| Game Number | Date/Time | Age/Div | Teams (H vs A) | District | Field | Field Designation |
| 1763* | Sat 9/26 11:00am | U09/5S | CHICAGO PRO SA 17/18 OASIS vs LEGACY SC 17/18 SELECT | 35 | MARTIN PARK | 7V7 |
| 1951 | Sat 9/26 1:00pm | U14/4S | KORA FC 12/13 ELITE 2 vs LEGACY SC 12/13 | 26 | CENTENNIAL PARK (ORLAND PARK) | |
| 2008* | Sat 9/26 2:30pm |
U08-5V5/5S | LEGACY SC 18/19 PREMIER vs ORLAND PARK STING FC 18/19 ELITE | 26 | SPENCER SCHOOL CAMPUS | Field 4 - 5v5 |
| 2126 | Sat 9/26 3:30pm | U09/4S | BERBER CITY FC 17/18 vs LEGACY SC 17/18 PREMIER | 32 | DUNBAR SOCCER COMPLEX | |
| 2138* | Sat 9/26 4:00pm | U11/5SE | LEGACY SC 15/16 SELECT vs MILLENNIUM SA 15/16 BLACK | 26 | SPENCER SCHOOL CAMPUS | Field 6 - 9v9 |
| 2139 | Sat 9/26 4:00pm | U13/5S | LEGACY SC 13/14 SELECT vs ORLAND PARK STING FC 13/14 ELITE 2 | 26 | SPENCER SCHOOL CAMPUS | Field 3 - 11v11 |
| 2140 | Sat 9/26 4:00pm | U10/5S1 | LEGACY SC 16/17 SELECT vs NAZ UNITED F.C. - 16/17 ELITE | 26 | SPENCER SCHOOL CAMPUS | Field 12 - 7v7 |
| 1601 | Sun 9/27 9:00am | U08-5V5/5S | JAKE'S STARS FC 18/19 CUPSA19 vs LEGACY SC 18/19 SELECT | 26 | KENNEDY MIDDLE SCHOOL | |
| 3647* | Sun 9/27 10:00am |
U11/5SE | LEGACY SC 15/16 SELECT vs CHICAGO CITY 15/16 SOUTH II | 26 | SPENCER SCHOOL CAMPUS | Field 6 - 9v9 |
| 249* | Sun 9/27 12:00pm | U14/4S | CFA - MIDWEST WINGS 12/13 vs LEGACY SC 12/13 | 35 | MARIAN CATHOLIC HIGH SCHOOL | |
| 4150* | Sun 9/27 12:00pm |
U10/4S1 | UESC HF VIKINGS 2016/17 vs LEGACY SC 16/17 PREMIER | 35 | BICENTENNIAL PARK | |
| 1944* | Sun 9/27 1:00pm | U12/5S | CHICAGO PRO SA 14/15 ALSAKAB vs LEGACY SC 14/15 SELECT | 35 | MARTIN PARK | 9V9 |
| 4485* | Sun 9/27 1:15pm |
U13/5S | MILLENNIUM SA 13/14 WHITE vs LEGACY SC 13/14 SELECT | 8 | CROWN POINT SPORTSPLEX | Turf B |
| 2004* | Sun 9/27 2:00pm | U11/5SE | CFA - MIDWEST WINGS 2016/17 vs LEGACY SC 15/16 PREMIER | 35 | MARIAN CATHOLIC HIGH SCHOOL | |
| 514* | Sun 9/27 4:00pm |
U12/4S | LEGACY SC 14/15 PREMIER vs RAIDERS FC 14/15 | 26 | SPENCER SCHOOL CAMPUS | Field 6 - 9v9 |
| 1418* | Sun 9/27 4:00pm |
U09/5S | LEGACY SC 17/18 SELECT vs RANGERS SOCCER ACADEMY 17/18 | 26 | SPENCER SCHOOL CAMPUS | Field 11 - 7v7 |