| WAF1766 | MN | Sat | 10/10 | GLEN | 10:15 AM | 1 | Glenbrook South (HSD2 JV) | 1 | Highland Park HS (HSD2 JV) |
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| WAF1780 | MN | Wed | 10/14 | LFA | 6:00 PM | 5 | New Trier (HSD2 JV) Junior Varsity | 1 | Highland Park HS (HSD2 JV) |
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| WAF1787 | MN | Sat | 10/17 | BG B | 5:35 PM | 9 | Stevenson (HSD2 JV) Junior Varsity | 3 | Highland Park HS (HSD2 JV) |
| | Per | Time | No | Goal | No | Assist | No | Assist | Goal Type | | | 2 | 11:29 | 54 | Richter, Ryan N | 35 | Zaslavsky, Misha | | | Normal |
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| WAF1798 | MN | Wed | 10/21 | EVAN | 8:15 PM | 1 | Evanston HS (HSD1 JV) | 7 | Highland Park HS (HSD2 JV) |
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| WAF1806 | MN | Sat | 10/24 | BG B | 6:55 PM | 2 | Highland Park HS (HSD2 JV) | 5 | St Viator (HSD2 JV) Junior Varsity |
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| | Per | Time | Minutes | Infraction | | | 2 | 2:31 | 2:00 | Interference |
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| WAF1816 | MN | Wed | 10/28 | HP | 8:50 PM | 4 | Highland Park HS (HSD2 JV) | 2 | Glenbrook South (HSD2 JV) |
| | Per | Time | No | Goal | No | Assist | No | Assist | Goal Type | | | 2 | 0:49 | 35 | Zaslavsky, Misha | 81 | Perlmutter, Dustin J | | | Power Play |
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| WAF1825 | MN | Sat | 10/31 | VH N | 8:00 PM | 1 | Highland Park HS (HSD2 JV) | 4 | Glenbrook N HS (HSD2 JV) Jv |
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| WAF1836 | MN | Wed | 11/04 | BG B | 8:35 PM | 5 | Lake Forest HS (HSD2 JV) | 3 | Highland Park HS (HSD2 JV) |
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| WAF1848 | MN | Sat | 11/07 | HP | 8:00 PM | 3 | Highland Park HS (HSD2 JV) | 4 | Evanston HS (HSD1 JV) |
| | Per | Time | No | Goal | No | Assist | No | Assist | Goal Type | | | 3 | 0:57 | 35 | Zaslavsky, Misha | | | | | Normal |
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| | Per | Time | Minutes | Infraction | | | 3 | 11:38 | 2:00 | Boarding |
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| WAF1855 | MN | Wed | 11/11 | GM | 7:10 PM | 2 | Warren HS (HSD2 JV) Boys Jv | 5 | Highland Park HS (HSD2 JV) |
| | Per | Time | No | Goal | No | Assist | No | Assist | Goal Type | | | 3 | 5:07 | 35 | Zaslavsky, Misha | | | | | Normal |
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| | Per | Time | Minutes | Infraction | | | 1 | 4:31 | 2:00 | Holding |
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| WAF1874 | MN | Wed | 11/18 | VH N | 7:00 PM | 6 | Highland Park HS (HSD2 JV) | 2 | Warren HS (HSD2 JV) Boys Jv |
| | Per | Time | No | Goal | No | Assist | No | Assist | Goal Type | | | 1 | 13:16 | 35 | Zaslavsky, Misha | 54 | Richter, Ryan N | 40 | Block, Alex J | Normal | | | 1 | 4:14 | 35 | Zaslavsky, Misha | 54 | Richter, Ryan N | | | Normal | | | 3 | 9:48 | 54 | Richter, Ryan N | 35 | Zaslavsky, Misha | 67 | Goodman, William M | Normal | | | 3 | 1:42 | 35 | Zaslavsky, Misha | 71 | Kravitz, Jordan L | | | Power Play |
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| WAF1890 | MN | Wed | 11/25 | VH N | 7:00 PM | 4 | Highland Park HS (HSD2 JV) | 1 | Deerfield (HSD2 JV) Jv |
| | Per | Time | No | Goal | No | Assist | No | Assist | Goal Type | | | 3 | 12:18 | 35 | Zaslavsky, Misha | | | | | Normal |
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| | Per | Time | Minutes | Infraction | | | 2 | 9:57 | 2:00 | Roughing |
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| WAF1900 | MN | Wed | 12/02 | VH N | 7:00 PM | 0 | Highland Park HS (HSD2 JV) | 3 | Loyola Academy (HSD2 JV) Jv |
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| WAF1911 | MN | Sat | 12/05 | NB | 6:05 PM | 6 | Glenbrook N HS (HSD2 JV) Jv | 0 | Highland Park HS (HSD2 JV) |
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| WAF1944 | MN | Wed | 12/09 | LFC | 9:15 PM | 2 | Highland Park HS (HSD2 JV) | 5 | New Trier (HSD2 JV) Junior Varsity |
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| WAF1959 | MN | Wed | 1/06 | HP | 8:50 PM | 0 | Highland Park HS (HSD2 JV) | 5 | Lake Forest HS (HSD2 JV) |
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| WAF1963 | MN | Sat | 1/09 | VH N | 8:30 PM | 1 | Highland Park HS (HSD2 JV) | 8 | Stevenson (HSD2 JV) Junior Varsity |
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| WAF1995 | MN | Sat | 1/23 | WESTM | 8:10 PM | 5 | St Viator (HSD2 JV) Junior Varsity | 2 | Highland Park HS (HSD2 JV) |
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| WAF1999 | MN | Wed | 1/27 | VH N | 7:00 PM | 1 | Deerfield (HSD2 JV) Jv | 3 | Highland Park HS (HSD2 JV) |
| | Per | Time | No | Goal | No | Assist | No | Assist | Goal Type | | | 2 | 12:51 | 35 | Zaslavsky, Misha | 40 | Block, Alex J | | | Normal |
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| | Per | Time | Minutes | Infraction | | | 1 | 2:31 | 2:00 | Slashing | | | 3 | 10:58 | 2:00 | Interference |
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JV