Most listings are in the $20's per square foot per year. The Southwest Side submarket is seeing a a boost in rates. In the last 3 months, the median rate rose $21 per sqft per year.
Compared to the rest of the Chicagoland market, the Southwest Side submarket has smaller rates, so you should have no trouble finding a great deal in this discounted region.
In the last 90 days, 6 listings have been made available, which means leases are probably going fast. You'll want to be prepared to make an offer immediately. About 367% of the listings in the Southwest Side are subleases, so you might be able to sign a shorter term by taking over a previous lease. 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 area are around 1 floors. Most buildings in this market were built in 1950 and are Class A.