| 1. Ronde | 09.08.2019 | Holbæk B&I [B-jun] | - | FC Roskilde [B-jun] | 0:0 | ||||
| 3. Ronde | 24.08.2019 | B.93 København [B-jun] | - | FC Roskilde [B-jun] | 6:3 | ||||
| 4. Ronde | 31.08.2019 | FC Roskilde [B-jun] | - | AC Horsens [B-jun] | 2:5 | ||||
| 6. Ronde | 14.09.2019 | FC Roskilde [B-jun] | - | Kolding IF [B-jun] | 0:0 | ||||
| 7. Ronde | 21.09.2019 | Hellerup IK [B-jun] | - | FC Roskilde [B-jun] | 2:1 | ||||
| 8. Ronde | 28.09.2019 | FC Roskilde [B-jun] | - | FC Helsingør [B-jun] | 5:2 | ||||
| 9. Ronde | 05.10.2019 | FC Roskilde [B-jun] | - | Viborg FF [B-jun] | 3:0 | ||||
| 14. Ronde | 09.11.2019 | Næsby BK [B-jun] | - | FC Roskilde [B-jun] | 1:1 | ||||
| 15. Ronde | 16.11.2019 | FC Roskilde [B-jun] | - | AB Gladsaxe [B-jun] | 0:3 | ||||
| 16. Ronde | 24.11.2019 | FC Roskilde [B-jun] | - | Holbæk B&I [B-jun] | 3:1 |  |
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