[1] Kaya FC 5-0 Home United FC [3] 2019-03-13 07:00
Weather: Good Stadium: Panaad Stadium Pitch: Good Round: 2
Referee: Arumughan Rowan Home Manager: Joel Villarino Away Manager: Saswadimata Dasuki
Home History
| AFC Champions League Two | 2019/02/27 11:30 | Lao Toyota v Kaya FC | D | 1-1 |
| Philippines Cup | 2018/10/27 09:00 | Davao Aguilas FC v Kaya FC | W | 0-1 |
| Philippines Cup | 2018/10/21 06:30 | Kaya FC v Stallion Laguna FC | W | 3-2 |
| Philippines Cup | 2018/10/17 07:00 | JP Voltes FC v Kaya FC | W | 0-1 |
| Philippines Cup | 2018/09/23 11:00 | Global FC v Kaya FC | D | 3-3 |
| Philippines Cup | 2018/09/19 08:00 | Kaya FC v JP Voltes FC | W | 1-0 |
| World Club Friendlies | 2018/09/01 08:00 | Kaya FC v Global FC | W | 4-0 |
| Philippines PFL | 2018/08/25 08:00 | Global FC v Kaya FC | W | 0-1 |
Away History
| Singapore Premier League | 2019/03/08 11:45 | Tampines Rovers FC v Lion City Sailors FC | L | 5-1 |
| Singapore Premier League | 2019/03/03 09:30 | Lion City Sailors FC v DPMM FC | L | 0-1 |
| AFC Champions League Two | 2019/02/27 11:30 | Lion City Sailors FC v PSM Makassar | D | 1-1 |
| Singapore Charity Shield | 2019/02/23 10:06 | Lion City Sailors FC v Albirex Niigata Singapore | D | 0-0 |
| AFC Champions League Qualification | 2019/02/05 11:30 | Lion City Sailors FC v Persija Jakarta | L | 1-3 |
| World Club Friendlies | 2019/01/22 12:52 | Selangor v Lion City Sailors FC | L | 3-1 |
| Europe Friendlies | 2019/01/11 13:00 | Johor Darul Takzim v Lion City Sailors FC | L | 5-0 |
| Singapore Cup | 2018/10/06 09:00 | Lion City Sailors FC v Balestier Khalsa FC | L | 6-7 |