| Game Number | Date/Time | Age/Div | Teams (H vs A) | District | Field | Field Designation |
| 1652* | Fri 5/29 6:00pm | 11U/5S | LEGACY SC 2015 SELECT vs UESC - CHICAGOLAND 2015 SELECT FF | 26 | SPENCER SCHOOL CAMPUS | Field 7 - 9v9 |
| 2856* | Fri 5/29 6:00pm |
9U/4S | LEGACY SC 2017-PREMIER vs UESC - BSC RAIDERS 2017 RED | 26 | SPENCER SCHOOL CAMPUS | Field 11 - 7v7 |
| 2601* | Fri 5/29 6:30pm | 18U/3S | UESC - NSA 2008 ACADEMY vs LEGACY SC 2008 | 6 | FRONTIER PARK (NAPERVILLE) | Field E -Large |
| 5992* | Sat 5/30 8:30am | 9U/4S | CHICAGO CITY 2017 SOUTH I vs LEGACY SC 2017-PREMIER | 26 | EAGLE RIDGE II PARK | |
| 6107 | Sat 5/30 10:00am | 8U-7V7/5S | CHICAGO UNITED 2018 WARRIORS vs LEGACY SC 2018/19 | 35 | ALTMAN PARK | 7v7 |
| 6168* | Sat 5/30 10:00am | 10U/5S2 | CRESTWOOD SC 2016 vs LEGACY SC 2016 PREMIER | 26 | CRESTWOOD SOCCER CLUB | Shepard |
| 6569* | Sat 5/30 10:00am | 11U/4S2 | EVERGREEN UNITED FC 2015 vs LEGACY SC 2015 PREMIER | 17 | NEWCASTLE PARK | |
| 26* | Sat 5/30 10:30am |
13U/4S | NWI LIONS UNITED 2014 YELLOW II vs LEGACY SC 2013 | 8 | NWI CHESTERTON SOCCER FIELDS | 11v11 - Field #1 |
| 6575 | Sat 5/30 2:00pm | 11U/5S | LEGACY SC 2015 SELECT vs WINDY CITY PRIDE 2015 | 26 | SPENCER SCHOOL CAMPUS | Field 7 - 9v9 |
| 6618 | Sat 5/30 2:00pm | 9U/5S | LEGACY SC 2017-SELECT vs ORLAND PARK STING FC 2017 ELITE | 26 | SPENCER SCHOOL CAMPUS | Field 11 - 7v7 |
| 6644 | Sat 5/30 2:30pm | 8U-7V7/4S | LEGACY SC 2018 vs LTSC 2018/19 TRAVEL WHITE | 26 | SPENCER SCHOOL CAMPUS | Field 11 - 7v7 |
| 6576* | Sat 5/30 3:30pm |
13U/4S | LEGACY SC 2013 vs WINDY CITY PRIDE 2013 | 26 | SPENCER SCHOOL CAMPUS | Field 2 - 11v11 |
| 6808 | Sat 5/30 4:00pm | 10U/5S2 | LEGACY SC 2016 SELECT vs ORLAND PARK STING FC 2016 SELECT | 26 | SPENCER SCHOOL CAMPUS | Field 11 - 7v7 |
| 7632* | Sat 5/30 4:30pm | 18U/3S | LEGACY SC 2008 vs AYSO 300 UNITED 2009/08 BOYS | 26 | SPENCER SCHOOL CAMPUS | Field 1 - 11v11 |
| 6884* | Sat 5/30 6:00pm | 12U/3S | ORLAND PARK STING FC 2014 ELITE vs LEGACY SC 2014 PREMIER | 26 | SCHUSSLER PARK | Blue Turf #1 |
| 3901* | Sun 5/31 10:00am |
8U-7V7/5S | LEGACY SC 2018/19 vs BERWYN BLAZERS 2018 | 26 | SPENCER SCHOOL CAMPUS | Field 12 - 7v7 |
| 6799* | Sun 5/31 10:00am |
16U/3S | LEGACY SC 2010 vs TESC 2010 SELECT | 26 | SPENCER SCHOOL CAMPUS | Field 1 - 11v11 |
| 2043* | Sun 5/31 11:30am |
8U-7V7/4S | CHICAGO EMPIRE FC SOUTH 18/19 GOLD vs LEGACY SC 2018 | 17 | CAESAR PARK | 4v4, 7v7, 9v9 |
| 1927* | Sun 5/31 11:40am |
12U/3S | AJAX FC NAPERVILLE 2014 WHITE 2 vs LEGACY SC 2014 PREMIER | 17 | INDIAN BOUNDARY YMCA | 9v9 |
| 1549* | Sun 5/31 12:00pm |
9U/5S | MWGFC 2017 ELITE vs LEGACY SC 2017-SELECT | 35 | KOSTNER PARK | |
| 5402* | Sun 5/31 12:00pm |
11U/5S | KORA FC 2015 ACADEMY vs LEGACY SC 2015 SELECT | 26 | CENTENNIAL PARK (ORLAND PARK) | |
| 1864* | Sun 5/31 3:00pm |
11U/4S2 | LEGACY SC 2015 PREMIER vs TINLEY PARK BOBCATS 2015/16 GOLD | 26 | SPENCER SCHOOL CAMPUS | Field 7 - 9v9 |
| 5317* | Sun 5/31 3:30pm |
10U/5S2 | UESC - HF VIKINGS 2016 RED vs LEGACY SC 2016 PREMIER | 35 | BICENTENNIAL PARK | |
| 6801 | Sun 5/31 4:00pm | 15U-SPRING/3S | LEGACY SC 2011 vs LTSC 2011 HS SELECT BLUE | 26 | SPENCER SCHOOL CAMPUS | Field 3 - 11v11 |
| 4637* | Mon 6/1 6:00pm | 15U-SPRING/3S | LEGACY SC 2011/12 vs LEGACY SC 2011 | 26 | SPENCER SCHOOL CAMPUS | Field 3 - 11v11 |