| 1. Round | 10/04/1999 | Örgryte IS | - | Halmstads BK | 1:0 | ||||
| 2. Round | 17/04/1999 | IFK Norrköping | - | Örgryte IS | 0:2 | ||||
| 3. Round | 23/04/1999 | Örgryte IS | - | Malmö FF | 4:4 | ||||
| 4. Round | 02/05/1999 | Örebro SK | - | Örgryte IS | 0:1 | ||||
| 7. Round | 23/05/1999 | AIK Solna | - | Örgryte IS | 1:1 | ||||
| 8. Round | 30/05/1999 | Örgryte IS | - | Västra Frölunda | 4:0 | ||||
| 9. Round | 08/06/1999 | Örgryte IS | - | Kalmar FF | 3:0 | ||||
| 10. Round | 12/06/1999 | Hammarby IF | - | Örgryte IS | 0:0 | ||||
| 12. Round | 26/06/1999 | Trelleborgs FF | - | Örgryte IS | 0:0 | ||||
| 14. Round | 17/07/1999 | Örgryte IS | - | Trelleborgs FF | 2:0 | ||||
| 15. Round | 01/08/1999 | Helsingborgs IF | - | Örgryte IS | 2:0 | ||||
| 17. Round | 14/08/1999 | IFK Göteborg | - | Örgryte IS | 1:0 | ||||
| 18. Round | 21/08/1999 | IF Elfsborg | - | Örgryte IS | 1:2 | ||||
| 19. Round | 28/08/1999 | Örgryte IS | - | Hammarby IF | 2:1 | ||||
| 20. Round | 11/09/1999 | Kalmar FF | - | Örgryte IS | 2:2 | ||||
| 22. Round | 26/09/1999 | Malmö FF | - | Örgryte IS | 1:1 | ||||
| 25. Round | 23/10/1999 | Örgryte IS | - | IFK Norrköping | 3:1 | ||||
| 26. Round | 29/10/1999 | Halmstads BK | - | Örgryte IS | 0:0 |
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