Top Tours in Chicago

Top Tours in Chicago

There is so much to see and explore in this wonderful city, known for its stunning and unique architecture and art installations, there is something for everyone. There are many top visitor attractions that you can enjoy such as the Lincoln Park Zoo with free admission, experience the thrill of the Ledge at Willis Tower, or relax and enjoy a dinner cruise.

Foodies, architecture biffs, and historians alike will appreciate these tours of the Windy City.



Best of Chicago Tour with Tripshepherd

Explore the Windy City on a small-group (maximum 7 guests) 4-hour tour featuring the best ways to experience the city’s most prominent sites and attractions including the breathtaking architecture, beautiful views from Adler View point and Willis Tower, and visit unique public art installations such as Cloud Gate and Buckingham Fountain.

The tour includes all admission fees (no hidden fees), luxury transportation in one of our Mercedes Metris vans, complimentary hotel pick up and drop off in downtown Chicago, and skip the ticket line entry (avoid long lines and wait times).

Reserve your spot on our tour today!

Chicago Architecture River Cruise by Shoreline Sightseeing



The Windy City serves as the ever-beating architectural heart of America, from developing a modest balloon-frame home to a stunning skyscraper - the city is well known for the most iconic and groundbreaking buildings the country has ever seen.

Take in the stunning architecture of the city on Shoreline Sightseeing’s 1-hour Chicago Architecture River Cruise where you will be led by one of their architecture expert guides passing famous buildings such as Willis (Sears) Tower, Old Post Office, 360 Chicago Observation and more while you learn about Chicago’s architectural history.


Gangsters and Ghost Tours in Chicago with City Tours

Learn about historic Chicago’s supernatural tales! Go back in time to hear about the city in the roaring 20's, a time when speakeasies attracted notorious bootleggers and gangsters. See former gangster hangouts and haunted places like the Congress Hotel, Palmer House, and Death Alley led by your historian guide.


Chicago Favorites Ultimate Food & Walking Tour by Bobby’s Bike Hike Chicago

Perfect for the foodies and historians this tour combines famous foods with stops at local must-see landmarks. On your tour you will taste Chicago's famous dishes such as Chicago-style deep dish pizza then loop around downtown heading to Millennium Park to learn about its recent inception and role as a city landmark.


Chicago in a Day: Food, History and Architecture with Intrepid Urban Adventures



An excellent choice for those first-time visitors seeking a comprehensive overview of the city including both well-known areas and little-known sites. Here, on your 5-hour tour you will stroll the Chicago Riverwalk on the south side to view Lake Michigan and the Magnificent Mile before embarking on a food tour to taste the city!

Big Bus Chicago Hop-On Hop-Off Tour by BigBus Chicago




Enjoy this lakeside city and its wealth of must-see sights on this hop-on hop-off bus tour. The tour features several stops including Thorne Miniature Rooms, Grant Park, Adler Planetarium, Field Museum, and Navy Pier. You will have the opportunity to hop on and off whenever you wish so the tour is at your own pace.


Chicago Lakefront and Museum Campus Small Group Tour with Absolutely Chicago Segway Tours


Experience a unique way to view Chicago’s Museum Campus in record time on a segway! The tour includes all training and equipment necessary to make the tour accessible for beginners, creating a way for you to cover more ground in less time!

Your tour consists of 6 guests who will meet your guide at a central location for orientation and instructions. Once comfortable you will take off through the city’s Museum Campus where you will cover 7-8 miles passing iconic landmarks such as Buckingham Fountain, Shedd Aquarium, and Soldier Field.





What are you waiting for? Visit Chicago and enjoy one of its many wonderful tours to get the best of your visit!