| April 3, 2016 |
Classic XI Vs Passionate Lads |
3 - 4 |
| April 10, 2016 |
Toon Army SG Vs Classic XI |
2 - 2 |
| April 17, 2016 |
Classic XI Vs Oners FC |
2 - 2 |
| April 24, 2016 |
#JustPlayFootball_Lah Vs Classic XI |
1 - 3 |
| May 22, 2016 |
SINDA Lions B Vs Classic XI |
2 - 0 |
| May 29, 2016 |
Passionate Lads Vs Classic XI |
4 - 4 |
| June 5, 2016 |
Classic XI Vs #JustPlayFootball_Lah |
4 - 5 |
| July 10, 2016 |
Classic XI Vs Oners FC |
1 - 5 |
| July 17, 2016 |
Classic XI Vs Villagers FC |
1 - 4 |
| July 24, 2016 |
Tampines Rangers Vs Classic XI |
4 - 1 |
| July 31, 2016 |
64 Mugiwara's Vs Classic XI |
2 - 8 |
| August 14, 2016 |
Classic XI Vs Midland Wolves |
1 - 7 |
| August 21, 2016 |
Toon Army SG Vs Classic XI |
1 - 2 |
| August 28, 2016 |
Oners FC Vs Classic XI |
5 - 2 |
| September 4, 2016 |
Marine Devils Vs Classic XI |
8 - 6 |
| September 11, 2016 |
Villagers FC Vs Classic XI |
3 - 0 WO |
| September 18, 2016 |
Classic XI Vs 64 Mugiwara's |
2 - 6 |
| September 25, 2016 |
Midland Wolves Vs Classic XI |
2 - 0 |
| October 2, 2016 |
Classic XI Vs Toon Army SG |
3 - 1 |
| October 9, 2016 |
Classic XI Vs Marine Devils |
3 - 3 |
| October 30, 2016 |
Classic XI Vs Tampines Rangers |
0 - 3 WO |
