Coffee shop · Wicker Park
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"Wormhole Coffee, situated in Wicker Park, displayed supportive signs for protesters, including "Black Lives Matter" and "RIP George Floyd." - Ashok Selvam
American restaurant · Wrightwood Neighbors
Huge, laid-back spot serving premium, handcrafted hot dogs & burgers, plus craft beer.
11 Postcards
Chocolate shop · Pilsen
Discover a charming studio where small-batch, handmade chocolates steal the show, complemented by inviting decor and sweet treats to savor.
8 Postcards
Bar · Edgewater
This cash-only dive on Broadway serves up cheap beers and a welcoming vibe, featuring live tunes and a legendary jukebox that keeps patrons coming back.
4 Postcards
Bar · Loop
Hip hotel venue offering rooftop drinking & dancing with spectacular city views until late.
3 Postcards
Pizza restaurant · Printer's Row
Chicago-style pizza, comfort food & draft beer served in a cool venue that has a retractable roof.
15 Postcards
Chinese bakery · South Loop
Chi Quon Bakery in Chinatown is a cozy cash-only gem known for its delightful buns, egg tarts, and made-to-order cakes, perfect for sweet or savory cravings.
19 Postcards
American restaurant · Old Town
Trendy bar with upscale pub food & a massive beer list that showcases local breweries.
Vietnamese restaurant · Gold Coast
Experience upscale French-Vietnamese cuisine in a cozy Gold Coast gem, where fresh ingredients and a charming patio create a perfect dining escape.
13 Postcards
Diner · Wicker Park
This cozy Tex-Mex diner serves up hearty brunch favorites and killer cocktails, all while spinning vinyl records in a charming retro setting.
25 Postcards
Observation deck · Streeterville
Observatory on the 94th floor of the John Hancock Building with a tilting glass lookout 1000ft up.