Explore Chicago's Iconic Sights on The Public Best of Chicago Two Hour Walking Tour
Difficulty
easy
Duration
2 hours
Fitness Level
Good for all fitness levels; mostly flat urban walking at a moderate pace
Overview
Discover Chicago’s famed landmarks and rich history on The Public Best of Chicago Two Hour Walking Tour. This walking adventure offers an engaging introduction to the Windy City’s culture, architecture, and urban spirit.
The Public Best of Chicago in Two Hour Walking Tour
All Ages
Select participants and date
About This Adventure
Explore the best of Chicago's downtown with a fun local guide!
About
This area is famous for its bold architecture, museums and landmarks such as the Cloud Gate and the Riverwalk.
Meet your tour guide on Chicago's main area ( the Loop ), the magnificent mile, and then climb to one of the rooftops for a breathtaking view of the city and Lake Michigan. You will have time to have a drink on your own( Not Included ) while enjoying the view. Then your guide will take you to Millennium Park to view the Cloud Gate, an urban structure that is one of Chicago's main attractions.
Afterwards you will walk through the Loop area for a stop at Garrett's Popcorn ( Not included ), a tradition since 1949, and the famous Chicago Theatre in its glitzy baroque style, the first of a line of vast, prestigious and opulent theaters destined to be built in hundreds of cities across the United States. Depending on the weather, the visit will end on the Riverwalk, which is a walk along the Chicago River, from Shore Drive to Franklin Street. There are restaurants, bars and museums. It's a great public space to walk around and admire the river and the skyscrapers.
Highlights
- Stroll in the loop Area
- Fun and engaging tour Guide
- Best view of Chicago from a rooftop.
- Stop by the Gate Cloud
- Stop at the Chicago Theater
Included Local Guide
Not Included This tour does not include drink and food, Garrett Popcorn, hotel pickup and drop-off, or tips.
Meeting point
12 S Michigan Ave, Chicago, IL 60603, USA Meet your guide in front of the building Chicago Athletic
Adventure Tips
Wear comfortable walking shoes
The tour covers urban sidewalks and some cobblestone sections; sturdy footwear ensures comfort.
Check the weather forecast
Chicago weather can change quickly — dress in layers and bring rain gear if needed.
Bring a water bottle
Stay hydrated during the two-hour walk, especially in summer months.
Arrive early to the meeting point
12 S Michigan Ave can be busy; early arrival helps start the tour promptly.
Local Insights
Wildlife
- Peregrine falcons nesting on skyscrapers
- Urban squirrels and migratory songbirds
History
Chicago’s urban core was designed after the Great Chicago Fire of 1871, leading to some of the earliest skyscraper architecture.
Conservation
The city emphasizes sustainable tourism by promoting walking tours to reduce vehicle emissions and sustain public spaces.
Select participants and date
Adventure Hotspots in Chicago
Frequently Asked Questions
Recommended Gear
Comfortable walking shoes
Essential for navigating city sidewalks comfortably.
Weather-appropriate layered clothing
Spring can be cool and variable; layers keep you comfortable.
spring specific
Sunhat and sunscreen
Protects you during sunny midday walking.
summer specific
Compact umbrella or rain jacket
Fall showers are common; rain gear keeps you dry.
fall specific