Experience the best Chicago tours

Experience Chicago’s rich history, famous architecture, distinctive food culture, and more with our local guide by your side. From the Magnificent Mile to the Chicago River, you’ll see this city as you never have before.
Buckingham Fountain in Grant Park in Chicago
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The best way to see Chicago

Mobsters and deep dish pizza, skyscrapers and parks — there’s a lot Chicago is known for, but no one knows it as well as the locals who live here. Let us show you around. 

We recommend starting with the Riverwalk, discovering spectacular architecture and the river that fueled the city as it became a major Midwestern metropolis way back in the 19th century. Then take a deep dive into the heart of Chicago. We’re talking everything from local flavors to unsolved mob mysteries.

Curious to know more? Here’s a little about what makes our Chicago tours different.

  • We don’t just check off a bucket list. Sure, you’ll see The Bean, the former Sears Tower, and other icons, but we immerse you in the city with history, secrets and surprising stories.

Mobsters and deep dish pizza, skyscrapers and parks — there’s a lot Chicago is known for, but no one knows it as well as the locals who live here. Let us show you around. 

We recommend starting with the Riverwalk, discovering spectacular architecture and the river that fueled the city as it became a major Midwestern metropolis way back in the 19th century. Then take a deep dive into the heart of Chicago. We’re talking everything from local flavors to unsolved mob mysteries.

Curious to know more? Here’s a little about what makes our Chicago tours different.

  • We don’t just check off a bucket list. Sure, you’ll see The Bean, the former Sears Tower, and other icons, but we immerse you in the city with history, secrets, and surprising stories.
  • Our Chicago food tour (coming soon!) introduces you to the highlights of the city’s culinary scene so you can quite literally “taste Chicago” in just one afternoon.
  • Every tour guide is a local expert who can share insider tips on the top restaurants, museums, free attractions (we’ve got plenty), and more.

Our tours combine convenience and connection. Guides take care of the details so you can enjoy a stress-free visit, and they show you the best of their city in a way that goes beyond superficial sightseeing. We guarantee it will be an experience you’ll remember for years to come. We can’t wait to welcome you to Chicago!

What people are saying about our Chicago tours

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Kevin really has great energy, you can tell he loves what he does. Fully recommend it.
— Maria
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We had a really fun time on this tour! Leo was very informative and a great story teller. We learned more about the city and its history. I would strongly recommend this tour!
— Kate
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10/10 would recommend! Loved the tour, learned a lot in a fun way. This was the first tour of this kind I did in my life and it was definitely one of my favorite experiences.
— Oriane
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You can't miss this tour! We loved the tour, it was the best way to get to know and walk around the city. We had an amazing guide. We would definitely recommend this experience!
— Daryl
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Really nice guide, many interesting facts about the Chicago architecture. The history of Chicago is amazing! Recommend this for everyone!
— Vlad
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It was so informative!!!! Thank you very much Chris for the great tour! We loved your stories about the most important buildings next to the Chicago River
— Carola
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Awesome! My wife & I enjoyed this tour. Ben was very informative and enthusiastic. He did a great job. I would recommend him to anyone.
— Chris
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Our tour guide, Isabel, was a hoot and a half!!! So fun, so knowledgeable and so personable!!! Loved learning about the beautiful architecture!
— Tori
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Entertaining and Knowledgeable! Kevin was knowledgeable and funny! Definitely recommend this tour for ghosts and gangster history enthusiasts!
— Katie
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Love Chicago even more….. As someone who has lived in Chicago for many years it was fascinating hearing all the stories during the tour that I was unaware about.
— Dipak