| Game Number | Date/Time | Age/Div | Teams (H vs A) | District | Field | Field Designation |
| 314* | Sat 9/6 1:00pm |
11U/5NW2 | SAA UNITED SC 2015 RED vs VCF ACADEMY CHICAGO 2015 BLANC | 7 | OLYMPIC PARK FIELD | 8a (one half of fiel |
| 999* | Sat 9/6 5:00pm |
10U/5NW3 | SAA UNITED SC 2016 RED II vs VCF ACADEMY CHICAGO 2016 TARONJA | 7 | OLYMPIC PARK FIELD | 8B (one half of fiel |
| 638* | Sun 9/7 2:00pm |
9U/5E2 | VCF ACADEMY CHICAGO 2017 BLANC vs IP-ARLINGTON ACES 2017 BLUE | 4 | DIVINE SAVIOR CHURCH | |
| 424* | Sun 9/7 4:30pm |
12U/5E2 | PRSC 2014 BLUE vs VCF ACADEMY CHICAGO 2014 AMUNT | 4 | WOODLAND PARK | SE |
| 1683* | Sat 9/13 1:00pm |
11U/5NW2 | VCF ACADEMY CHICAGO 2015 BLANC vs SUFC FALCONS 2015 | 7 | PRAIRIE LAKES PK FLDS | |
| 1027* | Sat 9/13 3:00pm |
8U-5V5/5NW | NORRIDGE UNITED 2018 SELECT vs VCF ACADEMY CHICAGO 2018 PETITES | 4 | DIVINE SAVIOR CHURCH | |
| 1632* | Sat 9/13 5:00pm |
10U/5NW3 | VCF ACADEMY CHICAGO 2016 TARONJA vs ESCO F.C. 2016 WHITE | 4 | DIVINE SAVIOR CHURCH | |
| 5077* | Sun 9/14 1:00pm |
8U-5V5/5NW | FC LAKE COUNTY 2018 BLUE vs VCF ACADEMY CHICAGO 2018 PETITES | 1 | ALLEGHANY PARK | AH 5v5 B |
| 1647* | Sun 9/14 4:00pm |
9U/5E2 | PALATINE CELTIC 2017 GREEN vs VCF ACADEMY CHICAGO 2017 BLANC | 7 | CELTIC PARK FIELD | TURF 2A |
| 4532* | Sun 9/14 6:00pm |
10U/5NW3 | HUSSARS UNITED 2016 WHITE vs VCF ACADEMY CHICAGO 2016 TARONJA | 35 | ALGONQUIN MIDDLE SCHOOL (DES PLAINES) | |
| 2381* | Sat 9/20 4:00pm |
9U/5E2 | VCF ACADEMY CHICAGO 2017 BLANC vs SAA UNITED SC 2017 GOLD | 4 | DIVINE SAVIOR CHURCH | |
| 2596* | Sat 9/20 6:00pm |
12U/5E2 | VCF ACADEMY CHICAGO 2014 AMUNT vs FCS LAKESHORE 2014 BOYS PREMIER | 7 | PRAIRIE LAKES PK FLDS | |
| 2565* | Sun 9/21 12:00pm | 11U/5NW2 | ELITE S.C. 2015 WHITE vs VCF ACADEMY CHICAGO 2015 BLANC | 7 | HERITAGE PARK (WHEELING) | #8 9v9 |
| 1758* | Sun 9/21 7:00pm |
10U/5NW3 | BARCA ACADEMY CHICAGO 2016 VERD vs VCF ACADEMY CHICAGO 2016 TARONJA | 7 | OLYMPIC PARK FIELD | field 8 |
| 2718* | Sat 9/27 2:00pm |
9U/5E2 | FC MIRAGE 2017 WHITE vs VCF ACADEMY CHICAGO 2017 BLANC | 16 | WILLOW HILL PARK | 9v9A |
| 3319 | Sat 9/27 3:00pm | 12U/5E2 | CHICAGO PHOENIX FC 2014/15 vs VCF ACADEMY CHICAGO 2014 AMUNT | 32 | PRAIRIE LAKES PK FLDS | |
| 3386* | Sat 9/27 4:00pm |
10U/5NW3 | VCF ACADEMY CHICAGO 2016 TARONJA vs NORRIDGE UNITED 2016 SELECT | 4 | DIVINE SAVIOR CHURCH | |
| 2862* | Sat 9/27 6:30pm |
12U/5E2 | FC-1 ACADEMY 2014 SELECT GREY vs VCF ACADEMY CHICAGO 2014 AMUNT | 16 | COMMUNITY PARK WEST (GLENVIEW) | 2 - (9 v 9) |
| 2798* | Sun 9/28 1:00pm |
11U/5NW2 | HUSSARS UNITED 2015 WHITE vs VCF ACADEMY CHICAGO 2015 BLANC | 35 | PRAIRIE LAKES PK FLDS | |
| 2683* | Sun 9/28 4:00pm |
8U-5V5/5NW | FC LAKE COUNTY 2018 SELECT vs VCF ACADEMY CHICAGO 2018 PETITES | 1 | ALLEGHANY PARK | AH 5v5A |
| 4294* | Sat 10/4 1:00pm |
11U/5NW2 | VCF ACADEMY CHICAGO 2015 BLANC vs NORRIDGE UNITED 2015 SELECT | 7 | PRAIRIE LAKES PK FLDS | |
| 4339* | Sat 10/4 4:00pm |
12U/5E2 | VCF ACADEMY CHICAGO 2014 AMUNT vs CHICAGO PHOENIX FC 2014/15 | 7 | PRAIRIE LAKES PK FLDS | |
| 6831* | Sun 10/5 2:00pm |
10U/5NW3 | VCF ACADEMY CHICAGO 2016 TARONJA vs HUSSARS UNITED 2016 WHITE | 4 | DIVINE SAVIOR CHURCH | |
| 4111* | Sun 10/5 4:00pm |
9U/5E2 | HUSSARS UNITED 2017 vs VCF ACADEMY CHICAGO 2017 BLANC | 35 | ALGONQUIN MIDDLE SCHOOL (DES PLAINES) | |
| 5156* | Sat 10/11 1:00pm |
11U/5NW2 | VCF ACADEMY CHICAGO 2015 BLANC vs GREEN WHITE 2015 WEISS | 7 | PRAIRIE LAKES PK FLDS | |
| 5210* | Sat 10/11 4:00pm |
12U/5E2 | VCF ACADEMY CHICAGO 2014 AMUNT vs ESCO F.C. 2014 BLACK | 7 | PRAIRIE LAKES PK FLDS | |
| 4929* | Sun 10/12 12:00pm |
9U/5E2 | ELITE S.C. 2017 RED vs VCF ACADEMY CHICAGO 2017 BLANC | 7 | MEADOWS PARK | 7v7 |
| 2293* | Sun 10/12 2:00pm |
8U-5V5/5NW | VCF ACADEMY CHICAGO 2018 PETITES vs RUSH NORTH 2018 PREMIER WHITE | 4 | DIVINE SAVIOR CHURCH | |
| 4309* | Sun 10/12 4:00pm |
10U/5NW3 | ESCO F.C. 2016 WHITE vs VCF ACADEMY CHICAGO 2016 TARONJA | 7 | MEADOWS PARK | 7v7 |
| 5945* | Sat 10/18 2:00pm |
10U/5NW3 | VCF ACADEMY CHICAGO 2016 TARONJA vs CHICAGO PHOENIX FC 2016/17 | 4 | DIVINE SAVIOR CHURCH | |
| 5748* | Sat 10/18 4:00pm |
8U-5V5/5NW | VCF ACADEMY CHICAGO 2018 PETITES vs JOM SC 2018 | 4 | DIVINE SAVIOR CHURCH | |
| 5841* | Sat 10/18 5:30pm |
9U/5E2 | VCF ACADEMY CHICAGO 2017 BLANC vs JOM SC 2017 | 4 | DIVINE SAVIOR CHURCH | |
| 6041* | Sun 10/19 1:30pm |
12U/5E2 | VCF ACADEMY CHICAGO 2014 AMUNT vs NORRIDGE UNITED 2014 PREMIER | 7 | PRAIRIE LAKES PK FLDS | |
| 5995* | Sun 10/19 4:00pm |
11U/5NW2 | VCF ACADEMY CHICAGO 2015 BLANC vs BARCA ACADEMY CHICAGO 2015 GROC | 7 | PRAIRIE LAKES PK FLDS | |
| 6614* | Sat 10/25 2:00pm |
8U-5V5/5NW | VCF ACADEMY CHICAGO 2018 PETITES vs AAC EAGLES CHICAGO 2018 RED | 4 | DIVINE SAVIOR CHURCH | |
| 6716* | Sat 10/25 4:00pm |
9U/5E2 | VCF ACADEMY CHICAGO 2017 BLANC vs AAC EAGLES CHICAGO 2017 WHITE | 4 | DIVINE SAVIOR CHURCH | |
| 6907* | Sat 10/25 6:30pm |
11U/5NW2 | HAWTHORN WOODS ELITE 2015 GREEN vs VCF ACADEMY CHICAGO 2015 BLANC | 1 | HERITAGE OAKS | LITTLE FIELD |
| 1397* | Sun 10/26 1:00pm |
12U/5E2 | GREEN WHITE 2014 WEISS vs VCF ACADEMY CHICAGO 2014 AMUNT | 7 | METRO MAJEWSKI PARK | Field #3 |
| 544* | Sat 11/1 2:00pm |
8U-5V5/5NW | VCF ACADEMY CHICAGO 2018 PETITES vs IP-ACES 2018/2019 | 4 | DIVINE SAVIOR CHURCH | |
| 4202* | Sun 11/2 12:00pm |
8U-5V5/5NW | FCB 2018 RED vs VCF ACADEMY CHICAGO 2018 PETITES | 7 | LANGENDORF PARK | LAN 7/8 |