Tour Finder
  1. Home
  2. Downtown Chicago Loop Walking Tour (Private)

Private Tour

Downtown Chicago Loop Walking Tour (Private)

Image 1
Image 2
Image 3
Image 4
Image 5
Image 6

Overview

Available languages

English

2 hours

Mobile ticket

Discover the stories, styles, and spirit that built Chicago into the architectural capital of the world. On this walking tour through the Loop, you’ll explore the birthplace of the skyscraper, visit landmarks like the Chicago Theatre, the Pablo Picasso at the Daley Plaza, and Millennium Park, and see how the city rose from the Great Fire to define modern design.

Led by a friendly local guide who’s passionate about Chicago’s history and architecture, this tour brings the skyline to life one building, story, and photo stop at a time. Whether you’re an architecture enthusiast, a first-time visitor, or a curious local, you’ll walk away seeing Chicago in a whole new way.

Additional Info

Wheelchair accessible

Infants and small children can ride in a pram or stroller

Service animals allowed

Public transportation options are available nearby

Transportation options are wheelchair accessible

All areas and surfaces are wheelchair accessible

Suitable for all physical fitness levels

Cancellation Policy

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

What‘s Included

Visits to major landmarks including the Chicago Theatre, Millennium Park, Willis Tower, and more

Guided walking tour of the Chicago Loop led by a knowledgeable local guide

Insider stories about Chicago’s Great Fire, skyscraper innovations, and urban design evolution

Architecture and history commentary throughout the route

Opportunities for photos at Chicago’s most iconic sites

What To Expect

1

The Chicago Theatre

Step beneath the iconic marquee of the Chicago Theatre, one of the city’s most recognizable landmarks. Learn how this 1920s movie palace helped shape the Loop’s entertainment district and why its French Baroque design still dazzles visitors today.

10 minutes • Admission Not Applicable
2

Marshall Field And Company Building

Explore the former Marshall Field’s department store, now Macy’s, and discover its stunning Tiffany glass ceiling and grand architecture. Hear stories of how this building became a symbol of innovation and luxury in Chicago retail history.

10 minutes • Admission Not Applicable

Options

Downtown Chicago Loop Walking Tour (Private)

From $27.00

Check availability

Related Experiences

Chicago River 90-Minute Architecture Tour

Chicago River 90-Minute Architecture Tour

4.71
Chicago Architecture River Cruise

Chicago Architecture River Cruise

4.84
Chicago River 45-Minute Architecture Tour from Magnificent Mile

Chicago River 45-Minute Architecture Tour from Magnificent Mile

4.67
Chicago Architecture Center River Cruise aboard First Lady

Chicago Architecture Center River Cruise aboard First Lady

4.93
Chicago By Night River & Lake Cruise

Chicago By Night River & Lake Cruise

4.44
360 CHICAGO Observation Deck Admission

360 CHICAGO Observation Deck Admission

3.89
Chicago Lake and River Architecture Tour

Chicago Lake and River Architecture Tour

4.69
Chicago Crime and Mob Bus Tour

Chicago Crime and Mob Bus Tour

4.59
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

4.26
Big Bus Chicago: Hop-On Hop-Off Sightseeing Tour, 24/48/72hr Pass

Big Bus Chicago: Hop-On Hop-Off Sightseeing Tour, 24/48/72hr Pass

3.89
Lake Michigan Skyline Cruise in Chicago

Lake Michigan Skyline Cruise in Chicago

4.44
Lake Michigan Sunset Cruise in Chicago

Lake Michigan Sunset Cruise in Chicago

4.54

Operated by Jarrett

A product of Trip Social Group

Australia: Pavel Australia Pty Ltd

Việt Nam: Công ty TNHH Trip Social

top-50

Winner - HO CHI MINH INNOVATIVE STARTUPS IN TOURISM 2022.

Quick links

Destinations

Contact us

  • zalo
  • whatpsapp
  • messenger
Travelling effortlessly, together

© 2025 Trip Social Group. All rights reserved.

    Accepted Payment Methods

  • visa
  • visa
  • visa