See the leaves change in this perfect for Fall tour as our guide drives you between each location in an open air motorized pedicab. Also a great option for anyone with mobility impairment as we do all the moving for you! History, ... More

Experience Chicago's rich Black History on our short and impactful tour! Explore Obama's home, visit Rainbow PUSH Coalition, and pay homage to Muhammad Ali's legacy before ending with a delicious stop at Harold's Chicken Shack. Pe... More

This is a tour like no other! Our newest Segway adventure is completely unique and will cover the good, the bad, the ugly and the totally weird stories of Chicago. We will travel back through the ages as you discover the city thro... More

Make the best of your visit to Chicago and explore the interiors of the emblematic Loop of Chicago downtown with a private licensed guide. You will enjoy a private tour and discover the hidden architectural treasures of Chicago wi... More

Discover a new side of Chicago with Insta Walk! I offer stylish photos, cool angles, and creative ideas during our relaxed and friendly stroll. I'll use both iPhone and Polaroid cameras to capture your best shots. You'll get abou... More

Much of the historical information shared on this tour is unknown to most attendees. This tour also shows everything from the gritty to the pretty, from the mundane to the magnificent.... More

Discover Pilsen and its local art, street art, food and people. We will visit a traditional bakery and taqueria and enjoy the art of many great local artists. And then there are the hundreds of cool murals in the neighborhood. We... More

Fell the tug of history and dive into the breathtaking events of the past. On this intriguing and unusual tour, you will explore another side of famous locations and get acquainted with haunted places filled with a spirit of gangs... More

Chicago is the birthplace of the skyscraper: imagine what incredible stories of engineering feats it has to tell! Join Inside Chicago Walking Tours on our newest route — it’s Chicago’s ONLY engineering-themed tour! You’ll... More

Tour the lobbies of five opulent Art Deco skyscrapers built near the banks of the Chicago River during the business boom of the Roaring '20s. Learn how Art Deco reflected the era’s fun-loving optimism with lavish materials and g... More

Ready for the ultimate day out in Chicago? We’ll embark on an unforgettable Chicago journey, where iconic flavors like Chicago Pizza, Hot Dogs, Italian Beef, Chicago-mix Popcorn, and the original Brownie await. Opt for the VIP C... More

Explore Chicago's rich history and vibrant culture on a walking tour starting at Millennium Park with the iconic Cloud Gate sculpture. Wander through lush gardens and public art, then delve into the Chicago Pedway's hidden gems. E... More

Enjoy moving at your own pace through Chicago's Millennium Park with an app as your guide. You and your private party can stop or start the app whenever you like; pausing to explore further on your own. Take in the sights of the p... More

Park with the iconic Cloud Gate sculpture. Wander through lush gardens and public art, then delve into the Chicago Pedway's hidden gems. Enjoy breathtaking views on the Chicago Riverwalk, admire the Wrigley Building and Tribune T... More

Chicago is home to some of the world’s earliest skyscrapers. Get an up-close look at these 19th Century marvels, learn about innovations used to build them and discover how they transformed Chicago into a center of skyscraper de... More

Dive into "Chicago's Artsy Cultural Landmarks – Walking Tour," a vibrant exploration of the city's iconic artistic and architectural gems. Start at the Chicago Cultural Center, home to the world's largest Tiffany stained-glass d... More

Explore the surprising beauty and history of the Windy City with this combo tour of Chicago’s Millennium Park and Riverwalk! Snap a picture by the famous Cloud Gate sculpture and get away from the hustle and bustle in the cityâ€... More

Dive into this captivating journey through the hallowed grounds of Chicago’s Graceland Cemetery. As we stroll amidst the stunning and serene beauty of historic resting places, you'll encounter the final resting spots of architec... More

Learn firsthand about Black History from a 5th generation South Sider in a 2.5-hour walking tour of Bronzeville and beyond. Highlights of the tour include, Barack Obama’s home, Muhammad Ali’s home, Local murals and street art ... More

CHOOSE from our range of discounted tour passes below & save up to $55 per person! Children aged 0-6 are free! Hassle free booking - no referral to third party operators, we own all of the tours! 5 tour pass - SAVE $55 PER PERSO... More