My perception is that Chicago is generally more car-oriented than NYC, and that although Chicago has a pretty good public transit system, NYC's is much better.
[According to wikipedia, Chicago has a car mode-share of about 60% vs. 30% in NYC. However, that's probably dominated by commuting, and my guess would be that non-commuting uses (such as going to bars) would show an even more dramatic difference...]
[According to wikipedia, Chicago has a car mode-share of about 60% vs. 30% in NYC. However, that's probably dominated by commuting, and my guess would be that non-commuting uses (such as going to bars) would show an even more dramatic difference...]