Explore all 115 things to do in Chicago

115 Spots

Wormhole

Time-traveling coffee shop

Wormhole in Wicker Park, Chicago is my favorite coffee shop in the city. When you walk in, it feels like you have stepped back in time to the '80s...

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Coffee & tea

by

Sophie

Amado

Jun 6, 2025

Dearborn Denim

Made in CHI, custom-tailored jeans

"Dearborn Denim" in Chicago has real, American-made denim jeans. They even lack the hems so you can have final stitches done on-site and custom for you!

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Shopping

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Erin

Stevens

Jun 4, 2025

Chicago Magic Lounge

Serious magic... & cocktails

"Chicago Magic Lounge" is in a large theater, but here they also do magic right at the bar! I recommend staying for several sets: you too will be stumped!

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Art & culture
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Bars
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Theaters

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Erin

Stevens

Jun 4, 2025

Bar Roma

Authentic Roman cuisine

"Bar Roma" in Chicago is my favorite Italian restaurant in the area hands down! This is kind of a big deal, since Italian isn't even my favorite cuisine...

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Bars
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Restaurants

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Erin

Stevens

Jun 2, 2025

Lickity Split

Perfect treats!

"Lickity Split" in Chicago is my idea of perfect. If your favorite dessert is ice cream, as it is mine, you absolutely have to come get a 'concrete'...

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Snacks

by

Claire

Conway

Jun 2, 2025

Hopleaf

Beer enthusiast's delight

"Hopleaf" in Chicago started out as a tiny, dark tavern reminiscent of Belgium. They now also have a patio & restaurant, but beer still is the focus...

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Bars

by

Erin

Stevens

Jun 2, 2025

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