Another way to see Chicago architecture is through neighborhood bike tours. Bike tours are a great way to exercise while getting an up-close view of the city’s architecture. In addition, several tours give historical narration and allow stops, giving you an option to check out local museums and restaurants. Since there are so many neighborhoods in Chicago, I would start with tours in the West Loop, Wicker Park, Lincoln Park, and Hyde Park.
There are several great bike tour companies in Chicago. Here are few companies that are definitely great at what they do. You can take a bike tour with Bobby Bike Hike Tour, which is located right at 465 North McClurg Court, their tours include the Obama Tour, City Lights Tour, and several other tours. Also, Bike Chicago gives tours throughout the city.