10 Magical Things to Do in Chicago in the Winter

Magical Things to Do in Chicago in the Winter

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Sparkling Christmas lights. Real German Christmas markets. Deep dish pizza – and deep snow. Winter in Chicago is the best time traipse through shimmering holiday lights, glide around one of the city’s many outdoor ice rinks, or cozy up in a museum cafe.

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GO TO A LEGIT CHRISTMAS MARKET

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GO ICE SKATING

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EXPLORE CHICAGO'S HISTORY

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EAT FAMOUS CHICAGO FOOD

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SIP COCKTAILS AT A SWANKY BAR—OR DIVE BAR

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HONOR CHICAGO'S BLACK HISTORY

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SPEND A DAY AT THE MUSEUMS

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Magical Things to Do in Chicago in the Winter

PRACTICAL WANDERLUST

PRACTICAL WANDERLUST

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Sparkling Christmas lights. Real German Christmas markets. Deep dish pizza – and deep snow. Winter in Chicago is the best time traipse through shimmering holiday lights, glide around one of the city’s many outdoor ice rinks, or cozy up in a museum cafe.

GO TO A LEGIT CHRISTMAS MARKET

Grab a fresh pretzel and a mug of Glühwein and stroll underneath the sparkling Christmas lights in the center of Chicago!

GO ICE SKATING

GO ICE SKATING

Gliding on the ice underneath Chicago’s glittering skyscrapers and holiday lights is one of the most magical things to do in Chicago in the winter.

EXPLORE CHICAGO'S HISTORY

EXPLORE CHICAGO'S HISTORY

Chicago bore witness to many of America’s most fascinating stories throughout history: prohibition, the Great Chicago Fire, the World’s Faire, a bunch of serial killers, Al Capone…

EAT FAMOUS CHICAGO FOOD

EAT FAMOUS CHICAGO FOOD

If you visit Chicago and don’t eat a slice of cheesy, buttery deep-dish pizza, did you really visit Chicago??

SIP COCKTAILS AT A SWANKY BAR—OR DIVE BAR

Nothing warms you up after braving the snow than a cold drink in a warm bar!

HONOR CHICAGO'S BLACK HISTORY

Chicago has a proud Black history and there are plenty of places to explore it in depth!

SPEND A DAY AT THE MUSEUMS

Museums are the perfect place to warm up after walking Chicago's snowy streets.

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