Portillo's

Polishes, Italian beef, burgers, and everything else you would expect at a hot dog place, plus one surprise—the chocolate cake milkshake (it's not on the menu, but order a "cake shake," and sweet tooths will have their day). This location, which includes a drive-thru, is decked out in a "Gangster" theme, which is known to produce delight in tourists and queasiness in locals.

Address

100 W Ontario Ave

Getting there

Grand Red Line

Hours

10AM-11PM

Website

portillos.com (opens in a new tab)