Cuban Restaurant · The Loop · 193 tips and reviews
Time Out Chicago: Try the caldo gallego from our 100 Best list: With white beans, potato, spinach, ham and chorizo, it’s every bit as smoky, porky and satisfying as the restaurant’s Cubano.
619 W Randolph St (at N Desplaines St.), Chicago, IL
New American Restaurant · West Loop · 127 tips and reviews
Time Out Chicago: Try the frozen cucumber mousse from our 100 Best list: Executive pastry chef Bryce Caron turns a humble cucumber into this creamsicle-like dessert, which is unexpectedly rich & surprisingly refreshing
New American Restaurant · West Town · 552 tips and reviews
Time Out Chicago: Try the chocolate bouchon from our 100 Best list: Stephanie Izard successfully incorporates foie gras as a decadent marshmallow “fluff” alongside a moist chocolate cake.
Mexican Restaurant · Near North Side · 358 tips and reviews
Time Out Chicago: Breakfast at Rick Bayless’s most casual spot yet is quiet perfection: a cup of masterfully concocted hot chocolate, a flaky egg empanada, one hell of a sugar-and-cocoa-coated churro.
500 N Michigan Ave (at W Illinois St), Chicago, IL
Mediterranean Restaurant · Streeterville · 633 tips and reviews
Time Out Chicago: To understand the allure of the Pig, you have to be comfortable enough that you chat up the strangers next to you and eventually steal their food.
615 W Randolph St (at N Jefferson St), Chicago, IL
New American Restaurant · West Loop · 213 tips and reviews
Time Out Chicago: Koren Grieveson puts out now-famous dishes such as her fiery chorizo-stuffed, bacon-wrapped dates and taleggio-filled foccacia, both of which are best washed down with a carafe from the wine list.
Hot Dog Joint · Northwest Side · 236 tips and reviews
Time Out Chicago: Doug has veggie dogs for vegetarians, bagel dogs for kids and specialities for the highbrow hot doggers. But his famous duck-fat fries are only for customers who come out on Fridays and Saturdays.