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“Gabe gave us a great tour…not only food but the city, the architecture and history of the city. My husband and I cannot recommend this tour enough. Ask for Gabe!”
Discover Chicago’s dark past with this 2-hour guided walking tour exploring gangsters, ghosts, and haunted landmarks in the South Loop district.
“Baylor was superb. Her knowledge was endless, went at a very comfortable pace and presented a very good tour.”
Discover Chicago's vibrant Chinatown through a 3-hour guided walking tour featuring authentic food tastings, cultural insights, and historic sights.
“We walked thru China Town and had five food stops; four of them were excellent! One was a mediocre Mediterranean style meat sandwich; you could get a better one at any Turkish restaurant. But the other 4 were great - tasty zesty authentic Chinese food.…”
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 excellent guide and this tour was a perfect afternoon activity for our family. We discovered architectural gems we’d never seen, even after living in the city. Talia blended the right amount of history, fun factoids and interesting stories. We highly recommend!!!”
Explore Chicago's dark side with this mob and haunt walking tour. Discover haunted hotels, mob hangouts, and supernatural stories for an authentic experience.
“Tyson was a fantastic guide! Very knowledgeable with a side of humor! The tour was well worth it! Our family continues to talk about what we learned!”
Discover Chicago's architectural gems with a 2-hour guided walking tour, exploring iconic landmarks and hidden treasures with expert commentary.
“Rainy day so my son and I debated going. Glad we participated as the docent Beth was excellent. Knowledgeable, interesting and responsive to our questions. Fascinating blend of design and Chicago history.”
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.
“Really enjoyed the Chicago medway tour. Henry, our tour guide was excellent. Very knowledgable and had a background in architecture which made for a very informative experience. I recommend this tour.”
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.
“We had fun and learned a lot about the city. Very informative with a little bit of alcohol involved. Lara & Brandon did a great job!”
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 Taka was great. She made the tour an interesting and tasty experience”
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.
“Excellent guide. This is my second tour with this organization”
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.
“Jonathon was a great tor guide. Had a lot of fun. And very informative. Would recommend to everyone! 10/10”
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.
“Well directed, fun, and historical facts of Chicago were spot on....”
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.
“I did the historic skyscraper tour first, so a lot of the buildings were a repeat, but I learned completely different information on this tour, which made it still extremely worthwhile. This is a really good tour with lots of insight into the architects and…”
Discover Chicago’s haunted sites on this 1-hour walking tour, featuring ghost stories, spooky landmarks, and historic tales in Lincoln Park for $24.
“Walking, historical tour of Lincoln Park. Dillinger death location, Valentine’s Day massacre location. Several reported haunting locations. Guide Rachael was great.”
The river runs through an architecture lesson, and the lake applauds.