The Windy City has always been one of our favorite eating destinations. With its mix of confident cooking, brazen portions, diverse inspirations, and great local ingredients (not to mention the fact that everyone is so friendly—and so into food), it’s where you go for a big, fat weekend, or tack on an extra day to your business trip to squeeze in a few more reservations. (Did we mention the drinking’s top-notch, too?) Definitely our kind of town.

 
 
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ace hotel

Hotel

 

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311 N Morgan St

 

caffe streets

Cafe

 

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311 N Morgan St, Chicago, IL 60607

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riverwalk

Public Space

 

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fulton market district

Neighbourhood

 

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311 N Morgan St, Chicago, IL 60607

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cellar door provisions

Bakery and Cafe

 

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3025 W Diversey Avenue

robie house

Architecture

 

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5757 S Woodlawn Ave

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the art institute

Museum

 

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311 N Morgan St, Chicago, IL 60607

elske

Restaurant

 

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311 N Morgan St, Chicago, IL 60607

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ruxbin

Restaurant

 

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311 N Morgan St, Chicago, IL 60607

the hollander

Hotel

 

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311 N Morgan St, Chicago, IL 60607

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other recommendations

 

The Freehand  -  Hotel

Bow Truss Coffee Roasters  -  Cafe

Wicker Park  -  Neighbourhood

IIT Campus  -  Architecture

Avec  -  Restaurant

Lula Cafe  -  Restaurant