| Fixtures |
| Game | Match | Home Team | Score |
| Score | Away Team | Ground | Day/Time |
| 23 August |
| 1 | 2 | Casuals | P | VS | P | FCFC | UWC Dover | Fri 7.30pm |
| 1 | 1 | Singapore FC | P | VS | P | Mariners FC | Dulwich College | Fri 8pm |
| 24 August |
| 1 | 1 | CBD Wanderers | 6 | VS | 1 | Big Poppa FC | UWC Dover | Sat 1pm |
| 1 | 4 | GSC | 2 | VS | 4 | St Andrews FC | SIA | Sat 1pm |
| 1 | 3 | Hollandse FC | 0 | VS | 5 | Hibernians Athletic | ASCI | Sat 5pm |
| 30 August |
| 2 | 5 | St Andrews FC | 2 | VS | 3 | Casuals | UWC Dover | Fri 7.30pm |
| 31 August |
| 2 | 1 | Brazilian FA | 0 | VS | 3 | CBD Wanderers | UWC Dover | Sat 1pm |
| 2 | 4 | Hibernians Athletic | 0 | VS | 5 | Singapore FC | Dulwich College | Sat 1pm |
| 2 | 6 | GSC | 5 | VS | 4 | Hollandse FC | SIA | Sat 1pm |
| 2 | 3 | FCFC | 3 | VS | 2 | Singapore Cricket Club | Dempsey | Sat 3pm |
| 6 September |
| 3 | 6 | Casuals | 2 | VS | 3 | Hollandse FC | UWC Dover | Fri 7.30pm |
| 3 | 5 | Singapore FC | 2 | VS | 2 | GSC | Dulwich College | Fri 8pm |
| 7 September |
| 3 | 1 | CBD Wanderers | 9 | VS | 1 | Mariners FC | UWC Dover | Sat 1pm |
| 3 | 4 | Singapore Cricket Club | 0 | VS | 3 | St Andrews FC | Dempsey | Sat 3pm |
| 10 September |
| 3 | 3 | Big Poppa FC | 2 | VS | 4 | Hibernians Athletic | SAS | Tue 8pm |
| 13 September |
| 4 | 6 | Casuals | 0 | VS | 4 | Singapore FC | UWC Dover | Fri 7.30pm |
| 14 September |
| 4 | 1 | FCFC | 6 | VS | 3 | CBD Wanderers | UWC Dover | Sat 1pm |
| 4 | 2 | Hibernians Athletic | 7 | VS | 3 | Mariners FC | Dulwich College | Sat 1pm |
| 4 | 3 | St Andrews FC | 4 | VS | 2 | Brazilian FA | Westwood Sec School | Sat 1pm |
| 4 | 5 | Hollandse FC | 3 | VS | 2 | Singapore Cricket Club | ASCI | Sat 5pm |
| 18 September |
| 5 | 2 | FCFC | 1 | VS | 2 | St Andrews FC | SAS | Wed 8pm |
| 24 September |
| 5 | 5 | Big Poppa FC |
| VS |
| Casuals | SAS | Tue 8pm |
| 28 September |
| 5 | 6 | Singapore Cricket Club | 0 | VS | 3 | Singapore FC | Dempsey | Sat 3pm |
| 4 | 4 | GSC | 7 | VS | 1 | Big Poppa FC | SIA | Sat 11am |
| 5 | 1 | CBD Wanderers | 2 | VS | 0 | Hibernians Athletic | UWC Dover | Sat 1pm |
| 5 | 4 | Brazilian FA | 1 | VS | 2 | Hollandse FC | ASCI | Sat 5pm |
| 4 October |
| 6 | 4 | Casuals |
| VS |
| Mariners FC | UWC Dover | Fri 7.30pm |
| 6 | 5 | Singapore FC |
| VS |
| Brazilian FA | Dulwich College | Fri 8pm |
| 5 October |
| 6 | 1 | St Andrews FC |
| VS |
| CBD Wanderers | UWC Dover | Sat 1pm |
| 6 | 2 | GSC |
| VS |
| Hibernians Athletic | SIA | Sat 11am |
| 6 | 6 | Singapore Cricket Club |
| VS |
| Big Poppa FC | Dempsey | Sat 3pm |
| 6 | 3 | Hollandse FC |
| VS |
| FCFC | ASCI | Sat 5pm |
| 12 October |
| 7 | 1 | CBD Wanderers |
| VS |
| GSC | UWC Dover | Sat 1pm |
| 7 | 3 | Hibernians Athletic |
| VS |
| Casuals | Dulwich College | Sat 1pm |
| 7 | 5 | Mariners FC |
| VS |
| Singapore Cricket Club | NUS | Sat 2pm |
| 7 | 2 | St Andrews FC |
| VS |
| Hollandse FC | ASCI | Sat 5pm |
| 15 October |
| 7 | 6 | Brazilian FA |
| VS |
| Big Poppa FC | SAS | Tue 8pm |
| 18 October |
| 8 | 2 | Casuals |
| VS |
| GSC | UWC Dover | Fri 7.30pm |
| 8 | 3 | Singapore FC |
| VS |
| St Andrews FC | Dulwich College | Fri 8pm |
| 19 October |
| 8 | 6 | Brazilian FA |
| VS |
| Mariners FC | NUS | Sat 2pm |
| 8 | 4 | Singapore Cricket Club |
| VS |
| Hibernians Athletic | Dempsey | Sat 3pm |
| 22 October |
| 8 | 5 | Big Poppa FC |
| VS |
| FCFC | SAS | Tue 8pm |
| 26 October |
| 9 | 3 | GSC |
| VS |
| Singapore Cricket Club | SIA | Sat 1pm |
| 9 | 5 | Hibernians Athletic |
| VS |
| Brazilian FA | Dulwich College | Sat 1pm |
| 9 | 6 | FCFC |
| VS |
| Mariners FC | NUS | Sat 2pm |
| 2 November |
| Deepavali PH |
| 5 November |
| 2 | 2 | Mariners FC |
| VS |
| Big Poppa FC | SAS | Tue 8pm |
| 8 November |
| 7 | 4 | FCFC |
| VS |
| Singapore FC | Dulwich College | Fri 8pm |
| 9 November |
| 8 | 1 | Hollandse FC |
| VS |
| CBD Wanderers | ASCI | Sat 5pm |
| 1 | 2 | Singapore Cricket Club |
| VS |
| Brazilian FA | Dempsey | Sat 3pm |
| 12 November |
| 9 | 4 | St Andrews FC |
| VS |
| Big Poppa FC | SAS | Tue 8pm |
| 16 November |
| 9 | 2 | CBD Wanderers |
| VS |
| Casuals | UWC Dover | Sat 1pm |
| 9 | 2 | Hollandse FC |
| VS |
| Singapore FC | ASCI | Sat 5pm |
| 16 November |
| Cup Game 1 |
| Cup | 4 | FCFC |
| VS |
| Big Poppa FC | TBC | TBC |
| Cup |
| Brazilian FA |
| VS |
| Mariners FC | NUS | Sat 2pm |
| 22 November |
| 10 | 1 | Singapore FC |
| VS |
| CBD Wanderers | Dulwich College | Fri 8pm |
| 23 November |
| 10 | 4 | Brazilian FA |
| VS |
| GSC | SIA | Sat 1pm |
| 10 | 6 | FCFC |
| VS |
| Hibernians Athletic | Dulwich College | Sat 1pm |
| 10 | 5 | Mariners FC |
| VS |
| St Andrews FC | NUS | Sat 2pm |
| 10 | 2 | Singapore Cricket Club |
| VS |
| Casuals | Dempsey | Sat 3pm |
| 26 November |
| 10 | 3 | Big Poppa FC |
| VS |
| Hollandse FC | SAS | Tue 8pm |
| 29 November |
| 11 | 2 | Singapore FC |
| VS |
| Big Poppa FC | Dulwich College | Fri 8pm |
| 11 | 3 | Casuals |
| VS |
| Brazilian FA | UWC Dover | Fri 7.30pm |
| 30 November |
| 11 | 1 | CBD Wanderers |
| VS |
| Singapore Cricket Club | UWC Dover | Sat 1pm |
| 11 | 5 | GSC |
| VS |
| FCFC | SIA | Sat 1pm |
| 11 | 6 | St Andrews FC |
| VS |
| Hibernians Athletic | Dulwich College | Sat 1pm |
| 11 | 4 | Hollandse FC |
| VS |
| Mariners FC | ASCI | Sat 5pm |
| 6 December |
| Cup Game 2 |
| Cup |
| Casuals |
| VS |
| Winner Match 4 | UWC Dover | Fri 7.30pm |
| Cup |
| Singapore FC |
| VS |
| Winner Match 8 | Dulwich College | Fri 8pm |
| 7 December |
| Cup Game 2 |
| Cup | 4 | CBD Wanderers |
| VS |
| Winner Match 1 | UWC Dover | Sat 1pm |
| Cup |
| St Andrews FC |
| VS |
| Winner Match 2 | TBC | TBC |
| Cup | 4 | Singapore Cricket Club |
| VS |
| Winner Match 3 | Dempsey | Sat 3pm |
| Cup | 4 | GSC |
| VS |
| Winner Match 5 | SIA | Sat 1pm |
| Cup |
| Hollandse FC |
| VS |
| Winner Match 6 | ASCI | Sat 5pm |
| Cup | 4 | Hibernians Athletic |
| VS |
| Winner Match 7 | Dulwich College | Sat 1pm |
| Christmas Break |
| 14 December to 4 January |