Top Chicago Cultural Tours
Explore Chicago's gangster past on this mafia tour in a coach vehicle. Drive around the Windy City to see where Al Capone, The Untouchables, Hymie Weiss, and John Dillinger, among other thugs hung out. A history-savvy guide introduces you to some of the most storied locations of Chicago’s criminal past, including Holy Name Cathedral, Biography Theatre, and the site of the bloody St. Valentine’s Day Massacre. You'll be able to get out and pose for pictures in front of a historic courthouse, among other infamous sites.
Taking safety measures
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Best time of my life
The tour guide was very helpfully and knew her history and took her time and let us take picture and also help me on and off the buss I have an hard time walkingCindy_B, Sep 2020
3 Chicago Cultural Tours | All Chicago Tours
Step off the tourists’ path to visit Lincoln Park, a neighborhood beloved by Chicagoans for its stately homes, historic zoo, and stunning green areas. Your tour begins at the charming Children’s Fountain and continues to unexpected sites like the shrine of the first American saint. As your local guide leads you through the city’s largest park, you’ll marvel at the wild feel of this neighborhood just north of downtown Chicago.
Discover the architectural gems and historical buildings of Chicago’s River Walk during a 1.5-hour walking tour with a guide. See downtown landmarks including the Tribune Building, Lyric Opera House, InterContinental Hotel, and Magnificent Mile as you walk at an easy pace along the Chicago River’s pedestrian walkway. Learn about Chicago’s history and culture from your guide, and get great photo ops throughout the tour. Return to your starting point via water taxi for another perspective to the Windy City.
This is a tour like no other! Our newest Segway adventure is completely unique and will cover the good, the bad, the ugly and the totally weird stories of Chicago. We will travel back through the ages as you discover the city through the lens of the Chicago Syndicate, hear the whispers of the city’s elite (or politicians), and be entertained by stories that are rarely told. You’ll think “No, really I never would have known!” Glide around Millennium Park, through the new neighborhood of Lakeshore East, and along the Lakefront as we unveil Chicago’s forgotten past in two hours! Your imagination will come alive as you hear stories of the Chicago Mob, the truth behind the 1968 Democratic National Convention, innovations that changed history, and so much more!
Frequently Asked Questions
The answers provided below are based on answers previously given by the tour provider to customers’ questions.
What are the best Cultural Tours in Chicago?
What tours in Chicago are good for avoiding crowds?
- Soldier Field
- Marquette Building
- Lincoln Monument
- Prairie Avenue Historic District
- Chicago Chinatown
- Northerly Island
- 360 Chicago Observation Deck (Formerly John Hancock Observatory)
- Driehaus Museum
- Harold Washington Library Center (Chicago Public Library)
- Chicago Botanic Garden
- Lincoln Park Conservatory
- Palmer House Hilton
- Lookingglass Theatre Company
- Frederick C. Robie House
- Second City
- Medieval Times Chicago
- Museum of Science and Industry
- LEGOLAND® Discovery Center Chicago
- Rookery Building
Things to do near Chicago
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