| Date | Round | Round | H/A | Res. | |||
|---|---|---|---|---|---|---|---|
| 24.08.2008 | Matchday 1 | Matchday 1 | H | ![]() | River Plate | D | 1:1 |
| 30.08.2008 | Matchday 2 | Matchday 2 | A | ![]() | Peñarol | D | 3:3 |
| 14.09.2008 | Matchday 4 | Matchday 4 | H | ![]() | Español | W | 4:0 |
| 21.09.2008 | Matchday 5 | Matchday 5 | A | ![]() | Nacional | L | 0:2 |
| 28.09.2008 | Matchday 6 | Matchday 6 | H | ![]() | Liverpool FC | D | 0:0 |
| 05.10.2008 | Matchday 7 | Matchday 7 | A | ![]() | Danubio | W | 3:1 |
| 19.10.2008 | Matchday 8 | Matchday 8 | H | ![]() | Bella Vista | W | 1:0 |
| 25.10.2008 | Matchday 3 | Matchday 3 | A | ![]() | Cerro Largo | D | 0:0 |
| 01.11.2008 | Matchday 9 | Matchday 9 | H | ![]() | Rampla Juniors | W | 3:2 |
| 09.11.2008 | Matchday 10 | Matchday 10 | A | ![]() | CA Cerro | D | 0:0 |
| 16.11.2008 | Matchday 11 | Matchday 11 | H | ![]() | Defensor | W | 2:0 |
| 07.12.2008 | Matchday 12 | Matchday 12 | A | ![]() | Tacuarembó | D | 1:1 |
| 14.12.2008 | Matchday 13 | Matchday 13 | H | ![]() | Juventud | W | 2:1 |
| 17.12.2008 | Matchday 14 | Matchday 14 | A | ![]() | Española | W | 4:1 |
Racing














