  Hannover 96
|
2:0 (2:0) | |
| 4. | Saturday, 13th September 2008 | 15:30 Uhr | TSG Hoffenheim  |
: | VfB Stuttgart
|
0:0 (0:0) | |
| 5. | Sunday, 21st September 2008 | 17:00 Uhr | VfB Stuttgart |
: |  Karlsruher SC
|
3:1 (1:1) | |
| 6. | Saturday, 27th September 2008 | 15:30 Uhr | Borussia Dortmund  |
: | VfB Stuttgart
|
3:0 (2:0) | |
| 7. | Saturday, 4th October 2008 | 15:30 Uhr | VfB Stuttgart |
: |  SV Werder Bremen
|
4:1 (2:0) | |
| 8. | Saturday, 18th October 2008 | 15:30 Uhr | Hertha BSC  |
: | VfB Stuttgart
|
2:1 (1:0) | |
| 9. | Sunday, 26th October 2008 | 17:00 Uhr | VfB Stuttgart |
: |  VfL Bochum
|
2:0 (0:0) | |
| 10. | Wednesday, 29th October 2008 | 20:00 Uhr | Hamburger SV  |
: | VfB Stuttgart
|
2:0 (1:0) | |
| 11. | Saturday, 1st November 2008 | 15:30 Uhr | VfB Stuttgart |
: |  1. FC Köln
|
1:3 (0:1) | |
| 12. | Sunday, 9th November 2008 | 17:00 Uhr | Eintracht Frankfurt  |
: | VfB Stuttgart
|
2:2 (1:0) | |
| 13. | Saturday, 15th November 2008 | 15:30 Uhr | VfB Stuttgart |
: |  DSC Arminia Bielefeld
|
0:0 (0:0) | |
| 14. | Saturday, 22nd November 2008 | 15:30 Uhr | VfL Wolfsburg  |
: | VfB Stuttgart
|
4:1 (0:1) | |
| 15. | Sunday, 30th November 2008 | 17:00 Uhr | VfB Stuttgart |
: |  FC Schalke 04
|
2:0 (0:0) | |
| 16. | Saturday, 6th December 2008 | 15:30 Uhr | FC Energie Cottbus  |
: | VfB Stuttgart
|
0:3 (0:1) | |
| 17. | Saturday, 13th December 2008 | 15:30 Uhr | VfB Stuttgart |
: |  FC Bayern München
|
2:2 (1:0) | |
| 18. | Saturday, 31st January 2009 | 15:30 Uhr | VfB Stuttgart |
: | Borussia M´gladbach
|
2:0 (0:0) | |
| 19. | Saturday, 7th February 2009 | 15:30 Uhr | Bayer 04 Leverkusen |
: | VfB Stuttgart
|
2:4 (0:1) | |
| 20. | Saturday, 14th February 2009 | 15:30 Uhr | Hannover 96 |
: | VfB Stuttgart
|
3:3 (2:2) | |
| 21. | Saturday, 21st February 2009 | 15:30 Uhr | VfB Stuttgart |
: | TSG Hoffenheim
|
3:3 (2:2) | |
| 22. | Sunday, 1st March 2009 | 17:00 Uhr | Karlsruher SC |
: | VfB Stuttgart
|
0:2 (0:0) | |
| 23. | Saturday, 7th March 2009 | 15:30 Uhr | VfB Stuttgart |
: | Borussia Dortmund
|
2:1 (1:0) | |
| 24. | Sunday, 15th March 2009 | 17:00 Uhr | SV Werder Bremen |
: | VfB Stuttgart
|
4:0 (1:0) | |
| 25. | Saturday, 21st March 2009 | 15:30 Uhr | VfB Stuttgart |
: | Hertha BSC
|
2:0 (0:0) | |
| 26. | Saturday, 4th April 2009 | 15:30 Uhr | VfL Bochum |
: | VfB Stuttgart
|
1:2 (0:0) | |
| 27. | Sunday, 12th April 2009 | 17:00 Uhr | VfB Stuttgart |
: | Hamburger SV
|
1:0 (0:0) | |
| 28. | Saturday, 18th April 2009 | 15:30 Uhr | 1. FC Köln |
: | VfB Stuttgart
|
0:3 (0:1) | |
| 29. | Saturday, 25th April 2009 | 15:30 Uhr | VfB Stuttgart |
: | Eintracht Frankfurt
|
2:0 (1:0) | |
| 30. | Saturday, 2nd May 2009 | 15:30 Uhr | DSC Arminia Bielefeld |
: | VfB Stuttgart
|
2:2 (1:2) | |
| 31. | Saturday, 9th May 2009 | 15:30 Uhr | VfB Stuttgart |
: | VfL Wolfsburg
|
4:1 (2:1) | |
| 32. | Wednesday, 13th May 2009 | 20:00 Uhr | FC Schalke 04 |
: | VfB Stuttgart
|
1:2 (1:1) | |
| 33. | Saturday, 16th May 2009 | 15:30 Uhr | VfB Stuttgart |
: | FC Energie Cottbus
|
2:0 (1:0) | |
| 34. | Saturday, 23rd May 2009 | 15:30 Uhr | FC Bayern München |
: | VfB Stuttgart
|
2:1 (1:0) |