| 1. Round | 10/08/2019 | AB Gladsaxe [Youth] | - | Hvidovre IF [Youth] | 0:1 | ||||
| 2. Round | 20/08/2019 | Slagelse B&I [Youth] | - | AB Gladsaxe [Youth] | 0:1 |  |
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| 3. Round | 24/08/2019 | AB Gladsaxe [Youth] | - | Næstved BK [Youth] | 2:0 | ||||
| 4. Round | 31/08/2019 | HB Køge [Youth] | - | AB Gladsaxe [Youth] | 2:1 |  |
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| 7. Round | 21/09/2019 | Holbæk B&I [Youth] | - | AB Gladsaxe [Youth] | 2:5 | ||||
| 9. Round | 05/10/2019 | B.93 København [Youth] | - | AB Gladsaxe [Youth] | 1:1 | ||||
| 10. Round | 12/10/2019 | AB Gladsaxe [Youth] | - | AC Horsens [Youth] | 7:0 |  |
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| 11. Round | 19/10/2019 | Hobro IK [Youth] | - | AB Gladsaxe [Youth] | 2:2 | ||||
| 13. Round | 02/11/2019 | Hellerup IK [Youth] | - | AB Gladsaxe [Youth] | 2:0 | ||||
| 14. Round | 09/11/2019 | AB Gladsaxe [Youth] | - | FC Helsingør [Youth] | 1:3 | |
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| 16. Round | 23/11/2019 | Hvidovre IF [Youth] | - | AB Gladsaxe [Youth] | 4:2 | ||||
| 25. Round | 29/02/2020 | AC Horsens [Youth] | - | AB Gladsaxe [Youth] | 3:2 | |
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| 15. Round | 07/03/2020 | FC Roskilde [Youth] | - | AB Gladsaxe [Youth] | 4:2 | |
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