| Allsvenskan | 14/06/99 | Helsingborgs IF | - | IF Elfsborg | 1:1 | ||||
| Allsvenskan | 11/10/99 | Örebro SK | - | Helsingborgs IF | 0:1 |  |
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| Allsvenskan | 07/04/00 | Örgryte IS | - | Helsingborgs IF | 2:0 | ||||
| Allsvenskan | 20/04/00 | IF Elfsborg | - | Helsingborgs IF | 2:3 | |
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| Allsvenskan | 12/08/00 | AIK Solna | - | Helsingborgs IF | 3:2 | ||||
| Allsvenskan | 03/11/00 | Helsingborgs IF | - | Örgryte IS | 4:1 |
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