easy
2–3 hours
Basic fitness required; suitable for most adults comfortable with walking short city distances
Discover Chicago’s architectural gems on a private, personalized tour through downtown’s iconic skyscrapers and historic landmarks. Perfect for architecture lovers and curious travelers seeking an insider’s view of the city’s skyline.
From $276 | 2.5 hours| Experience America's most architecturally striking city!
Inclusions: Local, English-speaking guide and a surprise local treat. Exclusions: Additional food and drink, souvenirs, tips and gratuities for the guide.
Welcome to Chicago! Here in the Windy City, there’s got outstanding architecture, inspiring public art, and a fabulous downtown district. Come along with a local guide to check out some of the Must-See spots in downtown Chicago. You certainly can’t miss the soaring architecture that Chicago is famous for (you’ll be surrounded by it!) - and you’ll learn about the history of some of Chicago’s most well-known buildings. In addition to enjoying views of the Chicago River (if the weather is good, you’ll be able to walk along it), plus a delicious local treat! And, of course, your guide will show off some local-favorite hidden gems along the way too! You’ll really get a feel for what makes Chicago one-of-a-kind on this tour.
The tour involves walking through city streets, so durable footwear will keep you comfortable throughout.
Chicago’s architectural details are stunning—capture your favorite moments for memory and inspiration.
Tours proceed rain or shine, so dress appropriately to enjoy the experience fully.
Plan to reach the meeting point at least 10 minutes before start time to ensure a prompt departure.
Chicago’s architecture rose dramatically after the Great Fire of 1871, igniting a building boom that shaped modern skyscraper design.
Chicago actively promotes sustainable architecture and green building practices, highlighted in several new downtown developments to reduce environmental impact.
Essential for navigating city streets comfortably during the tour.
spring specific
Protect yourself during outdoor portions of the tour on sunny days.
summer specific
Helpful for cooler temperatures in autumn.
fall specific