The numbers can work very much in your favor when evaluating a property or development opportunity, but it takes a village to make it happen. Literally. Or, in the case of Chicago, it can make it not happen. Some municipalities encourage development while others make it far too difficult. Those that make it difficult can be doing more harm than good simply because there are other more friendly and receptive places to go.
In the report linked below, we see other locations which allow significantly more ADU (additional dwelling unit) opportunities than Chicago does. Although the process of making them happen is a much shorter path in these other areas, the amount of competition could weigh on the eventual impact of making the investment. It is possible that the best strategy is to research for "middle ground" locations. Finding a location where it is not overly difficult to complete the permit and planning process and not facing as much competition for the new units could make income happen much more quickly. With the right research, of course.
Perhaps you are not definite on building ADUs. In that event, there just might be something you could do that would work more efficiently in Chicago. You won't know if you don't explore as many possibilities as you can.
https://www.illinoispolicy.org/chicago-makes-it-too-hard-to-build-dwelling-units/
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