| 4. Round | 31/08/2019 | FC Roskilde [Youth B] | - | AC Horsens [Youth B] | 2:5 | ||||
| 5. Round | 07/09/2019 | Hobro IK [Youth B] | - | FC Roskilde [Youth B] | 3:0 | ||||
| 7. Round | 21/09/2019 | Hellerup IK [Youth B] | - | FC Roskilde [Youth B] | 2:1 | ||||
| 8. Round | 28/09/2019 | FC Roskilde [Youth B] | - | FC Helsingør [Youth B] | 5:2 |  |
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| 9. Round | 05/10/2019 | FC Roskilde [Youth B] | - | Viborg FF [Youth B] | 3:0 | ||||
| 10. Round | 12/10/2019 | Hvidovre IF [Youth B] | - | FC Roskilde [Youth B] | 2:2 | ||||
| 12. Round | 26/10/2019 | Næstved BK [Youth B] | - | FC Roskilde [Youth B] | 0:4 | |
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| 13. Round | 02/11/2019 | FC Roskilde [Youth B] | - | HB Køge [Youth B] | 1:2 | ||||
| 14. Round | 09/11/2019 | Næsby BK [Youth B] | - | FC Roskilde [Youth B] | 1:1 | ||||
| 15. Round | 16/11/2019 | FC Roskilde [Youth B] | - | AB Gladsaxe [Youth B] | 0:3 | ||||
| 16. Round | 24/11/2019 | FC Roskilde [Youth B] | - | Holbæk B&I [Youth B] | 3:1 | ||||
| 11. Round | 07/03/2020 | FC Roskilde [Youth B] | - | Slagelse B&I [Youth B] | 4:2 | |
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