5. Round 26/09/1999 Erzurumspor (1968-2015) - İstanbulspor AŞ 0:0
6. Round 17/10/1999 İstanbulspor AŞ - Gençlerbirliği 3:1 GoalGoal
7. Round 23/10/1999 Beşiktaş - İstanbulspor AŞ 3:0 yellow card
8. Round 31/10/1999 İstanbulspor AŞ - Denizlispor 1:1 Goal
9. Round 21/11/1999 Vanspor AS - İstanbulspor AŞ 1:1
10. Round 28/11/1999 İstanbulspor AŞ - Kocaelispor 4:1 Goal yellow card
11. Round 05/12/1999 Altay Izmir - İstanbulspor AŞ 0:0 yellow card
13. Round 19/12/1999 İstanbulspor AŞ - Gaziantepspor 1:1 Goal
14. Round 26/12/1999 Trabzonspor - İstanbulspor AŞ 1:1 yellow card
15. Round 09/01/2000 İstanbulspor AŞ - MKE Ankaragücü 2:6 red card
17. Round 23/01/2000 İstanbulspor AŞ - Galatasaray 0:0
18. Round 29/01/2000 İstanbulspor AŞ - Antalyaspor 0:0
19. Round 05/02/2000 Bursaspor - İstanbulspor AŞ 1:0
20. Round 13/02/2000 İstanbulspor AŞ - Göztepe 3:0
21. Round 19/02/2000 Fenerbahçe - İstanbulspor AŞ 1:0
22. Round 27/02/2000 İstanbulspor AŞ - Erzurumspor (1968-2015) 1:1 Goal
23. Round 04/03/2000 Gençlerbirliği - İstanbulspor AŞ 1:1 yellow card
24. Round 12/03/2000 İstanbulspor AŞ - Beşiktaş 0:2
25. Round 19/03/2000 Denizlispor - İstanbulspor AŞ 3:1 yellow card
27. Round 02/04/2000 Kocaelispor - İstanbulspor AŞ 2:1 Goal yellow card
28. Round 08/04/2000 İstanbulspor AŞ - Altay Izmir 1:0 Goal
29. Round 16/04/2000 Samsunspor - İstanbulspor AŞ 1:0
30. Round 23/04/2000 Gaziantepspor - İstanbulspor AŞ 1:0
31. Round 29/04/2000 İstanbulspor AŞ - Trabzonspor 5:1 Goal
32. Round 07/05/2000 MKE Ankaragücü - İstanbulspor AŞ 2:2 yellow card
33. Round 12/05/2000 İstanbulspor AŞ - Adanaspor 3:2
34. Round 21/05/2000 Galatasaray - İstanbulspor AŞ 1:1