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“This tour was great! We got to try all the most famous Chicago foods while learning all about the city. Jessika was an excellent guide. She told captivating stories and kept us entertained throughout! We had a great time!”
Discover Chicago’s dark past with this 2-hour guided walking tour exploring gangsters, ghosts, and haunted landmarks in the South Loop district.
“Great storytelling filled with fun facts that I will no doubt share with my friends to sound really smart ;)”
Discover Chicago's vibrant Chinatown through a 3-hour guided walking tour featuring authentic food tastings, cultural insights, and historic sights.
“Fantastic tour! Fascinating insight into both chinese food and history. Jeff was our guide and made everyone feel extremely welcome. Highly recommend fitting this into your visit to Chicago.”
Explore Chicago’s secret interiors on a 2-hour walking tour, discovering hidden architectural details and stories with passionate guides for just $36.
“Talia was an amazing representation of the tour company. They did stellar and I would book again if I saw more buildings. Even in the winter it was well worth the cold.”
Explore Chicago's dark side with this mob and haunt walking tour. Discover haunted hotels, mob hangouts, and supernatural stories for an authentic experience.
“Very interesting and Bryson was great! The walk was fun and hearing stories at the location was perfect.”
Discover Chicago's architectural gems with a 2-hour guided walking tour, exploring iconic landmarks and hidden treasures with expert commentary.
“Our tour guide John was extremely knowledgeable about the history and architecture of Chicago. We’re very glad we did the tour.”
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.
“Jess knows her stuff. Her enthusiasm is contagious!”
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.
“Our tour guide Paul S was incredible - extremely knowledgable and told both historical tales and gave anecdotes from his own experience. We saw so many buildings in a short space of time - we absolutely loved it. There’s a lot of walking so make…”
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.
“Wonderful tour! Jonathan Knotek was our tour guide. He reached out the day before and advised the details on where to meet. He was extremely knowledgeable, witty & truly made the trip worth every penny. I was a little surprised to be picked up in…”
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.
“Great experience. The tour guide was very knowledgeable and friendly. The food was great too with many stories about it and the city. Highly recommend it.”
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.
“Jonelle was an amazing guide! She gave a great educational tour of the pivotal Chicago Art Deco skyscrapers and I’m so glad we went. Highly recommended!”
Discover Chicago’s haunted sites on this 1-hour walking tour, featuring ghost stories, spooky landmarks, and historic tales in Lincoln Park for $24.
“Our tour was just us 3, a new sailor and his mom and dad, visiting from California. Our guide Rachel is an area native, a good story teller and local guide ( helped us find a better parking option).”
The river runs through an architecture lesson, and the lake applauds.