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|Aug. 29, 2014 at 7:30 p.m.|
|Berkeley Preparatory School||44||at||Middleton High School||6|
|Sept. 5, 2014 at 7:30 p.m.|
|Middleton High School||0||at||Freedom High School||37|
|Sept. 12, 2014 at 7:30 p.m.|
|King High School||41||at||Middleton High School||6|
|Sept. 26, 2014 at 7:30 p.m.|
|Middleton High School||6||at||Riverview High School||35|
|Oct. 2, 2014 at 7:00 p.m.|
|Middleton High School||6||at||Brandon High School||51|
|Oct. 10, 2014 at 7:30 p.m.|
|Middleton High School||6||at||Blake High School||42|
|Oct. 17, 2014 at 7:30 p.m.|
|Leto High School||18||at||Middleton High School||15|
|Oct. 24, 2014 at 7:30 p.m.|
|Middleton High School||—||at||Spoto High School||—|
|Oct. 31, 2014 at 7:30 p.m.|
|Jesuit High School||—||at||Middleton High School||—|
|Nov. 7, 2014 at 7:30 p.m.|
|Middleton High School||—||at||Bloomingdale High School||—|