Prices checked on Sep 11, 2026Things to do in Chicago
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
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
This whimsical, colorful sculpture by Joan Miró brings a playful burst of surrealism to the Loop. Its abstract form invites endless interpretations.
Chicago Loop Self-Guided Audio Tour: Architecture & History Walk lasts about 2h–2h 30min. The itinerary has 19 stops.
Prices start at $10 per person for this Chicago experience, booked through Viator with the price shown before checkout. There is 1 booking option, so the final price depends on the option you choose.
Yes. Cancel at least 1 day before the start for a full refund. Later cancellations are non-refundable.
The meeting point is 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.. Hotel pickup is not part of this experience.
The experience is available in EN, EN, ES, ES.
It is a private experience: only your party takes part. Up to 10 travellers can book together.
Yes, bookings are confirmed instantly.
Travellers rate it 5.0 out of 5 across 5 verified reviews; it is run by Drives & Detours. Most-mentioned highlights: Flexible Usage (unlimited access); Audio Guide; App and Tour Download.
A great option to do with older people since it is easily adaptable to their pace and timing; likewise, the tour can be done in a different order and it is very practical.
¡Gracias por tus amables palabras! Nos alegra que la flexibilidad del tour funcionara bien para su grupo y les permitiera recorrer Chicago a su propio ritmo. ¡Gracias por compartir su experiencia!
Downloading and using the app was really handy. It was neat to see some tourist locations that weren’t as obvious to an of towner. It was also nice to learn the history behind the destinations instead of just looking at something and thinking it was cool. If you’re looking for something that is more low key this is a great option:
Thanks for the review! Glad the app and tour were helpful at helping you find some interesting spots around the Chicago Loop. Thanks for taking the time to share!
Wonderful time experiencing Chicago through this walking tour. Great content through audio, gps mapping allowed for perfectly timed information and the map was easy to follow. Very enjoyable!
This was a great way to see downtown Chicago at our own pace. We saw things we would have missed on our own. And could spend time taking photos and exploring. Instead of two hours we spent 4 or 5. Well worth it!
We're so happy you enjoyed it! Thank you for taking the time to share your experience. It’s always encouraging to hear about what made it helpful or memorable. Hope you'll join us again on your next adventure!
This was a nice easy way for us to see the sights and learn a little about each of them. You have to download an app and use a code to redeem but you can re-listen to the tour info for many days which is nice.
Glad you enjoyed it, thanks for taking the time to leave us a review!
| Tour | Duration | Rating | Price | |
|---|---|---|---|---|
| Chicago Loop Self-Guided Audio Tour: Architecture & History Walk | 2h–2h 30min | 5.0 (5) | $10 | |
 Chicago Architecture Center River Cruise aboard First Lady | 1h 30min | 4.9 (7,028) | $57 | View |
 Chicago Architecture River Cruise | 1h–1h 30min | 4.8 (16,969) | $39 | View |
 Chicago River 90-Minute Architecture Tour | 1h 30min | 4.7 (10,918) | $45 | View |
 Chicago Sightseeing River and Lake Cruise | 1h 30min | 4.7 (722) | $46 | View |
 Chicago River 45-Minute Architecture Tour from Magnificent Mile | 45 min | 4.7 (3,577) | $28 | View |
 Chicago By Night River and Lake Cruise | 1h 30min | 4.5 (432) | $50 | View |