City Tours in Chicago
Top 10 Best Chicago City Tours
Found 104 City Tours activities in Chicago. Sort by Popularity. - Page 2Chicago Private Tour
Enjoy and appreciate Chicago with your private transportation and guide. Customize your tour and visit the most important sites and landmarks of the Windy City. Be satisfied that you experienced the most important and beautiful si... More
Private Tour
Chicago City Tour with Architecture River Cruise Option
Enjoy Chicago’s famous sights and fabulous views on this award-winning small-group sightseeing tour of the city. On this tour, you will travel through Chicago with an expert guide in a comfortable minibus, enjoy world renowned ... More
Private Tour
Private Al Capone Gangster Tour in Chicago
Chicago and the history of the mob are synonymous when we look back at history. That’s why we provide an in-depth Chicago Gangster Tour that makes all of the infamous stops for our patrons. Visit the old stomping grounds of: ... More
Private Tour
Chicago Architecture Tour: Underground Pedway and the Loop
This tour explores some of the best hidden details, secret buildings and spaces, and untold stories that add wonderful bits of color and texture to the overall narrative of Chicago. On this tour, we will explore the famous and mys... More
Private Tour
Chicago's Ultimate City Bike Tour
Get acquainted with Chicago’s most iconic landmarks on this riotous guided bicycle tour! Join the expert guides of Bobby’s Bike Hike, America’s longest-running city bicycle tour company, on this exciting and informative adve... More
Private Tour
Chicago City Minibus Tour
Enjoy Chicago’s famous sights and fabulous skyline views on this award-winning small-group sightseeing tour of the city. Travel through Chicago with an expert guide on a comfortable minibus, stopping at iconic locations like ear... More
Private Tour
Downtown Chicago Walking Pizza Tour
This tour is just a short walk through great Chicago neighborhoods starting near Navy Pier and the Magnificent Mile, and then heading into the Gold Coast & River North. Compare two American pizzas vs. two Italian pizzas to underst... More
Private Tour
2-Hour Chicago Lakefront and Museum Campus Segway Tour
Looking for fun things to do in Chicago? Look no further! Join one of our professional guides on a scenic 6-8 mile Chicago Segway tour. Glide effortlessly through the fragrant garden paths of Grant Park to marvel at the iconic Buc... More
Private Tour
Lakefront Segway Tour in Chicago
Segways are amazingly fun, and Chicago's lakefront, parks, and skyline are absolutely gorgeous! Add our smart, entertaining tour guides to the mix, and you have the experience of a lifetime!... More
Private Tour
Chicago Gangsters and Ghosts Minibus Tour with Riverboat Cruise
Discover Chicago's captivating past on our top-rated Gangsters and Ghosts minibus tour + Riverboat Architecture Cruise. Explore the iconic Loop and River North neighborhoods, once dominated by notorious Italian and Irish gangs dur... More
Private Tour
Fulton Market Delicious Donut Adventure and Walking Food Tour
We begin at a local shop synonymous for their quality donuts––Do-Rite Donuts. From there we’ll walk the Randolph corridor, learning about the history of Chicago’s West Loop, a historic neighborhood which has gone through a... More
Private Tour
Chicago River Architecture Boat Cruise & Hop-on Hop-off Bus Tour
Discover Chicago by road and river with our new 48-hour Hop-on Hop-off Ticket and Shoreline Architecture Cruise combo! This ticket includes a 48-hour pass for our hop-on, hop-off Chicago sightseeing bus tour, and a pass for admiss... More
Private Tour
Walkin' with Colin: Chicago History-Mystery-Comedy-Tragedy Tour
Embark on a profound, downtown walk-around, to discover incredible stories and secrets of the city on this not to miss feet on the street experience! During our loop around "Da Loop" we will peel back the layers of this Great Big ... More
Free Cancellation
Private Tour
(Saving 25% )
Chicago Walking Tour: Must-See Chicago
Must-See Chicago is a fast-paced, 90-minute introductory tour to Chicago featuring some of its most famous buildings, including the Wrigley Building, Tribune Tower, the Art Institute of Chicago, Willis (Sears) Tower and more! Get... More
Private Tour
Private Chicago Scenic Driving Tour
Chicago is a big city with a lot of activities & sightseeing. To tour the city quickly, it requires the help of a knowledgeable local driving guide and that's where we step in to assist. Your Private Chicago Scenic Driving Tour wi... More
Private Tour
Chicago Luxury Minibus City Tour and Architecture River Cruise
Experience the best of Chicago by land and water on our exclusive Luxury City Minibus Tour & Riverboat Architecture Cruise! Start with a 90-minute guided luxury minibus sightseeing tour through downtown, and seamlessly transition ... More
Private Tour
3 Hours Chicago Architecture Tour - Skyscrapers and Photo Ops
Explore the architectural extravaganza of Chicago downtown and discover the most amazing and captivating facts about the first high-rises, city planning, and construction history. Get a unique chance to combine touring by foot a... More
Private Tour
Chicago Haunted Ghosts & Gangsters Segway Tour
Looking for thrilling things to do in Chicago at night? Join Absolutely Chicago Segway Tours for a haunted ghost and gangster tour! Glide through downtown Chicago, discovering the city's chilling history of death, disasters, murde... More
Private Tour
Chicago Architecture Experience by Train
Chicago is often defined by its wild architecture, satisfying staples such as its famous deep dish pizza, and iconic sculptures like “The Bean” of Millennium Park. But how do you get from one attraction to another with ease? T... More
Private Tour
Private Frank Lloyd Wright Architectural Tour by Luxury Vehicle
This is a drive by tour, no tour guide included, admission not included. Choose the number of hours & the vehicle type and we can help you schedule it. The list has been build with efficiency in mind and all stops are arranged in... More
Private Tour