Forever Miss Delawares

2022 Grace Otley

2021 Sophie Phillips

2019-2020 Hillary May

2018 Joanna Wicks

2017 Chelsea Bruce

2016 Amanda Debus

2015 Brooke Mitchell

2014 Brittany Lewis

2013 Rebecca Jackson

2012 Alyssa Murray

2011 Maria Cahill

2010 Kayla Martell

2009 Heather Lehman

2008 Galen Giaccone

2007 Brittany Dempsey

2006 Jamie Ginn

2005 Becky Bledsoe

2004 Linda Kurtz

2003 Erin Elizabeth Williams

2002 Shoha Parekh

2001 Erin Cooper

2000 Junnie Cross

1999 Kama Boland

1998 Jody Kelly

1997 Alison White

1996 Aimee Voshell

1995 Michelle Harris

1994 Letitia Lee Pusey

1993 Jennifer Kaczmarczyk

1992 Kathleen Ann Slavin

1991 Beth Ann Jones

1990 Lisa Marie Munzert

1989 Robin Lee Coutant

1988 Laura Kathleen Ludwig

1987 Anne Marie Jarka

1986 Lori Ann Scott

1985 Lisa Anne Patrick

1984 Nancy Lynn Ball

1983 Tammy Renee Copeland

1982 Nancy Ellen Farley

1981 Jodi Meade Graham

1980 Andra Lee Dickerson

1979 Ann Lorraine Harrington

1978 Janice Anne Albro

1977 Sandra Louise Aiken

1976 Day Deborah Rica Lipford

1975 Elaine Campanelli

1974 Kathleen Attanasi

1973 Jackie LaGuardia

1972 Catherine Lawton

1971 Paula Kusmer

1970 Linda Sue Hitchens

1969 Margo Ewing

1968 Gayle Freeman

1967 Susan Alice Levens*

1966 Mary Lee Mancini

1965 Kathleen Grandell

1964 Anita Gail Eubank

1963 Diane Beverly Isaacs*

1962 Alice Richards Watts

1961 Robin Jane Whempner

1960 Deborah Dunkenfield Benoit

1959 Ester Olney

1958 Nancy M. Williams

1957 Kathleen Ann D'Attillio

1956 Janice Olson

1955 Joanne Sakowski

1954 Barbara Woodall*

1953 Lois Anne Alava

1952 Helen Blackwell*

1951 Suzanne Parrott

1950 Lorna Edwardson*

1944 Jacquelyn Vasseur

1943 Mona Crawford

1942 Dorothy McGovern

1941 Verona Smith*

1940 Peggy Insolo*

1937 Nickey Harriett*

1936 Lillian Shamers*

1933 Victoria George*

*Deceased
Please note that there was no competition in 1934, 1935, 1938, 1939, 1945-1949, and 2020.