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
Culture Trip Travel Team

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.



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.



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.

Culture Trips launched in 2011 with a simple yet passionate mission: to inspire people to go beyond their boundaries and experience what makes a place, its people and its culture special and meaningful. We are proud that, for more than a decade, millions like you have trusted our award-winning recommendations by people who deeply understand what makes places and communities so special.

Our immersive trips, led by Local Insiders, are once-in-a-lifetime experiences and an invitation to travel the world with like-minded explorers. Our Travel Experts are on hand to help you make perfect memories. All our Trips are suitable for both solo travelers, couples and friends who want to explore the world together.

All our travel guides are curated by the Culture Trip team working in tandem with local experts. From unique experiences to essential tips on how to make the most of your future travels, we’ve got you covered.

Culture Trip Spring Sale

Save up to $1,656 on our unique small-group trips! Limited spots.

Edit article