Our tours are not only personable (due to small group sizes), but also create an immersive experience with our knowledge and expertise in street art. What better way to explore a new neighborhood but with a local artist in tow to give expert commenta...

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 time to an era of gangsters, bootleggers, bank robbers, and jazz babies. Windy City Ghosts nightly...

The West Loop (or Restaurant Row) Donut Tour is a sister tour to our Original Downtown Tour. Geared towards those who want to see Chicago’s authentic foodie focused food scene, this is the tour for you! We’ll start on the west side of the loop an...

Rock your senses with a prix-fixe menu at the Chicago Hard Rock Cafe. Classic American cooking comes to the heart of the Windy City, where you’ll enjoy a 2- or 3-course meal with your choice of theme. Each option comes with a drink (coffee, tea or ...

Enjoy a private dinner in a local Chicago home with your host Bruce. Bruce is a talented cook who loves creating dishes from around the world, from French fondue and bouillabaisse to chicken cacciatore to his signature flourless chocolate cake. One o...

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 see anything that truly celebrated donuts in all their glory, hence the Underground Donut Tour was born. This tour...

This tour is just a short walk through great Chicago neighborhoods starting near Navy Pier and the Magnificent Mile, and then heading into the Gold Coast & River North. Compare two American pizzas vs. two Italian pizzas to understand how pizza evolve...

Based on the book, "Pizza City USA," this tour features three different styles of pizza in less than 3 hours. You'll meet some of the pizza makers behind the pies, learn about Chicago pizza history (and the greater city at large) plus discover a pair...

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 best spots alongside a local guide where you’ll get the inside scoop on what makes Chicago so special. Not only...

Created by 13-time James Beard Award-winning food journalist Steve Dolinsky, this Sunday-only series of tours is based on his book, "Pizza City, USA" and features four different styles of pizzas in less than three hours. Learn about Chicago's 10 p...

Taste four different styles of pizza in about three hours. Learn about Chicago's 10 pizza styles, and discover why there's more to The Windy City than just deep-dish. Go back in some of the kitchens to see how pizzas are made, and taste the differen...

Confused on what to see and do while in Chicago? It goes without saying that the Windy City has it all; from food, history, architecture, culture and beyond. Combine them all by tantalizing all of your senses with a 3 hour small- group walking food e...

What should a visitor see and do while in Chicago? It goes without saying that the Windy City has it all; from food, history, architecture, culture and beyond that it can often be hard to decide where to start. Why not tantalize all of your desires a...

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 for the ultimate foodie adventure in Chicago’s historic River North area alongside a ...

Get a glimpse of what Chicago life was like in 1893 — the year the Chicago World’s Fair came to town — on this deliciously entertaining, small-group walking tour. Led by a costumed actress playing Bertha Palmer, a socialite and philanthropist w...

Enjoy Chicago’s only bus guided neighborhood pizza tour.  Eat like a local as you travel off the beaten path into Chicago neighborhoods to savor the best pizza.  Your local guide will teach you the science behind ingredient selection and baking a...

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 tour company, whose walking tours have been recognized nationally by National ...

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 company, whose walking tours have been recognized nationally b...

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, brought to you by Bobby's Bike Hike, internationally recognized for tours by bi...

The show incorporates real-life individuals from Chicago's gangster era, including Frank and Annette Nitti who actually lived in the building in which the show is performed. We have partnered with the director and many of the actors from the popular ...