| Men's Open Play | Saturdays 8:00-10:00 AM and select Sundays 7:00-10:00 PM |
| Women's Open Play | Sundays 8:00-10:00 AM |
| September 12 | Monday Night League Fall Session Starts |
| September 22 | WPTC Member Kick- Off Party |
| September 29/30 | Women's Matches Start |
| September 24 | Men's Matches Start |
| November 3-5 | Chicago Charities APTA National Tournament |
| November 20 | Women's Turkey Shootout |
| Nov 21 | Men's Turkey Shootout |
| November 23/24 | Thanksgiving Holiday no paddle |
| January 12 | All Member Chili cook off |
| January 20-21 | Chicago Men's Series Tournament
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| February 11-15 | Last Week of Men's League Play |
| Week of Feb 25 | 1st round of Men's playoffs |
| March 5 | Men's Semi-finals playoffs |
| March 7 | Men's Finals Playoffs and YE Party at Glenview CC |
| March 9-11 | APTA Nationals |
