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 GolGolGol
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 Gol
7. Jornada 12.11.1999 Gippsland Falcons - Sydney Olympic Lions 0:1
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 Gol
12. Jornada 19.12.1999 Sydney Olympic Lions - Brisbane Strikers 2:0 Gol
13. Jornada 28.12.1999 Parramatta Power - Sydney Olympic Lions 1:2
14. Jornada 02.01.2000 Sydney Olympic Lions - Perth Glory 1:1 Gol
15. Jornada 07.01.2000 Newcastle Breakers - Sydney Olympic Lions 3:2
17. Jornada 23.01.2000 Sydney Olympic Lions - South Melbourne Lakers 6:0 GolGol
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 Gol
20. Jornada 06.02.2000 Sydney Olympic Lions - Canberra Cosmos 7:3 GolGolGol
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 Gol
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 Gol
26. Jornada 19.03.2000 Marconi-Fairfield Stallions - Sydney Olympic Lions 3:1 Gol
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
29. Jornada 09.04.2000 Sydney Olympic Lions - Canberra Cosmos 1:1 Gol
30. Jornada 15.04.2000 Brisbane Strikers - Sydney Olympic Lions 2:2
31. Jornada 22.04.2000 Sydney Olympic Lions - Parramatta Power 2:1 Gol
32. Jornada 25.04.2000 Perth Glory - Sydney Olympic Lions 1:0
33. Jornada 30.04.2000 Sydney Olympic Lions - Carlton Blues 0:2
34. Jornada 07.05.2000 Sydney Olympic Lions - Sydney United Pumas 3:0 Gol