Chicago Historical & Heritage Tours
Chicago Crime and Mob Tour
Some of the world’s most notorious criminals, mobsters and gangsters bamboozled their way through Chicago.
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$35.95Chicago in a Day: Food, History and Architecture Combo Tour
Ready to discover some of the best Chicago has to offer with a local by your side?
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$99Chicago Night Crimes Tour
Enjoy a fun night of learning about Chicago's crime history on this 2-2.5-hour bus tour that includes stops on and off the bus.
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$45Lakefront and Museum Campus Segway Tour
Looking for fun things to do in Chicago?
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$74.12Chicago Prohibition Tour
Discover the underground world of the Prohibition-era speakeasy on an entertaining adults-only tour that takes you to four historic Chicago bars.
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$45Chicago Walking Tour: Interior Architecture of the Loop and Pedway Tour
Get an in-depth look at Chicago Loop architecture on a walking tour that takes you inside landmark buildings in the design-rich city.
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$28Chicago Theatre Marquee Behind-the-Scenes Tour
Go on a history-filled journey, from the inception of this majestic venue in 1921, all the way to its present-day incarnation as a premiere entertainment venue.
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$182 HR Lakefront and Museum Campus Segway Tour
Looking for fun things to do in Chicago?
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$68.67Over 31 Years as Chicago's Original Gangster Tour Focused on the Prohibition Era
Our guides present an accurate account of the activities in Chicago during the 1920's and 1930's (Prohibition Era).
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$39Chicago Private 30 Minute Tour For Two
Skim Chicago’s iconic skyline aboard Vertiport Chicago’s all-new two passenger Enstrom 280FX on a 30 Minute Private Tour for 2.
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$770The Chicago Tour
This tour is an overview of what makes Chicago so fascinating-the neighborhoods, history, architecture, culture, and foods.
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$99Historic Chicago Walking Bar Tour
Explore downtown Chicago on a pub crawl with an educational twist!
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$41Chicago Insider Segway Tour
This is a tour like no other!
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$56.68Crime and Haunted Tour in Chicago
Haunted places and gangster hangouts, hidden history and crime scenes.
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$29Land and River Architecture Tour of Chicago's Scenic North Side
This tour will take you past all the sights of Chicago’s Scenic North Side.
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$76.95Chicago Walking Tour: Art Deco Skyscrapers
Discover the opulent exteriors and interiors of the Roaring '20s Jazz Deco and the classic finishes of Art Moderne buildings in this 2 hour tour.
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$26Private Speakeasy Pub Crawl in Chicago with Local Historian
Our Prohibition Era Speakeasy Pub Crawl is filled with cocktails and a perfect venue for bachelor or bachelorette parties, corporate events, or just a fun night out on the town to celebrate life and your friends.
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$6602 HR Haunted Segway Tour
Learn about Chicago’s haunted past and see its mysterious sights as you glide through the city on a segway at night.
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$70.85Chicago's Best History and Riverwalk Tour
On this fun and fascinating walking tour, learn about how Chicago grew from swampland bordering Lake Michigan into the thriving metropolis that it is today.
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$25Chicago Walking Tour: A Walk Through Time
Get a comprehensive look at Chicago's architectural history on this unique tour that covers buildings in chronological order.
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$26Pizza City USA West Loop Pizza Crawl
Taste four different styles of pizza in about three hours.
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$49