Private All-Inclusive Chicago Downtown Highlights Walking Tour
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Explore Chicago’s most famous sights on a private, all-inclusive walking tour that lasts about four hours. Your guide, a local expert, will lead you through the city’s top attractions, sharing stories and insights along the way.
Start your adventure at Millennium Park, home to the iconic Cloud Gate sculpture. From there, you’ll stroll through the heart of downtown Chicago, visiting landmarks like the Chicago Cultural Center, the Wrigley Building, and the historic Chicago Athletic Association hotel.
Enjoy close-up views of the Tribune Tower and the Chicago Picasso sculpture at Daley Plaza. The tour wraps up at Navy Pier, a lively spot filled with entertainment, dining, and beautiful lake views. It’s a fantastic way to see Chicago’s highlights with a personalized touch.
All fees, taxes, bottled water, and a delicious lunch are included. This private experience is perfect for families, groups, or anyone wanting a comprehensive yet relaxed introduction to the Windy City.
Frequently asked questions
How long is the tour?
The tour lasts approximately 4 hours, giving you plenty of time to see the main sights without feeling rushed.
Is the tour suitable for children or infants?
Yes, it’s suitable for all ages. Infants and small children can ride in a pram or stroller, and the tour accommodates all fitness levels.
What’s included in the tour?
Your package covers all fees and taxes, bottled water, an English-speaking guide, and lunch.
Can I cancel if my plans change?
Yes, you can cancel for a full refund if you do so at least 24 hours before the scheduled start time.
How many people will be in the group?
Groups are limited to up to 15 participants, ensuring a personalized experience.
What stops are included in the tour?
Stops include Millennium Park, Chicago Cultural Center, Wrigley Building, Chicago Athletic Association hotel, Tribune Tower, Daley Plaza with the Chicago Picasso, and Navy Pier.
Free cancellation
For a full refund, cancel at least 24 hours before the scheduled departure time.
Reserve now
Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.
Duration 4 hours
Check availability to see start times.
Live tour guide
English
Key facts
What's included
Included
- All Fees and Taxes
- Bottled water
- English speaking guide
- Lunch
Not included
- Tips for guides
Itinerary
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Stop 1
The Chicago Cultural Center is a major attraction and the cultural hub of downtown. It features the world’s largest Tiffany stained glass dome and hosts over 700 free programs annually, offering a mix of art, music, and cultural events.
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Stop 2
The Wrigley Building, a Chicago icon from the 1920s, is famous for its French Renaissance style and the towering clock that reaches 130 meters (425 feet).
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Stop 3
The Chicago Athletic Association hotel, housed in a Venetian Gothic building from 1893, blends historic charm with modern amenities. It was once a private club and now features ornate interiors, renowned restaurants, and stunning Lake Michigan views.
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Stop 4
The Tribune Tower, with its Gothic spires and iconic lobby, is a symbol of Chicago’s architectural heritage and a favorite city landmark.
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Stop 5
The Chicago Picasso sculpture in Daley Plaza stands 50 feet tall and weighs over 160 tons. Once controversial, it’s now a beloved symbol of the city.
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Stop 6
Navy Pier, stretching into Lake Michigan, is a lively destination with fireworks, live shows, rides, shops, and restaurants. It’s a favorite for visitors year-round.
Meeting point & pickup
Meet at the starting point
Cancellation & confirmation
Free cancellation
For a full refund, cancel at least 24 hours before the scheduled departure time.
- 100% refund if cancelled at least 1 day before
- 0% refund if cancelled less than 24 hours before
Instant confirmation
Your booking is confirmed immediately after checkout.
From $223.00 per person
- Free cancellation
- Secure checkout with our booking partner
