Depends on how you scope it:
Overall, the city’s population grew nearly 2% from 2010 to 2020 — from 2.6 million residents to 2.7 million, according to data released from the 2020 census. That’s a change from the population decline the city had experienced from 2000 to 2010, when the city lost nearly 7% of its population.
https://chicago.suntimes.com/2021/8/12/22622062/chicago-cens...
But I think its fair to say that growth is generally pretty stagnant especially when you consider there are places across the country that aren't name NY or LA, that are absolutely booming (Denver, Dallas, Houston, Austin, Portland, Miami, Seattle, etc.)
> Probably a toss up whether the least affordable area in the midwest to median income earners is Chicago or Minneapolis? Either area, you will be paying through the nose compared to, say, here in Wisconsin.
This is true, but purchasing property in Chicago is relatively affordable if you compare against other major metros.
The point is this - housing prices in Chicago are somewhat stagnant by simple supply and demand laws, where the demand is not nearly what other major metros are experiencing in the country. This is good for buyers and bad for sellers. If chi/IL gov't stays the same, I don't expect anyone buying now will be in a sellers market anytime soon.