1. Jornada 03.10.1999 Sydney Olympic Lions - Newcastle Breakers 2:2
2. Jornada 08.10.1999 Canberra Cosmos - Sydney Olympic Lions 0:1
3. Jornada 16.10.1999 Wollongong City Wolves - Sydney Olympic Lions 0:4
4. Jornada 24.10.1999 Sydney Olympic Lions - Wollongong City Wolves 1:1
5. Jornada 29.10.1999 Northern Spirit - Sydney Olympic Lions 0:1
6. Jornada 07.11.1999 Sydney Olympic Lions - Auckland Football Kingz 1:2
7. Jornada 12.11.1999 Gippsland Falcons - Sydney Olympic Lions 0:1 Gol
8. Jornada 21.11.1999 Sydney Olympic Lions - Marconi-Fairfield Stallions 2:1
9. Jornada 28.11.1999 Melbourne Knights - Sydney Olympic Lions 2:1
10. Jornada 05.12.1999 Sydney Olympic Lions - Adelaide City Force 2:0
11. Jornada 10.12.1999 Canberra Cosmos - Sydney Olympic Lions 1:3
12. Jornada 19.12.1999 Sydney Olympic Lions - Brisbane Strikers 2:0
13. Jornada 28.12.1999 Parramatta Power - Sydney Olympic Lions 1:2
14. Jornada 02.01.2000 Sydney Olympic Lions - Perth Glory 1:1
15. Jornada 07.01.2000 Newcastle Breakers - Sydney Olympic Lions 3:2
16. Jornada 16.01.2000 Sydney United Pumas - Sydney Olympic Lions 2:0
17. Jornada 23.01.2000 Sydney Olympic Lions - South Melbourne Lakers 6:0
18. Jornada 26.01.2000 South Melbourne Lakers - Sydney Olympic Lions 2:0
19. Jornada 28.01.2000 Carlton Blues - Sydney Olympic Lions 0:1
20. Jornada 06.02.2000 Sydney Olympic Lions - Canberra Cosmos 7:3
21. Jornada 13.02.2000 Sydney Olympic Lions - Wollongong City Wolves 2:2
22. Jornada 20.02.2000 Wollongong City Wolves - Sydney Olympic Lions 1:1
23. Jornada 27.02.2000 Sydney Olympic Lions - Northern Spirit 3:1
24. Jornada 03.03.2000 Auckland Football Kingz - Sydney Olympic Lions 2:0
25. Jornada 12.03.2000 Sydney Olympic Lions - Gippsland Falcons 1:0
26. Jornada 19.03.2000 Marconi-Fairfield Stallions - Sydney Olympic Lions 3:1
27. Jornada 26.03.2000 Sydney Olympic Lions - Melbourne Knights 0:1
28. Jornada 31.03.2000 Adelaide City Force - Sydney Olympic Lions 2:0
31. Jornada 22.04.2000 Sydney Olympic Lions - Parramatta Power 2:1
32. Jornada 25.04.2000 Perth Glory - Sydney Olympic Lions 1:0