Free Cancellation
For a full refund, cancel at least 24 hours before the scheduled departure time.
Cancellation Policy
Free Cancellation
September 15100% refund
September 16No refund
You can cancel up to 24 hours in advance of the experience for a full refund.
For a full refund, you must cancel at least 24 hours before the experience’s start time.
If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
Any changes made less than 24 hours before the experience’s start time will not be accepted.
Cut-off times are based on the experience’s local time.
This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
Private Tour
2 Adults x $263.09
$526.18
Approx Total
$526.18
Small Group Tour
2 Adults x $49.96
$99.92
Approx Total
$99.92
Inclusions / Exclusions
Mobile ticket
Offered in: English
Enjoy stunning river views
Join Friendly Local English-speaking guide
Stroll through the beautiful parks
Get tips on what else to see, do and eat during your stay
Discover Chicagos’ incredible architecture both old and new
Taste local tradition: Chicago-style popcorn
Pass by where Chicago Theatre where musical Chicago was filmed
Additional Food & Drink
Tips/gratuities for your guide
Overview
Tour the streets of Chicago to see the beauty and legacy left behind by the Prohibition Era. See the amazing architecture, iconic sights (both old and new), the city's best spots and try a local sweet treat along the way as you explore on foot.
Meeting points
The Chicago Theatre (underneath the marquee), 175 N. State Street, Chicago, IL 60601
We start our tour under the dazzling marquee of the Chicago Theater (you might recognize from dozens of movies and TV shows) before heading off into the bustling city
10 minutes
Chicago Pedway
Weather permitting, we'll head towards the Chicago Pedway. This unique feature of Chicago is used by locals and commuters daily to move about the city in a network of underground tunnels — especially necessary during the Midwest winters.
20 minutes
City of Chicago - City Hall (Pass By)
We will pass by the City Hall-County Building, commonly known as City Hall. that houses the seats of government of the City of Chicago and Cook County.
The Picasso
Next, we will stop at the Chicago Picasso sculpture by Pablo Picasso in Daley Plaza . The 1967 installation of The Picasso, "precipitated an aesthetic shift in civic and urban planning, broadening the idea of public art beyond the commemorative."
10 minutes
Chicago River
You’ll enjoy feeling like a local as you walk past buildings and catch even more awesome views. You’ll be seeing the Chicago skyline from a totally different perspective, as well as sharing in the daily commute of local Chicagoans along the main artery of Chicago.
20 minutes
Chicago Riverwalk
An award-winning $150 million, 1.25-mile promenade along the south bank of the Chicago River downtown. Weather permitting, we’ll take a stroll along the Chicago Riverwalk while taking in views of several soaring buildings, including Marina Towers, the Wrigley Building, and the Chicago Tribune.
20 minutes
Wrigley Building (Pass By)
We will pass by the Wrigley Building: 400 N Michigan Ave.
Tribune Tower (Pass By)
We'll pass by Tribune Tower, a 463-foot-tall (141 m), 36-floor neo-Gothic skyscraper located at 435 North Michigan Avenue.
The Magnificent Mile (Pass By)
We will pass by at the Magnificent Mile - a premier commercial district in downtown. It was part of the 1909 Burnham Plan of Chicago, a visionary project to transform the city's urban landscape and it was built in the 1920s to replace an industrial and residential area. Here you can find many shops, restaurants, hotels, and attractions. It is located on North Michigan Avenue.
Chicago Cultural Center
Step inside a Chicago Landmark building operated by Chicago's Department of Cultural Affairs. The Cultural Center houses the city's official reception venue, where the Mayor of Chicago has welcomed presidents, royalty, diplomats, and community leaders
15 minutes
N/A
Next is picturesque Millennium Park, home to the iconic Bean sculpture. Here or nearby, your guide will conclude your tour and point you in the right direction toward more amazing sights, great lunch spots, or a drink recommendation
20 minutes
Cloud Gate
We will end the tour at the Cloud Gate sculpture, commonly referred to as “The Bean”. A a public sculpture that is the centerpiece of Millennium Park
10 minutes
Sample Menu
Additional Info
Wheelchair accessible
Infants and small children can ride in a pram or stroller
Service animals allowed
Public transportation options are available nearby
Transportation options are wheelchair accessible
Suitable for all physical fitness levels
This is a child-friendly tour. Children under the age of 6 are permitted to join this tour free of charge.
Experiences happen rain, shine, or snow. Please dress accordingly.
Suitable for all ages and fitness levels, but please note that this tour covers about 4.8 km (3 miles) of walking.
We can accommodate vegetarian options but cannot accommodate other food allergies or dietary preferences. Please notify us in advance if you have any dietary requests.
Free Cancellation
September 15100% refund
September 16No refund
You can cancel up to 24 hours in advance of the experience for a full refund.
For a full refund, you must cancel at least 24 hours before the experience’s start time.
If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
Any changes made less than 24 hours before the experience’s start time will not be accepted.
Cut-off times are based on the experience’s local time.
This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
Total review count and overall rating based on Viator and Tripadvisor reviews
5 stars
71
4 stars
2
3 stars
6
2 stars
0
1 star
0
We perform checks on reviews
We had a great experience touring New York City with Jonathan. He's a great tour guide and he made it very memorable and enjoyable. The tour was also super informative and I'm glad to have had a great tour guide during my visit in NYC. Would definitely recommend this tour to anyone looking for a tour her We had a great experience touring New York City with Jonathan. He's a great tour guide and he made it very memorable and enjoyable. The tour was also super informative and I'm glad to have had a great tour guide during my visit in NYC. Would definitely recommend this tour to anyone looking for a tour her We had a great experience touring New York City with Jonathan. He's a great tour guide and he made it very memorable and enjoyable. The tour was also super informative and I'm glad to have had a great tour guide during my visit in NYC. Would definitely recommend this tour to anyone looking for a tour her We had a great experience touring New York City with Jonathan. He's a great tour guide and he made it very memorable and enjoyable. The tour was also super informative and I'm glad to have had a great tour guide during my visit in NYC. Would definitely recommend this tour to anyone looking for a tour her We had a great experience touring New York City with Jonathan. He's a great tour guide and he made it very memorable and enjoyable. The tour was also super informative and I'm glad to have had a great tour guide during my visit in NYC. Would definitely recommend this tour to anyone looking for a tour her We had a great experience touring New York City with Jonathan. He's a great tour guide and he made it very memorable and enjoyable. The tour was also super informative and I'm glad to have had a great tour guide during my visit in NYC. Would definitely recommend this tour to anyone looking for a tour her
Reviews by TravelOne travelers
Showing 1-5 of 71 reviews with 5 stars
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Provided lots interesting...
Published on Feb, 2025
Provided lots interesting details throughout the walk on rainy Friday. Knew his information and communication was very clear.
Must do!
Published on Dec, 2024
It was amazing. I grew up in Rockford, IL and grew up going to Chicago a few times a year. But I never knew about its rich full history and of course its beautiful architecture. I know the boat tours are popular, but I recommend doing this one instead!! Going inside the buildings and learning about its history and viewing the ceilings and interior was amazing.
Best city tour I’ve ever had
Published on Nov, 2024
My gf and I had the best tour with Dave. He knew so many hidden spots and all the history we were interested in. Highly highly recommend
Chicago by foot in 2 1/2 hours
Published on Oct, 2024
Our guide, Rich, was great. He enthusiastically took us on a very informative tour of beautiful buildings and sculptures. Lots of time to stop along the way for photo opportunities ( and enjoyed our chocolate and popcorn!)
Chicago so much to see
Published on Sep, 2024
The former library is beautiful. The stops were informative. Overall it was the right amount of time for a walking tour.
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