USA ·WALKING TOURS IN CHICAGO
Every trip has one afternoon left over. These 8 walking tours in Chicago are the ones worth spending it on, with what each costs and how they differ.
Explore Chicago’s Loop through true gangster tales, haunted hotels, and Al Capone lore on this lively two-hour walking tour.
“Avery our tour guide was great. Highly recommend while visiting Chicago. Light walking and nice stops.”
Taste Chicago classics, see Loop landmarks, and add a free bike or kayak rental on this easy three-hour downtown food tour.
“The food walking tour was awesome! Our tour guide, Gabe, was fantastic! He was very informative and a great person to show us around a small part of the city. I wasn't sure if this tour would include enough food, but I was so wrong! At the end of the tour, my wife and I were both stuffed! The food at all of our stops was really good. Nothing that blows your mind away, but all really tasty and fresh! Lots of walking, lots of food and lots of great facts/stories about Chicago.”
Explore Chicago’s gangster past and ghost lore on a two-hour South Loop walk with historic landmarks, Al Capone tales, and a Congress Hotel visit.
“Great! Even in cold winter the walk was very enjoyable. Our guide Max was also very attentive and cheerful; We will ask for her again in our next visit soon. Hopefully not so cold!”
Taste deep dish, hot dogs, and Italian beef while exploring Chicago architecture, history, Millennium Park, and the Riverwalk in a small group.
“Excellent Tour guide. David was so knowledgeable, patient and helpful. I was on a rolator David knew exactly where the elevators were located. By preparing for the locations, it made everyone comfortable.”
Explore Chicago’s finest interiors, from the Rookery to Tiffany’s dome, on a two-hour Loop architecture walk for $35.
“Ty was a wonderful guide, knowledgeable, engaging, funny. We thoroughly enjoyed the tour and learned a lot.”
Explore Chicago Chinatown through dumplings, noodles, Sichuan dishes, landmarks, and bakery treats on this generous three-hour walking tour.
“Lillian, our guide was very knowledgable and made the tour fun. The food was plentiful and delicious. Would recommend this tour.”
Explore Chicago’s secret interiors on a two-hour Loop walk, from the Rookery to Marshall Field, with expert stories for $35.
“The tour was very beautiful, interesting, and informative. Our guide Talia was extremely knowledgeable and made the tour very enjoyable. We’ve lived in the area our whole lives and we learned way more than we thought we would have. Great tour, great guide.”
Taste steak, deep dish pizza, and a Chicago hot dog while tracing Prohibition-era gangsters through River North and the Gold Coast.
“Taka was great! Knowledgeable and kept us moving with lots of super info! Delicious food too— definitely could make it a lunch or early dinner!”
Start on a coastline and work inland.
