3. Round | 31/05/2019 | Persipura Jayapura | - | PSS Sleman | 1:1 | ||||
5. Round | 21/06/2019 | PSS Sleman | - | Bhayangkara Surabaya United F.C | 1:1 | ||||
9. Round | 17/07/2019 | PSS Sleman | - | PSIS Semarang | 1:3 | ||||
10. Round | 22/07/2019 | Bali United | - | PSS Sleman | 3:1 | ||||
4. Round | 31/07/2019 | Madura United FC | - | PSS Sleman | 0:1 | ||||
12. Round | 04/08/2019 | Pusamania Borneo F.C. | - | PSS Sleman | 2:2 | ||||
13. Round | 09/08/2019 | Badak Lampung FC | - | PSS Sleman | 0:2 | ||||
14. Round | 15/08/2019 | PSS Sleman | - | Persela Lamongan | 1:1 | ||||
15. Round | 19/08/2019 | TIRA-Persikabo | - | PSS Sleman | 3:1 | ||||
16. Round | 23/08/2019 | PSS Sleman | - | PSM Makassar | 3:2 | ||||
18. Round | 13/09/2019 | Semen Padang | - | PSS Sleman | 0:1 | ||||
20. Round | 24/09/2019 | Arema Cronus FC | - | PSS Sleman | 4:0 | ||||
21. Round | 29/09/2019 | PSS Sleman | - | Madura United FC | 2:2 | ||||
27. Round | 06/11/2019 | PSS Sleman | - | Bali United | 0:0 | ||||
28. Round | 20/11/2019 | PSS Sleman | - | Pusamania Borneo F.C. | 0:1 | ||||
29. Round | 28/11/2019 | PS Barito Putera | - | PSS Sleman | 1:0 | ||||
30. Round | 03/12/2019 | PSS Sleman | - | Badak Lampung FC | 5:1 | ||||
33. Round | 15/12/2019 | PSM Makassar | - | PSS Sleman | 1:1 |