Do, See & Eat: Chicago

Welcome to Chicago, voted as the Best Big City in the U.S. by Conde Nast Traveler readers for five years running. With beautiful lake and river views, a sparkling cityscape, and parks and greenspace you wouldn’t expect in a big city, we invite you to explore in your free time, or extend your DEAMcon23 stay into the weekend to get a full taste of the Windy City. To help you make the most of your visit, we’ve compiled some of the top attractions and restaurants you can’t afford to miss!


Museums, Science & Conservation

Music, Theatre & Sports

Restaurants & More

Do & See

360 Chicago Observation Deck

Architecture River Cruise


Magnificent Mile Shopping

Fun Fact

Mag Mile is the eighth-most expensive place to live in the U.S.

Millennium Park

Navy Pier

Willis Tower Skydeck

Fun Fact

Willis Tower was the tallest tower in the world at one time.

Do & See
Museums, Science & Conservation

Adler Planetarium

Art Institute of Chicago

Field Museum

Lincoln Park Conservatory

Lincoln Park Zoo

Fun Fact

Lincoln Park Zoo is one of only three major free zoos left in the country.

Museum of Contemporary Art

Museum of Science & Industry

Shedd Aquarium

Do & See
Music, Theatre & Sports

Buddy Guy’s Legends

Comedy Clubs

Green Mill Jazz Club


Theatre District

Fun Fact

Chicago is home to more than 200 stages, including five regional Tony Award-winning theatres.

Restaurants & More

3 Arts Club Café

Al’s Beef

Fun Fact

Al’s Beef claims to be the inventor of Italian Beef sandwiches, which was created as a front for the family’s gambling activities in the late 1930s.


Au Cheval


Big Star

Coco Pazzo

Doughnut Vault

Frontera Grill

Garret Popcorn Shops

Gene & Georgetti


Girl & the Goat

Goddess the Baker

HERO Coffee Bar

JoJo’s Shake Bar

Lou Malnati’s

Magnolia Bakery



Original Rainbow Cone



Purple Pig

The Hampton Social

The Pink Squirrel

Questions?​ Contact the DEAM Team at

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