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Chicago Architecture & Highlights with Local Treat - Small Group Walking Tour

96 Reviews 4.95 out of 5 stars Based on 96 reviews collected by City Boat Tours and TripAdvisor | Recommended by 98% of travelers | Chicago, USA

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On average, this is booked 26 (0) days in advance.

2 hours (approx.)
Hotel pickup offered
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Overview

Get the best of Chicago with a local guide on this walking tour featuring the city’s best neighborhoods, top attractions, and the Chicago ‘L’!

We’ll start by exploring the Chicago Loop, home to an array of mind-blowing architecture. See the Willis Tower, Union Station just across the river, and admire the Beaux-Arts beauty of the Art Institute of Chicago. No downtown Chicago experience is complete without a stop at Millennium Park’s Cloud Gate, AKA The Bean.

We’ll then head north to stroll along the Chicago Riverwalk before exploring the River North neighborhood, home of the iconic Wrigley Building.

Over in the Magnificent Mile district, grab post-tour tickets for the Museum of Contemporary Art or brave the 94 floors up to 360 CHICAGO observation deck. End your tour here or nearby in the attraction- and entertainment-filled Navy Pier.

During your tour, your guide will treat you to a local snack as well as a $5 train pass so we can really maximize our time sightseeing in Chicago!

What's Included

  • Local English-speaking guide
  • Train pass
  • Snacks popcorn tasting, chocolate tasting
  • Gratuities
  • Additional food and drink
  • Souvenirs or personal shopping
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Meeting and Pickup

Pickup point
OR
Meeting point

North State Street
Chicago, IL 60601, USA

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Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

Millennium Park
Chicago, IL, USA

Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

Options & Pricing

Start Times

What To Expect

The Chicago Theatre

This is where your tour begins - underneath the iconic neon sign made famous in both movies and musicals! Here, you'll meet your guide and then set off through bustling downtown Chicago.
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15 minutes • Admission Ticket Free

Chicago Pedway

You'll head into the network of tunnels and bridges that connect skyscrapers and retail stores to see how locals move around the city (especially during those Midwestern winters)!
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15 minutes • Admission Ticket Free

City of Chicago - City Hall (Pass By)

You'll pass this 10-story building that houses the city government offices of Chicago. You'll get a chance to enjoy the beauty of the historical architecture while your guide gives you some information about its history.
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Picasso Statue (Pass By)

Enjoy an up-close Picasso experience with this unique piece of public art. Your guide will explain how this piece came to Chicago and how it was received.
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Chicago Riverwalk

If the weather is good, we'll be able to take a wander down to this iconic river and soak in the views it has to offer. Sights include Marina Towers and the Britannica Building. (Note: this stop is not part of the tour during the winter months).
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15 minutes • Admission Ticket Free

Wrigley Building (Pass By)

You can't think of Chicago without thinking of the Wrigley Company. This skyscraper with its central clocktower, first built in the early 1900s, no longer houses the Wrigley Company, but is home to several other significant businesses and consulates.
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Tribune Tower (Pass By)

This building represents the core of journalism in Chicago and is home to the newspaper 'The Chicago Tribune'. Soak in the views of this beautifully picturesque building - which marries two of Chicago's most well-known industries: journalism and architecture.
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Magnificent Mile

Home to lakefront parks with gorgeous views and a sublimely tranquil vibe, we'll walk along this famous street as we make our way to the end point of the tour.
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15 minutes • Admission Ticket Free

Millennium Park

This is where your tour ends and where the iconic "Bean" sculpture (actually called The Cloud Gate) lives. You'll have plenty of time to soak in Chicago's most famous piece of art before your tour concludes. You'll be in the perfect central location to continue exploring Chicago - with plenty of restaurant, bar, and attraction recommendations from your guide.
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25 minutes • Admission Ticket Free

Cloud Gate (Pass By)

This is where your tour ends and where the iconic "Bean" sculpture (actually called The Cloud Gate) lives. You'll have plenty of time to soak in Chicago's most famous piece of art before your tour concludes. You'll be in the perfect central location to continue exploring Chicago - with plenty of restaurant, bar, and attraction recommendations from your guide.
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Additional Info

  • Confirmation is instant and will be received at time of booking
  • Wheelchair accessible
  • Transportation options are wheelchair accessible
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller

Frequently Asked Questions

(6)

Q: What is the cancellation policy for the Chicago Architecture & Highlights with Local Treat – Small Group Walking Tour?

A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (CDT). Read more Apr 2025

Cancellation Policy

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

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Activity code: C-8841P19

Traveler Photos

Reviews

4.95
96 reviews

Average 4.95 out of 5 stars based on 96 traveler reviews collected by City Boat Tours and partner sites such as Cool Destinations and TripAdvisor

5 stars
93
4 stars
1
3 stars
2
2 stars
0
1 star
0

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On average, this is booked 26 (0) days in advance.

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What's Included

American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

  • Local English-speaking guide
  • Train pass
  • Snackspopcorn tasting, chocolate tasting
  • Gratuities
  • Additional food and drink
  • Souvenirs or personal shopping

Additional Info

American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

  • Confirmation is instant and will be received at time of booking
  • Wheelchair accessible
  • Transportation options are wheelchair accessible
  • All areas and surfaces are wheelchair accessible
  • Service animals allowed
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller
  • Infants are required to sit on an adult’s lap

Cancellation Policy

American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

Free cancellation
100% refund
No refund

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

  • For a full refund, you must cancel at least 24 hours before the tour start time.
  • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the tour start time will not be accepted.
  • Cut-off times are based on the tour local time (CDT).

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American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

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