| Date | Match | ||||
|---|---|---|---|---|---|
| Fri, 15 May 2026 | 9:45 PM Z |  Milton High School vs Baraboo High School  |
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| Fri, 15 May 2026 | 9:45 PM Z |  Staples High School vs Amity Regional High School  |
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| Fri, 15 May 2026 | 9:45 PM Z |  Hickory High School vs Oscar Smith High School  |
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| Fri, 15 May 2026 | 9:45 PM Z |  New Trier High School vs Libertyville High School  |
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| Fri, 15 May 2026 | 9:45 PM Z |  Waunakee High School vs Baraboo High School |
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| Fri, 15 May 2026 | 9:45 PM Z |  Team TBD vs Team TBD |
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| Fri, 15 May 2026 | 9:45 PM Z |  Deerfield High School vs Warren Township High School  |
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| Fri, 15 May 2026 | 9:45 PM Z |  Walkerville High School vs |
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| Fri, 15 May 2026 | 9:45 PM Z | Oscar Smith High School vs Hickory High School |
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| Fri, 15 May 2026 | 9:45 PM Z |  Loudoun County High School vs Woodgrove High School  |
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