Discover Chicago's Most Instagrammable Spots on a Guided Walking Tour
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Discover Chicago through the lens of your camera on our exclusive Chicago Instagram Walking Tour. In just four hours, you'll explore the city's most photogenic spots, from iconic landmarks to hidden gems, all while soaking in the vibrant culture and stunning architecture.
Meet your friendly local guide outside the Grand Subway Station, and get ready for a lively walk through Chicago’s famous districts. This private tour is perfect for capturing memorable photos, learning fun facts, and experiencing the city’s best sights in one go.
Whether you're into vintage buildings, modern skyscrapers, or scenic waterfront views, this tour covers it all. Plus, it’s suitable for all ages and fitness levels, making it a great outing for families, couples, or solo travelers eager to see Chicago from a fresh perspective.
Frequently asked questions
How long is the Chicago Instagram Walking Tour?
The tour lasts approximately 4 hours, giving you plenty of time to explore and take photos at each stop.
Is this tour suitable for children or infants?
Yes, the tour is suitable for all ages. Infants and small children can ride in strollers or prams, and the route is accessible for all fitness levels.
What’s included in the tour?
Your experience includes a private guide, bottled water, and all fees and taxes. The tour is conducted in English.
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. Cancellations made within 24 hours are non-refundable.
What landmarks will we see?
The tour covers landmarks like the Magnificent Mile, Wrigley Building, Tribune Tower, Millennium Park, Cloud Gate, Chicago Riverwalk, Navy Pier, and more.
Free cancellation
You can cancel your booking for a full refund if you do so at least 24 hours before the tour starts. Cancellations within 24 hours are non-refundable.
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
- Bottled water
- All Fees and Taxes
- English-speaking tour guide
Itinerary
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Stop 1
The Magnificent Mile is Chicago’s top shopping and cultural district, home to historic landmarks like the Water Tower, Tribune Tower, Wrigley Building, and the John Hancock Center with its panoramic rooftop deck.
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Stop 2
The Wrigley Building, a stunning skyscraper at 400–410 North Michigan Avenue, was built as the headquarters for the Wrigley Company and is a prime example of Chicago’s architectural beauty.
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Stop 3
The Tribune Tower, a neo-Gothic skyscraper completed in 1925, is a Chicago icon recognized for its historic design and significance in 20th-century architecture.
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Stop 4
Pioneer Court, near the Chicago River, is a historic plaza believed to be the site of Jean Baptiste Point du Sable’s original residence and trading post.
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Stop 5
Millennium Park offers a mix of modern art and architecture, including the famous Cloud Gate sculpture and Crown Fountain, perfect for photos and relaxing walks.
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Stop 6
Cloud Gate, also known as 'The Bean,' is a must-see sculpture by Anish Kapoor, located at AT&T Plaza in Millennium Park.
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Stop 7
Crown Fountain features interactive video art and is a popular spot for photos, designed by Jaume Plensa in Millennium Park.
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Stop 8
The Chicago Riverwalk is a scenic pedestrian waterfront stretching from Lake Shore Drive to Lake Street, offering beautiful views and photo opportunities.
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Stop 9
Grant Park, the city's central green space, includes attractions like Buckingham Fountain, the Art Institute, and the Museum Campus.
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Stop 10
The Art Institute of Chicago, founded in 1879, is one of the oldest and largest art museums in the U.S., hosting a vast collection and attracting millions annually.
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Stop 11
The Chicago Theatre, an architectural landmark from 1921, offers a glimpse into the city’s historic entertainment scene.
Meeting point & pickup
Meet at the starting point
Your guide will be waiting outside the Grand Subway Station on N. State Street, right near the Magnificent Mile.
Open in Google MapsCancellation & confirmation
Free cancellation
You can cancel your booking for a full refund if you do so at least 24 hours before the tour starts. Cancellations within 24 hours are non-refundable.
- 100% refund if canceled at least 24 hours before
- No refund if canceled within 24 hours
- Tour may be canceled due to bad weather or low bookings
Instant confirmation
Your booking is confirmed immediately after checkout.
From $236.00 per person
- Free cancellation
- Secure checkout with our booking partner
