| 5. Round | 29/04/2023 | Helsingborgs IF [Youth] | - | Västerås SK [Youth] | 3:1 |  |
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| 6. Round | 05/05/2023 | Halmstads BK [Youth] | - | Helsingborgs IF [Youth] | 3:1 | ||||
| 7. Round | 14/05/2023 | Helsingborgs IF [Youth] | - | AIK Solna [Youth] | 4:1 |  |
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| 10. Round | 04/06/2023 | Östers IF [Youth] | - | Helsingborgs IF [Youth] | 2:1 | |
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| 11. Round | 11/06/2023 | Helsingborgs IF [Youth] | - | IFK Norrköping [Youth] | 1:1 | ||||
| 13. Round | 30/07/2023 | Helsingborgs IF [Youth] | - | IF Brommapojkarna [Youth] | 3:1 | |
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| 14. Round | 05/08/2023 | Helsingborgs IF [Youth] | - | GAIS Göteborg [Youth] | 4:4 | ||||
| 15. Round | 14/08/2023 | Malmö FF [Youth] | - | Helsingborgs IF [Youth] | 1:2 | ||||
| 20. Round | 10/09/2023 | AIK Solna [Youth] | - | Helsingborgs IF [Youth] | 4:1 | |
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| 16. Round | 14/10/2023 | Hammarby IF [Youth] | - | Helsingborgs IF [Youth] | 0:1 | ||||
| 23. Round | 21/10/2023 | Djurgårdens IF [Youth] | - | Helsingborgs IF [Youth] | 5:2 |
Sweden