| 1. Round | 01/04/2023 | Helsingborgs IF [Youth] | - | Malmö FF [Youth] | 2:0 |  |
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| 2. Round | 09/04/2023 | GAIS Göteborg [Youth] | - | Helsingborgs IF [Youth] | 1:2 | |
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| 3. Round | 16/04/2023 | Helsingborgs IF [Youth] | - | Hammarby IF [Youth] | 0:0 | ||||
| 4. Round | 22/04/2023 | IFK Göteborg [Youth] | - | Helsingborgs IF [Youth] | 2:2 | ||||
| 5. Round | 29/04/2023 | Helsingborgs IF [Youth] | - | Västerås SK [Youth] | 3:1 | ||||
| 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 | ||||
| 8. Round | 20/05/2023 | BK Häcken [Youth] | - | Helsingborgs IF [Youth] | 3:1 | ||||
| 12. Round | 22/06/2023 | Örebro SK [Youth] | - | Helsingborgs IF [Youth] | 0:2 |  |
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| 16. Round | 14/10/2023 | Hammarby IF [Youth] | - | Helsingborgs IF [Youth] | 0:1 | |
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| 23. Round | 21/10/2023 | Djurgårdens IF [Youth] | - | Helsingborgs IF [Youth] | 5:2 | ||||
| 24. Round | 28/10/2023 | IF Brommapojkarna [Youth] | - | Helsingborgs IF [Youth] | 2:1 | ||||
| 25. Round | 04/11/2023 | Helsingborgs IF [Youth] | - | Örebro SK [Youth] | 2:0 | ||||
| 26. Round | 11/11/2023 | IFK Norrköping [Youth] | - | Helsingborgs IF [Youth] | 3:0 | |
Sweden