Explore Chicago

The City, Curated.

Your insider guide to what’s happening, where to eat, and what to experience in Chicago.

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FOOD & DRINK

MUST-EAT CHICAGO

STEAKHOUSES

PIZZA

A slice of cheese and pepperoni pizza being lifted, showing melted cheese stretching from the slice to the remaining pizza.
A cooked steak topped with herb butter on a black plate, served with garlic, mashed potatoes, and green beans, with a glass of red wine in the background.
An outdoor rooftop bar and lounge overlooking a city skyline at sunset, with illuminated buildings and a view of Lake Michigan.
A table set with breakfast foods including eggs Benedict, waffles topped with fruit and syrup, avocado toast, a fruit bowl, a glass of orange juice, a coffee cup with latte art, and a Bloody Mary, with a city skyline view in the background.
A cozy outdoor dining area at night with small tables, chairs, candles, and plants. String lights hang overhead, and a sign reads "Live Local Love Chicago." A chalkboard sign lists "Hidden GEM, Good Food, Good People, Great Vibes," with a heart drawn underneath. The area is surrounded by brick walls with colorful murals and greenery.

CLASSICS

BRUNCH

STANDOUTS

EXPLORE

THINGS TO DO

People walking along a riverwalk at sunset, surrounded by tall city buildings with lights reflecting on the water.

MUSEUMS

ARCHITECTURE

City skyline in Chicago with tall buildings, shoreline, and people jogging and cycling on a path by Lake Michigan on a sunny day.
A cityscape of downtown Chicago at sunset with tall skyscrapers, a river, a boat, and a bridge.
Sunset view of the Art Institute of Chicago, with a bronze lion statue in the foreground, steps leading up to the building, and Chicago skyline in the background.
A lively city street at dusk with storefronts of luxury brands like Burberry, Louis Vuitton, and Coach, illuminated with warm lights. People walk along the sidewalk lined with trees decorated with string lights. The street has American and city flags, tall buildings in the background, and a colorful sunset sky.

RIVERWALK

LAKEFRONT

SHOPPING

OFF THE BEATEN PATH

HIDDEN CHICAGO

BEST SUNSET VIEWS

LIVE JAZZ HOTSPOTS

Nighttime street view in Chicago with wet pavement reflecting city lights. The entrance to a bar or restaurant called "The Third Rail" is illuminated with warm lighting, revealing a brick doorway with stairs inside. Signs on the exterior include "Know the Password," "Cocktails, Conversation, Discretion," and an address "312 W. Kinzie." Tall illuminated buildings are visible in the background.
A black luxury SUV parked on a scenic road beside a lake at sunset, with a large house, lighthouse, and sailboat in the background.

SPEAKEASIES WORTH FINDING

WEEKEND GETAWAYS

A lively jazz club at night with a city skyline view through large windows, featuring musicians playing saxophone, double bass, and piano, while couples enjoy drinks and conversation.
Sunset over Chicago skyline viewed from a rooftop bar with people dining and lanterns along the railing.
Inside a cozy cafe with a latte on a wooden table, large windows showing a city skyline with tall skyscrapers and a bright sky, outdoor seating with chairs and tables, potted plants, and a tree with green leaves.

LOCAL COFFEE SHOPS

FOODIE WATCHLIST

NEXT ON KAREEM’S LIST

PAIN SUISSE

BASQUE CHEESECAKE

SAVORY MONKEY BREAD

JERK DUCK RAMEN

CURATED FOR YOU

EXPERIENCES

WORTH BOOKING

PRIVATE YACHT CHARTERS

See Chicago from a whole new perspective.

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HELICOPTER TOURS

Iconic views. Unforgettable moments.

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CHICAGO CUBS GAME DAY

A true Chicago experience.

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IN THE SEASON

SEASONAL CHICAGO

From festival weekends to waterfront events, see what’s happening in Chicago right now.

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PRIVATE CHAUFFEUR SERVICE

Enjoy the city.

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