From river cruises past the city’s landmark towers to Loop and Magnificent Mile walks, Art Deco lobbies, Frank Lloyd Wright’s Oak Park and skyline observation decks, browse every type of Chicago architecture tour to find the right way to explore the birthplace of the skyscraper.
Chicago Architecture Boat Tours (12)
Take to the water for a view of Chicago's skyline, gliding past historic towers and modern landmarks on the river or on Lake Michigan.
Chicago Architecture River Cruises (7)
Glide along the Chicago River's branches as a guide shares the stories behind the city's most celebrated towers, bridges and designers.
Chicago Architecture Tours (46)
Discover how Chicago rebuilt after the Great Fire of 1871 to become the birthplace of the skyscraper, on tours by boat, on foot and indoors.
Chicago Architecture Walking Tours (33)
Explore downtown Chicago on foot with an expert guide, uncovering the stories, styles and architects behind the city's most famous buildings.
Chicago Art Deco Tours (6)
Admire the gilded towers, sleek lobbies and ornate details of Chicago's Art Deco era, when soaring skyscrapers celebrated the city's ambition.
Chicago Ghost & Crime Tours (4)
Uncover Chicago's notorious past after dark, visiting gangster hangouts, crime scenes and reputedly haunted sites with a guide who knows the grisly details.
Chicago Hop-On Hop-Off Tours (2)
Ride an open-top bus around Chicago's top sights, hopping off to explore museums, parks and landmark buildings at your own pace.
Chicago Interior Architecture Tours (13)
Go behind the facades of Chicago's landmarks to explore grand lobbies, stained-glass domes and historic interiors usually missed by passing visitors.
Chicago Loop Tours (10)
Discover the heart of downtown Chicago, where elevated trains rumble past pioneering skyscrapers, public art and some of the world's most influential buildings.
Chicago Neighborhood Tours (3)
Venture into Chicago's historic neighborhoods to see Prairie School homes, planned industrial towns and modernist campuses that shaped American architecture.
Chicago Observation Deck Tours (4)
Rise high above the city for sweeping views across Chicago's skyline and Lake Michigan, and step out onto glass ledges if you dare.
Featured Chicago Tours (12)
A hand-picked selection of the most popular and highest-rated Chicago tours, from architecture river cruises and Loop walks to skyline observation decks.
Magnificent Mile Tours (4)
Stroll Chicago's famous shopping boulevard with a guide, discovering the Water Tower that survived the 1871 fire and landmark buildings along North Michigan Avenue.
Private Chicago Tours (6)
Explore Chicago's architecture with your own expert guide, following an itinerary shaped around your interests, ideal for families, groups and design enthusiasts.
Self-Guided Chicago Tours (5)
Discover Chicago's architecture on your own schedule with audio guides, mapped walking routes and apps that bring the stories behind each building to life.