Top Chicago Walking Tours

Ready to discover some of the best Chicago has to offer with a local by your side? Join us on an epic tour of some...
Read More

Interested in exploring Chicago from the perspective of ghosts and gangsters? Want to really immerse yourself in the history of this great American city, right...
Read More

Learn the meaning of “Chicago-Style” on this 2.5 or 3-hour tour (depending on the season) as you experience 5 iconic dishes from the famous restaurants that...
Read More

We've always had a passion for donuts, but only recently did we realize just how many others do too. And when looking around, we didn't...
Read More

Navy Pier brings the rich diversity and culinary traditions of Chicago’s neighborhoods under the roof of one unique location. From Chinatown to Streeterville to Wicker Park...
Read More

Create your own sightseeing itinerary with the Chicago Explorer Pass, saving up to 45% on ticket prices. This multi-attraction pass, valid for 60 days after...
Read More

Experience the best travel stories for yourself! Join a local expert and uncover hidden gems on this Lonely Planet Experience powered by Urban Adventures.Join us...
Read More

Stroll through the beautiful streets of downtown Chicago and taste all of the Windy City’s favorite eats! Bobby’s Bike Hike is America’s longest-running city bicycle...
Read More

Chicago has it all – amazing architecture, great food, and iconic sights both old and new. This tour takes you to some of the city’s...
Read More

On our 3 hour food walking tour of Chicago, you will taste delectable foods from 5 different delicious places. Tease your tastebuds as you savor...
Read More

Join this 3-hour tour of Chicago's food scene, and see what sets this friendly mid-western metropolis apart. On this 12 person maximum walking tour of...
Read More

Go on a history-filled journey, from the inception of this majestic venue in 1921, all the way to its present-day incarnation as a premiere entertainment...
Read More

Few neighborhoods in America combine such delicious cuisine with such fascinating history as Chicago’s Chinatown. Join Bobby’s Bike Hike, America’s longest running city bicycle tour...
Read More

Windy City Ghosts walking Ghost Tour provides a look into the darkness that lurks below Chicago’s busy streets. Our Ghost Tour transports you back in...
Read More

The Frederick C. Robie House on the University of Chicago campus is considered one of the most important buildings in the history of American architecture....
Read More

Discover Chicago's culinary side on this three-hour walking tour to taste the delicious flavors of the Gold Coast and Old Town. Along the way, your...
Read More

Sample traditional Chinese flavors on this three-hour walking tour through one of the oldest Chinatown neighborhoods in America. Your local guide navigates you through the...
Read More

There’s nothing more magical than downtown Chicago during the holiday season. Bobby’s Holiday Hike is a 3-hour guided walking and food tour through the Chicago Loop,...
Read More

Explore some of the most stunning interior spaces you’ll ever see – spaces you’d surely pass by without a second glance if you weren’t shown...
Read More

Join this Chicago haunted pub tour which is a combination ghost tour and pub crawl that will take you on a walking tour to explore...
Read More

Rather than taking selfies everywhere you go or trusting a stranger to take a picture for you, leave capturing the special moments to us. You...
Read More