What a great run of update-photographs these past few days by TimeAndAgainPhoto (I count 7). Not only do we get to see his trademark current versions of pictures originally taken a century ago, but we also get to revisit a classic assortment of Chicago posts from the past few years, including the informative comments. Wonder where he's off to next?

Below is the same view from June of 2017.

We see here, from left to right, at #:
203 The Fine Arts Building, also known as the Studebaker Building
202 Chicago Musical College
200 Chicago Club
(I wonder if someone can find the 201 entrance?).
Everywhere is mentioned they are located at Michigan Avenue, but under the entry for Historic Michigan Boulevard District, you may find that prior to the Great Chicago Fire of 1871, the street was officially known as Michigan Boulevard and often referred to as "Boul Mich". But in the 1900s Ads of the Chicago Musical College, Michigan Boulevard is still mentioned as the address.
Another puzzle for me is that the College was founded in 1867, but the season numbering in all Ads of the College seem to point at 1865 as the year of establishment (and I have seen them in Ads from 1900 till 1925, the 60th year!). Can anyone explain that?

Looks like we have a ghost pic of a White Wing (street cleaner) with his broom in the foreground

To the right of this building on Van Buren Street is a building with a sign that appears to read "Chicago Kindergarten College". That sounded strange, but it turns out to have been a predecessor to today's National Louis University:

https://www.nl.edu/t4/about/history/

Appears to still be there, the building that replaced the original Chicago Club is pretty nice, but not nearly as ornate:

View Larger Map

Counting spectral pedestrians, standees, carved faces and drivers I see 25 people and a torso, or so. Hey, it's Chicago!

Has the statue at the very top been drawn and quartered?

This handsome Richardsonian Romanesque building at the southwest corner of Michigan Ave. and Van Buren St. was designed by Burnham and Root and built in 1885-1887 for the Art Institute of Chicago. After the Art Institute moved into its present headquarters two blocks up and across Michigan Avenue in 1893, the building was sold to the Chicago Club. As the story goes, the building collapsed during renovations in 1928 (no reasons given), and the present Chicago Club structure was built to replace it in 1929. This photograph shows some interesting details near the top of the gable that I never noticed before: the portraits of three old time Renaissance artists (Leonardo? Michelangelo?) and the headless, armless, and legless torso atop a pile of artistic objects at the apex of the gable.