After graduation DiLeo earned an undergraduate degree from Southern Illinois University, then attended the University of Illinois for her Master’s degree.
DiLeo started teaching at Crystal Lawns Elementary in the spring of 1985. She moved to Walker’s Grove Elementary in 1992 and stayed for seven years as well. DiLeo was named Central Elementary School assistant principal in 1999 and then principal in 2001.
She and her husband, Alan have three children: Lindsay, who lives and works in Chicago; Michael, who is graduating from Benedictine University in May 2016; and Julianne, who is graduating from the University of Wisconsin – Madison in May 2016.