| Kenya Super League | 2019/10/16 13:28 | Kibera Black Stars v Bidco United | L | 0-1 |
| Kenya Super League | 2019/10/11 11:00 | Mulembe United v Kibera Black Stars | L | 2-0 |
| Kenya Super League | 2019/10/05 11:59 | Kibera Black Stars v Vihiga Bullets | L | 1-3 |
| Kenya Super League | 2019/09/29 11:59 | Shabana FC v Kibera Black Stars | L | 1-0 |
| Kenya Super League | 2019/09/23 12:02 | Ushuru FC v Kibera Black Stars | D | 1-1 |
| Kenya Super League | 2019/09/18 10:19 | Kibera Black Stars v Administration Police FC | L | 0-1 |
| Kenya Super League | 2019/09/13 12:22 | St Josephs Youth v Kibera Black Stars | W | 0-2 |
| Kenya Super League | 2019/09/07 08:08 | Kibera Black Stars v Mombasa Elite | D | 1-1 |
| Kenya Super League | 2019/11/03 12:00 | APS Bomet v Administration Police FC | W | 2-0 |
| Kenya Super League | 2019/10/27 12:00 | APS Bomet v St Josephs Youth | W | 1-0 |
| Kenya Super League | 2019/10/11 13:15 | Nairobi City Stars v APS Bomet | L | 2-1 |
| Kenya Super League | 2019/09/23 12:03 | APS Bomet v Mount Kenya United | L | 0-2 |
| Kenya Super League | 2019/09/13 12:14 | APS Bomet v Nairobi Stima | L | 2-3 |
| Kenya Super League | 2019/09/07 11:14 | APS Bomet v Ushuru FC | L | 0-2 |