| Week | Date | Home | Score | Away | Score | |
| 9 | 10/17/2019 | Milwaukee Marshall/Carmen Northwest/Juneau/Languages | 48 | Obama SCTE | 0 | |
| 9 | 10/17/2019 | Brookfield Academy | 51 | Hope Christian | 18 | |
| 9 | 10/17/2019 | Greendale | 21 | Whitnall | 27 | 2OT |
| 9 | 10/17/2019 | Milwaukee Bay View/Lifelong Learning | 18 | Milwaukee Washington/Collegiate/Science | 0 | |
| 9 | 10/17/2019 | Milwaukee Riverside/Golda Meir | 35 | Milwaukee South | 7 | |
| 9 | 10/17/2019 | Oak Creek | 6 | Franklin | 49 | |
| 9 | 10/17/2019 | Racine St. Catherine’s | 41 | Kenosha St. Joseph Catholic Academy | 7 | |
| 9 | 10/17/2019 | Regis | 52 | Neillsville/Granton | 8 | |
| 9 | 10/17/2019 | Saint Francis | 12 | Lake Country Lutheran | 35 | |
| 9 | 10/17/2019 | Milwaukee Bradley/Milw Arts | 58 | Milwaukee Madison | 0 | |
| 9 | 10/17/2019 | Milwaukee Hamilton/Audubon | 40 | Milwaukee Pulaski/Carmen South/Carmen Southeast | 14 | |
| 9 | 10/18/2019 | St. John's NW Military Academy | 20 | University School of Milwaukee | 7 | |
| 9 | 10/18/2019 | Abbotsford | 50 | Athens | 19 | |
| 9 | 10/18/2019 | Almond-Bancroft | 34 | Johnson Creek | 28 | |
| 9 | 10/18/2019 | Appleton West | 8 | Appleton East | 42 | |
| 9 | 10/18/2019 | Aquinas | 39 | Luther | 0 | |
| 9 | 10/18/2019 | Arcadia | 42 | Richland Center | 8 | |
| 9 | 10/18/2019 | Ashland | 12 | Rhinelander | 16 | |
| 9 | 10/18/2019 | Assumption | 28 | Owen-Withee | 36 | 1OT |
| 9 | 10/18/2019 | Badger | 17 | Waterford | 7 | |
| 9 | 10/18/2019 | Baldwin-Woodville | 50 | Somerset | 14 | |
| 9 | 10/18/2019 | Baraboo | 45 | Mount Horeb/Barneveld | 14 | |
| 9 | 10/18/2019 | Barron | 21 | Spooner | 26 | |
| 9 | 10/18/2019 | Bay Port | 42 | Pulaski | 0 | |
| 9 | 10/18/2019 | Beaver Dam | 22 | Sauk Prairie | 56 | |
| 9 | 10/18/2019 | Black River Falls | 34 | Wisconsin Dells | 0 | |
| 9 | 10/18/2019 | Blair-Taylor | 48 | Pepin/Alma | 6 | |
| 9 | 10/18/2019 | Bonduel | 42 | Southern Door | 0 | |
| 9 | 10/18/2019 | Boscobel | 0 | Potosi/Cassville | 40 | |
| 9 | 10/18/2019 | Brillion | 27 | New Holstein | 42 | |
| 9 | 10/18/2019 | Brodhead/Juda | 26 | McFarland | 34 | |
| 9 | 10/18/2019 | Brookfield East | 24 | Germantown | 17 | |
| 9 | 10/18/2019 | Brookwood | 21 | Highland | 13 | |
| 9 | 10/18/2019 | Cadott | 52 | Boyceville | 14 | |
| 9 | 10/18/2019 | Cameron | 0 | Bloomer | 35 | |
| 9 | 10/18/2019 | Cashton | 0 | Bangor | 53 | |
| 9 | 10/18/2019 | Catholic Central | 13 | Racine Lutheran | 34 | |
| 9 | 10/18/2019 | Catholic Memorial | 49 | Waukesha North | 17 | |
| 9 | 10/18/2019 | Cedarburg | 40 | West Bend East | 14 | |
| 9 | 10/18/2019 | Clintonville | 13 | Oconto Falls | 26 | |
| 9 | 10/18/2019 | Cochrane-Fountain City | 7 | Augusta | 36 | |
| 9 | 10/18/2019 | Coleman | 35 | Rosholt | 0 | |
| 9 | 10/18/2019 | Columbus | 39 | Poynette | 13 | |
| 9 | 10/18/2019 | Cumberland | 24 | Hayward/La Courte Oreilles | 0 | |
| 9 | 10/18/2019 | D.C. Everest | 42 | Stevens Point | 6 | |
| 9 | 10/18/2019 | Darlington | 40 | Cuba City | 28 | |
| 9 | 10/18/2019 | De Pere | 23 | Ashwaubenon | 31 | |
| 9 | 10/18/2019 | De Soto | 41 | Kenosha Christian Life | 0 | |
| 9 | 10/18/2019 | Deerfield | 14 | Lourdes Academy | 42 | |
| 9 | 10/18/2019 | DeForest | 35 | Waunakee | 13 | |
| 9 | 10/18/2019 | Delavan-Darien | 7 | Wilmot | 14 | |
| 9 | 10/18/2019 | Dominican | 48 | Shoreland Lutheran | 27 | |
| 9 | 10/18/2019 | Durand | 8 | Mondovi | 38 | |
| 9 | 10/18/2019 | Eau Claire North | 6 | River Falls | 41 | |
| 9 | 10/18/2019 | Edgerton | 49 | Big Foot | 13 | |
| 9 | 10/18/2019 | Eleva-Strum | 41 | Whitehall | 7 | |
| 9 | 10/18/2019 | Elkhorn | 30 | Burlington | 57 | |
| 9 | 10/18/2019 | Ellsworth | 0 | Osceola | 28 | |
| 9 | 10/18/2019 | Elmwood/Plum City | 0 | Unity | 42 | |
| 9 | 10/18/2019 | Evansville | 43 | Clinton | 0 | |
| 9 | 10/18/2019 | Fall River/Rio | 41 | Menominee Indian | 6 | |
| 9 | 10/18/2019 | Fennimore | 36 | Iowa-Grant | 8 | |
| 9 | 10/18/2019 | Flambeau | 0 | Turtle Lake | 36 | |
| 9 | 10/18/2019 | Fort Atkinson | 0 | Oregon | 28 | |
| 9 | 10/18/2019 | Fox Valley Lutheran | 29 | Xavier | 22 | |
| 9 | 10/18/2019 | Gale-Ettrick-Trempealeau | 70 | Adams-Friendship | 6 | |
| 9 | 10/18/2019 | Gilman | 20 | Loyal | 0 | |
| 9 | 10/18/2019 | Glenwood City | 21 | Elk Mound | 50 | |
| 9 | 10/18/2019 | Grantsburg | 28 | Lake Holcombe/Cornell | 12 | |
| 9 | 10/18/2019 | Green Bay Southwest | 34 | Sheboygan North | 6 | |
| 9 | 10/18/2019 | Hillsboro | 34 | Royall | 28 | |
| 9 | 10/18/2019 | Horicon/Hustisford | 42 | Dodgeland | 6 | |
| 9 | 10/18/2019 | Howards Grove | 20 | Ozaukee | 33 | |
| 9 | 10/18/2019 | Hudson | 25 | Chippewa Falls | 29 | |
| 9 | 10/18/2019 | Hurley | 37 | Marathon | 36 | |
| 9 | 10/18/2019 | Independence/Gilmanton | 6 | Melrose-Mindoro | 42 | |
| 9 | 10/18/2019 | Iola-Scandinavia | 14 | Amherst | 28 | |
| 9 | 10/18/2019 | Janesville Parker | 21 | Beloit Memorial | 7 | |
| 9 | 10/18/2019 | Jefferson | 42 | Whitewater | 6 | |
| 9 | 10/18/2019 | Kaukauna | 10 | Hortonville | 27 | |
| 9 | 10/18/2019 | Kenosha Bradford/Reuther | 37 | Racine Park | 14 | |
| 9 | 10/18/2019 | Kettle Moraine | 14 | Arrowhead | 13 | |
| 9 | 10/18/2019 | Kettle Moraine Lutheran | 7 | Berlin | 45 | |
| 9 | 10/18/2019 | Kewaskum | 14 | Ripon | 17 | |
| 9 | 10/18/2019 | Kewaunee | 35 | Peshtigo | 8 | |
| 9 | 10/18/2019 | Kiel | 55 | Two Rivers | 13 | |
| 9 | 10/18/2019 | Kimberly | 45 | Appleton North | 14 | |
| 9 | 10/18/2019 | Kohler/Sheboygan Lutheran/Sheboygan Christian | 34 | Oostburg | 57 | |
| 9 | 10/18/2019 | La Crosse Logan | 30 | Tomah | 7 | |
| 9 | 10/18/2019 | Laconia | 35 | Mayville | 19 | |
| 9 | 10/18/2019 | Ladysmith | 28 | Saint Croix Falls | 35 | |
| 9 | 10/18/2019 | Lakeland | 34 | Wausau East | 26 | |
| 9 | 10/18/2019 | Lakeside Lutheran | 23 | Lodi | 15 | |
| 9 | 10/18/2019 | Lancaster | 7 | Mineral Point | 33 | |
| 9 | 10/18/2019 | Little Chute | 3 | Denmark | 14 | |
| 9 | 10/18/2019 | Madison East | 6 | Verona | 55 | |
| 9 | 10/18/2019 | Madison Memorial | 29 | Janesville Craig | 16 | |
| 9 | 10/18/2019 | Manitowoc Lincoln | 37 | Notre Dame | 0 | |
| 9 | 10/18/2019 | Manitowoc Lutheran | 7 | Mishicot | 0 | |
| 9 | 10/18/2019 | Marinette | 0 | Freedom | 42 | |
| 9 | 10/18/2019 | Markesan | 26 | Pardeeville | 14 | |
| 9 | 10/18/2019 | Marquette | 48 | West Allis Hale | 7 | |
| 9 | 10/18/2019 | Marshall | 0 | Winnebago Lutheran | 56 | |
| 9 | 10/18/2019 | Marshfield | 24 | Sparta | 10 | |
| 9 | 10/18/2019 | Mauston | 1 | Westfield | 0 | Forfeit |
| 9 | 10/18/2019 | Menasha | 56 | Green Bay East | 0 | |
| 9 | 10/18/2019 | Menomonee Falls | 46 | Hamilton | 17 | |
| 9 | 10/18/2019 | Menomonie | 28 | Eau Claire Memorial | 14 | |
| 9 | 10/18/2019 | Merrill | 7 | Medford | 44 | |
| 9 | 10/18/2019 | Middleton | 49 | Madison La Follette | 21 | |
| 9 | 10/18/2019 | Milwaukee King | 42 | Milwaukee Reagan | 20 | |
| 9 | 10/18/2019 | Monroe | 42 | Edgewood | 6 | |
| 9 | 10/18/2019 | Mosinee | 42 | Antigo | 20 | |
| 9 | 10/18/2019 | Mukwonago | 34 | Waukesha West | 38 | |
| 9 | 10/18/2019 | Neenah | 21 | Fond du Lac | 45 | |
| 9 | 10/18/2019 | Nekoosa | 35 | Wautoma | 14 | |
| 9 | 10/18/2019 | New Berlin Eisenhower | 21 | Greenfield | 0 | |
| 9 | 10/18/2019 | New Berlin West | 42 | South Milwaukee | 20 | |
| 9 | 10/18/2019 | New Glarus/Monticello | 42 | Belleville | 7 | |
| 9 | 10/18/2019 | New Lisbon | 14 | Necedah | 32 | |
| 9 | 10/18/2019 | New London | 21 | Seymour | 0 | |
| 9 | 10/18/2019 | New Richmond | 43 | Amery | 6 | |
| 9 | 10/18/2019 | Nicolet | 7 | Homestead | 14 | |
| 9 | 10/18/2019 | North Fond du Lac | 7 | Saint Mary's Springs | 42 | |
| 9 | 10/18/2019 | Northland Pines | 38 | Crivitz | 28 | |
| 9 | 10/18/2019 | Northwestern | 56 | Chetek-Weyerhaeuser | 7 | |
| 9 | 10/18/2019 | Oconomowoc | 21 | Wauwatosa East | 6 | |
| 9 | 10/18/2019 | Omro | 17 | Lomira | 14 | |
| 9 | 10/18/2019 | Onalaska | 17 | Holmen | 10 | |
| 9 | 10/18/2019 | Oshkosh North | 14 | Oshkosh West | 42 | |
| 9 | 10/18/2019 | Osseo-Fairchild | 36 | Fall Creek | 8 | |
| 9 | 10/18/2019 | Palmyra-Eagle | 53 | Montello/Green Lake/Princeton | 13 | |
| 9 | 10/18/2019 | Pecatonica/Argyle | 7 | Black Hawk/Warren IL | 27 | |
| 9 | 10/18/2019 | Pewaukee | 21 | Milwaukee Lutheran | 14 | |
| 9 | 10/18/2019 | Pius XI Catholic | 12 | Brown Deer | 14 | |
| 9 | 10/18/2019 | Platteville | 7 | Prairie du Chien | 42 | |
| 9 | 10/18/2019 | Port Washington | 14 | Hartford | 53 | |
| 9 | 10/18/2019 | Portage | 6 | Reedsburg | 41 | |
| 9 | 10/18/2019 | Racine Case | 14 | Kenosha Indian Trail | 27 | |
| 9 | 10/18/2019 | Racine Horlick | 25 | Kenosha Tremper | 13 | |
| 9 | 10/18/2019 | Randolph | 24 | Cambria-Friesland | 22 | |
| 9 | 10/18/2019 | Random Lake | 14 | Cedar Grove-Belgium | 57 | |
| 9 | 10/18/2019 | Reedsville | 8 | Hilbert | 35 | |
| 9 | 10/18/2019 | Rib Lake/Prentice | 0 | Auburndale | 62 | |
| 9 | 10/18/2019 | Rice Lake | 6 | Superior | 37 | |
| 9 | 10/18/2019 | River Ridge | 47 | Southwestern | 12 | |
| 9 | 10/18/2019 | River Valley | 49 | Dodgeville | 6 | |
| 9 | 10/18/2019 | Riverdale | 75 | North Crawford | 14 | |
| 9 | 10/18/2019 | Saint Thomas More | 6 | Martin Luther | 48 | |
| 9 | 10/18/2019 | Shawano | 42 | Green Bay West | 7 | |
| 9 | 10/18/2019 | Sheboygan Falls | 14 | Chilton | 0 | |
| 9 | 10/18/2019 | Sheboygan South | 10 | Green Bay Preble | 33 | |
| 9 | 10/18/2019 | Slinger | 10 | Whitefish Bay | 21 | |
| 9 | 10/18/2019 | Spencer/Columbus Catholic | 49 | Altoona | 12 | |
| 9 | 10/18/2019 | Spring Valley | 42 | Colfax | 0 | |
| 9 | 10/18/2019 | St. Croix Central | 57 | Prescott | 6 | |
| 9 | 10/18/2019 | Stanley-Boyd | 6 | Colby | 33 | |
| 9 | 10/18/2019 | Stoughton | 48 | Monona Grove | 27 | |
| 9 | 10/18/2019 | Stratford | 61 | South Beloit, IL | 0 | |
| 9 | 10/18/2019 | Sturgeon Bay | 0 | Oconto | 1 | Forfeit |
| 9 | 10/18/2019 | Sun Prairie | 21 | Madison West | 13 | |
| 9 | 10/18/2019 | Thorp | 6 | Greenwood | 12 | |
| 9 | 10/18/2019 | Tomahawk | 0 | Edgar | 57 | |
| 9 | 10/18/2019 | Turner | 13 | East Troy | 27 | |
| 9 | 10/18/2019 | Union Grove | 40 | Westosha Central | 15 | |
| 9 | 10/18/2019 | Valders | 27 | Roncalli | 22 | |
| 9 | 10/18/2019 | Viroqua | 8 | Westby | 21 | |
| 9 | 10/18/2019 | Waterloo | 6 | Cambridge | 33 | |
| 9 | 10/18/2019 | Watertown | 27 | Milton | 41 | |
| 9 | 10/18/2019 | Watertown Luther Prep | 8 | Lake Mills | 54 | |
| 9 | 10/18/2019 | Waukesha South | 0 | Muskego | 49 | |
| 9 | 10/18/2019 | Waupun | 6 | Plymouth | 62 | |
| 9 | 10/18/2019 | Wausau West | 24 | Wisconsin Rapids Lincoln | 40 | |
| 9 | 10/18/2019 | Wauwatosa West | 13 | Brookfield Central | 28 | |
| 9 | 10/18/2019 | Wauzeka-Steuben/Seneca | 27 | Kickapoo/La Farge | 7 | |
| 9 | 10/18/2019 | Webster | 8 | Clear Lake | 0 | |
| 9 | 10/18/2019 | West Allis Central | 6 | Shorewood/Messmer | 42 | |
| 9 | 10/18/2019 | West Bend West | 13 | Grafton | 49 | |
| 9 | 10/18/2019 | West De Pere | 42 | Waupaca | 6 | |
| 9 | 10/18/2019 | West Salem | 25 | La Crosse Central | 26 | |
| 9 | 10/18/2019 | Weyauwega-Fremont | 20 | Shiocton | 13 | |
| 9 | 10/18/2019 | Wild Rose | 13 | Pacelli | 43 | |
| 9 | 10/18/2019 | Winneconne | 27 | Campbellsport | 6 | |
| 9 | 10/18/2019 | Wisconsin Lutheran | 24 | Cudahy | 7 | |
| 9 | 10/18/2019 | Wittenberg-Birnamwood | 15 | Manawa | 28 | |
| 9 | 10/18/2019 | Wonewoc-Center/Weston | 7 | Ithaca | 38 | |
| 9 | 10/18/2019 | Wrightstown | 30 | Luxemburg-Casco | 22 | |
| 9 | 10/19/2019 | Living Word Lutheran | 32 | Parkview/Albany | 60 | |
| 9 | 10/25/2019 | Crandon | | Niagara/Goodman/Pembine | | |