Last updated at 11:22 p.m. on Saturday, June 6, 2009.
| Chicago (St. Ignatius College Prep) Sectional | |||||
| Regionals | Sectionals | State Qualifier | |||
| Oak Park (O.P.-River Forest) |  Oak Park (O.P.-River Forest) 25-8, 25-10  | 
 Oak Park (O.P.-River Forest) 25-23, 25-20  | 
Oak Park (O.P.-River Forest) 25-21, 25-19  | 
Chicago (St. Patrick) 26-24, 25-22  | 
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| Chicago (Prosser) | Chicago (Prosser) 25-23, 25-22  | 
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| Chicago (Farragut) | |||||
| Chicago (Payton) | Chicago (Payton) 25-18, 25-23  | 
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| Chicago (Kelvyn Park) | |||||
| Chicago (Whitney Young) |  Chicago (Whitney Young) 25-19, 25-14  | 
Chicago (Whitney Young) 25-21, 25-23  | 
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| Chicago (St. Benedict) | Chicago (St. Benedict) 25-0, 25-0  | 
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| Chicago (Collins) | |||||
| Chicago (Lane) | Chicago (Lane) 25-19, 25-16  | 
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| Chicago (Gordon Tech) | |||||
| Chicago (St. Patrick) |  Chicago (St. Patrick) 25-3, 25-6  | 
 Chicago (St. Patrick) 25-9, 25-17  | 
Chicago (St. Patrick) 25-23, 25-21  | 
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| Chicago (Holy Trinity) | Chicago (Holy Trinity) 25-22, 25-15  | 
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| Chicago (Crane) | |||||
| Oak Park (Fenwick) | Oak Park (Fenwick) 25-16, 25-13  | 
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| Chicago (Schurz) | |||||
| Chicago (St. Ignatius College Prep) |  Chicago (St. Ignatius College Prep) 25-14, 25-17  | 
Chicago (St. Ignatius College Prep) 25-14, 25-22  | 
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| Chicago (Jones) | Chicago (Jones) 26-24, 25-16  | 
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| Chicago (Manley) | |||||
| Chicago (Lincoln Park) | Chicago (Lincoln Park) 25-11, 25-12  | 
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| Chicago (Latin) | |||||