Explore Chicago’s Loop at your own pace. Discover iconic landmarks, rich history, and architectural marvels. Perfect for first-time visitors and locals.
Explore Chicago’s Loop at your own pace. Discover iconic landmarks, rich history, and architectural marvels. Perfect for first-time visitors and locals.
- The Art Institute of Chicago - This museum boasts one of the world’s premier art collections, featuring iconic pieces like American Gothic within a stunning Beaux-Arts building. Explore masterpieces from various centuries and continents.
- Buckingham Fountain - Inspired by Versailles, this is one of the largest fountains globally, captivating…
- The Art Institute of Chicago - This museum boasts one of the world’s premier art collections, featuring iconic pieces like American Gothic within a stunning Beaux-Arts building. Explore masterpieces from various centuries and continents.
- Buckingham Fountain - Inspired by Versailles, this is one of the largest fountains globally, captivating visitors with its choreographed water displays. Its central jet reaches 150 feet high, set against the city’s skyline.
- Chicago Board of Trade Building - A towering Art Deco structure that once epitomized the city’s financial district, topped with a statue of Ceres, the goddess of agriculture. The lobby offers a glimpse into Chicago’s trading history.
- Chicago Cultural Center - Formerly a library, this free cultural hub is renowned for its exquisite stained-glass domes. Discover art exhibits, performances, and stunning architectural details inside.
- DuSable Bridge - This double-deck, double-leaf bascule bridge connects Chicago’s north and south sides over the river. Its ornate towers pay tribute to the city’s founder and highlight moments from Chicago’s history.
- Cloud Gate - Known as the Bean, this iconic reflective sculpture incorporates the skyline—and visitors—into the art. Walking beneath its gleaming surface offers a unique visual experience.
- Crown Fountain - Two glass block towers face each other, displaying video portraits that spray water in summer. This interactive artwork invites visitors to cool off and engage with the city.
- Jay Pritzker Pavilion - Designed by Frank Gehry, this outdoor concert venue anchors Millennium Park with its dramatic steel ribbons and advanced sound system, creating a unique urban stage.
- Millennium Monument - A modern recreation of a 1917 colonnade, this semicircular landmark honors the city’s founders, blending Chicago’s classical past with a modern park setting.
- Calder’s Flamingo - Alexander Calder’s massive red sculpture adds a vibrant splash of color to the Loop. Its sweeping curves contrast beautifully with the surrounding steel and glass.
- Marquette Building - A Chicago School masterpiece, this 1895 high-rise features ornate terra cotta and a luminous interior rotunda. Its mosaics narrate the story of the city’s early explorers.
- Picasso Statue - A gift from Pablo Picasso, this abstract steel sculpture has become a cherished city icon. Its meaning is open to interpretation, sparking curiosity in all who see it.
- The Rookery Building - One of Chicago’s oldest high-rises, featuring a stunning light court redesigned by Frank Lloyd Wright. Its blend of Romanesque and early skyscraper design is unforgettable.
- Skydeck Chicago - Willis Tower - Once the tallest building in the world, this skyscraper offers panoramic city views from its 103rd-floor Skydeck. The Ledge provides a thrilling glass-floor experience.
- The McCormick Bridgehouse & Chicago River Museum - Explore a working bridgehouse to see the gears that lift the Michigan Avenue Bridge. Exhibits highlight the river’s role in Chicago’s development.
- Vietnam Veterans Memorial - This peaceful riverside plaza honors those who served, with polished granite walls reflecting names and memories. It offers a place for reflection amid downtown’s hustle.
- The Chicago Theatre - With its iconic marquee and lavish French Baroque interior, this 1921 venue is a showstopper inside and out, remaining a centerpiece of Chicago’s entertainment scene.
- Harold Washington Library Center - Featuring a sunlit glass atrium, this public library provides a serene escape from the bustling streets. Its Winter Garden is like a hidden oasis.
- Miro’s Chicago - This whimsical, colorful sculpture by Joan Miró adds a playful burst of surrealism to the Loop, inviting endless interpretations with its abstract form.

- Flexible Usage (unlimited access)
- Audio Guide
- App and Tour Download
- Flexible Usage (unlimited access)
- Audio Guide
- App and Tour Download
- Smartphone (bring your own)
- Smartphone (bring your own)
Experience the lively spirit of Chicago with a self-guided tour through the Loop, the city’s historic downtown area.
This adventure reveals a mix of impressive skyscrapers and hidden architectural treasures, allowing exploration at your own pace. Discover the rich history from the Great Fire of 1871 to the architectural wonders that shape the skyline….
Experience the lively spirit of Chicago with a self-guided tour through the Loop, the city’s historic downtown area.
This adventure reveals a mix of impressive skyscrapers and hidden architectural treasures, allowing exploration at your own pace. Discover the rich history from the Great Fire of 1871 to the architectural wonders that shape the skyline.
Wander past famous theaters, museums, and intriguing public art pieces that enhance the city’s creative atmosphere.
The Loop provides a unique view of Chicago’s past and present, whether it’s your first visit or a familiar walk.
— Self-guided tour of Chicago’s historic Loop district
— Discover the city’s architectural achievements and history
— Explore iconic sites like the Art Institute and Millennium Park
— Ideal for newcomers and seasoned Chicagoans alike
- 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
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.