| Game Number | Date/Time | Age/Div | Teams (H vs A) | District | Field | Field Designation |
| 468 | Sun 9/7 12:30pm | 11U/5E1 | IP-SKOMOR 2015 SELECT vs SCOTTISH SOCCER ACADEMY 2015 | 16 | HAMLIN PARK | |
| 1467 | Sat 9/13 2:00pm | 8U-5V5/5E | BVB IA CHICAGO 2018/2019 PRE-TRAVEL ACADEMY vs SCOTTISH SOCCER ACADEMY 2018 | 7 | WOODLAND TRAILS PARK | |
| 1522* | Sat 9/13 5:00pm | 11U/5E1 | RUSH - WILMETTE WINGS 2015 WHITE vs SCOTTISH SOCCER ACADEMY 2015 | 16 | WILMETTE COMMUNITY PLAYFIELD | Field #2 |
| 2222 | Sat 9/20 12:30pm | 8U-5V5/5E | SCOTTISH SOCCER ACADEMY 2018 vs NW 2018 PREMIER I | 16 | SKOKIE WASHBURNE | |
| 2494* | Sat 9/20 4:30pm |
11U/5E1 | SCOTTISH SOCCER ACADEMY 2015 vs PEGASUS FC/1974 (2015) WHITE | 16 | SKOKIE WASHBURNE | |
| 2876* | Sun 9/28 10:30am | 8U-5V5/5E | NORRIDGE UNITED 2018 ELITE vs SCOTTISH SOCCER ACADEMY 2018 | 4 | DIVINE SAVIOR CHURCH | |
| 4231* | Sat 10/4 11:00am |
11U/5E1 | SCOTTISH SOCCER ACADEMY 2015 vs ELITE STRIKERS 2015 | 16 | SKOKIE WASHBURNE | |
| 3977 | Sat 10/4 12:30pm | 8U-5V5/5E | SCOTTISH SOCCER ACADEMY 2018 vs CFYSC 2018B SELECT WHITE | 16 | SKOKIE WASHBURNE | |
| 520* | Sat 10/11 1:00pm |
8U-5V5/5E | PSG ACADEMY CHICAGO 2018 CITY NORTH vs SCOTTISH SOCCER ACADEMY 2018 | 16 | SKYLINE PITCH - ONLY 5V5 GAMES | |
| 5096 | Sat 10/11 3:00pm | 11U/5E1 | SCOTTISH SOCCER ACADEMY 2015 vs FC MIRAGE 2016 RED | 16 | SKOKIE WASHBURNE | |
| 2922* | Sun 10/12 9:30am | 11U/5E1 | FCS LAKESHORE 2015 BOYS PREMIER RED I vs SCOTTISH SOCCER ACADEMY 2015 | 16 | JAMES PARK | 2 |
| 5683 | Sat 10/18 12:30pm | 8U-5V5/5E | SCOTTISH SOCCER ACADEMY 2018 vs CFYSC 2018B SELECT NAVY | 16 | SKOKIE WASHBURNE | |
| 5930* | Sat 10/18 4:30pm |
11U/5E1 | SCOTTISH SOCCER ACADEMY 2015 vs CHICAGO FC UNITED 2015 SELECT II | 16 | SKOKIE WASHBURNE | |
| 6711 | Sat 10/25 2:00pm | 11U/5E1 | SPARTAN FC 2015 SELECT vs SCOTTISH SOCCER ACADEMY 2015 | 16 | MEADOWHILL PARK | #5 - 9v9 |
| 6743 | Sun 10/26 2:30pm | 8U-5V5/5E | NW 2018 PREMIER I vs SCOTTISH SOCCER ACADEMY 2018 | 17 | FOSTER AVENUE FIELDS | II |
| 4831* | Sun 11/2 12:30pm |
8U-5V5/5E | SCOTTISH SOCCER ACADEMY 2018 vs FCS TEAM EVANSTON 2018 BOYS ORANGE II | 16 | SKOKIE WASHBURNE |