Best of Chicago: Architecture & Highlights City Private Tour

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!

City: Chicago

Thu 19 Jun

Other dates

You can choose the date already on the booking website

Starting at $245.00

Make a reservation

Thu 19 Jun

Starting at $245.00

Make a reservation

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What's Included

Local English-speaking guide

Train pass

popcorn tasting, chocolate tasting

Additional Info

Wheelchair accessible
Infants and small children can ride in a pram or stroller
Service animals allowed
Public transportation options are available nearby
Infants are required to sit on an adult’s lap
Transportation options are wheelchair accessible
All areas and surfaces are wheelchair accessible
Suitable for all physical fitness levels

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.

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)!

The Picasso

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.

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).

Wrigley Building

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.

Tribune Tower

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.

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.

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.

Cloud Gate

Show 6 more stops

Cancellation Policy