| Game Number | Date/Time | Age/Div | Teams (H vs A) | District | Field | Field Designation |
| 3561* | Fri 9/19 6:00pm | 11U/3E | CHICAGO FC UNITED 2015 PRE-ACADEMY I vs CHICAGO MAGIC 2015 | 16 | WILLOW PARK | 1 |
| 1954 | Sat 9/20 10:15am | 10U/2E | CHICAGO MAGIC 2016 ELITE vs SPARTAN FC 2016 ELITE | 16 | DANNY CUNNIFF | Small |
| 1973* | Sat 9/20 10:30am |
15U-FS/3N | CHICAGO MAGIC 2011 ELITE vs ELITE S.C. 2011 BLACK | 16 | DANNY CUNNIFF | South Large |
| 2128 | Sat 9/20 12:00pm | 13U/4N | CHICAGO MAGIC 2013 CUP vs PEGASUS FC/1974 (2013) WHITE | 16 | DANNY CUNNIFF | South Large |
| 2309 | Sat 9/20 1:30pm | 14U/3N | CHICAGO MAGIC 2012 CUP vs PALATINE CELTIC 2012 GREEN | 16 | DANNY CUNNIFF | South Large |
| 1790 | Sun 9/21 9:00am | 15U-FS/3N | CHICAGO MAGIC 2011 CUP vs SCOUTS FC 2011 | 16 | DANNY CUNNIFF | South Large |
| 1789* | Sun 9/21 1:30pm | 11U/3E | CHICAGO MAGIC 2015 vs FCS LAKESHORE 2015 BOYS PREMIER | 16 | HERITAGE PARK (WHEELING) | #8 Grass |
| 5428* | Sun 9/21 2:30pm |
13U/4N | RUSH NORTH 2013 BLUE vs CHICAGO MAGIC 2013 CUP | 16 | NORTH PARK FIELDS | #7 |
| 6776* | Sun 9/21 3:00pm |
14U/3N | FC LAKE COUNTY 2012 SELECT vs CHICAGO MAGIC 2012 CUP | 1 | HUNT CLUB PARK | HC 1 |