| Game Number | Date/Time | Age/Div | Teams (H vs A) | District | Field | Field Designation |
| 282 | Sat 9/12 11:00am | U13/4W | WC LIONS ACADEMY 2013/14 B vs KANELAND UNITED 13/14 | 14 | CORNERSTONE LAKES PARK | |
| 365 | Sat 9/12 12:00pm | U08-5V5/5W2 | WC LIONS 2018/19 B vs WHEATON UNITED 18/19 PREMIER | 14 | CORNERSTONE LAKES PARK | |
| 437 | Sat 9/12 1:00pm | U09/4W | WC LIONS ACADEMY 2017/18 B vs WHEATON UNITED 17/18 ACADEMY | 14 | CORNERSTONE LAKES PARK | |
| 555 | Sat 9/12 2:30pm | U08-5V5/4S | UESC - BSC RAIDERS 19/20 BLACK vs WC LIONS ACADEMY 2018/19 B | 6 | LILY CACHE FIELDS WEST FIELD | Field 10 4v4 / 5v5 ( |
| 646 | Sat 9/12 4:00pm | U11/4CW | TEAM CHICAGO 15/16 FUTURES I vs WC LIONS 2015/16 B | 6 | RIOS PARK | 9v9 |
| 157 | Sun 9/13 10:00am | U10/4W | WC LIONS ACADEMY 2016/17 B vs WHEATON UNITED 16/17 PREMIER | 14 | CORNERSTONE LAKES PARK | |
| 849 | Sat 9/19 9:00am | U08-5V5/4S | RUSH SOUTH 18/19 PREMIER 1 vs WC LIONS ACADEMY 2018/19 B | 35 | LYONDELL PARK (MORRIS) | 5v5 |
| 1179 | Sat 9/19 1:00pm | U13/4W | UESC - PLAINFIELD UTD 13/14 PREMIER II vs WC LIONS ACADEMY 2013/14 B | 6 | BOTT PARK | FIELD 1 |
| 1207 | Sat 9/19 1:00pm | U09/4W | WC LIONS ACADEMY 2017/18 B vs AYSO 300 UNITED 17/18 B BLUE | 14 | CORNERSTONE LAKES PARK | |
| 1431 | Sun 9/20 4:00pm | U10/4W | DPSAL 16/17 vs WC LIONS ACADEMY 2016/17 B | 17 | COMMUNITY PARK (ADDISON) | |
| 1646 | Sat 9/26 10:15am | U08-5V5/5W2 | GALAXY 18/19 COUNTY vs WC LIONS 2018/19 B | 6 | JUST FOR KICKS SOCCER FACILITY | 5v5 - 1 |
| 1765 | Sat 9/26 11:00am | U13/4W | WC LIONS ACADEMY 2013/14 B vs GALAXY 14/15 PRE-MLS NEXT | 14 | CORNERSTONE LAKES PARK | |
| 1523 | Sun 9/27 9:00am | U10/4W | RUSH WEST 16/17 PREMIER vs WC LIONS ACADEMY 2016/17 B | 28 | HUNTINGTON MEADOWS PARK | |
| 1747 | Sun 9/27 11:00am | U08-5V5/4S | WC LIONS ACADEMY 2018/19 B vs RUSH OSWEGO 18/19 PREMIER | 14 | PIONEER PARK (WEST CHICAGO) | |
| 2068 | Sun 9/27 3:00pm | U11/4CW | TCSA 15/16 VIPERS vs WC LIONS 2015/16 B | 17 | JAMES O BREEN COMMUNITY PARK | 9v9 TBD 1 |
| 2520 | Sat 10/3 11:00am | U08-5V5/4S | ORLAND PARK STING FC 18/19 PREMIER vs WC LIONS ACADEMY 2018/19 B | 26 | CENTENNIAL PARK (ORLAND PARK) | Field #6 (5v5) |
| 2548 | Sat 10/3 11:00am | U13/4W | WC LIONS ACADEMY 2013/14 B vs NAZ UNITED F.C. - 13/14 PREMIER | 14 | CORNERSTONE LAKES PARK | |
| 2632 | Sat 10/3 12:00pm | U08-5V5/5W2 | WC LIONS 2018/19 B vs NAFC KRAKEN 18/19 WHITE | 14 | CORNERSTONE LAKES PARK | |
| 2795 | Sat 10/3 2:00pm | U11/4CW | WC LIONS 2015/16 B vs DPSAL 15/16 | 14 | CORNERSTONE LAKES PARK | |
| 2409 | Sun 10/4 10:00am | U10/4W | WC LIONS ACADEMY 2016/17 B vs FSC 2016/17 RED | 14 | CORNERSTONE LAKES PARK | |
| 2455 | Sun 10/4 10:15am | U09/4W | CHICAGO INTER SYNERGY 17/18 BOYS GREEN vs WC LIONS ACADEMY 2017/18 B | 17 | KENSINGTON PARK (LOMBARD) | 7v7 Field |
| 3259 | Sat 10/10 11:00am | U10/4W | TESC 16/17 SELECT vs WC LIONS ACADEMY 2016/17 B | 17 | GOLDEN MEADOWS | |
| 3527 | Sat 10/10 2:00pm | U09/4W | DPSAL 17/18 vs WC LIONS ACADEMY 2017/18 B | 17 | COMMUNITY PARK (ADDISON) | |
| 3591 | Sat 10/10 3:00pm | U11/4CW | DKCU ACADEMY 15/16 SELECT vs WC LIONS 2015/16 B | 17 | RIVERSIDE SPORTS COMPLEX | |
| 3274 | Sun 10/11 11:00am | U08-5V5/4S | WC LIONS ACADEMY 2018/19 B vs CHICAGO EMPIRE FC 18/19 POOL 1 | 14 | PIONEER PARK (WEST CHICAGO) | |
| 3418 | Sun 10/11 1:00pm | U08-5V5/5W2 | AJAX FC NAPERVILLE 2018/19 WHITE vs WC LIONS 2018/19 B | 17 | COMMISSIONERS PARK (NAPERVILLE) | C |
| 3849 | Sat 10/17 9:15am | U09/4W | WHEATON UNITED 17/18 ACADEMY vs WC LIONS ACADEMY 2017/18 B | 17 | SEVEN GABLES PARK | G1 7v7 |
| 4011 | Sat 10/17 11:00am | U13/4W | WC LIONS ACADEMY 2013/14 B vs WHEATON UNITED 13/14 PREMIER | 14 | CORNERSTONE LAKES PARK | |
| 4097 | Sat 10/17 12:00pm | U08-5V5/5W2 | WC LIONS 2018/19 B vs TCSA 18/19 KINGS | 14 | CORNERSTONE LAKES PARK | |
| 4264 | Sat 10/17 2:00pm | U11/4CW | WC LIONS 2015/16 B vs TEAM CHICAGO 15/16 FUTURES I | 14 | CORNERSTONE LAKES PARK | |
| 3881 | Sun 10/18 10:00am | U10/4W | WC LIONS ACADEMY 2016/17 B vs LAKERS FC 16/17B PREMIER GREEN | 14 | CORNERSTONE LAKES PARK | |
| 3993 | Sun 10/18 11:00am | U08-5V5/4S | WC LIONS ACADEMY 2018/19 B vs ECLIPSE 18/19 SOLAR NAPERVILLE | 14 | PIONEER PARK (WEST CHICAGO) | |
| 4609 | Sat 10/24 10:00am | U11/4CW | KANELAND UNITED 15/16 vs WC LIONS 2015/16 B | 17 | KANELAND HIGH SCHOOL | |
| 4929 | Sat 10/24 1:00pm | U09/4W | WC LIONS ACADEMY 2017/18 B vs TESC 17/18 SELECT | 14 | CORNERSTONE LAKES PARK | |
| 4888 | Sat 10/24 1:00pm | U08-5V5/5W2 | 7 UNITED 18/19 SHEVCHENKO vs WC LIONS 2018/19 B | 6 | STUART SPORTS COMPLEX (MONTGOMERY) | |
| 5129 | Sat 10/24 4:00pm | U13/4W | CHICAGO EAGLES 13/14 vs WC LIONS ACADEMY 2013/14 B | 17 | WHEATON ACADEMY SOCCER FIELD | |
| 5165 | Sat 10/24 5:00pm | U10/4W | CHICAGO CITY ELGIN 16/17 vs WC LIONS ACADEMY 2016/17 B | 10 | ELGIN SPORTS COMPLEX | |
| 4753 | Sun 10/25 11:00am | U08-5V5/4S | WC LIONS ACADEMY 2018/19 B vs WEST LAWN SOCCER CLUB 2019/20 | 14 | PIONEER PARK (WEST CHICAGO) | |
| 5219 | Sat 10/31 9:00am | U13/4W | GALAXY 14/15 PRE-MLS NEXT vs WC LIONS ACADEMY 2013/14 B | 6 | ARRANMORE FARM | Large |
| 5362 | Sat 10/31 10:00am | U08-5V5/4S | WEST CHICAGO FC 18/19 vs WC LIONS ACADEMY 2018/19 B | 28 | CORNERSTONE LAKES PARK | |
| 5598 | Sat 10/31 12:00pm | U08-5V5/5W2 | WC LIONS 2018/19 B vs 7 UNITED 18/19 SHEVCHENKO | 14 | CORNERSTONE LAKES PARK | |
| 5693 | Sat 10/31 1:00pm | U09/4W | WC LIONS ACADEMY 2017/18 B vs DPSAL 17/18 | 14 | CORNERSTONE LAKES PARK | |
| 5768 | Sat 10/31 2:00pm | U11/4CW | WC LIONS 2015/16 B vs TCSA 15/16 VIPERS | 14 | CORNERSTONE LAKES PARK | |
| 5381 | Sun 11/1 10:00am | U10/4W | WC LIONS ACADEMY 2016/17 B vs CHICAGO CITY ELGIN 16/17 | 14 | CORNERSTONE LAKES PARK | |
| 2486 | Thu 12/31 10:30am | U09/4W | UESC-CHICAGO SOUTH SHORE 17/18 RED vs WC LIONS ACADEMY 2017/18 B | 26 | CAESAR PARK | |
| 5539 | Thu 12/31 11:30am | U13/4W | WHEATON UNITED 13/14 PREMIER vs WC LIONS ACADEMY 2013/14 B | 17 | SEVEN GABLES PARK | E 11v11 |
| 815 | Thu 12/31 12:00pm | U08-5V5/5W2 | EGSC 18/19 ELITE vs WC LIONS 2018/19 B | 7 | LIONS FIELD (ELK GROVE) | |
| 1290 | Thu 12/31 2:00pm | U11/4CW | WC LIONS 2015/16 B vs RUSH WEST 15/16 PREMIER | 14 | CORNERSTONE LAKES PARK |