Home History
| Hong Kong Premier League | 2019/09/15 06:30 | HK Rangers FC v Happy Valley | W | 0-1 |
| Hong Kong Premier League | 2019/08/30 12:00 | Kitchee v Happy Valley | L | 5-0 |
| Hong Kong 1st Division | 2019/05/12 07:30 | Citizen AA v Happy Valley | W | 1-2 |
| Hong Kong 1st Division | 2019/05/05 07:30 | Happy Valley v HK Rangers FC | D | 1-1 |
| Hong Kong 1st Division | 2019/04/28 07:30 | Happy Valley v Central & Western | W | 1-0 |
| Hong Kong 1st Division | 2019/04/21 05:30 | Shatin v Happy Valley | W | 1-2 |
| Hong Kong 1st Division | 2019/04/14 05:30 | Happy Valley v Eastern District | W | 4-0 |
| Hong Kong 1st Division | 2019/03/31 12:30 | Happy Valley v Hong Kong FC | L | 1-2 |
Away History
| Hong Kong Premier League | 2019/09/16 12:00 | Orion FC v Tai Po | D | 1-1 |
| Hong Kong Premier League | 2019/09/01 06:30 | Lee Man FC v Orion FC | L | 4-2 |
| Hong Kong Premier League | 2019/05/19 06:30 | Orion FC v R&F | L | 2-3 |
| Hong Kong Premier League | 2019/05/04 06:30 | Southern District v Orion FC | L | 3-1 |
| Hong Kong Premier League | 2019/04/20 06:30 | Lee Man FC v Orion FC | L | 2-1 |
| Hong Kong Sapling Cup | 2019/04/13 07:59 | Yuen Long v Orion FC | L | 3-2 |
| Hong Kong Premier League | 2019/04/07 09:30 | Yuen Long v Orion FC | W | 0-1 |
| Hong Kong Cup | 2019/03/31 06:30 | Orion FC v Yuen Long | L | 4-5 |