Discover Chicago: Audio Guided Walking Tour of 25 Landmarks

Key facts

What's included

Itinerary

1. Stop 1 Pass by

   Walking along the Riverwalk, experiencing the vibrant atmosphere of Chicago’s waterfront.

2. Stop 2 Pass by

   Admire the historic Chicago Theatre, opened in 1921 with its elaborate baroque style.

3. Stop 3 Pass by

   See the iconic clock on the Marshall Building, marking the legendary Macy’s store, a Chicago cultural landmark.

4. Stop 4 Pass by

   Stand before the 15-meter-high Picasso sculpture in Daley Plaza, a city centerpiece.

5. Stop 5 Pass by

   Marvel at the highest church in the world, with its bell tower reaching 173 meters.

6. Stop 6 Pass by

   Pass by Chicago’s City Hall, a neoclassical building housing city offices and the mayor’s residence.

7. Stop 7 Pass by

   Visit the Thompson Center, a civic building with a shopping center inside, showcasing Chicago’s modern architecture.

8. Stop 8 Pass by

   Gaze at the Cadillac Palace Theater, inspired by French château architecture from 1926.

9. Stop 9 Pass by

   Across the river, see the Civic Opera House, one of the most prestigious venues in North America.

10. Stop 10 Pass by

    View the Willis Tower, formerly Sears Tower, one of Chicago’s tallest skyscrapers.

11. Stop 11 Pass by

    Visit the Rookery Building, an architectural icon and historic site.

12. Stop 12 Pass by

    See Calder’s Flamingo, a colorful sculpture representing Chicago’s vibrant street art scene.

13. Stop 13 Pass by

    Observe a Chicago Air Metro bridge and the classic trains passing by.

14. Stop 14 Pass by

    Stand at the beginning of Route 66 at the famous Begin sign on East Adams Street.

15. Stop 15 Pass by

    Visit Millennium Park’s Crown Fountain, created by Jaume Plensa in 2004.

16. Stop 16 Pass by

    Explore the Chicago Cultural Center, the first free cultural center in the U.S.

17. Stop 17 Pass by

    See the Cloud Gate sculpture, known as The Bean, a symbol of Chicago’s modern identity.

18. Stop 18 Pass by

    Visit the Jay Pritzker Pavilion, a Frank Gehry-designed concert space in Millennium Park.

19. Stop 19 Pass by

    Walk across the BP Pedestrian Bridge, a striking structure donated by BP.

20. Stop 20 Pass by

    Relax in Maggie Daley Park, a lush green space developed from former parking lots.

21. Stop 21 Pass by

    Enjoy views of Lake Michigan from the Lakefront Trail, just 500 meters away.

22. Stop 22 Pass by

    Learn about Chicago’s history of rebuilding after the Great Fire, visible in the architecture and landmarks.

23. Stop 23 Pass by

    See the bronze statue of a woman rising from Lake Michigan, symbolizing rebirth and resilience.

24. Stop 24 Pass by

    Meet the bust of Jean Baptiste Point du Sable, Chicago’s founder, installed in 2009.

25. Stop 25 Pass by

    End your tour with a panoramic view from the bridge, framing four historic skyscrapers: 333 North Michigan, the London Guarantee, the Wrigley Building, and Tribune Tower.

Meeting point & pickup

Meet at the starting point

We design our circuits as loops so you can start at the closest point to you. The guidance will adapt automatically. If you're nearby, we recommend the ideal Check-out Point.

Cancellation & confirmation