Winter league 2021 took place from June to November, with 12 players taking part. Players ranged from 3d to 7k in strength. Once again, the tournament used a McMahon style with pairing pre-drawn based on player ranks at the start of the tournament. The bar was set at 3k for this season.
Congratulations to Chris, who won the league for the second year in a row, with straight wins. Andrew and Andre placed second and third respectively. Michael was promoted back to 4k during the tournament.
| Player | Rank | |
| 1 | Chris Welsh | 3d |
| 2 | Andrew Davies | 3d |
| 3 | Andre Connell | 2d |
| 4 | Rocco Vivier | 2k |
| 5 | Lloyd Rubidge | 1d |
| 6 | Ben Bredenkamp | 1k |
| 7 | James Nicolson | 1k |
| 8 | Christiaan Maasdrop | 3k |
| 9 | Michael Rapson | 4k |
| 10 | Paul Edwards | 1d |
| 11 | Gordon Wells | 7k |
| 12 | Fred Strauss | 7k |