Josephine Trowbridge, Miss Springfield of 1928, with Springfield Aviation Co. co-owner Craig Isbell at the local celebration of Air Mail Week on July 29, 1928. Isbell took Trowbridge on a biplane flight as part of the event. Trowbridge was elected Miss Springfield in a vote open to local bus and street car riders. Note: This caption has been corrected; SangamonLink previously misidentified Trowbridge, among other mistakes. Our thanks to commenter Larry Senalik for pointing out the errors. (Sangamon Valley Collection)
I believe the woman in the picture is Josephine Trowbridge. She was voted Miss Springfield 7/28/1928, the day prior to the date of this picture. Her picture is in the July 29 edition of the newspaper, Daily Illinois State Journal.