I'll keep it brief again, but in 3 days we managed to:
Get central seats in the second row of the Broadway show, Wicked, for $25; eat a deep dish pizza; meet Darth Vadar and his friends at the Lego shop;
Explore Millenium Park (My fav The Bean);
Ride a tandem by the river;
Drink cocktails on the 95th floor of the Hancock Tower at sunset;
eat a fantastic Mexican meal;
and squeeze some shopping before heading to California.