Former Miss Wisconsins
| Year | Miss Wisconsin | Entered As | Miss America Awards |
| 1924 | Clara Koehler | Miss Milwaukee | Semi-Finalist |
| 1927 | June Hillyer | Miss Milwaukee | |
| 1930 | Mabel DuPont | Miss Milwaukee | Top Eight Finalist |
| 1933 | Marie Huebner | Miss Portage | Semi-Finalist |
| 1936 | Aline Fern Schwartz | Miss Milwaukee | |
| 1941 | Betty Ann Miller | Miss Milwaukee | Top Fifteen Finalist |
| 1942 | Charlotte Lemmer | Miss Milwaukee | |
| 1944 | Elyse Sutter | ||
| 1945 | Eileen Christy | Miss Menomonie | |
| 1946 | Antoine Bernice Lunde | Miss Milwaukee | Top Sixteen Finalist |
| 1947 | Gladys Berkley | Miss Baraboo | |
| 1948 | Marvene Fischer | Miss Milwaukee | |
| 1949 | Phyllis Ann Kessler | Miss Green Bay | Top Fifteen Finalist |
| 1950 | Gloria Betty Lange | Miss Milwaukee | |
| 1951 | Sheila Marie Murphy | Miss Marshfield | |
| 1952 | Jeannie Huston | Miss La Crosse | |
| 1953 | Judith Lee Jacobsen | Miss Milwaukee | |
| 1954 | Dixie Ann Sarchet | Miss Wisconsin Rapids | |
| 1955 | Margaret Wells | Miss Milwaukee | |
| 1956 | Lynn Holden | Miss Ripon | Non-Finalist Talent Award |
| 1957 | Joan Hentschel | Miss Wauwatosa | |
| 1958 | Kay Joan Ross | Miss West Allis | |
| 1959 | Mary Alice Fox | Miss Sheboygan | Miss America 1st Runner Up Preliminary Swimsuit Award |
| 1960 | Karen Fahrenbach | Miss Racine | |
| 1961 | Diane Anderson | Miss Eau Claire | |
| 1962 | Joan Mary Engh | Miss La Crosse | Miss America 1st Runner Up Preliminary Swimsuit Award |
| 1963 | Barbara Bonville | Miss North Shore | Special Scholarship Award |
| 1964 | Angela Gina Baldi | Miss North Shore | |
| 1965 | Sharon Singstock | Miss Oshkosh | Miss America 4th Runner Up U.S.O. Troupe |
| 1966 | Candace Gail Hinz | Miss West Allis | |
| 1967 | Barbara Baugh | Miss Milwaukee | Miss America 2nd Runner Up |
| 1968 | Marilyn Brahmsteadt | Miss La Crosse | |
| 1969 | Cindy Morgan | Miss Janesville | |
| 1970 | Linda Johnson | Miss Madison | |
| 1971 | Patti Jacobs | Miss Stevens Point | U.S.O. Troupe |
| 1972 | Terry Anne Meeuwsen | Miss Appleton | Miss America 1973 Preliminary Talent Award Preliminary Swimsuit Award |
| 1972 | Linda Henderson | Miss Milwaukee | |
| 1973 | Judy Hieke | Miss Milwaukee | Miss America 1st Runner Up Preliminary Swimsuit Award |
| 1974 | Carol Ann Schmitt | Miss Milwaukee | Special Education Award |
| 1975 | Marilyn Sembell | Miss Lake Geneva | Non-Finalist Talent Award |
| 1976 | Julie Ann Nowak | Miss West Allis | |
| 1977 | Jennifer Woychik | Miss Arcadia | |
| 1978 | Carin Kizewic | Miss Milwaukee | |
| 1979 | Kristine Konrad | Miss Oshkosh | |
| 1980 | Dana Spychalla | Miss Fond du Lac | |
| 1981 | Keungsuk Kim | Miss Milwaukee | Top Ten Finalist |
| 1982 | Gail Marie Soller | Miss La Crosse | Non-Finalist Talent Award |
| 1983 | Wendy Lynn Wagner | Miss Menomonie | |
| 1984 | Barbara Mullally | Miss La Crosse | Department of Defense Tour |
| 1985 | Mary Kay Anderson | Miss St. Francis | |
| 1986 | Mara Nesemann | Miss Waukesha County | Department of Defense Tour |
| 1987 | Maria Kim | Miss Madison | Preliminary Talent Award Non-Finalist Talent Award |
| 1988 | Jeanie Marie Pfeiffer | Miss Milwaukee | Department of Defense Tour |
| 1989 | Kimberly Totdahl | Miss Kenosha | |
| 1990 | Tricia Ann Luedtke | Miss Oshkosh | Non-Finalist Talent Award |
| 1991 | Brenda Haines | Miss Arcadia | |
| 1992 | Stephanie Ann Klett | Miss Wisconsin Central | Non-Finalist Talent Award |
| 1993 | Tania Ziegler | Miss Fond du Lac | Top Ten Finalist |
| 1994 | Laura Voss | Miss Green Bay | |
| 1995 | Pamela Polk | Miss Southeastern Wisconsin | |
| 1996 | Jennifer Streblow | Miss Oshkosh | |
| 1997 | Nicole Locy | Miss Western Wisconsin | Non-Finalist Interview Award |
| 1998 | Jill Patzner | Miss Western Wisconsin | Miss America Scholar |
| 1999 | Mary-Louise Kurey | Miss West Allis | Top Ten Finalist Preliminary Talent Award Bernie Wayne Performing Arts Award |
| 2000 | Joya Zamora | Miss Eastern Shore | Bert Parks Non-Finalist Talent Award |
| 2001 | Laura Herriot | Miss Berlin | Quality of Life Award Finalist |
| 2002 | Jayme Dawicki | Miss Southern Wisconsin | |
| 2003 | Tina Sauerhammer, M.D. | Miss Madison Area | Miss America 2nd Runner Up Preliminary Talent Award |
| 2004 | Molly McGrath | Miss Madison Area | Quality of Life Award Finalist |
| 2005 | Tracy Gest | Miss New Berlin | |
| 2006 | Meghan Coffey | Miss New Berlin | |
| 2007 | Christina Thompson | Miss Madison-Capital City | Top Eight Finalist |
| 2008 | Briana Lipor | Miss South Central | |
| 2009 | Kristina Smaby | Miss Madison-Capital City | |
