The Chicago “I Will” Figure. Chicago symbols include the Chicago Flag and the Y figure or Municipal Device that can be seen on buildings and bridges in downtown Chicago, but many people are not familiar with the “I Will” Figure. It dates back to 1891 and pictures the spirit of Chicago. The Inter-Ocean, a local newspaper proposed a contest to design a device or figure that symbolizes the city. “I Will” created by Chicago artist Charles Holloway won the prize. It conveys the strength, vitality and heroism of people who contributed to the progress of the city. It also represents the long-range big picture of success.
So, do you know what the four red stars on the Chicago flag symbolize? And do you know what the Y symbolizes?