Immerse yourself in Chicago's architectural heritage on an exclusive walking tour, delving into the city's iconic structures and Art Deco gems. Begin your intimate journey by marveling at the grandeur of the Wrigley Building, followed by a step into the opulence of the Palmer House Hilton lobby. Admire the sleek lines of the Carbide and Carbon Building, a testament to Art Deco elegance, before appreciating the historic significance of the Reliance Building. Conclude your architectural odyssey with a visit to the exquisite Chicago Cultural Center, a masterpiece of design and culture. Throughout the tour, your knowledgeable guide illuminates Chicago's rich history and architectural evolution, weaving captivating stories that offer insight into the city's vibrant past and enduring legacy.
Prices are per person when two book together; a solo traveller pays $250.
Larger groups pay less per person.
Out at sunset: the 2:30 PM departure is under way when the sun sets, around 4:24 PM in the coming weeks.
From the operator’s live schedule on Viator, checked Nov 12.
An iconic Chicago skyscraper known for its striking white terra cotta facade and clock tower, situated on Michigan Avenue overlooking the Chicago River.
A historic hotel lobby known for its grandeur and opulence, featuring ornate decor, frescoed ceilings, and a stunning chandelier.
A distinguished Art Deco skyscraper with a dark green terra cotta facade, housing office space and luxury hotel accommodations.
A historic skyscraper renowned for its innovative steel-frame construction and glass curtain walls, considered one of the earliest examples of modern architecture.
A landmark cultural venue housed in a historic Beaux-Arts building, featuring free art exhibitions, performances, and events, as well as stunning Tiffany glass domes.
Reviews collected by Viator and Tripadvisor
For a full refund, cancel at least 24 hours before the scheduled departure time.
Chicago Highlights Private Walking Tour with a Guide lasts about 2 hours. The itinerary has 5 stops.
Prices start at $125 per person for this Chicago experience, booked through Viator with the price shown before checkout. That is the per-person price when two book together; a solo traveller pays $250. There is 1 booking option, so the final price depends on the option you choose.
According to the operator’s current schedule, it runs every day, with 17 departures a day between 9:00 AM and 5:00 PM.
Yes. Cancel at least 1 day before the start for a full refund. Later cancellations are non-refundable.
The meeting point is Meet your guide front of LondonHouse Chicago. Hotel pickup is not part of this experience.
The experience is available in EN, IT, FR, ES.
It is a private experience: only your party takes part. Your own group can be up to 15 people on one booking; no other travellers join.
Wheelchair accessible
Yes, bookings are confirmed instantly.
Travellers rate it 5.0 out of 5 across 2 reviews on Viator and Tripadvisor; it is run by Guydeez.
Reviews collected by Viator and Tripadvisor
| Tour | Duration | Rating | Price | |
|---|---|---|---|---|
 Chicago Highlights Private Walking Tour with a Guide | 2 hours | 5.0 (2) | $125 | |
 Private & All-Inclusive Chicago Downtown Highlights Walking Tour | 4 hours | — | $223 | View |
 Chicago Walking Tour of Highlights with Free Bike or Kayak Rental | 2 hours | 5.0 (7) | $50 | View |
 Private Chicago Highlights Photography Session | 1h 30min | 5.0 (5) | $200 | View |
 Downtown Chicago Guided Walking Tour Semi-Private 12ppl Max | 2h 30min | 5.0 (5) | $55 | View |
 Private Chicago Loop Architecture Walking Tour | 2h–2h 30min | 5.0 (22) | $180 | View |
 Private Wicker Park and Bucktown Walking Tour | 2h 30min | 5.0 (3) | $195 | View |
