Saturday, September 21, 2019 |
| FC UNITED 2007 SELECT RED | 0 | | CHICAGO CSA 2007 EMPOLI | 4 |
| CHICAGO INTER 2007 RED | 6 | | CHICAGO FIRE JUNIORS CITY 2007 | 0 |
| PALATINE CELTIC SC 2007B BLACK | 1 | | CHICAGO RUSH SC RUSH 07 PREMIE | 2 |
| FC UNITED 2007 SELECT RED | 0 | | CHICAGO CSA 2007 ATALANTA | 5 |
| CHICAGO CSA 2007 EMPOLI | 3 | | PALATINE CELTIC SC 2007B BLACK | 3 |
| CHICAGO RUSH SC RUSH 07 PREMIE | 2 | | CHICAGO INTER 2007 RED | 0 |
| CHICAGO FIRE JUNIORS CITY 2007 | 0 | | CHICAGO CSA 2007 ATALANTA | 6 |
Sunday, September 22, 2019 |
| CHICAGO INTER 2007 RED | 0 | | PALATINE CELTIC SC 2007B BLACK | 0 |
| CHICAGO RUSH SC RUSH 07 PREMIE | 0 | | CHICAGO CSA 2007 EMPOLI | 1 |
| FC UNITED 2007 SELECT RED | 0 | | CHICAGO FIRE JUNIORS CITY 2007 | 0 |
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