> > Architectural

Chicago Architecture Tours

These best Chicago architecture tours offer a perfect opportunity to learn why Chicago is the most gorgeous city in the world! Whether you choose to admire the Windy City from a comfortable boat or walk around historic landmarks and affluent neighborhoods where world-renowned architects exercised their abilities, this is an experience you will never forget. Remember to wear comfortable shoes, and get your camera ready for spectacular views of Chicago's most admired buildings!   

Architecture Boat Cruises


All Chicago Architecture Boat Tours

There's no better way to appreciate Chicago architecture than to admire leisurely the city's main historical and architectural landmarks from the water. During these popular Chicago architecture tours by boat, you will hear all about the city's spectacular development following the Great Fire of 1871, when a great part of the city turned into ashes. Visionary architects took then the opportunity of pushing the limits and creating one of the greatest centers of architectural innovation in the world - the nowadays' Chicago metropolis. Many famous Chicago landmarks can be admired from the distance, not to mention the scenic view you will get over Chicago Harbour.

Modern Chicago Walking Tour

From: $14.99; Duration: 2 hours

Book Modern Chicago Walking Tour

The place were modern architecture was born, Chicago features a series of modern architecture landmarks, whose style influenced the way many other cities of the world look like. During this Chicago architecture tour of the city, you will learn all about historical events like the Great Fire of 1871 as well as about the geographical constraints that impacted Windy City's urban development. After a third of the city was burned down, modern Chicago with its modernist and post-modernist buildings emerged on both sides of Chicago River.

This Modern Architecture Walking Tour will guide your way through Chicago landmarks designed by iconic architects like Mies van der Rohe (the geometrical glass structure of Chicago Architecture Foundation) or the contemporary Renzo Piano (the modern wing of Chicago Art Institute). On the other hand, buildings like Harold Washington Library will provide you with an insight into postmodernist architecture and the rejection of the modernist rules.

Art Deco Walking Tour

From: $14.99; Duration: 2 hours

Book Walking Chicago architecture tour - Art Deco

The highly imaginative Art Deco style is the architectural style that dominated the 1920s - the years of glamour and prosperity. This Art Deco Chicago Architecture Tour will plunge you straight into the Roaring Twenties and the era's heavily decorated interiors and streamlined elegant facades, while touring landmarks like the Merchandise Mart (the largest building in the world when it was erected in the 1930s, the old Daily News building on the Chicago River's South bank, the inspiring Chicago Motor Club Building or the gold leaf decorate Carbide and Carbon Building.

Chicago Historic Loop Skyscrapers Walking Tour

From: $14.99; Duration: 2 hours

Book Historic Loop Skyscrapers Walking Tour

A future oriented city, Chicago was along the years the cradle of various architectural trends, especially when it comes to the sky reaching functional buildings. Inaugurated in 1884, Home Insurance Building was the first skyscraper in the world, thus marking the beginning of a new era. Actually, when speaking about this historical landmark, the critics say it represents the greatest innovation in the art of constructing buildings since the Gothic cathedrals. One of Windy City's most interesting areas, the Loop is home to some of the most iconic Chicago skyscrapers, including Willis Tower - the former Sears Tower that used to be the tallest skyscraper in the world (412 meters) at the time it was built, in 1974. From its top, you can get a breathtaking view over the Loop and Lake Michigan. Chicago Historic Loop Skyscrapers Walking Tour is a great way of sampling the best of Chicago's modern architecture.

Inside the Architecture of the Loop

From: $ 30.60; Duration: 2 hours

Book Inside the Architecture of the Loop

Accompanied by a knowledgeable guide, you can explore Windy City's hidden architectural gems during a 2-hour Chicago Architecture Tour of the Loop. A way to avoid the extreme meteorological conditions Chicago is famous for, this city tour shows you a less known face of this American metropolis. Focusing on interior architectural details, the tour walks you literally through the whole past of the city, providing insights into the trade's evolution, the lifestyle of different historical ages and their impact upon interior design. The famous Picasso sculpture that the artist donated to the city of Chicago is also included in the tour.

Chicago Walking Tour: Tiffany Art Glass Landmarks

Chicago Walking Tour

Prices From: $21.99; Duration: 2 ours

Book Walking Tour: Tiffany Art Glass Landmarks

An activity focused on a specific type of landmarks, this Chicago architecture tour will certainly enchant all artistic spirits. While visiting four of the Windy City’s attractions, you will be marvelled by the exquisite design featured by historic glass windows and mosaics. Chicago Walking Tour: Tiffany Art Glass Landmarks includes a visit to the Art Institute of Chicago. Besides the impressive number of art exhibits, you can admire here a suspended stained glass panel designed entirely by Louis Comfort Tiffany. During the Chicago Art Institute tour as well as while sightseeing landmarks such as the 19th century Marquette Building or the legendary Marshall Field’s store, you will learn all sorts of interesting details about Chicago-based Tiffany art glass landmarks.

Chicago Lakefront Neighborhoods Bicycle Tour

Chicago Lakefront Neighborhoods Bicycle Tour

Prices From: $41.97; Duration: 3 hours

Book Chicago Lakefront Neighborhoods Bicycle Tour

Get on a bicycle, enjoy the view and explore the town! This is what Chicago Lakefront Neighborhoods Bicycle is all about. During three whole hours, you will have the opportunity to soak in the amazing lakefront scenery, to explore some of the most impressive areas in the city and to pedal in style along Windy City’s streets and alleys accompanied by a knowledgeable guide who will stop here and there to fill you in with landmarks details, history lessons and fascinating stories. This Chicago architecture tour can also be a great idea of an activity for a family day out. Even if you are living in the city for years, you will be surprised how interesting it can be to discover Chicago through the eyes of a tourist.

City Lights at Night Bicycle Tour

Chicago night bike tours

Prices From: $41.97; Duration: 3 hours

Book City Lights at Night Bicycle Tour

When planning your Chicago vacation, you have certainly had at least ones the image of those skyscrapers contoured by twinkling lights in the darkness of the night. Add to this the show of light Buckingham Fountain offers to all passers-by or the colourful image of Navy Pier lighting the sky. City Lights at Night Bicycle Tour is the best option you have to combine physical activity with scenic views and a lot of fun. This 3 hours Chicago architecture tour allows you to discover another face of Windy City, which is not less fascinating than what the American metropolis has to offer at day time.

Viator VIP Willis Tower, Skydeck, Early Access, Trolley City Tour and Chicago River Cruise

Chicago Viator Vip Tour in Chicago

Prices From: $124.00; Duration: 6 hours (approx.)

Book Viator VIP Tour

This exclusive VIP tour is perfect for those patrons that want to see all of Chicago in a short day. This five and one-half hour tour begins at Willis Tower where you will be taken to the 103rd floor for an hour of early access to the famed Skydeck. Once at Skydeck you will be able to view the skyline of Chicago and the big views from atop the second highest building in North America.

Your next adventure during this Chicago Architecture tour will be a two hour trolley ride that will take you around Chicago to view the iconic skyscrapers of downtown such as the Rookery Building and the wonderful 1920s buildings of the financial district. You will spend time in the interesting Millennium Park that is home to the Pritzker Pavilion. Guests will admire the architecture of the Mag Mile as you cruise by the numerous luxury brand retailers and the John Hancock Center.

Your trolley rides end at the Navy Pier where you will board a tour boat for a one hour cruise along the Chicago River where you will view the Aon Center and the Willis Tower from the water. The entire tour is complimented by expert commentary by your tour guide who will explain the features of the historic architecture as well as the history of each location you pass or visit. Guests will enjoy ample time at each location for photographs as well as food and drink at their own expense. This tour is open to all ages.


Chicago Architecture Boat Tour by Night

Chicago Architecture Boat Tour by Night in Chicago

Prices From: $33.60; Duration: 75 minutes (approx.)

Book Chicago Architecture Boat Tour by Night

The Chicago Architecture Boat Tour by Night is a unique way to view and learn about the historic architecture that dots the Chicago skyline. This 75 minute tour will take guests through three branches of the famed Chicago River to view some forty iconic historic buildings.

Expert tour guides will explain the various forms of historic architecture and the history behind each building as well as how Chicago was rebuilt after the devastating Great Fire of 1871.

Patrons of this Chicago Architecture tour will view such architecture masterpieces as the Willis Tower (formerly Sears Tower), the Wrigley Building, the Chicago Board of Trade and the John Hancock Center while they sit comfortably aboard a state-of-the-art tour boat. This tour is open to all ages.


Have a question? Ask below!