| Kenya Super League | 2019/04/03 12:03 | St Josephs Youth v Coastal Heroes | D | 1-1 |
| Kenya Super League | 2019/09/18 11:45 | FC Talanta v Coastal Heroes | L | 3-0 |
| Kenya Super League | 2019/09/08 10:08 | Mount Kenya United v Coastal Heroes | L | 2-1 |
| World Club Friendlies | 2019/08/01 06:04 | Bandari FC v Coastal Heroes | L | 1-0 |
| Kenya Super League | 2019/06/09 11:02 | Green Commandos FC v Coastal Heroes | W | 2-3 |
| Kenya Super League | 2019/05/17 12:11 | Kisumu All Stars v Coastal Heroes | L | 1-0 |
| Kenya Super League | 2019/05/06 12:34 | Eldoret Youth v Coastal Heroes | D | 1-1 |
| Kenya Super League | 2019/05/01 12:00 | Coastal Heroes v Shabana FC | L | 0-1 |
| Kenya Super League | 2019/04/26 11:00 | Wazito FC v Coastal Heroes | L | 4-2 |
| Kenya Super League | 2019/09/23 12:07 | St Josephs Youth v Vihiga Bullets | L | 1-2 |
| Kenya Super League | 2019/09/13 12:22 | St Josephs Youth v Kibera Black Stars | L | 0-2 |
| Kenya Super League | 2019/09/07 10:23 | Administration Police FC v St Josephs Youth | D | 1-1 |
| Kenya Super League | 2019/06/09 10:59 | Wazito FC v St Josephs Youth | L | 7-1 |
| Kenya Super League | 2019/06/05 10:26 | St Josephs Youth v Kibera Black Stars | W | 2-1 |
| Kenya Super League | 2019/06/01 10:22 | Migori Youth v St Josephs Youth | W | 1-2 |
| Kenya Super League | 2019/05/22 08:00 | Nairobi City Stars v St Josephs Youth | W | 2-3 |
| Kenya Super League | 2019/05/17 11:00 | Ushuru FC v St Josephs Youth | L | 2-1 |