| ALL Tournaments | | |
| WSYL Boys League - Saturday 2/22 (2-games) | 02/22/20 | Score Sports Center |
| Winter Finale - Saturday | 02/22/20 | Supreme Courts |
| Winter Finale - Saturday | 02/22/20 | Homer MegaPlex |
| Winter Finale - Saturday | 02/22/20 | Schaumburg Sports Center |
| Winter Finale - Saturday | 02/22/20 | LifeZone 360 |
| Winter Finale - Sunday | 02/23/20 | Score Sports Center |
| Winter Finale - Sunday | 02/23/20 | Supreme Courts |
| WSYL Boys League - PLAYOFFS - 2/29-3/1 (4-games) | 02/29/20 | < WEST SUBURBS > |
| March Madness Shootout - Saturday | 02/29/20 | < NORTH SUBURBS >,LifeZone 360,Schaumburg Sports Center |
| March Madness Shootout - Saturday | 02/29/20 | < WEST SUBURBS >,Plainfield Sportsplex,Score Sports Center,Supreme Courts |
| March Madness Shootout - Sunday | 03/01/20 | < NORTH SUBURBS >,LifeZone 360,Schaumburg Sports Center |
| March Madness Shootout - Sunday | 03/01/20 | < WEST SUBURBS >,Plainfield Sportsplex,Score Sports Center,Supreme Courts |
| March Mayhem - Saturday | 03/07/20 | < WEST SUBURBS >,Plainfield Sportsplex,Score Sports Center,Supreme Courts |
| Tournament of Champions Invitational (4-game minimum) | 03/07/20 | Supreme Courts |
| Tournament of Champions Invitational (3-games) | 03/07/20 | Supreme Courts |
| March Mayhem - Saturday | 03/07/20 | < NORTH SUBURBS >,LifeZone 360,Schaumburg Sports Center |
| Tournament of Champions Invitational (3-games) | 03/08/20 | Supreme Courts |
| March Mayhem - Sunday | 03/08/20 | < NORTH SUBURBS >,LifeZone 360,Schaumburg Sports Center |
| March Mayhem - Sunday | 03/08/20 | < WEST SUBURBS >,Plainfield Sportsplex,Score Sports Center,Supreme Courts |
| March Hoopfest - Saturday | 03/14/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| March Hoopfest - Sunday | 03/15/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Clash of Clubs - Saturday | 03/21/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Clash of Clubs - Sunday | 03/22/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Spring Tip-Off - Saturday | 03/28/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Spring Tip-Off - Sunday | 03/29/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Spring Run N Gun - Saturday | 04/04/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Spring Run N Gun - Sunday | 04/05/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Easter Classic - Saturday | 04/11/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Skyline Classic - Saturday | 04/18/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Skyline Classic - Sunday | 04/19/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Great Midwest Showdown - Saturday | 04/25/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Great Midwest Showdown - Sunday | 04/26/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Windy City Slamfest - Saturday | 05/02/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Windy City Slamfest - Sunday | 05/03/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Mothers Day Classic - Saturday | 05/09/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Chi-Town Classic - Saturday | 05/16/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Chi-Town Classic - Sunday | 05/17/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Memorial Day Madness - Saturday | 05/23/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Memorial Day Madness - Sunday | 05/24/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Spring Championships - Saturday | 05/30/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Spring Championships - Sunday | 05/31/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Roundball Rumble - Saturday | 06/06/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Roundball Rumble - Sunday | 06/07/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Summer Slamfest - Saturday | 06/13/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Summer Slamfest - Sunday | 06/14/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Prairie State Classic - Saturday | 06/20/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Summer Showdown - Saturday | 06/27/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Summer Showdown - Sunday | 06/28/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Independence Classic - Sunday | 07/05/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| July Hoopfest - Saturday | 07/11/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| July Hoopfest - Sunday | 07/12/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Summer Heat Check - Saturday | 07/18/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Summer Heat Check - Sunday | 07/19/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Dawg Days Classic - Saturday | 07/25/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Dawg Days Classic - Sunday | 07/26/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Summer Championships - Saturday | 08/01/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Summer Championships - Sunday | 08/02/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Midwest Shootout - Saturday | 08/08/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Midwest Shootout - Sunday | 08/09/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Supreme Hoopfest - Saturday | 08/15/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Supreme Hoopfest - Sunday | 08/16/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Back to School Showdown - Saturday | 08/22/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
| Back to School Showdown - Sunday | 08/23/20 | < NORTH SUBURBS >,< WEST SUBURBS > |
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