| Kenya Super League | 2023/10/07 12:00 | SS Assad v Kajiado | L | 2-0 |
| Kenya Super League | 2023/05/21 12:10 | Kajiado v SS Assad | L | 2-3 |
| Kenya Super League | 2023/01/30 12:11 | SS Assad v Kajiado | L | 3-2 |
| Kenya Super League | 2024/03/24 11:58 | Coastal Heroes v Kajiado | L | 4-0 |
| Kenya Super League | 2024/03/16 12:00 | Kajiado v Darajani Gogo | L | 1-2 |
| Kenya Cup | 2024/02/24 10:00 | Compel FC v Kajiado | L | 2-0 |
| Kenya Super League | 2024/02/17 10:00 | MOFA FC v Kajiado | L | 4-2 |
| Kenya Super League | 2024/02/03 12:00 | Kajiado v Mara Sugar FC | L | 1-2 |
| Kenya Super League | 2024/01/21 10:12 | Migori Youth v Kajiado | L | 1-0 |
| Kenya Super League | 2024/01/07 12:17 | Mombasa Elite v Kajiado | L | 1-0 |
| Kenya Super League | 2023/12/16 12:00 | Dimba Patriots FC v Kajiado | L | 2-1 |
| Kenya Super League | 2024/03/23 10:00 | Mara Sugar FC v SS Assad | L | 6-0 |
| Kenya Super League | 2024/03/09 12:00 | Darajani Gogo v SS Assad | L | 3-2 |
| Kenya Super League | 2024/02/17 07:00 | Nairobi United v SS Assad | L | 2-0 |
| Kenya Super League | 2024/02/04 12:00 | SS Assad v Kibera Black Stars | W | 2-1 |
| Kenya Super League | 2024/01/21 12:00 | Mombasa Elite v SS Assad | L | 2-0 |
| Kenya Super League | 2024/01/14 12:12 | SS Assad v Kisumu All Stars | W | 2-0 |
| Kenya Super League | 2023/12/17 10:00 | Luanda Villa SC v SS Assad | L | 1-0 |
| Kenya Super League | 2023/12/02 12:00 | Dimba Patriots FC v SS Assad | L | 2-1 |