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1/32-finals
1/16-finals
1/8-finals
Quarter-finals
Semi-finals
Final
2008/09
1/32-finals
| 1 | Koper | Bye | |
| 3 | Sencur | Krsko | 3 : 2 |
| 4 | NK Velesovo | O. Ljubljana | 0 : 8 |
| 5 | NK Krka | Idrija | 2 : 1 |
| 6 | Crensovci | Aluminij | 2 : 5 |
| 8 | Bye | Nafta | |
| 9 | Ivancna Gorica | Bye | |
| 12 | Bye | Domzale | |
| 13 | Drava | Bye | |
| 16 | Bye | ND Gorica | |
| 17 | Maribor | Bye | |
| 19 | Sentjur | NK Polana | 8 : 1 |
| 20 | NK Koroske Gradnje | Mura | 0 : 11 |
| 21 | Celje | Bye | |
| 24 | Bye | Rudar | |
| 25 | Primorje | Bye | |
| 27 | Korotan | Bye | |
| 28 | Bye | Zavrc | |
| 29 | Bonifika | Bela Krajina | 2 : 1 |
| 30 | Bye | NK Adria | |
| 32 | Bye | Interblock |
1/16-finals
| 1 | Koper | Bye | |
| 2 | Sencur | O. Ljubljana | 0 : 1 |
| 3 | NK Krka | Aluminij | 3 : 0 |
| 4 | Bye | Nafta | |
| 5 | Ivancna Gorica | Bye | |
| 6 | Bye | Domzale | |
| 7 | Drava | Bye | |
| 8 | Bye | ND Gorica | |
| 9 | Maribor | Bye | |
| 10 | Sentjur | Mura | 1 : 3 |
| 11 | Celje | Bye | |
| 12 | Bye | Rudar | |
| 13 | Primorje | Bye | |
| 14 | Korotan | Zavrc | 0 : 3 |
| 15 | Bonifika | NK Adria | 5 : 1 |
| 16 | Bye | Interblock |
1/8-finals
| 1 | Koper | O. Ljubljana | 2 : 1 |
| 2 | NK Krka | Nafta | 1 : 3 |
| 3 | Ivancna Gorica | Domzale | 4 : 1 |
| 4 | Drava | ND Gorica | 1 : 2 |
| 5 | Maribor | Mura | 3 : 1 |
| 6 | Celje | Rudar | 1 : 2 |
| 7 | Primorje | Zavrc | 5 : 0 |
| 8 | Bonifika | Interblock | 1 : 2 |
Quarter-finals
| 1 | Koper | Nafta | 2 : 1 |
| 2 | Ivancna Gorica | ND Gorica | 0 : 6 |
| 3 | Maribor | Rudar | 2 : 0 |
| 4 | Primorje | Interblock | 2 : 3 |
Semi-finals
| 1 | Koper | ND Gorica | 0 : 1, 4 : 2 |
| 2 | Maribor | Interblock | 2 : 3, 2 : 2 |
Final
| 1 | Koper | Interblock | 1 : 2 |
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