Chicago
The walking tours: Loop interiors, the underground Pedway and lobbies that double as marble museums. Chicago hides its best rooms behind ordinary doors, and the guides hold the keys.
Explore Chicago’s top sights and iconic foods on this 3-hour walking tour, including deep-dish pizza, hot dogs, and scenic landmarks, with expert guides.
Most Popular“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!…”
Discover Chicago’s dark past with this 2-hour guided walking tour exploring gangsters, ghosts, and haunted landmarks in the South Loop district.
“Tanner was really nice Guide. It was a good interesting tour, with much of deap facts.”
Discover Chicago's vibrant Chinatown through a 3-hour guided walking tour featuring authentic food tastings, cultural insights, and historic sights.
“Our tour guide, York, was wonderful! He took us to four different restaurants and one bakery at the end. His knowledge regarding China Town is amazing too. We learned a lot and ate some great food. I highly recommend this.”
Explore Chicago’s secret interiors on a 2-hour walking tour, discovering hidden architectural details and stories with passionate guides for just $36.
“Great! Fun and educational. Talia is so knowledgeable and kind.”
Explore Chicago's dark side with this mob and haunt walking tour. Discover haunted hotels, mob hangouts, and supernatural stories for an authentic experience.
“had Alyssa. She was a great guide. Very knowledgeable and excited to share the information. She was very personable as well. Tour stuck to the theme very well and there were plenty of interesting facts that I was never aware of. The history of Chicago…”
Discover Chicago's architectural gems with a 2-hour guided walking tour, exploring iconic landmarks and hidden treasures with expert commentary.
“What an amazing tour! Our guide Jim was so friendly and informative! We had already done other architecture tours so we were not too sure if this would be appealing to us but hands down it was awesome!! Definitely would recommend it and will definitely…”
Discover Chicago's underground Pedway and hidden secrets with this 2-hour guided walking tour for just $35, perfect for architecture lovers and curious explorers.
“A wonderful overview of the city. Very knowledgable guide”
Discover Chicago's haunted past on this 2.5-hour ghost pub crawl, exploring historic bars, spooky stories, and hidden city corners with a lively guide.
“Katie was an amazing tour guide, wow! We heard so many interesting stories and saw a lot of neat places. Thank you thank you! 5 stars!”
Discover Chicago’s gangster past and iconic foods on this 2-hour walking tour with tastings, historic hideouts, and stories of Capone’s era.
“Allan did an amazing job on the WHOLE tour. Kept us informed and eager to go onto the next stop.”
Explore Chicago's architectural gems from the Golden Age on a 2-hour guided walking tour, featuring landmarks like the Chicago Cultural Center and Marshall Field's.
“The buildings we saw and what we learned about them. The docent was engaging and knowledgeable.”
Discover Chicago’s architectural gems on this 1.5-hour guided walking tour, perfect for first-timers and time-pressed visitors eager to see iconic buildings and learn their stories.
“Excellent tour guide! Informative. Went through Chicago's architectural history in chronological order.”
Discover Chicago's Prohibition era on a guided speakeasy tour—choose walking or bus options, visit historic bars, and learn about gangsters, politicans, and more.
“Excellent guide. Knowledgeable and good sense of humor. Quickly observed and addressed chatty passengers that were annoying others. Great fun. Highly recommend.”
Discover Chicago's iconic flavors and sights on a 3-hour guided food tour, with free bike or kayak rentals, led by friendly, knowledgeable guides.
“Our guide Paul was great, he shared a lot of interesting information about the city and all of the places we visited. overall great tour!”
Explore Chicago’s stunning Art Deco skyscrapers on a 1.5-hour small-group walking tour. Discover hidden gems, interiors, and history with expert guides.
“Tour was great, and loved the use of earpieces with antennae so everyone could hear the tour guide at all times.”
Discover Chicago’s haunted sites on this 1-hour walking tour, featuring ghost stories, spooky landmarks, and historic tales in Lincoln Park for $24.
“It was fun! We learned a lot of local history and even caught a few orbs with our pictures! Would recommend!”
The river runs through an architecture lesson, and the lake applauds.