Home History
| Hong Kong Sapling Cup | 2019/11/06 12:00 | Happy Valley v Yuen Long | L | 0-3 |
| Hong Kong Premier League | 2019/11/03 06:30 | Happy Valley v Eastern SC | L | 1-2 |
| Hong Kong Sapling Cup | 2019/10/27 06:30 | Southern District v Happy Valley | L | 1-0 |
| Hong Kong Premier League | 2019/10/20 06:30 | Happy Valley v Orion FC | D | 3-3 |
| Hong Kong Senior Shield | 2019/09/21 06:30 | Happy Valley v Orion FC | L | 0-1 |
| 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 |
Away History
| Hong Kong Senior Shield | 2019/11/10 06:30 | Kitchee v Lee Man FC | W | 1-5 |
| Hong Kong Premier League | 2019/11/02 06:30 | R&F v Lee Man FC | L | 5-1 |
| Hong Kong Sapling Cup | 2019/10/29 13:00 | Lee Man FC v Orion FC | L | 1-3 |
| Hong Kong Sapling Cup | 2019/10/23 12:00 | Kitchee v Lee Man FC | D | 2-2 |
| Hong Kong Premier League | 2019/10/20 06:30 | Lee Man FC v HK Rangers FC | W | 1-0 |
| Hong Kong Senior Shield | 2019/09/21 09:30 | Yuen Long v Lee Man FC | W | 0-3 |
| Hong Kong Premier League | 2019/09/15 06:30 | Lee Man FC v Southern District | D | 2-2 |
| Hong Kong Premier League | 2019/09/01 06:30 | Lee Man FC v Orion FC | W | 4-2 |