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“AJ did an amazing job not only bringing us to some amazing food but also telling us about the history of the city as we went, we learned so much we otherwise may have never learned!”
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 amazing. Even though we were only two people at our tour, he gave us the full experience. It was fun, interesting and informative. The 1.30 ish hours went by like nothing. One of the best tours we’ve taken.”
Discover Chicago's vibrant Chinatown through a 3-hour guided walking tour featuring authentic food tastings, cultural insights, and historic sights.
“This tour was fantastic! Our guide, Greg was fun, knowledgeable and informative. My husband and I loved everything about this tour and learning about China town. The food was fantastic!”
Explore Chicago’s secret interiors on a 2-hour walking tour, discovering hidden architectural details and stories with passionate guides for just $36.
“this tour exceeded my expectations, Annie our guide was engaging, friendly, and very knowledgeable. we saw much more than I expected. it included outside architecture as well although I wish she had told us even more about the decorations, doorways, ETC that we were passing.…”
Explore Chicago's dark side with this mob and haunt walking tour. Discover haunted hotels, mob hangouts, and supernatural stories for an authentic experience.
“Guide tried hard but he can only play with the cards he is dealt. There would appear to be little left of 20s Chicago so the gangster part was pretty brief compared to what I hoped for. No mention of Dion O’Bannion or John Dillinger…”
Discover Chicago's architectural gems with a 2-hour guided walking tour, exploring iconic landmarks and hidden treasures with expert commentary.
“Our guide was so pleasant and knowledgeable. The history of “The Seven Sisters” and retail was very interesting. Really enjoyed seeing The Palmer House, too. Absolutely worthwhile.”
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.
“Colleen was an excellent guide and very friendly. She not only shared her knowledge on the tour, she also gave us tips for where to eat, where to go and what to do in out time in Chicago.”
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.
“The experience was so much fun! And our tour guide Katie was amazing! We also got to learn about so many cool bars, we even went back to one after the tour was over.”
Discover Chicago’s gangster past and iconic foods on this 2-hour walking tour with tastings, historic hideouts, and stories of Capone’s era.
“our guide Baylor was very knowledgeable about the sites we visited and was an overall great guide. All the food was also really good, the mix of eating and walking around was really comfortable since it was not a very long distance between stops.”
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.
“Fabulous tour and Matthew was a skilled guide! Moved along at appropriate pace, showed us some stunning landmarks , was kind, humorous and knowledgeable ! This is a must do in Chicago!”
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.
“My husband and I had a wonderful time at this tour. Our guide was very knowledgeable and fun. I definitely recommend.”
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.
“Jonathan provided a wealth of information and delivered it in a manner that kept you intrigued. All of the establishments were very welcoming. Will definitely recommend to friends and colleagues!”
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.
“The tour was fantastic and led by Joe, who was a well informed and engaging guide. The food we sampled was great, and represented Chicago at it's best. Could not recommend this tour highly enough.”
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.
“Robin was exceptional! Very knowledgeable of the buildings we toured, engaging with our group, and informative of the history of Chicago and its architects. She is very clearly passionate about what she does and we look forward to booking another tour when we visit Chicago…”
Discover Chicago’s haunted sites on this 1-hour walking tour, featuring ghost stories, spooky landmarks, and historic tales in Lincoln Park for $24.
“What a great walking tour filled with great stories and landmarks . I am also glad I paid for the extended tour to see extra spots . I was expecting to go inside the spots and wished I had known that the tour didn't include…”
The river runs through an architecture lesson, and the lake applauds.