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Top Illinois Architecture Tours

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Illinois Tours

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Chicago Lake and River Architecture Tour

An authentic Chicago tradition since 1935, this is the tour that started it all. This unique excursion tells the story of more than 200 years …More

Likely to Sell Out
Likely to Sell Out
Chicago, USA
4.8 (2,378)

Chicago Lake and River Architecture Tour

An authentic Chicago tradition since 1935, this is the tour that started it all. This unique excursion tells the story of more than 200 years...

1 hour 30 minutes • Free Cancellation
4.8 (2,378)
from
$45
Chicago River 45-Minute Architecture Tour from Magnificent Mile

Experience Chicago's legendary architecture and the exceptional architects who created this ever-changing legacy for all to admire. This family-friendly introduction to the Windy City's rich …More

Likely to Sell Out
Likely to Sell Out
Chicago, USA
4.8 (3,419)

Chicago River 45-Minute Architecture Tour from Magnificent Mile

Experience Chicago's legendary architecture and the exceptional architects who created this ever-changing legacy for all to admire. This family-friendly introduction to the Windy City's rich...

45 minutes • Free Cancellation
4.8 (3,419)
from
$28
Chicago Architecture River Cruise

Experience the stunning beauty of Chicago on a captivating cruise along the historic Chicago River. This architectural tour takes you down the main branch of …More

Chicago, USA
4.9 (16,486)

Chicago Architecture River Cruise

Experience the stunning beauty of Chicago on a captivating cruise along the historic Chicago River. This architectural tour takes you down the main branch of...

60 to 90 minutes • Free Cancellation
4.9 (16,486)
from
$39
Chicago Architecture Center River Cruise aboard First Lady

The Chicago Architecture Center River Cruise aboard Chicago's First Lady has long been the gold standard among all Chicago tour experiences, and is the only …More

Chicago, USA
4.9 (7,136)

Chicago Architecture Center River Cruise aboard First Lady

The Chicago Architecture Center River Cruise aboard Chicago's First Lady has long been the gold standard among all Chicago tour experiences, and is the only...

1 hour 30 minutes
4.9 (7,136)
from
$57
Chicago Hop-on Hop-off Sightseeing Tour by Open-top Bus

Discover Chicago at your own pace with Big Bus. Travel aboard an open-top, double-decker bus and enjoy panoramic views of the city's most famous landmarks, …More

Chicago, USA
4.1 (2,151)

Chicago Hop-on Hop-off Sightseeing Tour by Open-top Bus

Discover Chicago at your own pace with Big Bus. Travel aboard an open-top, double-decker bus and enjoy panoramic views of the city's most famous landmarks,...

2 hours • Free Cancellation
4.1 (2,151)
from
$49
Chicago City Tour with Architecture River Cruise Option

Enjoy Chicago’s famous sights and fabulous views on this award-winning small-group sightseeing tour of the city. On this tour, you will travel through Chicago with …More

Likely to Sell Out
Likely to Sell Out
Chicago, USA
4.8 (716)

Chicago City Tour with Architecture River Cruise Option

Enjoy Chicago’s famous sights and fabulous views on this award-winning small-group sightseeing tour of the city. On this tour, you will travel through Chicago with...

2 to 4 hours • Free Cancellation
4.8 (716)
from
$50
Chicago River 90-Minute Architecture Boat Tour

Marvel at the magnificent architecture on the Chicago River with expert tour guides! All ages welcome. Each architecture river tour is narrated by a professional …More

Chicago, USA
4.9 (1,863)

Chicago River 90-Minute Architecture Boat Tour

Marvel at the magnificent architecture on the Chicago River with expert tour guides! All ages welcome. Each architecture river tour is narrated by a professional...

1 hour 30 minutes • Free Cancellation
4.9 (1,863)
from
$37
Chicago Architectural River Cruise

Take in the views on this award-winning 90-minute Architectural Tour, a jaw-dropping excursion through a city that defies all expectations! …More

Chicago, USA
4.7 (826)

Chicago Architectural River Cruise

Take in the views on this award-winning 90-minute Architectural Tour, a jaw-dropping excursion through a city that defies all expectations!...

1 hour 30 minutes • Free Cancellation
4.7 (826)
from
$50
Original Chicago Architecture Interiors Tour: Dazzling Interiors

UPDATE 2024: Don't be fooled by the copycats out there offering shady copies of our award-winning tours for $1 cheaper! There's only one company that's …More

Chicago, USA
5.0 (1,793)

Original Chicago Architecture Interiors Tour: Dazzling Interiors

UPDATE 2024: Don't be fooled by the copycats out there offering shady copies of our award-winning tours for $1 cheaper! There's only one company that's...

2 hours • Free Cancellation
5.0 (1,793)
from
$35
Chicago Architecture and True Crime: Halloween Edition

Get the best of both worlds: explore Chicago’s stunning architecture while uncovering its dark past. Inspired by Devil in the White City, this expert-led walking …More

Chicago, USA
5.0 (642)

Chicago Architecture and True Crime: Halloween Edition

Get the best of both worlds: explore Chicago’s stunning architecture while uncovering its dark past. Inspired by Devil in the White City, this expert-led walking...

90 to 105 minutes • Free Cancellation
5.0 (642)
from
$35
Chicago Architecture Tour: Underground Pedway and the Loop

This tour explores some of the best hidden details, secret buildings and spaces, and untold stories that add wonderful bits of color and texture to …More

Chicago, USA
4.9 (558)

Chicago Architecture Tour: Underground Pedway and the Loop

This tour explores some of the best hidden details, secret buildings and spaces, and untold stories that add wonderful bits of color and texture to...

2 hours • Free Cancellation
4.9 (558)
from
$35
Historical and Architectural Chicago Fireboat River & Lake Cruise

Travel on a piece of history, learning Chicago fire history as well as Architecture! We travel on Lake Michigan and through the Chicago River seeing …More

Chicago, USA
4.9 (463)

Historical and Architectural Chicago Fireboat River & Lake Cruise

Travel on a piece of history, learning Chicago fire history as well as Architecture! We travel on Lake Michigan and through the Chicago River seeing...

2 hours • Free Cancellation
4.9 (463)
from
$47
Chicago's Dark Side: Ghosts, Gangsters, and True Crime Tour

Discover Chicago’s dark side on a chilling 2-hour walking tour. Strolling just under 2 miles at an easy pace, we reveal stories of gangsters, tragedies, …More

Chicago, USA
4.9 (69)

Chicago's Dark Side: Ghosts, Gangsters, and True Crime Tour

Discover Chicago’s dark side on a chilling 2-hour walking tour. Strolling just under 2 miles at an easy pace, we reveal stories of gangsters, tragedies,...

2 hours • Free Cancellation
4.9 (69)
from
$35
Chicago in a Day Walking Tour: Food, History & Architecture

Immerse yourself in Chicago's rich history and vibrant culinary scene on this captivating walking tour. Discover the city's iconic architecture and Prohibition-era charm while indulging …More

Chicago, USA
4.9 (1,363)

Chicago in a Day Walking Tour: Food, History & Architecture

Immerse yourself in Chicago's rich history and vibrant culinary scene on this captivating walking tour. Discover the city's iconic architecture and Prohibition-era charm while indulging...

4 hours 30 minutes • Free Cancellation
4.9 (1,363)
from
$101
Frank Lloyd Wright Robie House Admission

The Frederick C. Robie House on the University of Chicago campus is considered one of the most important buildings in the history of American architecture. …More

Chicago, USA
4.4 (143)

Frank Lloyd Wright Robie House Admission

The Frederick C. Robie House on the University of Chicago campus is considered one of the most important buildings in the history of American architecture....

1 hour • Free Cancellation
4.4 (143)
from
$27
Frank Lloyd Wright's Home & Studio Tour Ticket

Visit the birthplace of a truly American architecture. Wright’s Oak Park Home and Studio served as both residence and workplace for the first 20 years …More

4.8 (143)

Frank Lloyd Wright's Home & Studio Tour Ticket

Visit the birthplace of a truly American architecture. Wright’s Oak Park Home and Studio served as both residence and workplace for the first 20 years...

1 hour • Free Cancellation
4.8 (143)
from
$27
Chicago Walking Tour: Art Deco Skyscrapers Loop

View Art Deco masterpieces built in the heart of Chicago’s financial district during the Roaring '20s. Learn how Art Deco reflected the era’s fun-loving optimism …More

Chicago, USA
4.9 (190)

Chicago Walking Tour: Art Deco Skyscrapers Loop

View Art Deco masterpieces built in the heart of Chicago’s financial district during the Roaring '20s. Learn how Art Deco reflected the era’s fun-loving optimism...

1 hour 30 minutes • Free Cancellation
4.9 (190)
from
$35
Chicago Walking Tour: Must-See Chicago

Must-See Chicago is a fast-paced, 90-minute introductory tour to Chicago featuring some of its most famous buildings, including the Wrigley Building, Tribune Tower, the Art …More

Chicago, USA
5.0 (165)

Chicago Walking Tour: Must-See Chicago

Must-See Chicago is a fast-paced, 90-minute introductory tour to Chicago featuring some of its most famous buildings, including the Wrigley Building, Tribune Tower, the Art...

1 hour 30 minutes • Free Cancellation
5.0 (165)
from
$35
Frank Lloyd Wright Tour in Oak Park

Exploring Oak Park, Illinois, where Frank Lloyd Wright resided during the crucial early years of his career, offers a captivating journey through the evolution of …More

4.6 (15)

Frank Lloyd Wright Tour in Oak Park

Exploring Oak Park, Illinois, where Frank Lloyd Wright resided during the crucial early years of his career, offers a captivating journey through the evolution of...

1 hour • Free Cancellation
4.6 (15)
from
$35
Chicago Tour South Side

The Blue-Collar side of Chicago many call it! This tour will show The Ford Factory, home of the steel mills, the blue-collar neighborhoods and many …More

Chicago, USA
4.7 (46)

Chicago Tour South Side

The Blue-Collar side of Chicago many call it! This tour will show The Ford Factory, home of the steel mills, the blue-collar neighborhoods and many...

4 hours • Free Cancellation
4.7 (46)
from
$125

Frequently Asked Questions

These answers are based on answers previously given to Cool Destinations customers' questions.

Recent tour reviews
Great experience
New York City
Chicago Architecture and True Crime: Halloween Edition
jamesfR9739KC, Sep 2026
Great experience
A lot of great locations to take pictures filled with interesting history and the guide Joseph was knowledgable and fun. Definitely recommend this tour
Read more
Awesome trip with family and friends!
New York City
Chicago Architecture River Cruise
Trail635413, Sep 2026
Awesome trip with family and friends!
Amazing tour with family from the UK. Sam S was the best! Great energy and knowledge of the city and it’s architecture.
Read more
Fabulous Chicago Experience
New York City
Chicago Architecture Center River Cruise aboard First Lady
SandyParrothead, Sep 2026
Fabulous Chicago Experience
Excellent experience on The First Lady. The docent was fascinating and kept everyone’s attention with his knowledge of Chicago and its architecture. I highly recommend this tour.
Read more
Loved it
New York City
Chicago Architecture Center River Cruise aboard First Lady
Culture369260, Sep 2026
Loved it
The docent was great, very interesting and informative.
Read more
Great tour!
New York City
Chicago Architecture Tour: Underground Pedway and the Loop
James_F, Sep 2026
Great tour!
My daughter and I took the Chicago Architecture Tour: Underground Pedway & Secrets of the Loop this Tuesday while we were downtown for the day. We’re from the suburbs but had never heard about the pedway, so we figured it might be interesting.Our tour guide, Heath, was an outstanding! He was able to weave Chicago history, people, architecture, and artwork into a captivating tour about the pedway. Without him, we would have gotten lost in the pedway and had no idea about why it is so special and unique. We have walked away with a new understanding of what makes Chicago “Chicago”, and received some cool dining, drink, and shopping recommendations along the way.We highly recommend this tour if you have the time.
Read more
Interesting Tour
New York City
Original Chicago Architecture Interiors Tour: Dazzling Interiors
William_T, Sep 2026
Interesting Tour
Interesting tour with lively guide, good review of history & architecture. Plus a nice walk through the city.
Read more
Architecture Boat Tour so worth the voyage
New York City
Chicago Architecture River Cruise
hmbernaldo, Sep 2026
Architecture Boat Tour so worth the voyage
Took the Architecture Boat Tour and thoroughly enjoyed it. Nathan was informative and humorous! I had no idea the history of Chicago and its beautiful buildings.
Read more
Exelent
New York City
Chicago Lake and River Architecture Tour
330elliottg, Sep 2026
Exelent
Amazing loved it the tour goes was very good and frendly
Read more
Great Chicago Architecture Tour
New York City
Chicago in a Day Walking Tour: Food, History & Architecture
I3658GI_, Sep 2026
Great Chicago Architecture Tour
We had a great time on the Chicago architecture tour. Our guide Chad was very patient, knowledgeable, and took the time to explain the history and details behind the buildings. He was also happy to answer questions, which made the experience feel relaxed and informative. The food was really good as well and was a nice addition to the tour. Overall, it was a fun and enjoyable experience, and I would definitely recommend it.
Read more
Really great tour
New York City
Chicago in a Day Walking Tour: Food, History & Architecture
H8691CBryank, Sep 2026
Really great tour
I took a few coworkers on a tour today with Chad and it was an excellent experience. I’ve visited Chicago many times before but didn’t know some of the history until today. Visiting the Chicago Cultural Center and having a Chicago dog were the highlights of the tour. Would highly recommend.
Read more
Must do
New York City
Chicago River 45-Minute Architecture Tour from Magnificent Mile
Bobbi_M, Sep 2026
Must do
Do the twilight trip! It was amazing. Get there early for a seat on the top deck. We were in the back on the benches and it was *chefs kiss*
Read more
Excellent River Cruise
New York City
Chicago River 45-Minute Architecture Tour from Magnificent Mile
David_L, Sep 2026
Excellent River Cruise
I found it informative and our tour guide; Kenny, did an amazing job of explaining the history of the architecture and making it fun while interacting with customers.
Read more
Fun & informative!
New York City
Chicago Lake and River Architecture Tour
JennaKJ, Sep 2026
Fun & informative!
Our guide Sarah was great. Very knowledgeable about Chicago and its rich history. We really enjoyed our time and highly recommend this tour.
Read more
Worth your time
New York City
Original Chicago Architecture Interiors Tour: Dazzling Interiors
FranchescaG24, Sep 2026
Worth your time
Excellent tour! It was great becoming familiar with Chicago’s history and architecture.
Read more
The tour was great!...
New York City
Chicago River 90-Minute Architecture Boat Tour
Felix_G, Sep 2026
The tour was great!...
The tour was great! Really amazing views of the city, and the guide was very knowledgeable and kept things fun with humor. Highly recommend!
Read more
A thrilling mix of stunning architecture and dark history!
New York City
Chicago Architecture and True Crime: Halloween Edition
jacobmE8054UH, Sep 2026
A thrilling mix of stunning architecture and dark history!
This was such a unique and engaging tour! Combining Chicago's iconic architecture with real true crime stories and spooky history made for an unforgettable evening. Our guide was fantastic super knowledgeable, dramatic in the best way possible, and kept everyone hooked from start to finish. If you love true crime or want a fresh perspective on the city, don't miss this one!
Read more
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