Woodrow Wilson, 28th President of the United States, died on February 3, 1924. He'd been an icon of the Progressive movement and had led the country through the First World War. The Chicago City Council wanted a suitable way to honor him.Well, the city had little issue renaming 12th Street to Roosevelt Road in honor of President Theodore Roosevelt not long after he had passed away. The Chicago City Council wanted to rename Western Avenue to Woodrow Wilson Road. Alas there was some issue made by property owners especially with the expense in renaming the street. Eventually the City Council renamed Woodrow Wilson Rd. back to Western Avenue as it is today.
There is already a Wilson Avenue, but it wasn't named for the late former President. Hence Western Avenue was briefly renamed Woodrow Wilson Rd.