| 1. Round | 01/04/2023 | Helsingborgs IF [Youth] | - | Malmö FF [Youth] | 2:0 | ||||
| 2. Round | 09/04/2023 | GAIS Göteborg [Youth] | - | Helsingborgs IF [Youth] | 1:2 | ||||
| 3. Round | 16/04/2023 | Helsingborgs IF [Youth] | - | Hammarby IF [Youth] | 0:0 |  |
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| 4. Round | 22/04/2023 | IFK Göteborg [Youth] | - | Helsingborgs IF [Youth] | 2:2 | |
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| 6. Round | 05/05/2023 | Halmstads BK [Youth] | - | Helsingborgs IF [Youth] | 3:1 | ||||
| 14. Round | 05/08/2023 | Helsingborgs IF [Youth] | - | GAIS Göteborg [Youth] | 4:4 | ||||
| 18. Round | 03/09/2023 | Västerås SK [Youth] | - | Helsingborgs IF [Youth] | 1:2 | ||||
| 20. Round | 10/09/2023 | AIK Solna [Youth] | - | Helsingborgs IF [Youth] | 4:1 | |
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| 22. Round | 08/10/2023 | Helsingborgs IF [Youth] | - | Östers IF [Youth] | 1:2 | |
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| 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 |  |
Sweden