| 2. Round | 24/08/2019 | Silkeborg IF [Youth B] | - | Vejle BK [Youth B] | 0:0 | ||||
| 1. Round | 18/09/2019 | Silkeborg IF [Youth B] | - | FC Midtjylland [Youth B] | 4:6 |  |
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| 6. Round | 21/09/2019 | Silkeborg IF [Youth B] | - | Lyngby BK [Youth B] | 1:5 | ||||
| 7. Round | 05/10/2019 | Esbjerg fB [Youth B] | - | Silkeborg IF [Youth B] | 2:4 | |
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| 9. Round | 17/10/2019 | Silkeborg IF [Youth B] | - | Aarhus GF [Youth B] | 2:1 | |
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| 10. Round | 26/10/2019 | Silkeborg IF [Youth B] | - | Odense BK [Youth B] | 2:6 | |
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| 11. Round | 02/11/2019 | FC København [Youth B] | - | Silkeborg IF [Youth B] | 4:1 | ||||
| 12. Round | 09/11/2019 | FC Nordsjælland [Youth B] | - | Silkeborg IF [Youth B] | 6:2 | |
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| 15. Round | 07/03/2020 | Silkeborg IF [Youth B] | - | Randers SK Freja [Youth B] | 1:5 |
Denmark