Chicago Architecture and Aesthetics Small Group Max 12 Tour

3 hours (approximately)
Pickup offered
Offered in: English

Discover the architectural soul of Chicago on a thoughtfully curated half-day city tour. Travel through the city’s most influential districts, from historic riverfront landmarks to groundbreaking modern skyscrapers. Explore the Loop’s civic, financial, and architectural core, admire world-renowned towers, and experience Chicago’s most celebrated public spaces. This small-group tour offers a comprehensive introduction to Chicago’s skyline, history, and urban design, concluding with a panoramic skyline view before returning guests to the original pickup point. Ideal for first-time visitors and architecture enthusiasts alike.

Explore Chicago’s iconic riverfront skyscrapers and historic bridges

See legendary architecture including Willis Tower and Marina City

Discover the heart of Chicago’s financial, civic, and architectural power

Pass by Millennium Park and spend time at Cloud Gate (The Bean)

Enjoy a panoramic Chicago skyline view, included for all guests

What's Included

Travel with an expert Tour Guide/Driver Guide for a Smooth and Insightful Journey
Bottled water
Granola Bar
Ride in Comfortable and Professionally Maintained Vehicles (vehicle based on number of guests)
Personal Expenses
Gratuities
Meals, Food and Drinks

Meeting and pickup

Pickup points
You can choose a pickup location at checkout (multiple pickup locations are available).
Pickup details:

You will be dropped off at your pick-up location.
Pick up time selection: 9:00am or 2:00pm
The tour lasts approximately 4-5 hours. Return time may vary depending on the itinerary, traffic, and weather conditions.

Drop-off point
Los Angeles

Same as pick-up locations

Itinerary

Duration: 3 hours (approximately)
  • Chicago (Pass by)

    Itinerary: Michigan Avenue & Chicago River: (20 mins) - Tribune Tower – Wrigley Building – DuSable Bridge Chicago Riverside Skyscraper Experimental Zone: Trump Tower (Pass by) - 330 North Wabash (Pass by) (formerly IBM Building / Langham Hotel) - Marina City (Corn Cob Towers) (Pass by) Chicago School & Loop Core Area: The MART (Merchandise Mart) (3 mins) - Civic Opera House (Pass by) - The CME Group Building(Pass by) - Willis Tower (formerly Sears Tower) (10 mins) Financial Order and Urban Power: Chicago Board of Trade (CBOT) (Pass by) - Federal Reserve Bank of Chicago (Pass by) Public Spaces · Road Culture · Urban Symbols: Historic Route 66 Begin Sign and Art Institute of Chicago (10 mins) - Millennium Park (Pass by)- Cloud Gate (The Bean) (30 mins) Chicago City Skyline (10 mins)

    Admission ticket free
  • 1
    Michigan Avenue Bridge

    Michigan Avenue & Chicago River: Begin along Chicago’s most famous boulevard and riverfront, where the city’s architectural identity was shaped. See the Tribune Tower, Wrigley Building, and cross the DuSable Bridge for classic skyline views

    20 minutes Admission ticket free
  • (Pass by)

    Tribune Tower: A neo-Gothic landmark famous for embedding stones from historic sites worldwide, symbolizing Chicago’s global ambition.

    Admission ticket free
  • 330 N Wabash Ave (Pass by)

    330 North Wabash: Designed by Mies van der Rohe, this minimalist tower exemplifies Chicago’s influence on modern international architecture.

    Admission ticket free
  • Marina City (Pass by)

    Marina City: Instantly recognizable for its “corn cob” shape, these twin towers pioneered mixed-use urban living.

    Admission ticket free
  • Merchandise Mart (Pass by)

    Merchandise Mart: Once the world’s largest building by floor area, it remains a global hub for design and commerce.

    Admission ticket free
  • (Pass by)

    Civic Opera House: An Art Deco landmark blending culture and business, reflecting Chicago’s commitment to the arts.

    Admission ticket free
  • (Pass by)

    CME Group Building: Home to the world’s largest derivatives marketplace, symbolizing Chicago’s global financial influence.

    Admission ticket free
  • 2
    Willis Tower

    Willis Tower: Once the tallest building in the world, this engineering marvel remains a defining symbol of Chicago.

    10 minutes Admission ticket free
  • 3
    Chicago Board Of Trade Building

    Chicago Board of Trade Building: An Art Deco masterpiece highlighting Chicago’s historic role in commodities trading.

    5 minutes Admission ticket free
  • (Pass by)

    Federal Reserve Bank of Chicago: A powerful symbol of Chicago’s role in national monetary policy.

    Admission ticket free
  • 4

    Historic Route 66 Begin Sign: Celebrates Chicago’s place in American road culture and cross-country travel history. Art Institute of Chicago (Exterior): One of the world’s premier art museums anchoring the city’s cultural scene.

    10 minutes Admission ticket free
  • Millennium Park (Pass by)

    Millennium Park: A modern public space blending art, architecture, and community design.

    Admission ticket free
  • 5
    Cloud Gate

    Cloud Gate: Known as “The Bean,” this reflective sculpture invites visitors to interact with the city’s skyline.

    30 minutes Admission ticket free
  • 6
    Chicago Skyline

    Chicago Skyline View: The tour concludes with a panoramic view uniting historic towers and modern icons

    10 minutes Admission ticket free

Additional info

  • Infants are required to sit on an adult’s lap
  • Public transportation options are available nearby
  • Infants and small children can ride in a pram or stroller
  • Suitable for all physical fitness levels
  • Age and Safety: Guests under 18 must be with at least one adult. Pregnant women can join the tour only if they are 24 weeks pregnant or less by the end of the trip.
  • Tickets and Charges: We do not accept City Passes or personal tickets for attractions. Admission and meal prices may change without notice. Tickets cannot be refunded if prices drop and no price matches on attractions are allowed.
Supplied by Jupiter Legend Corporation

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Tags

Half-day Tours
Bus Tours
Private and Luxury
Cultural Tours
Small Group
Short term availability

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

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