Chicago Walking Tours

Discover the City's Culture, History and More

We Explore Chicago and Its Neighborhoods

Chicago is one of the world’s great walking cities.  At L Stop Tours, we carefully design each of our tours to include a mix of Chicago’s famous sites and attractions — historic architecture, cultural venues and interesting places to enjoy food and drink.

Our tours are fun, engaging and provide a unique perspective of the city that you won’t find on other tours.  We go inside famous buildings, not just look at them from the river or the top of a double-decker bus. We visit pubs and restaurants that have great Chicago stories, not just establishments that are convenient to our route. We explore diverse neighborhoods throughout the city, learning about their history and culture. And, whenever possible, we take a ride on the L train, Chicago’s iconic public transit system. L Stop Tours offers experiences that are perfect for both tourists and locals.

L Stop Tours has been called one of the most unique Chicago neighborhood tours in the city by Choose Chicago, the official destination marketing organization for the city.

Ready to find the tour that’s right for you? Explore all of our Chicago tours!

What Makes Us Different

  • Owner of the company and lead tour guide, Tom, is a lifelong Chicagoan with a wide range of knowledge and personal experiences about the city.
  • We keep it interesting and fun! We’ll tell you good stories but we won’t overload you with long lectures and memorized facts.
  • We keep our public walking tours small (max 10 people) to ensure a more intimate experience.
  • We also offer customized private tours and event for those who need something different.
  • Transit fees (if applicable) are included in the price of the tour. Some tours include a short train ride.
  • Our tours cover more ground and last longer than other walking tours but are timed so that you won’t lose interest or tire out.

Google Reviews

Trip Advisor Reviews

  • star rating  I didn’t know the Chicago Pedway existed and I was keen to learn more. This tour was the perfect opportunity. Tom, our guide, was deftly engaging (read: no... read more

    April 25, 2023
  • star rating  Recommended tour to start your Chicago vacation! - We had so much fun! Tom was very attentive and knowledgable and he showed us a bunch of extra spots around town, he has so much love for the city... read more

    April 8, 2023
  • star rating  Pedway Tour Exploring! - Tom was a knowledgeable tour guide. We were familiar with some of the sites on the tour and Tom was flexible and added sites into the tour that were not... read more

    April 7, 2023
  • star rating  Best of Inside and Out - What a wonderful day! Loved getting to visit many different building and see the inside of the buildings as well. We also enjoyed getting to do a quick ride on... read more

    April 5, 2023
  • star rating  More than just a walking tour - get inside these buildings - Fantastic city tour showing off the fabulous interior of the great buildings in Chicago. So different getting inside these buildings with a a very knowledgeable guide. Thanks to Tom for... read more

    March 25, 2023
  • star rating  Best tour ever! - Incredible tour of some of the most gorgeous historic buildings in Chicago! Our guide Tom, who grew up in the city was so friendly and knowledgeable. Honestly, the best guide... read more

    December 20, 2022

From the L Stop Blog