| Game Number | Date/Time | Age/Div | Teams (H vs A) | District | Field | Field Designation |
| 1884 | Sat 9/20 9:15am | 14U/5E1 | CHICAGO CITY 2012 LOOP I vs NW 2012B PREMIER II | 16 | WELLS COMMUNITY ACADEMY HIGH SCHOOL | 11v11 |
| 5610* | Sat 9/20 10:00am |
10U/4CITY | IPROSKILLS 2016 BLACK vs NW 2016B PREMIER II | 16 | ROGERS PARK | SMALL |
| 2186 | Sat 9/20 12:00pm | 13U/5CITY | NW 2013B PREMIER IV vs PSG ACADEMY CHICAGO 2013 RED | 17 | CLARK PARK | |
| 2222 | Sat 9/20 12:30pm | 8U-5V5/5E | SCOTTISH SOCCER ACADEMY 2018 vs NW 2018 PREMIER I | 16 | SKOKIE WASHBURNE | |
| 2725* | Sat 9/20 1:00pm |
12U/3CITY | NW 2014B PREMIER I vs CHICAGO KICS 2014 BLUE (CITY) | 17 | UIC TURF FIELD EAST | |
| 2226* | Sat 9/20 1:40pm |
10U/3E | YSI FC 2016 vs NW 2016B PREMIER I | 17 | ALCOTT ELEMENTARY SCHOOL | |
| 2490* | Sat 9/20 4:00pm |
13U/4CITY | CHICAGO KICS 2013 PRE-ACADEMY (CITY) vs NW 2013B PREMIER II | 25 | ST. IGNATIUS HS | |
| 2491* | Sat 9/20 4:30pm |
14U/3CITY | NW 2012B PREMIER I vs CHICAGO KNIGHTS 2012 | 17 | CLARK PARK | |
| 578* | Sat 9/20 4:30pm |
12U/4CITY | NW 2014B PREMIER III vs PSG ACADEMY CHICAGO 2014 RED | 17 | UIC TURF FIELD EAST | |
| 2083* | Sat 9/20 6:45pm |
11U/4CITY | CFYSC 2015B SELECT vs NW 2015B PREMIER II | 17 | FIRE PITCH | 9v9 Pitch 1-1B |
| 2053* | Sun 9/21 8:00am |
12U/3CITY | IPROSKILLS 2014 SELECT ACADEMY vs NW 2014B PREMIER I | 16 | ROGERS PARK | |
| 1861 | Sun 9/21 9:00am | 9U/5CITY | NW 2017B PREMIER II vs CHICAGO KICS 2017 WHITE (CITY) | 17 | FOSTER GRASS | V |
| 2650 | Sun 9/21 9:00am | 12U/4CITY | CHICAGO KICS 2014 WHITE (CITY) vs NW 2014B PREMIER II | 25 | DUNBAR GRASS | |
| 4151* | Sun 9/21 10:15am |
8U-5V5/5E | NW 2018 PREMIER I vs NORRIDGE UNITED 2018 ELITE | 17 | FOSTER GRASS | 5 |
| 2225* | Sun 9/21 11:00am |
9U/4CITY | YSI FC 2017 vs NW 2017B PREMIER I | 17 | ALCOTT ELEMENTARY SCHOOL | |
| 3467* | Sun 9/21 11:00am | 14U/5E1 | CHICAGO KICS 2012 WHITE (CITY) vs NW 2012B PREMIER II | 25 | ST. IGNATIUS HS | |
| 2187* | Sun 9/21 12:00pm |
11U/5CITY | OPRF ALLIANCE 2015 vs NW 2015B PREMIER III | 12 | PERCY JULIAN MIDDLE SCHOOL | |
| 3204* | Sun 9/21 1:00pm |
13U/5CITY | NW 2013B PREMIER III vs CHICAGO KICS 2013 RED (CITY) | 17 | CLARK PARK | |
| 1432* | Sun 9/21 1:15pm |
10U/4CITY | NW 2016B PREMIER II vs PSG ACADEMY CHICAGO 2016 BLUE | 17 | FOSTER AVENUE FIELDS | II |
| 2406 | Sun 9/21 2:30pm | 10U/5CITY2 | NW 2016B PREMIER III vs PSG ACADEMY CHICAGO 2016/17 CITY NORTH | 17 | FOSTER AVENUE FIELDS | II |
| 2407 | Sun 9/21 2:30pm | 13U/1 | NW 2013B PREMIER I vs UESC - CHICAGOLAND 2013 PREM OP | 17 | CLARK PARK |