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 discounted region.
In the last 90 days, 10 listings have been made available, which means spaces are probably leasing quickly. You'll want to be prepared to make an offer immediately. About 20% of the listings in the Southwest Side are subleases, so you might be able to find a shorter term or below market rent. There aren't many listings below 2,000 square feet on the market, 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 properties in this market are close to 1 floors. Most buildings in this area were built in 1954 and are Class A.