On average, listings lease in the $10's per square foot per year. The South Side region is going through a an increase in rates. In the last 3 months, the median rate increased $20 per sqft per year.
Compared to the rest of the Chicagoland market, the South Side submarket has lower rates, so you should have no trouble finding a great deal in this discounted submarket.
In the last 90 days, 4 listings have come on the market, which means spaces most likley are leasing quickly. You'll want to be prepared to make an offer immediately. There aren't many listings below 2,000 square feet available, so finding a space for a small business might be tough.
Even though the median size is 12,260 sqft, there are still 0 new listings below 2,000 sqft. Most properties in this market are close to 2 stories. Most buildings in this region were built in 1929 and are Class B.