I'm not familiar with Chicago, but do you mean a street like this [1], under Carl/Lake station? It has two lanes given over to parking cars, plus a parking garage in one of the buildings.
At Nørreport [2], there is no car parking, except a taxi rank for three taxis.
A little further away from the city centre, at Forum metro station [3], there is a little car parking, but still plenty of space for bicycles.
There are counterexamples — parts of London or Rome, for example, although these areas are often so compact that there's little reason to leave 500+ bicycle in one place.
[1] https://www.google.dk/maps/@41.8857466,-87.6305372,3a,75y,26...
[2] https://www.google.dk/maps/@55.6842867,12.5731007,3a,75y,204...
[3] https://www.google.dk/maps/@55.6822581,12.5516201,3a,75y,124...