Home History
| 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 |
| 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 |
Away History
| Hong Kong Premier League | 2019/09/29 06:30 | Southern District v Yuen Long | D | 1-1 |
| Hong Kong Sapling Cup | 2019/09/18 12:00 | R&F v Southern District | W | 0-1 |
| Hong Kong Premier League | 2019/09/15 06:30 | Lee Man FC v Southern District | D | 2-2 |
| Hong Kong Premier League | 2019/08/31 12:00 | Southern District v HK Rangers FC | W | 3-1 |
| World Club Friendlies | 2019/08/13 10:03 | Suphanburi FC v Southern District | L | 1-0 |
| Hong Kong Cup | 2019/05/25 08:00 | Kitchee v Southern District | L | 2-0 |
| Hong Kong Premier League | 2019/05/19 06:30 | Southern District v Yuen Long | L | 1-7 |
| Hong Kong Cup | 2019/05/12 08:00 | Yuen Long v Southern District | W | 0-2 |