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Offered languages
- English
- English
Discover the vibrant essence of Chicago with a self-guided tour through the Loop, the city’s historic downtown.
This journey unveils a blend of striking skyscrapers and hidden architectural gems, allowing you to explore at your own pace. Uncover the rich history from the Great Fire of 1871 to the architectural masterpieces that define the skyline.
Stroll past renowned theaters, museums, and captivating public art pieces that contribute to the city’s creative spirit.
The Loop offers a unique perspective on Chicago's past and present, whether it's your first visit or a familiar stroll.
— Self-guided exploration of Chicago’s historic Loop area
— Learn about the city’s architectural innovations and history
— Visit iconic landmarks like the Art Institute and Millennium Park
— Perfect for first-time visitors or seasoned Chicagoans alike
What's Included
Meeting and pickup
DuSable Bridge crosses the Chicago River on Michigan Avenue between East Wacker Drive and Illinois Street. Nearby landmarks include the Wrigley Building, Chicago Architecture Center, and Tribune Tower.
The Willis Tower looks over the South Branch of the Chicago River at South Wacker Street, West Adams Street, and West Jackson Boulevard. It is directly across the river from Chicago Union Station.
Itinerary
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The Art Institute of Chicago (Pass by)
This museum is home to one of the world’s finest art collections and blends iconic works such as American Gothic with a striking Beaux-Arts building. Step inside for masterpieces spanning centuries and continents.
Admission ticket free -
1Clarence F. Buckingham Fountain
Inspired by Versailles and one of the largest fountains in the world, this Chicago landmark dazzles with choreographed water displays. Its central jet shoots 150 feet into the air against a skyline backdrop.
5 minutes • Admission ticket free -
2
A soaring Art Deco tower that once defined the city’s financial district, crowned by a statue of Ceres, goddess of agriculture. Its lobby offers a glimpse into Chicago’s trading legacy.
5 minutes • Admission ticket free -
3Chicago Cultural Center
This former library is now a free cultural hub known for its stunning stained-glass domes. Step inside to discover art exhibits, performances, and breathtaking architectural details.
5 minutes • Admission ticket free -
4
The double-deck, double-leaf bascule DuSable Bridge links Chicago’s north and south sides over the river. Its ornate towers honor the city’s founder and showcase moments from Chicago history.
5 minutes • Admission ticket free -
5Cloud Gate
Cloud Gate is better known as the Bean. The instantly recognizable icon is a reflective sculpture that turns the skyline—and you—into part of the art. Walk beneath its gleaming surface for a unique visual experience.
5 minutes • Admission ticket free -
6Crown Fountain
Two glass block towers face each other, projecting video portraits that spray water in summer. This playful, interactive artwork invites visitors to cool off and connect with the city.
5 minutes • Admission ticket free -
Jay Pritzker Pavilion (Pass by)
Designed by Frank Gehry, the Jay Pritzker Pavilion is a sweeping outdoor concert venue that anchors Millennium Park. Its dramatic steel ribbons and state-of-the-art sound system create a one-of-a-kind urban stage.
Admission ticket free -
7
A modern recreation of a 1917 colonnade, this semicircular landmark honors the city’s founders. It’s a graceful nod to Chicago’s classical past in a thoroughly modern park.
5 minutes • Admission ticket free -
8Calder’s Flamingo
Alexander Calder’s massive red sculpture brings a bold splash of color to the heart of the Loop. Its sweeping curves contrast beautifully with the surrounding steel and glass.
5 minutes • Admission ticket free -
Marquette Building (Pass by)
A masterpiece of the Chicago School, this 1895 high-rise boasts ornate terra cotta and a luminous interior rotunda. Its mosaics tell the story of the city’s early explorers.
Admission ticket free -
9The Picasso
A gift from Pablo Picasso, this abstract steel sculpture has become a beloved city icon. Its meaning is left to the imagination, sparking curiosity in all who pass by.
5 minutes • Admission ticket free -
10The Rookery Building
The Rookery Building is one of Chicago’s oldest standing high-rises, featuring a stunning light court redesigned by Frank Lloyd Wright. Its blend of Romanesque and early skyscraper design is unforgettable.
5 minutes • Admission ticket free -
Skydeck Chicago - Willis Tower (Pass by)
Once the tallest building in the world, this skyscraper offers panoramic city views from its 103rd-floor Skydeck. Step onto The Ledge for a glass-floor thrill.
Admission ticket free -
The McCormick Bridgehouse & Chicago River Museum (Pass by)
Climb inside a working bridgehouse to see the gears that lift the Michigan Avenue Bridge. Exhibits explore the river’s role in Chicago’s growth.
Admission ticket free -
11
The Vietnam Veterans Memorial Plaza is a peaceful riverside space that honors those who served, with polished granite walls reflecting names and memories. It’s a place for reflection amid the bustle of downtown.
5 minutes • Admission ticket free -
The Chicago Theatre (Pass by)
With its iconic marquee and lavish French Baroque interior, this 1921 venue is a showstopper inside and out. The Chicago Theatre remains a centerpiece of Chicago’s entertainment scene.
Admission ticket free -
12
Topped with a sunlit glass atrium, this public library offers a serene escape from the busy streets. Its Winter Garden feels like a hidden oasis.
5 minutes • Admission ticket free -
13
This whimsical, colorful sculpture by Joan Miró brings a playful burst of surrealism to the Loop. Its abstract form invites endless interpretations.
5 minutes • Admission ticket free
Additional info
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- Works entirely offline once downloaded—no cell service required
- GPS-triggered audio plays automatically based on your location
- Flexible - Buy once, use any day/time—access never expires
- Get the Drives & Detours app download the tour ahead of time
Tags
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
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Cancellation Policy
- 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.
Rating
You can cancel up to 24 hours in advance of the experience for a full refund.
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