Chicago Walking Tour of Landmarks & City Highlights
Difficulty
moderate
Duration
2 hours
Fitness Level
Participants should be comfortable walking city streets for about two hours with moderate pacing.
Overview
Experience Chicago’s iconic landmarks on foot—from the Magnificent Mile to Millennium Park and the Riverwalk—in this focused two-hour walking tour.
Chicago's Top Highlights & Attractions Walking Tour (no food)
Starting at $34.99 | 2 Hours | Explore your way through Chicago's most popular attractions
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Adventure Photos
About This Adventure
Discover Chicago like never before on this unique guided walking food tour! In just two hours, explore iconic attractions such as the Magnificent Mile, Millennium Park, and the Chicago Riverwalk, while savoring delicious local cuisine. Experience the city's rich history and vibrant culture all in one unforgettable journey.
Rates
- Adults (12+): $39.99
- Youth (4-11): $29.99
- Infants (0-3): $9.99
Duration
2 hours
Explore your way through Chicago's most popular attractions on one tour.
The guided walking food tour includes the history of Chicago and the main highlights including the Magnificent Mile (Michigan Avenue), the Wrigley Building, the Chicago Riverwalk, Millennium Park (including Cloud Gate "aka the Beach", Crown Fountain, and the Pritzker Pavilion), the Chicago Theater, and State Street that Great Street. No other tour captures everything in one single tour.
Adventure Tips
Wear comfortable walking shoes
Chicago’s downtown involves city streets and paved paths, so sturdy footwear is essential for comfort.
Bring a water bottle
Stay hydrated during the two-hour urban walk, especially in warm weather.
Check weather forecasts
Dress in layers to adjust to changing weather common in Chicago, especially near the river.
Arrive early for convenience
Getting to the starting point ahead of time allows a relaxed start and opportunity to check out nearby sites.
Local Insights
Wildlife
- City pigeons common along the Riverwalk
- Seasonal migratory birds near the lakefront
History
Chicago’s growth accelerated after the Great Chicago Fire of 1871, leading to a boom in architecture and urban planning that shaped the city today.
Conservation
Several public spaces in Chicago emphasize sustainability, including park operations focused on native plants and water conservation along the river.
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Adventure Hotspots in Chicago
Frequently Asked Questions
Recommended Gear
Comfortable walking shoes
Crucial for navigating paved streets and varied urban terrain.
Water bottle
To stay hydrated during the walk, especially in warmer months.
summer specific
Weather-appropriate layers
Chicago weather changes quickly; layering allows for comfort throughout the tour.
all specific
Smartphone or camera
For capturing architectural highlights and cityscapes along the route.