I’m a native…and my favorites are:

Meiji 623 W. Randolph for sushi
Frontera 445 N. Clark for Mexican
Shaw’s Crabhouse 21 E. Hubbard for seafood
Blackbird 619 W. Randolph for contemporary American
Gibsons 1028 N. Rush for steak
Wildfire 159 W. Erie for meat and potatoes
Rosebud 1500 W. Taylor St. for Italian
Wishbone 1001 W. Washington for Southern American (and breakfast)
Due 619 N. Wabash for pizza
Gold Coast Dogs 159 N. Wabash (and others) for dogs–remember no ketchup!