| 1. Round | 11/09/2020 | FC Helsingør | - | Silkeborg IF | 4:2 | ||||
| 2. Round | 16/09/2020 | Silkeborg IF | - | Skive IK | 2:0 |  |
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| 3. Round | 19/09/2020 | Silkeborg IF | - | Esbjerg fB | 3:1 | ||||
| 4. Round | 27/09/2020 | FC Fredericia | - | Silkeborg IF | 1:0 | ||||
| 5. Round | 30/09/2020 | Kolding IF | - | Silkeborg IF | 0:4 | ||||
| 6. Round | 03/10/2020 | Silkeborg IF | - | Hobro IK | 4:2 | ||||
| 7. Round | 16/10/2020 | Hvidovre IF | - | Silkeborg IF | 1:5 | |
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| 10. Round | 01/11/2020 | Silkeborg IF | - | Vendsyssel FF | 4:1 |
Denmark
Brazil