| 12. Round | 26/06/1999 | Trelleborgs FF | - | Örgryte IS | 0:0 | ||||
| 13. Round | 29/06/1999 | Trelleborgs FF | - | Halmstads BK | 1:1 | ||||
| 14. Round | 17/07/1999 | Örgryte IS | - | Trelleborgs FF | 2:0 | ||||
| 15. Round | 31/07/1999 | Trelleborgs FF | - | Västra Frölunda | 1:0 | ||||
| 16. Round | 06/08/1999 | AIK Solna | - | Trelleborgs FF | 3:0 | ||||
| 17. Round | 18/08/1999 | Trelleborgs FF | - | IF Elfsborg | 1:2 | ||||
| 18. Round | 22/08/1999 | Halmstads BK | - | Trelleborgs FF | 2:2 | ||||
| 19. Round | 28/08/1999 | Trelleborgs FF | - | IFK Norrköping | 0:4 | ||||
| 20. Round | 10/09/1999 | Helsingborgs IF | - | Trelleborgs FF | 5:3 | ||||
| 21. Round | 18/09/1999 | Trelleborgs FF | - | Djurgårdens IF | 2:2 | ||||
| 22. Round | 25/09/1999 | IFK Göteborg | - | Trelleborgs FF | 2:1 | ||||
| 23. Round | 02/10/1999 | Trelleborgs FF | - | Örebro SK | 2:1 | ||||
| 24. Round | 17/10/1999 | Malmö FF | - | Trelleborgs FF | 1:2 | ||||
| 25. Round | 23/10/1999 | Trelleborgs FF | - | Kalmar FF | 1:0 | ||||
| 26. Round | 29/10/1999 | Hammarby IF | - | Trelleborgs FF | 4:0 |
Sweden