Head to Head
| Kenya Super League | 2019/05/22 08:00 | Nairobi City Stars v St Josephs Youth | L | 2-3 |
| Kenya Super League | 2019/02/18 12:05 | St Josephs Youth v Nairobi City Stars | L | 2-1 |
Home History
| Kenya Super League | 2019/11/23 11:52 | Mombasa Elite v Nairobi City Stars | W | 1-3 |
| Kenya Super League | 2019/11/18 13:45 | Nairobi City Stars v Muranga Seal | D | 0-0 |
| Kenya Super League | 2019/11/13 12:06 | Nairobi City Stars v Ushuru FC | D | 0-0 |
| Kenya Super League | 2019/11/08 09:00 | FC Talanta v Nairobi City Stars | W | 0-1 |
| Kenya Super League | 2019/11/02 09:09 | Nairobi City Stars v Migori Youth | W | 2-1 |
| Kenya Super League | 2019/10/27 10:57 | Mount Kenya United v Nairobi City Stars | D | 1-1 |
| Kenya Super League | 2019/10/21 12:00 | Nairobi City Stars v Fortune Sacco | W | 2-1 |
| Kenya Super League | 2019/10/16 12:07 | Nairobi Stima v Nairobi City Stars | W | 1-2 |
Away History
| Kenya Super League | 2019/11/23 12:08 | St Josephs Youth v FC Talanta | W | 3-1 |
| Kenya Super League | 2019/11/18 12:35 | Migori Youth v St Josephs Youth | L | 5-1 |
| Kenya Super League | 2019/11/13 12:29 | St Josephs Youth v Mount Kenya United | D | 2-2 |
| Kenya Super League | 2019/11/08 12:16 | Fortune Sacco v St Josephs Youth | L | 3-1 |
| Kenya Super League | 2019/11/03 08:06 | St Josephs Youth v Nairobi Stima | L | 1-3 |
| Kenya Super League | 2019/10/27 12:00 | APS Bomet v St Josephs Youth | L | 1-0 |
| Kenya Super League | 2019/10/21 11:01 | Kenya Police FC v St Josephs Youth | L | 2-1 |
| Kenya Super League | 2019/10/16 11:53 | St Josephs Youth v Northern Wanderers | W | 3-2 |