Independent Hotels: Book Independent Hotel Rooms & Suites in South Side, Chicago

A cityscape with a prominent building with a green dome, surrounded by greenery and a body of water.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Save an average of 15% on thousands of hotels when you're signed in

Top South Side Hotel Reviews

Chicago Lake Shore Hotel

8/10 Good

"Very nice place and accessible"

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

8/10 Good

"Staff was very good. Front desk person upgraded our room so we were not by the ice machine before we knew we were booked by the ice machine. We had a late check in and the halls were not vacuumed, pretty dirty walk down the hall. Parking on site- plenty of spaces, which surprised me for Chicago MDW hotel."