Wenona Whitfield received her BA degree from Illinois Wesleyan (1970) and her JD degree from Southern Illinois University School of Law in 1977. She taught property and health-related courses at SIU Law for 26 years before retiring in 2007. She has been a visiting professor at Florida Coastal School of Law, William Mitchell College of Law, and the University of Missouri School of Law in Columbia, Missouri.
She has taught as a Fulbright professor at the University of Ghana College of Law and at Tsinghua University School of Law in Beijing, China. She is a member of the American Law Institute, the Illinois State Bar Association, and the American Agricultural Law Association.