| Kenya Super League | 2021/01/31 12:00 | Fortune Sacco v Silibwet Leons FC | L | 4-0 |
| Kenya Super League | 2021/07/09 12:00 | Mombasa Elite v Silibwet Leons FC | L | 4-0 |
| Kenya Super League | 2021/06/16 12:00 | Shabana FC v Silibwet Leons FC | L | 2-0 |
| Kenya Super League | 2021/06/12 10:26 | Silibwet Leons FC v Nairobi Stima | D | 1-1 |
| Kenya Super League | 2021/06/07 12:00 | Dimba Patriots FC v Silibwet Leons FC | D | 4-4 |
| Kenya Super League | 2021/02/13 12:10 | Nairobi Stima v Silibwet Leons FC | L | 2-0 |
| Kenya Super League | 2021/01/31 12:00 | Fortune Sacco v Silibwet Leons FC | L | 4-0 |
| Kenya Super League | 2021/01/20 12:00 | FC Talanta v Silibwet Leons FC | L | 2-0 |
| Kenya Super League | 2020/12/23 12:00 | Silibwet Leons FC v Coastal Heroes | L | 2-3 |
| Kenya Super League | 2021/07/18 12:00 | Fortune Sacco v Dimba Patriots FC | W | 5-1 |
| Kenya Super League | 2021/07/10 12:00 | Fortune Sacco v Administration Police FC | W | 1-0 |
| Kenya Super League | 2021/07/04 12:00 | Fortune Sacco v Mount Kenya United | W | 2-1 |
| Kenya Super League | 2021/06/27 12:00 | Mombasa Elite v Fortune Sacco | D | 1-1 |
| Kenya Super League | 2021/06/16 12:00 | Fortune Sacco v Gusii FC | W | 2-1 |
| Kenya Super League | 2021/06/11 10:00 | Vihiga Bullets v Fortune Sacco | D | 1-1 |
| Kenya Cup | 2021/06/01 11:11 | Fortune Sacco v Nairobi City Stars | L | 0-1 |
| Kenya Super League | 2021/05/19 12:00 | Fortune Sacco v Vihiga Bullets | L | 0-1 |