Chicago: Architecture, History & Highlights Small Group Tour

78 Reviews4.85 out of 5 stars Based on 78 traveler reviews collected by Cool Destinations and TripAdvisor |
Badge of Excellence |Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Chicago, USA

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2 hours 30 minutes (Approx.)
Mobile Ticket
Instant Confirmation

Overview

Tour the streets of Chicago to see the beauty and legacy left behind by the Prohibition Era. See the amazing architecture, iconic sights (both old and new), the city's best spots and try a local sweet treat along the way as you explore on foot.

Meeting and Pickup

Meeting point

The Chicago Theatre, 175 N State St, Chicago, IL 60601, USA

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The Chicago Theatre (underneath the marquee), 175 N. State Street, Chicago, IL 60601

End point

Millennium Park, Chicago, IL, USA

Millennium Park and Michigan Ave

Start Time

Confirm time with the local provider in advance of your experience.
Small Group Tour
1/6/2025 - 1/12/2025
1/13/2025 - 1/19/2025
1/20/2025 - 1/26/2025
1/27/2025 - 2/2/2025
2/3/2025 - 2/9/2025
2/10/2025 - 2/16/2025
2/17/2025 - 2/23/2025
2/24/2025 - 3/2/2025
3/3/2025 - 3/9/2025
3/10/2025 - 3/16/2025
3/17/2025 - 3/23/2025
3/24/2025 - 3/30/2025
3/31/2025 - 4/6/2025
4/7/2025 - 4/13/2025
4/14/2025 - 4/20/2025
4/21/2025 - 4/27/2025
4/28/2025 - 5/4/2025
5/5/2025 - 5/11/2025
5/12/2025 - 5/18/2025
5/19/2025 - 5/25/2025
5/26/2025 - 6/1/2025
6/2/2025 - 6/8/2025
6/9/2025 - 6/15/2025
6/16/2025 - 6/22/2025
6/23/2025 - 6/29/2025
6/30/2025 - 7/6/2025
7/7/2025 - 7/13/2025
7/14/2025 - 7/20/2025
7/21/2025 - 7/27/2025
7/28/2025 - 8/3/2025
8/4/2025 - 8/10/2025
8/11/2025 - 8/17/2025
8/18/2025 - 8/24/2025
8/25/2025 - 8/31/2025
9/1/2025 - 9/7/2025
9/8/2025 - 9/14/2025
9/15/2025 - 9/21/2025
9/22/2025 - 9/28/2025
9/29/2025 - 10/5/2025
10/6/2025 - 10/12/2025
10/13/2025 - 10/19/2025
10/20/2025 - 10/26/2025
10/27/2025 - 11/2/2025
11/3/2025 - 11/9/2025
11/10/2025 - 11/16/2025
11/17/2025 - 11/23/2025
11/24/2025 - 11/30/2025
12/1/2025 - 12/7/2025
12/8/2025 - 12/14/2025
12/15/2025 - 12/21/2025
12/22/2025 - 12/28/2025
12/29/2025 - 1/4/2026
Private Tour
1/6/2025 - 1/12/2025
1/13/2025 - 1/19/2025
1/20/2025 - 1/26/2025
1/27/2025 - 2/2/2025
2/3/2025 - 2/9/2025
2/10/2025 - 2/16/2025
2/17/2025 - 2/23/2025
2/24/2025 - 3/2/2025
3/3/2025 - 3/9/2025
3/10/2025 - 3/16/2025
3/17/2025 - 3/23/2025
3/24/2025 - 3/30/2025
3/31/2025 - 4/6/2025
4/7/2025 - 4/13/2025
4/14/2025 - 4/20/2025
4/21/2025 - 4/27/2025
4/28/2025 - 5/4/2025
5/5/2025 - 5/11/2025
5/12/2025 - 5/18/2025
5/19/2025 - 5/25/2025
5/26/2025 - 6/1/2025
6/2/2025 - 6/8/2025
6/9/2025 - 6/15/2025
6/16/2025 - 6/22/2025
6/23/2025 - 6/29/2025
6/30/2025 - 7/6/2025
7/7/2025 - 7/13/2025
7/14/2025 - 7/20/2025
7/21/2025 - 7/27/2025
7/28/2025 - 8/3/2025
8/4/2025 - 8/10/2025
8/11/2025 - 8/17/2025
8/18/2025 - 8/24/2025
8/25/2025 - 8/31/2025
9/1/2025 - 9/7/2025
9/8/2025 - 9/14/2025
9/15/2025 - 9/21/2025
9/22/2025 - 9/28/2025
9/29/2025 - 10/5/2025
10/6/2025 - 10/12/2025
10/13/2025 - 10/19/2025
10/20/2025 - 10/26/2025
10/27/2025 - 11/2/2025
11/3/2025 - 11/9/2025
11/10/2025 - 11/16/2025
11/17/2025 - 11/23/2025
11/24/2025 - 11/30/2025
12/1/2025 - 12/7/2025
12/8/2025 - 12/14/2025
12/15/2025 - 12/21/2025
12/22/2025 - 12/28/2025
12/29/2025 - 1/4/2026

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What To Expect

The Chicago Theatre

We start our tour under the dazzling marquee of the Chicago Theater (you might recognize from dozens of movies and TV shows) before heading off into the bustling city
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10 minutes • Admission Ticket Free

Chicago Pedway

Weather permitting, we'll head towards the Chicago Pedway. This unique feature of Chicago is used by locals and commuters daily to move about the city in a network of underground tunnels — especially necessary during the Midwest winters.
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20 minutes • Admission Ticket Free

City of Chicago - City Hall (Pass By)

We will pass by the City Hall-County Building, commonly known as City Hall. that houses the seats of government of the City of Chicago and Cook County.
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Picasso Statue

Next, we will stop at the Chicago Picasso sculpture by Pablo Picasso in Daley Plaza . The 1967 installation of The Picasso, "precipitated an aesthetic shift in civic and urban planning, broadening the idea of public art beyond the commemorative."
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10 minutes • Admission Ticket Free

Chicago River

You’ll enjoy feeling like a local as you walk past buildings and catch even more awesome views. You’ll be seeing the Chicago skyline from a totally different perspective, as well as sharing in the daily commute of local Chicagoans along the main artery of Chicago.
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20 minutes • Admission Ticket Free

Chicago Riverwalk

An award-winning $150 million, 1.25-mile promenade along the south bank of the Chicago River downtown. Weather permitting, we’ll take a stroll along the Chicago Riverwalk while taking in views of several soaring buildings, including Marina Towers, the Wrigley Building, and the Chicago Tribune.
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20 minutes • Admission Ticket Free

Wrigley Building (Pass By)

We will pass by the Wrigley Building: 400 N Michigan Ave.
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Tribune Tower (Pass By)

We'll pass by Tribune Tower, a 463-foot-tall (141 m), 36-floor neo-Gothic skyscraper located at 435 North Michigan Avenue.
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The Magnificent Mile (Pass By)

We will pass by at the Magnificent Mile - a premier commercial district in downtown. It was part of the 1909 Burnham Plan of Chicago, a visionary project to transform the city's urban landscape and it was built in the 1920s to replace an industrial and residential area. Here you can find many shops, restaurants, hotels, and attractions. It is located on North Michigan Avenue.
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Chicago Cultural Center

Step inside a Chicago Landmark building operated by Chicago's Department of Cultural Affairs. The Cultural Center houses the city's official reception venue, where the Mayor of Chicago has welcomed presidents, royalty, diplomats, and community leaders
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15 minutes • Admission Ticket Free

Millennium Park

Next is picturesque Millennium Park, home to the iconic Bean sculpture. Here or nearby, your guide will conclude your tour and point you in the right direction toward more amazing sights, great lunch spots, or a drink recommendation
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20 minutes • Admission Ticket Free

Cloud Gate

We will end the tour at the Cloud Gate sculpture, commonly referred to as “The Bean”. A a public sculpture that is the centerpiece of Millennium Park
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10 minutes • Admission Ticket Free

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What's Included

  • Enjoy stunning river views
  • Join Friendly Local English-speaking guide
  • Stroll through the beautiful parks
  • Gratuities
  • Hotel pickup not offered
  • Additional Food & Drink
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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
  • Suitable for all physical fitness levels
  • This is a child-friendly tour. Children under the age of 6 are permitted to join this tour free of charge.
  • Experiences happen rain, shine, or snow. Please dress accordingly.
  • Suitable for all ages and fitness levels, but please note that this tour covers about 4.8 km (3 miles) of walking.
  • We can accommodate vegetarian options but cannot accommodate other food allergies or dietary preferences. Please notify us in advance if you have any dietary requests.

Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

Still have questions?

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Activity code: C-5713P138

Reviews

4.85
78 reviews

Average 4.85 out of 5 stars based on 78 traveler reviews collected by Cool Destinations and partner sites such as Trustpilot, Viator, and TripAdvisor

5 stars
71
4 stars
2
3 stars
5
2 stars
0
1 star
0

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