| Game Number | Date/Time | Age/Div | Teams (H vs A) | District | Field | Field Designation |
| 781* | Sat 9/6 4:00pm | 8U-5V5/5NW | JOM SC 2018 vs AAC EAGLES CHICAGO 2018 RED | 35 | PAVILION FIELD | |
| 783* | Sat 9/6 4:00pm | 14U/4W | JOM SC 2012 vs RUSH WEST 2012 BLUE | 35 | WINDEMERE PARK | |
| 639* | Sat 9/6 5:00pm |
12U/4W | WHEATON UNITED 2014 SELECT vs JOM SC 2014 | 17 | SEVEN GABLES PARK- BACK | I2 |
| 782* | Sat 9/6 5:30pm |
9U/5E2 | JOM SC 2017 vs AAC EAGLES CHICAGO 2017 WHITE | 35 | UDALL PARK | 1 |
| 2365* | Sun 9/7 1:00pm |
9U/5E2 | HUSSARS UNITED 2017 vs JOM SC 2017 | 35 | ALGONQUIN MIDDLE SCHOOL (DES PLAINES) | |
| 6404* | Sun 9/7 3:30pm |
14U/4W | WHEATON UNITED 2012 PREMIER vs JOM SC 2012 | 17 | SEVEN GABLES PARK | B |
| 1062* | Sun 9/14 1:00pm | 8U-5V5/5NW | IP-ACES 2018/2019 vs JOM SC 2018 | 7 | THOMAS MIDDLE SCHOOL | |
| 1534* | Sun 9/14 2:30pm | 14U/4W | GLEN ELLYN LAKERS 2012 PREMIER vs JOM SC 2012 | 17 | ACKERMAN PARK | Field #7 |
| 1485* | Sun 9/14 2:45pm |
9U/5E2 | IP-ARLINGTON ACES 2017 BLUE vs JOM SC 2017 | 7 | MINER SCHOOL | |
| 2542* | Sat 9/20 4:00pm | 14U/4W | JOM SC 2012 vs WHEATON UNITED 2012 PREMIER | 35 | WINDEMERE PARK | |
| 2475* | Sun 9/21 11:30am |
8U-5V5/5NW | FCB 2018 RED vs JOM SC 2018 | 7 | LANGENDORF PARK | LAN 7/8 |
| 2317 | Sun 9/21 1:30pm | 9U/5E2 | ELITE S.C. 2017 RED vs JOM SC 2017 | 7 | MEADOWS PARK | 7v7 |
| 2540* | Sun 9/21 4:30pm |
12U/4W | GLEN ELLYN LAKERS 2014 PREMIER WHITE vs JOM SC 2014 | 17 | ACKERMAN PARK | Field #10 (9v9) |
| 3428* | Sat 9/27 4:00pm | 14U/4W | JOM SC 2012 vs AJAX FC NAPERVILLE 2012 WHITE A | 35 | WINDEMERE PARK | |
| 1671* | Sat 9/27 5:00pm |
12U/4W | JOM SC 2014 vs EGSC 2014 SELECT | 35 | SCHILLER WOODS EAST | 2 |
| 3397 | Sun 9/28 3:30pm | 12U/4W | CHICAGO INTER SYNERGY 2014 GREEN vs JOM SC 2014 | 17 | GLEN CREST MIDDLE SCHOOL | |
| 4286* | Sat 10/4 4:00pm | 12U/4W | JOM SC 2014 vs WHEATON UNITED 2014 PREMIER | 35 | SCHILLER WOODS EAST | 2 |
| 4287* | Sat 10/4 4:00pm | 14U/4W | JOM SC 2012 vs WEST CHICAGO FC 2012 | 35 | WINDEMERE PARK | |
| 3427* | Sun 10/5 3:30pm |
9U/5E2 | JOM SC 2017 vs PALATINE CELTIC 2017 GREEN | 35 | UDALL PARK | 1 |
| 3426* | Sun 10/5 5:00pm |
8U-5V5/5NW | JOM SC 2018 vs NORRIDGE UNITED 2018 SELECT | 35 | PAVILION FIELD | |
| 5148* | Sat 10/11 4:00pm | 12U/4W | JOM SC 2014 vs TCSA 2014 ENERGY CITY | 35 | SCHILLER WOODS EAST | |
| 5146* | Sat 10/11 4:00pm | 8U-5V5/5NW | JOM SC 2018 vs RUSH NORTH 2018 PREMIER WHITE | 35 | PAVILION FIELD | |
| 4877* | Sat 10/11 5:00pm |
14U/4W | GOLEADORES 2012/13 GOLD vs JOM SC 2012 | 10 | CANTON MIDDLE SCHOOL | |
| 5147* | Sat 10/11 5:30pm |
9U/5E2 | JOM SC 2017 vs SAA UNITED SC 2017 GOLD | 35 | UDALL PARK | 1 |
| 2471* | Sun 10/12 12:30pm |
8U-5V5/5NW | FC LAKE COUNTY 2018 BLUE vs JOM SC 2018 | 1 | ALLEGHANY PARK | AH 5v5 B |
| 5748* | Sat 10/18 4:00pm |
8U-5V5/5NW | VCF ACADEMY CHICAGO 2018 PETITES vs JOM SC 2018 | 4 | DIVINE SAVIOR CHURCH | |
| 5981* | Sat 10/18 4:00pm | 12U/4W | JOM SC 2014 vs CHICAGO EAGLES 2014 | 35 | SCHILLER WOODS EAST | |
| 5841* | Sat 10/18 5:30pm |
9U/5E2 | VCF ACADEMY CHICAGO 2017 BLANC vs JOM SC 2017 | 4 | DIVINE SAVIOR CHURCH | |
| 5660 | Sun 10/19 12:00pm | 14U/4W | WC LIONS ACADEMY 2012 vs JOM SC 2012 | 14 | PIONEER PARK (WEST CHICAGO) | |
| 6871* | Sat 10/25 4:00pm | 8U-5V5/5NW | JOM SC 2018 vs FC LAKE COUNTY 2018 SELECT | 35 | PAVILION FIELD | |
| 6872* | Sat 10/25 5:30pm |
9U/5E2 | JOM SC 2017 vs FC MIRAGE 2017 WHITE | 35 | UDALL PARK | 1 |
| 6778 | Sun 10/26 3:00pm | 12U/4W | FVB 2014 OLYMPICS vs JOM SC 2014 | 10 | PRAIRIE MEADOWS |