| Game Number | Date/Time | Age/Div | Teams (H vs A) | District | Field | Field Designation |
| 220* | Sat 4/11 11:00am |
8U-5V5/5E | PSG 2018 EVANSTON & NORTHSHORE vs SCOTTISH SOCCER ACADEMY 2018 | 16 | LARAMIE PARK | |
| 871 | Sat 4/11 4:00pm | 11U/5E1 | PRSC 2015 BLUE vs SCOTTISH SOCCER ACADEMY 2015 | 4 | WOODLAND PARK | NE |
| 1154* | Sun 4/19 9:45am | 11U/5E1 | NORRIDGE UNITED 2015 SELECT vs SCOTTISH SOCCER ACADEMY 2015 | 4 | SCIENCE & ARTS ACADEMY | |
| 1713 | Sun 4/19 2:30pm | 8U-5V5/5E | NW 2018 PREMIER I vs SCOTTISH SOCCER ACADEMY 2018 | 17 | FOSTER AVENUE FIELDS | II |
| 2348 | Sat 4/25 11:30am | 11U/5E1 | SCOTTISH SOCCER ACADEMY 2015 vs GREEN WHITE 2015 WEISS | 16 | SKOKIE WASHBURNE | |
| 2248* | Sun 4/26 11:00am |
8U-5V5/5E | SCOTTISH SOCCER ACADEMY 2018 vs JOM SC 2018 | 16 | SKOKIE WASHBURNE | |
| 3164* | Sat 5/2 11:00am | 8U-5V5/5E | FCS TEAM EVANSTON 2018 BOYS ORANGE II vs SCOTTISH SOCCER ACADEMY 2018 | 16 | JAMES PARK | 4 |
| 3163* | Sat 5/2 12:00pm |
11U/5E1 | FCS LAKESHORE 2015 BOYS PREMIER RED I vs SCOTTISH SOCCER ACADEMY 2015 | 16 | JAMES PARK | 2 |
| 7086* | Sun 5/3 2:00pm |
11U/5E1 | GREEN WHITE 2015 WEISS vs SCOTTISH SOCCER ACADEMY 2015 | 7 | METRO MAJEWSKI PARK | Field #2 |
| 4260 | Sat 5/9 10:30am | 8U-5V5/5E | SCOTTISH SOCCER ACADEMY 2018 vs FCS TEAM EVANSTON 2018 BOYS ORANGE I | 16 | SKOKIE WASHBURNE | |
| 4353* | Sat 5/9 12:30pm |
11U/5E1 | SCOTTISH SOCCER ACADEMY 2015 vs FC MIRAGE 2016 BLACK | 16 | SKOKIE WASHBURNE | |
| 5233 | Sat 5/16 10:30am | 8U-5V5/5E | SCOTTISH SOCCER ACADEMY 2018 vs BVB IA CHICAGO 2018/2019 PRE-TRAVEL ACADEMY | 16 | SKOKIE WASHBURNE | |
| 5346 | Sat 5/16 11:30am | 11U/5E1 | SCOTTISH SOCCER ACADEMY 2015 vs SPARTAN FC 2015 SELECT | 16 | SKOKIE WASHBURNE | |
| 6214 | Sat 5/30 10:30am | 8U-5V5/5E | SCOTTISH SOCCER ACADEMY 2018 vs CFYSC 2018B SELECT NAVY | 16 | SKOKIE WASHBURNE | |
| 6300 | Sat 5/30 11:30am | 11U/5E1 | SCOTTISH SOCCER ACADEMY 2015 vs CHICAGO CITY 2015 III | 16 | SKOKIE WASHBURNE | |
| 7479* | Sat 6/6 1:00pm | 8U-5V5/5E | PSG ACADEMY CHICAGO 2018 CITY NORTH vs SCOTTISH SOCCER ACADEMY 2018 | 16 | NEWBERRY ELEMENTARY SCHOOL |