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Offered languages
- English
- French
- Spanish
Uncover Chicago’s bold spirit through its iconic landmarks, from the Gothic Holy Name Cathedral to the gleaming Cloud Gate. Hear untold stories of resilience, art, and innovation. Optional: see the Chicago Theatre, Cultural Center, and Tiffany glass dome.
Tour is available in following language:
English
French & Spanish
Choose one of our excellent tour options tailored to your needs and interests:
2-hour: Downtown
Visit Downtown Chicago to see landmarks like Holy Name Cathedral, Tribune Tower, and the Wrigley Building. Uncover stories of resilience and architectural beauty.
3-hour: Downtown, Chicago Theatre, & Cloud Gate
Visit Downtown Chicago and see the Chicago Theatre, Cultural Center’s Tiffany dome, and Cloud Gate. Extend your walk through rich history and iconic views.
This fun and history-filled tour will take you through the architectural wonders and cultural landmarks of Downtown Chicago. With a Licensed Private Guide, you'll uncover the stories behind iconic sites.
What's Included
Meeting and pickup
Meet your guide In front of The Peninsula Chicago, 108 E Superior St, Chicago, IL 60611, United States. Please do not enter the hotel, it is only a meeting point and the staff is not informed about the tour.
Itinerary
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1
Meet your guide In front of The Peninsula Chicago, 108 E Superior St, Chicago, IL 60611, United States. Please do not enter the hotel, it is only a meeting point and the staff is not informed about the tour.
10 minutes • Admission ticket free -
2Holy Name Cathedral
Begin at the magnificent Holy Name Cathedral, a Gothic Revival masterpiece rebuilt after the Great Chicago Fire, symbolizing faith and resilience.
20 minutes • Admission ticket free -
3
Follow your guide along charming streets lined with architecture from the Gilded Age, stopping by the exquisite Richard H. Driehaus Museum, an ornate mansion reflecting the opulence of the 19th century. Learn fascinating facts about the Tribune Tower, adorned with stones from world monuments, and admire the bright white façade of the Wrigley Building, a striking icon of the city skyline.
20 minutes • Admission ticket free -
4
As you cross the DuSable Bridge, once a key crossing during Prohibition times, take in panoramic river views while your guide shares captivating tales from Chicago’s tumultuous past.
10 minutes • Admission ticket free -
American Writers Museum (Pass by)
Pass by the American Writers Museum, a tribute to America’s literary legends, and conclude at the grand Millennium Monument in Wrigley Square—an elegant tribute to Chicago’s centennial.
Admission ticket free -
5The Chicago Theatre
Extend your route beyond the Millennium Monument to include the legendary Chicago Theatre, where dazzling marquees and old-world glamour echo decades of entertainment history.
30 minutes • Admission ticket free -
6
Pause at the historic Marshall Field and Company Building, a marvel of commercial architecture and innovation, then admire the ornate Chicago Cultural Center, home to the world’s largest Tiffany glass dome—a hidden gem few visitors discover.
30 minutes • Admission ticket free -
7Cloud Gate
Finally, stand before Cloud Gate, affectionately known as “The Bean,” where the city’s skyline bends and dances in polished steel. It’s the perfect finale to a tour that reflects both the timeless grandeur and modern vibrancy of Chicago. Elevate your city experience with the insight and intimacy only a Private Guide can provide.
1 hour • Admission ticket free
Additional info
- Wheelchair accessible
- Infants and small children can ride in a pram or stroller
- Public transportation options are available nearby
- Infants are required to sit on an adult’s lap
- Transportation options are wheelchair accessible
- All areas and surfaces are wheelchair accessible
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Additional info
- Wheelchair accessible
- Infants and small children can ride in a pram or stroller
- Public transportation options are available nearby
- Infants are required to sit on an adult’s lap
- Transportation options are wheelchair accessible
- All areas and surfaces are wheelchair accessible
- Suitable for all physical fitness levels
- Please check your email the day before the tour for important details from Rosotravel, your tour operator.
- The itinerary depends on the selected option.
- This is a moderate 1-2 miles walking tour, including some uneven surfaces or steps. The guide will adapt the pace to your group. Wear comfortable shoes and dress for the weather – the tour runs rain or shine!
- To ensure a personalized experience for all guests, our private tours are limited to 25 people per guide. Larger groups will be provided additional guides.
- Entrance tickets, food and drinks are not included in the price, but your guide will gladly recommend attractions and eateries to enhance your visit.
- Have a special request or need accessibility support? Let us know in advance—we’re happy to help!
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.
You can cancel up to 24 hours in advance of the experience for a full refund.
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