Hidden Gems That Bring Chicago to Lifeairport_transferbarbathtubbusiness_facilitieschild_activitieschildcareconnecting_roomcribsfree_wifigymhot_tubinternetkitchennon_smokingpetpoolresturantski_in_outski_shuttleski_storagesmoking_areaspastar

Hidden Gems That Bring Chicago to Life

 The city skyline from the lakefront in Grant Park, Chicago
The city skyline from the lakefront in Grant Park, Chicago | © Ian Dagnall / Alamy Stock Photo
Chicago is studded with sites you won’t find anywhere else. It has a varied and fascinating history to uncover, but with all-modern perks, being an artist’s, designer’s and foodie’s dream city. Chicago is boundless, and Culture Trip’s curated list of tours and experiences can immerse you in it all.

Chicago has so much to offer, it can be a little overwhelming. With these tours, you can discover Chicago’s donut craze, explore Chinatown, uncover Chicago’s thriving street-arts scene, compare its modern architectural marvels to its intriguing past, enjoy famous old Prohibition-era gangster haunts and more.

ToursChicago Craft Brewery Barrel Bus Tour
From $90 per person
3 hours 30 minutes
4 (4)
There’s never been a better time to be a beer drinker — and Chicago, with its thriving brewery scene and many destination-worthy beer bars, is the perfect city for suds lovers. Visit four of its craft breweries on this all-inclusive, 3.5-hour tour, where you’ll get to tour brewery production facilities and enjoy copious samples of local brews. To keep things interesting, you’ll travel in a barrel-shaped bus. Morning and evening departure times are both available.
ToursChicago Architecture Walking Tour: Spectacular High Views & Low Views
From $30 per person
2 hours
Ever wonder where you can go to get a good “high-up” view of Chicago? Come with us as we gain special access to hidden heights and unique depths in the heart of the city. Tours cover about 1.5 miles at a leisurely pace on foot, and last about 2 hours.
ToursGangsters and Ghosts Tour in Chicago
From $27 per person
2 hours
5 (54)
Interested in exploring Chicago from the perspective of ghosts and gangsters? Want to really immerse yourself in the history of this great American city, right from the locations that started it all? THIS TOUR visits the locations frequented by some of Chicago's most notorious gangsters along with many of the most haunted locations in Chicago!

You can get the best of BOTH worlds with this 2 in 1, history-based guided walking tour of Chicago’s gangsters and ghost stories, right from the famous Chicago Loop Vice District! Tour departs from 71 E Wacker Drive.
ToursChicago Prohibition Tour
From $55 per person
3 hours 30 minutes
5 (120)
Discover the underground world of the Prohibition-era speakeasy on an entertaining adults-only tour that takes you to four historic Chicago bars. Learn why the sale of alcohol was banned for more than a decade in the United States, and the subsequent popularity of illicit establishments where liquor, jazz, and mobsters ruled. An air-conditioned coach shuffles you from bar to bar, so feel free to buy a drink or two. This small-group tour, limited to 20 people, ensures a more customized experience with your guide.
ToursOffbeat Street Art Tour of Chicago: Urban Graffiti, Art, and Murals
From $27 per person
2 hours
5 (1)
The Offbeat Street Art Tour is the first tour in Chicago that truly celebrates Chicago's street art scene. No other tour takes guests out into the streets to showcase and highlight the vibrant street art scene which many people overlook on a daily basis. We hope you join us to experience something truly unique in Chicago.
ToursChicago World's Fair of 1893 Walking Tour
From $41 per person
2 hours 45 minutes
5 (5)
Experience the incredible architecture of 19th century Chicago buildings, hear historical stories of turn-of-the-century Chicago, and play visual scavenger hunts that bring to life the lasting impact of the 1893 World's Fair. The tour also includes a drink stop at one of Chicago's oldest bars, the Berghoff, which has deep ties to the Chicago World's Fair.

-View colorful mosaics in a hotel built for the World's Fair
-Enjoy a German-style lager in a century-old historic bar
-Ride an old elevator with a human operator
-Discover a secret building hidden in an alley
-Visit landmark buildings by architect Louis Sullivan
-Experience opulent interiors of a former private club
-Play interactive, educational games about the history of the World's Fair
ToursChicago Hauntings Original Ghost Bus Tour
From $19 per person
2 hours 30 minutes
3 (3)
Often imitated but never matched, this 2.5-hour to 3-hour ghost bus tour with stops remains the “Best of Chicago” since its founding 18 years ago by the city’s ghostlorist, Ursula Bielski. Ursula and her team of veteran paranormal researchers and historians have thrilled thousands of guests with firsthand experiences of this, one of the world’s most legendarily notorious cities. We take you where the other walking tours simply can’t–to the many shadowed corners where the fateful tales began. From the Fort Dearborn Massacre to the St. Valentine’s Day Massacre. From the Great Chicago Fire to the Eastland Disaster. From ghost ships that sail Lake Michigan to the Chicago origins of “Ghostbusters” and to the lair of the Devil Baby of Hull House.
ToursChicago Chinatown History & Culture Tour
From $20 per person
1 hour 30 minutes
Whether you’ve come to Chinatown for years or it’s your first time, our Chinatown walking tour is ideal for you! Did you know that Chinatown is home to one of Chicago’s largest parks? Have you ever toured Chinatown’s Buddhist temple? Our public tour covers the historical commercial Wentworth Avenue, Chinatown Gate, Nine Dragon Wall, Landmark On-Leong Merchants Association (Pui Tak Center today), Chinese Buddhist Temple, St. Therese Catholic Church, Chinese Zodiac Square, the Four Greatest Inventions of ancient Chinese, Chinatown Mural, as well as Ping Tom Memorial Park. The 90-minute walking tour takes place on Saturday at 10 a.m. between May 25 and August 31. Meeting at Chinatown Square by the Zodiac Animal Statues, guests will explore famous Chinatown landmarks such as The Nine Dragon Wall, St. Therese Chinese Catholic Church, the former On Leong Building, and Ping Tom Memorial Park. For more information please visit our website: www.chicagocci.com.