| 09/10/2023 | 10U-Boys EXTRA | Winnetka-Glencoe Blue (WG10B1) | 5:30PM - 6:30PM | Rogers Park / 10U#1 |
| 09/17/2023 | Winnetka-Glencoe Green (WG10B2) | 10U-Boys EXTRA | 5:30PM - 6:30PM | Nick Corwin / Field-1 U10 |
| 09/24/2023 | 10U-Boys EXTRA | Chicago Lakefront (CL10B1) | 5:30PM - 6:30PM | Rogers Park / 10U#1 |
| 10/01/2023 | 10U-Boys EXTRA | Skokie (SK10B1) | 5:00PM - 6:00PM | Rogers Park / 10U#1 |
| 10/08/2023 | 10U-Boys EXTRA | Glenview Yellow (GV10B2) | 5:00PM - 6:00PM | Rogers Park / 10U#1 |
| 10/15/2023 | Evanston (EV10B1) | 10U-Boys EXTRA | 5:30PM - 6:30PM | Robert Crown-Evanston / Crown #3 |
| 10/22/2023 | 10U-Boys EXTRA | Highland Park Blue (HP10B1) | 4:45PM - 5:45PM | Rogers Park / 10U#1 |
| 10/29/2023 | Deerfield (DF10B1) | 10U-Boys EXTRA | 4:30PM - 5:30PM | Brickyard Park / 10U |
| 11/05/2023 | Area A (AA10B1) | 10U-Boys EXTRA | 3:30PM - 4:30PM | Alleghany Park-Grayslake / U10 Field 8 |