The Loop Sightseeing Walking Tour, Chicago

The Loop Sightseeing Walking Tour (Self Guided), Chicago

In the heart of downtown Chicago is the central business district, known as the Loop. Historic buildings and tall, gleaming skyscrapers dominate the streets and the skyline, and the best way to see it all is on foot.

In addition to being the powerbase of Chicago's government, the Loop is also known as an area of architectural brilliance and creativity. Walk down LaSalle Street, the city's financial district, which has been nicknamed "The Canyon" because of the tall, steep buildings at both ends of the narrow street. When you get to Daley Plaza, go over and inspect the beautiful but untitled Pablo Picasso sculpture. It was a gift to the city from the artist, who waived his fee. The square is named after controversial former mayor Richard Joseph Daley.

At the Federal Plaza, look up at another prominent sculpture, Calder's Flamingo. This is a 53-foot (16-meter) free-standing abstract sculpture by American artist Alexander Calder. The Loop also hosts a prominent cultural body, the Art Institute of Chicago. Examine the vast collection, which features the work of hundreds of artists in different mediums, such as photographs, sculptures, videos and textiles. There is American art, Asian art, Old Masters, European and American decorative arts and more.
How it works: A discovery walk features a route using which you can explore a popular city neighborhood on your own. This walk, along with other self-guided walks in over 1,500 cities, can be found on the app "GPSmyCity: Walks in 1K+ Cities" which can be downloaded from Apple App Store or Google Play Store to your mobile phone or tablet. The app's built-in GPS navigation functions allow following this walk route with ease. The app works both online and offline, so no data plan is needed when traveling abroad.

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The Loop Sightseeing Walking Tour Map

Guide Name: The Loop Sightseeing Walking Tour
Guide Location: USA » Chicago
Guide Type: Self-guided Walking Tour (Discovery)
Travel Distance: 3.1 Km or 1.9 Miles
Author: Dee
Randolph Street, The Oriental Theatre

1) Randolph Street, The Oriental Theatre

Daley Plaza, The Picasso

2) Daley Plaza, The Picasso

Madison Street, St Peter's Church

3) Madison Street, St Peter's Church

LaSalle Street, Northern Trust Bank

4) LaSalle Street, Northern Trust Bank

LaSalle Street, New York Life Insurance Building

5) LaSalle Street, New York Life Insurance Building

LaSalle Street, Chicago Board of Trade Building

6) LaSalle Street, Chicago Board of Trade Building

LaSalle Street, Federal Reserve Bank of Chicago

7) LaSalle Street, Federal Reserve Bank of Chicago

Dearborn Street, Fisher Building

8) Dearborn Street, Fisher Building

Congress Parkway corner with State Street, Harold Washington Library

9) Congress Parkway corner with State Street, Harold Washington Library

Federal Plaza, Calder's Flamingo

10) Federal Plaza, Calder's Flamingo

Dearborn Street corner with Adams Street

11) Dearborn Street corner with Adams Street

Monroe Street, The Palmer House Hilton

12) Monroe Street, The Palmer House Hilton

Michigan Avenue, Art Institute of Chicago

13) Michigan Avenue, Art Institute of Chicago

Michigan Avenue, South Garden

14) Michigan Avenue, South Garden

Michigan Avenue

15) Michigan Avenue

Walking Tours in Chicago, Illinois

Create Your Own Walk in Chicago

Create Your Own Walk in Chicago

Creating your own self-guided walk in Chicago is easy and fun. Choose the city attractions that you want to see and a walk route map will be created just for you. You can even set your hotel as the start point of the walk.
Loop District Architecture Walking Tour

Loop District Architecture Walking Tour

Chicago features an outstanding architectural legacy, having long been connected with some of architecture's most important names: Frank Lloyd Wright, Louis Sullivan, Mies van der Rohe, Holabird & Root, and others. The multi-layered Loop District, in particular, offers an extensive number of Chicago’s famous architectural “must-sees” – from modern skyscrapers to historic buildings...  view more

Tour Duration: 3 Hour(s)
Travel Distance: 4.6 Km or 2.9 Miles
Millennium and Grant Parks Walking Tour

Millennium and Grant Parks Walking Tour

The city of Chicago is renowned for its outdoor green spaces. One such “forever free and open” space, is called Grant Park and was established in 1844. In fact, upon foundation, it was called Lake Park, but was renamed in 1901 after the American Civil War General and United States President, Ulysses S. Grant.

Popularly referred to as “Chicago's front lawn,” this lakefront park is...  view more

Tour Duration: 2 Hour(s)
Travel Distance: 2.7 Km or 1.7 Miles
Chicago Old Town Walking Tour

Chicago Old Town Walking Tour

Settled in 1850 by German immigrants, Chicago’s Old Town neighborhood is a popular destination for locals and visitors who cater to the entertainment venues, restaurants, pubs, coffee shops and boutiques – all of which have turned an area once referred to as the “Cabbage Patch” into an attraction that rivals Navy Pier, Wrigley Field and the Magnificent Mile.

Start your Old Town walking...  view more

Tour Duration: 2 Hour(s)
Travel Distance: 2.6 Km or 1.6 Miles
Chicago Navy Pier Walking Tour

Chicago Navy Pier Walking Tour

Additional to scenic views of the lake, the boats, and the city skyline, the Navy Pier offers a variety of attractions on the waterfront – for kids as well as adults – that draw nearly ten million people annually, making this Chicago's most visited spot. Yes, some may see it as a “tourist trap”, but it is worth the time and money to spend some time here, so take this self-guided walk...  view more

Tour Duration: 1 Hour(s)
Travel Distance: 1.0 Km or 0.6 Miles
University of Chicago Walking Tour

University of Chicago Walking Tour

Founded in 1890, the University of Chicago is among the world’s most prestigious educational institutions. As of 2020, the University’s students, faculty and staff have included 100 Nobel laureates, giving it the fourth-most affiliated Nobel laureates of any university.

Set in the heart of Chicago’s famous eclectic neighborhood, Hyde Park, the campus is worth a visit as it offers a...  view more

Tour Duration: 2 Hour(s)
Travel Distance: 2.5 Km or 1.6 Miles
Chicago Chinatown Walking Tour

Chicago Chinatown Walking Tour

Tucked away just south of the Loop, the Chinatown of Chicago was established in 1912 and is considered one of the best examples of American Chinatown. While it may be one of Chicago’s smallest neighborhoods geographically, it is big on character, colors, sights, sounds, and flavors. Here, you’ll find a wide range of unique boutiques, specialty shops, religious sights, authentic Chinese...  view more

Tour Duration: 1 Hour(s)
Travel Distance: 1.7 Km or 1.1 Miles

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