Chicago
Gary
Chicago, IL.
Chicago, New York City, and Detroit.
Chicago <3
Chicago is neither suburban or rural. Suburban means area that is outside of a city. Because Chicago is a city it is a urban area.
No. Detroit is known as the Motor City. Chicago is known as the Windy City.
New York City, LA, and Chicago.
Chicago
The city of Anchorage in Alaska is roughly halfway between Sydney and Chicago, in terms of distance. However, since there are no direct flights between Sydney and Anchorage, it may not be the most practical midpoint for travel purposes.
That would be the Chicago Cubs who have played in Chicago since 1876.
Indianapolis, IN and Chicago, IL is a pretty major city in the interior lowlands (US). Minneapolis, MN might be one too.