Compared to the rest of the Chicagoland market, the Southwest Side region has lower rates, so you should have no trouble finding a great deal in this undervalued region.
In the last 90 days, 10 listings have been posted online, which means new listings might be leasing quickly. You'll want to be prepared to make an offer immediately. About 10% of the office spaces in the Southwest Side are subleases, so you will probably have to consider a longer term lease. There aren't many listings below 2,000 square feet posted, so finding a space for a small business might be tough.
The standard measurement for office space in this area is around 1,500 sqft. Most buildings in this area are approximately 1 stories. Most buildings in this market were built in 1952 and are Class A.