The typical asking rate per listing is in the $30's per square foot per year. The The Loop submarket is going through a an increase in rates. In the last 3 months, the median rate increased $2 per sqft per year. That's a 6% rise in rent.
Compared to the rest of the Chicagoland market, the The Loop submarket has more expensive rates, and you'll have to negotiate above asking rent to be in this hot submarket.
In the last 90 days, 200 listings have come on the market, so you'll want to check back regularly for new listings. About 5% of the listings in the The Loop are subleases, so you will probably need to sign a longer term lease with the landlord directly. There aren't many listings below 2,000 square feet on the market, so finding a space for a small business might be tough.
Even though the median size is 2,890 sqft, there are still 0 listings below 2,000 sqft. Most properties in this region are approximately 23 stories. Most buildings in this area were built in 1929 and are Class B.