The typical asking rate per listing is in the $20's per square foot per year. The Southwest Side region is going through a a rise in rates. In the last 3 months, the median rate rose $5 per sqft per year. That's a 33% rise in rent.
Compared to the rest of the Chicagoland market, the Southwest Side submarket has lower rates, so you should have no trouble finding a great deal in this discounted submarket.
In the last 90 days, 6 listings have been listed, which means new availabilities might be 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.
The standard measurement for office space in this area is around 1,270 sqft. Most buildings in this region are around 1 stories. Most buildings in this region were built in 1950 and are Class A.