| Week | Date | Home | Score | Away | Score | |
| 1 | 8/22/2019 | Milwaukee South | | Milwaukee Bay View/Lifelong Learning | | |
| 1 | 8/22/2019 | Milwaukee Pulaski/Carmen South/Carmen Southeast | | Milwaukee Reagan | | |
| 1 | 8/22/2019 | Bangor | | Melrose-Mindoro | | |
| 1 | 8/22/2019 | Bay Port | | Manitowoc Lincoln | | |
| 1 | 8/22/2019 | Brookfield Central | | Wauwatosa East | | |
| 1 | 8/22/2019 | Green Bay Preble | | De Pere | | |
| 1 | 8/22/2019 | Green Bay Southwest | | Ashwaubenon | | |
| 1 | 8/22/2019 | Greendale | | Badger | | |
| 1 | 8/22/2019 | Greenfield | | Martin Luther | | |
| 1 | 8/22/2019 | Johnson Creek | | Parkview/Albany | | |
| 1 | 8/22/2019 | Kenosha St. Joseph Catholic Academy | | Milwaukee Bradley/Milw Arts | | |
| 1 | 8/22/2019 | La Crosse Central | | Eau Claire North | | |
| 1 | 8/22/2019 | Lake Mills | | Menomonie | | |
| 1 | 8/22/2019 | Milwaukee Hamilton/Audubon | | Shoreland Lutheran | | |
| 1 | 8/22/2019 | Neillsville/Granton | | Fall Creek | | |
| 1 | 8/22/2019 | Notre Dame | | Sheboygan North | | |
| 1 | 8/22/2019 | Pulaski | | Sheboygan South | | |
| 1 | 8/22/2019 | Racine St. Catherine’s | | West Allis Central | | |
| 1 | 8/22/2019 | Wisconsin Rapids Lincoln | | Neenah | | |
| 1 | 8/23/2019 | Shiocton | | Ashland | | |
| 1 | 8/23/2019 | Cudahy | | Lakeland | | |
| 1 | 8/23/2019 | Deerfield | | Dodgeland | | |
| 1 | 8/23/2019 | Turtle Lake | | Hurley | | |
| 1 | 8/23/2019 | Abbotsford | | Marathon | | |
| 1 | 8/23/2019 | Almond-Bancroft | | Fall River/Rio | | |
| 1 | 8/23/2019 | Amherst | | Antigo | | |
| 1 | 8/23/2019 | Appleton East | | D.C. Everest | | |
| 1 | 8/23/2019 | Appleton North | | Stevens Point | | |
| 1 | 8/23/2019 | Appleton West | | Marshfield | | |
| 1 | 8/23/2019 | Arcadia | | Osceola | | |
| 1 | 8/23/2019 | Arrowhead | | Waukesha South | | |
| 1 | 8/23/2019 | Assumption | | Dominican | | |
| 1 | 8/23/2019 | Auburndale | | Pittsville | | |
| 1 | 8/23/2019 | Baldwin-Woodville | | Edgar | | |
| 1 | 8/23/2019 | Baraboo | | Milton | | |
| 1 | 8/23/2019 | Beaver Dam | | Stoughton | | |
| 1 | 8/23/2019 | Belleville | | New Holstein | | |
| 1 | 8/23/2019 | Big Foot | | Jefferson | | |
| 1 | 8/23/2019 | Bloomer | | Saint Croix Falls | | |
| 1 | 8/23/2019 | Bonduel | | Coleman | | |
| 1 | 8/23/2019 | Brookwood | | Boscobel | | |
| 1 | 8/23/2019 | Brown Deer | | Sheboygan Falls | | |
| 1 | 8/23/2019 | Burlington | | Whitnall | | |
| 1 | 8/23/2019 | Cadott | | Regis | | |
| 1 | 8/23/2019 | Cambria-Friesland | | Pardeeville | | |
| 1 | 8/23/2019 | Cambridge | | Brookfield Academy | | |
| 1 | 8/23/2019 | Campbellsport | | Mayville | | |
| 1 | 8/23/2019 | Cedar Grove-Belgium | | Kohler/Sheboygan Lutheran/Sheboygan Christian | | |
| 1 | 8/23/2019 | Chetek-Weyerhaeuser | | Cameron | | |
| 1 | 8/23/2019 | Clear Lake | | Glenwood City | | |
| 1 | 8/23/2019 | Cochrane-Fountain City | | Elk Mound | | |
| 1 | 8/23/2019 | Colby | | Osseo-Fairchild | | |
| 1 | 8/23/2019 | Crivitz | | Chilton | | |
| 1 | 8/23/2019 | Crivitz | | Chilton | | |
| 1 | 8/23/2019 | Darlington | | Westby | | |
| 1 | 8/23/2019 | De Soto | | Wonewoc-Center/Weston | | |
| 1 | 8/23/2019 | De Soto | | Wonewoc-Center/Weston | | |
| 1 | 8/23/2019 | DeForest | | Edgewood | | |
| 1 | 8/23/2019 | Denmark | | Fox Valley Lutheran | | |
| 1 | 8/23/2019 | Durand | | Saint Croix Central | | |
| 1 | 8/23/2019 | East Troy | | Clinton | | |
| 1 | 8/23/2019 | Elkhorn Area | | New Berlin West | | |
| 1 | 8/23/2019 | Ellsworth | | Loyal | | |
| 1 | 8/23/2019 | Elmwood/Plum City | | Pepin/Alma | | |
| 1 | 8/23/2019 | Evansville | | Brodhead/Juda | | |
| 1 | 8/23/2019 | Fennimore | | Black Hawk/Warren IL | | |
| 1 | 8/23/2019 | Flambeau | | Lake Holcombe/Cornell | | |
| 1 | 8/23/2019 | Fond du Lac | | Franklin | | |
| 1 | 8/23/2019 | Freedom | | Oconto Falls | | |
| 1 | 8/23/2019 | Germantown | | Menomonee Falls | | |
| 1 | 8/23/2019 | Gilman | | Crandon | | |
| 1 | 8/23/2019 | Grafton | | Cedarburg | | |
| 1 | 8/23/2019 | Grantsburg | | Amery | | |
| 1 | 8/23/2019 | Green Bay East | | Seymour | | |
| 1 | 8/23/2019 | Greenwood | | Tomahawk | | |
| 1 | 8/23/2019 | Hamilton | | Wauwatosa West | | |
| 1 | 8/23/2019 | Hartford Union | | Slinger | | |
| 1 | 8/23/2019 | Hayward/La Courte Oreilles | | Barron | | |
| 1 | 8/23/2019 | Highland | | Wauzeka-Steuben/Seneca | | |
| 1 | 8/23/2019 | Hilbert | | Mishicot | | |
| 1 | 8/23/2019 | Hillsboro | | Potosi/Cassville | | |
| 1 | 8/23/2019 | Holmen | | Chippewa Falls | | |
| 1 | 8/23/2019 | Homestead | | West Bend West | | |
| 1 | 8/23/2019 | Horicon/Hustisford | | Lomira | | |
| 1 | 8/23/2019 | Independence/Gilmanton | | Boyceville | | |
| 1 | 8/23/2019 | Iowa-Grant | | River Ridge | | |
| 1 | 8/23/2019 | Ithaca | | Riverdale | | |
| 1 | 8/23/2019 | Janesville Craig | | Beloit Memorial | | |
| 1 | 8/23/2019 | Janesville Craig | | Beloit Memorial | | |
| 1 | 8/23/2019 | Kewaunee | | Kiel | | |
| 1 | 8/23/2019 | Kickapoo/La Farge | | North Crawford | | |
| 1 | 8/23/2019 | La Crosse Logan | | Eau Claire Memorial | | |
| 1 | 8/23/2019 | Ladysmith | | Cumberland | | |
| 1 | 8/23/2019 | Lakeside Lutheran | | Adams-Friendship | | |
| 1 | 8/23/2019 | Lodi | | Delavan-Darien | | |
| 1 | 8/23/2019 | Luther | | Blair-Taylor | | |
| 1 | 8/23/2019 | Madison East | | Middleton | | |
| 1 | 8/23/2019 | Madison West | | Madison La Follette | | |
| 1 | 8/23/2019 | Manitowoc Lutheran | | Random Lake | | |
| 1 | 8/23/2019 | Marinette | | Little Chute | | |
| 1 | 8/23/2019 | Markesan | | Manawa | | |
| 1 | 8/23/2019 | McFarland | | Edgerton | | |
| 1 | 8/23/2019 | Medford | | Rice Lake | | |
| 1 | 8/23/2019 | Menasha | | Waupaca | | |
| 1 | 8/23/2019 | Merrill | | Wausau East | | |
| 1 | 8/23/2019 | Milwaukee King | | Shorewood/Messmer | | |
| 1 | 8/23/2019 | Milwaukee Lutheran | | Kewaskum | | |
| 1 | 8/23/2019 | Milwaukee North | | Hope Christian | | |
| 1 | 8/23/2019 | Milwaukee Vincent/Destiny | | Saint Francis | | |
| 1 | 8/23/2019 | Mineral Point | | Viroqua | | |
| 1 | 8/23/2019 | Mondovi | | Eleva-Strum | | |
| 1 | 8/23/2019 | Montello/Green Lake/Princeton | | Iola-Scandinavia | | |
| 1 | 8/23/2019 | Mosinee | | Berlin | | |
| 1 | 8/23/2019 | Mount Horeb/Barneveld | | Watertown | | |
| 1 | 8/23/2019 | Muskego | | Marquette | | |
| 1 | 8/23/2019 | Nekoosa | | River Valley | | |
| 1 | 8/23/2019 | New Glarus/Monticello | | Dodgeville | | |
| 1 | 8/23/2019 | New Lisbon | | Southwestern | | |
| 1 | 8/23/2019 | New London | | Luxemburg-Casco | | |
| 1 | 8/23/2019 | New Richmond | | River Falls | | |
| 1 | 8/23/2019 | Niagara/Goodman/Pembine | | Brillion | | |
| 1 | 8/23/2019 | North Fond du Lac | | Lourdes Academy | | |
| 1 | 8/23/2019 | Oak Creek | | Wisconsin Lutheran | | |
| 1 | 8/23/2019 | Oconomowoc | | Catholic Memorial | | |
| 1 | 8/23/2019 | Omro | | Columbus | | |
| 1 | 8/23/2019 | Onalaska | | Hudson | | |
| 1 | 8/23/2019 | Oostburg | | Howards Grove | | |
| 1 | 8/23/2019 | Oshkosh North | | Kaukauna | | |
| 1 | 8/23/2019 | Owen-Withee | | Pacelli | | |
| 1 | 8/23/2019 | Ozaukee | | Reedsville | | |
| 1 | 8/23/2019 | Palmyra-Eagle | | Marshall | | |
| 1 | 8/23/2019 | Pecatonica/Argyle | | Lancaster | | |
| 1 | 8/23/2019 | Pewaukee | | Milwaukee Riverside/Golda Meir | | |
| 1 | 8/23/2019 | Pius XI Catholic | | Kenosha Tremper | | |
| 1 | 8/23/2019 | Platteville | | Cuba City | | |
| 1 | 8/23/2019 | Plymouth | | New Berlin Eisenhower | | |
| 1 | 8/23/2019 | Portage | | Fort Atkinson | | |
| 1 | 8/23/2019 | Prescott | | Rhinelander | | |
| 1 | 8/23/2019 | Racine Horlick | | Milwaukee Marshall/Carmen Northwest/Juneau/Languages | | |
| 1 | 8/23/2019 | Randolph | | Westfield | | |
| 1 | 8/23/2019 | Reedsburg | | Oregon | | |
| 1 | 8/23/2019 | Rib Lake/Prentice | | Athens | | |
| 1 | 8/23/2019 | Richland Center | | Wisconsin Dells | | |
| 1 | 8/23/2019 | Ripon | | Watertown Luther Prep | | |
| 1 | 8/23/2019 | Roncalli | | Obama SCTE | | |
| 1 | 8/23/2019 | Rosholt | | Oconto | | |
| 1 | 8/23/2019 | Royall | | Benton/Scales Mound IL/Shullsburg | | |
| 1 | 8/23/2019 | Saint Thomas More | | Kenosha Christian Life | | |
| 1 | 8/23/2019 | Sauk Prairie | | Monroe | | |
| 1 | 8/23/2019 | Shawano Community | | West De Pere | | |
| 1 | 8/23/2019 | Somerset | | Superior | | |
| 1 | 8/23/2019 | South Milwaukee | | Racine Park | | |
| 1 | 8/23/2019 | Southern Door | | Winneconne | | |
| 1 | 8/23/2019 | Sparta | | Black River Falls | | |
| 1 | 8/23/2019 | Spooner | | Northwestern | | |
| 1 | 8/23/2019 | Spring Valley | | Unity | | |
| 1 | 8/23/2019 | Stanley-Boyd | | Altoona | | |
| 1 | 8/23/2019 | Stratford | | Spencer/Columbus Catholic | | |
| 1 | 8/23/2019 | Sturgeon Bay | | Valders | | |
| 1 | 8/23/2019 | Sun Prairie | | Madison Memorial | | |
| 1 | 8/23/2019 | Thorp | | Augusta | | |
| 1 | 8/23/2019 | Tomah | | Mauston | | |
| 1 | 8/23/2019 | Two Rivers | | Peshtigo | | |
| 1 | 8/23/2019 | Union Grove | | Racine Lutheran | | |
| 1 | 8/23/2019 | University School of Milwaukee | | Catholic Central | | |
| 1 | 8/23/2019 | Verona | | Janesville Parker | | |
| 1 | 8/23/2019 | Waterford | | Kenosha Bradford/Reuther | | |
| 1 | 8/23/2019 | Waterloo | | Poynette | | |
| 1 | 8/23/2019 | Waukesha North | | Mukwonago | | |
| 1 | 8/23/2019 | Waukesha West | | Kettle Moraine | | |
| 1 | 8/23/2019 | Waunakee | | Monona Grove | | |
| 1 | 8/23/2019 | Waunakee | | Monona Grove | | |
| 1 | 8/23/2019 | Waupun | | St. John's NW Military Academy | | |
| 1 | 8/23/2019 | Wausau West | | Hortonville | | |
| 1 | 8/23/2019 | Wautoma | | Laconia | | |
| 1 | 8/23/2019 | West Allis Hale | | Brookfield East | | |
| 1 | 8/23/2019 | West Bend East | | Port Washington | | |
| 1 | 8/23/2019 | West Salem | | Gale-Ettrick-Trempealeau | | |
| 1 | 8/23/2019 | Westosha Central | | Racine Case | | |
| 1 | 8/23/2019 | Weyauwega-Fremont | | Cashton | | |
| 1 | 8/23/2019 | Whitefish Bay | | Nicolet | | |
| 1 | 8/23/2019 | Whitehall | | Colfax | | |
| 1 | 8/23/2019 | Whitewater | | Turner | | |
| 1 | 8/23/2019 | Wild Rose | | Necedah | | |
| 1 | 8/23/2019 | Wilmot Union | | Kenosha Indian Trail | | |
| 1 | 8/23/2019 | Winnebago Lutheran Academy | | Kettle Moraine Lutheran | | |
| 1 | 8/23/2019 | Wittenberg-Birnamwood | | Northland Pines | | |
| 1 | 8/23/2019 | Wrightstown | | Clintonville | | |
| 1 | 8/23/2019 | Xavier | | Green Bay West | | |
| 1 | 8/23/2019 | Oshkosh West | | Kimberly | | |
| 1 | 8/24/2019 | Aquinas | | Prairie du Chien | | |
| 1 | 8/24/2019 | Menominee Indian | | Living Word Lutheran | | |
| 1 | 8/24/2019 | Saint Mary's Springs | | Lake Country Lutheran | | |