1. Round 18/09/1999 Panionios GSS - Paniliakos Pyrgos 1:2
2. Round 25/09/1999 Olympiakos Piraeus - Panionios GSS 5:0 red card
4. Round 15/10/1999 Aris Saloniki - Panionios GSS 5:1
7. Round 06/11/1999 Panionios GSS - Panachaiki GE 2:1
8. Round 20/11/1999 AO Proodeftiki - Panionios GSS 1:0
9. Round 27/11/1999 Kalamata - Panionios GSS 1:3
10. Round 04/12/1999 Panionios GSS - Apollon Smyrnis 3:1
11. Round 11/12/1999 AO Kavala - Panionios GSS 3:7
12. Round 21/12/1999 Panionios GSS - AO Trikala 4:1
13. Round 28/12/1999 AEK Athen - Panionios GSS 0:1
14. Round 08/01/2000 Panionios GSS - PAOK Saloniki 1:1
15. Round 16/01/2000 Panathinaikos - Panionios GSS 2:1
16. Round 22/01/2000 Panionios GSS - Ethnikos Asteras 1:0
17. Round 29/01/2000 Iraklis Saloniki - Panionios GSS 1:2
18. Round 05/02/2000 Paniliakos Pyrgos - Panionios GSS 3:0
19. Round 12/02/2000 Panionios GSS - Olympiakos Piraeus 0:1
20. Round 19/02/2000 Ionikos Nikea - Panionios GSS 2:0
21. Round 26/02/2000 Panionios GSS - Aris Saloniki 1:3
22. Round 04/03/2000 OFI Heraklion - Panionios GSS 0:2
23. Round 11/03/2000 Panionios GSS - Skoda Xanthi 4:0
24. Round 18/03/2000 Panachaiki GE - Panionios GSS 1:0
25. Round 25/03/2000 Panionios GSS - AO Proodeftiki 2:1
26. Round 01/04/2000 Panionios GSS - Kalamata 2:0
27. Round 11/04/2000 Apollon Smyrnis - Panionios GSS 2:1
28. Round 15/04/2000 Panionios GSS - AO Kavala 1:1
29. Round 22/04/2000 AO Trikala - Panionios GSS 2:3
30. Round 02/05/2000 Panionios GSS - AEK Athen 0:2
31. Round 07/05/2000 PAOK Saloniki - Panionios GSS 2:0
32. Round 13/05/2000 Panionios GSS - Panathinaikos 0:4
33. Round 20/05/2000 Ethnikos Asteras - Panionios GSS 4:2 yellow card
34. Round 27/05/2000 Panionios GSS - Iraklis Saloniki 2:2