Friday, August 30, 2019 |
| SOCKERS FC CHICAGO SOCKERS FC | 2 | | CHICAGO INTER SOCCER 2005 BLAC | 0 |
Saturday, August 31, 2019 |
| EVOLUTION 05 BOYS MERCURIAL | 3 | | LIFEZONE FC GLADIATORS 05 | 5 |
| LIFEZONE FC GLADIATORS 05 | 4 | | CHICAGO INTER SOCCER 2005 BLAC | 4 |
| STRIKE FC U15 BOYS BLUE 05 - F | 1 | | EVOLUTION 05 BOYS MERCURIAL | 2 |
| SOCKERS FC CHICAGO SOCKERS FC | 3 | | STRIKE FC U15 BOYS BLUE 05 - F | 2 |
Sunday, September 1, 2019 |
| LIFEZONE FC GLADIATORS 05 | 4 | | EVOLUTION 05 BOYS MERCURIAL | 0 |
| CHICAGO INTER SOCCER 2005 BLAC | 3 | | STRIKE FC U15 BOYS BLUE 05 - F | 0 |
| LIFEZONE FC GLADIATORS 05 | 2 | | SOCKERS FC CHICAGO SOCKERS FC | 1 |
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