Top activities
Top landmarks
Trip ideas
Nearby places
Port schedule

Top Illinois Historical & Heritage Tours

Chicago Walking Tour: Historic Skyscrapers

Chicago is home to some of the world’s earliest skyscrapers. Get an up-close look at these 19th Century marvels, learn about innovations used to build …More

Chicago, USA

Chicago is home to some of the world’s earliest skyscrapers. Get an up-close look at these 19th Century marvels, learn about innovations used to build...

1 hour 30 minutes Free Cancellation
4.8 (73)
from
$35
Chicago Walking Tour: The Magnificent Mile

Discover how a dirt road known as Pine Street transformed into a "Paris on the Prairie" and later into the Magnificent Mile, the city’s premier …More

Chicago, USA

Discover how a dirt road known as Pine Street transformed into a "Paris on the Prairie" and later into the Magnificent Mile, the city’s premier...

1 hour 30 minutes Free Cancellation
4.9 (51)
from
$35
Chicago Gangsters and Ghosts Minibus Tour

Uncover the notorious history of Chicago's gangster era on this immersive bus tour that takes you through the city's most infamous landmarks. Visit the Palmer …More

Likely to Sell Out
Likely to Sell Out
Chicago, USA

Uncover the notorious history of Chicago's gangster era on this immersive bus tour that takes you through the city's most infamous landmarks. Visit the Palmer...

2 hours Free Cancellation
4.9 (18)
from
$65
Chicago Walking Tour: Modern Architecture

Looking for iconic Mid-Century Modern architecture? What better place than Chicago with its triumvirate of modern architects (Mies van der Rohe, Bertrand Goldberg and SOM) …More

Chicago, USA

Looking for iconic Mid-Century Modern architecture? What better place than Chicago with its triumvirate of modern architects (Mies van der Rohe, Bertrand Goldberg and SOM)...

1 hour 30 minutes Free Cancellation
4.9 (69)
from
$35
American Writers Museum Admission Ticket

In the heart of downtown Chicago, the American Writers Museum celebrates all genres of writing through interactive exhibits and programming. From Twain to Tupac, there's …More

Chicago, USA

In the heart of downtown Chicago, the American Writers Museum celebrates all genres of writing through interactive exhibits and programming. From Twain to Tupac, there's...

1 to 5 hours Free Cancellation
4.8 (75)
from
$16
Chicago Architecture Center Exhibits Admission

The Chicago Architecture Center (CAC) was founded in 1966 as the Chicago Architecture Foundation to save the historic Glessner House. Since then, the CAC has …More

Chicago, USA

The Chicago Architecture Center (CAC) was founded in 1966 as the Chicago Architecture Foundation to save the historic Glessner House. Since then, the CAC has...

45 to 60 minutes Free Cancellation
4.4 (81)
from
$15
Lincoln Park Hauntings Ghost Investigation Tour

We are Chicago's only paranormal investigation tour, and Chicago's oldest ghost and hauntings tours, founded by Ursula Bielski, Chicago's 35 year paranormal researcher and investigator. …More

Chicago, USA

We are Chicago's only paranormal investigation tour, and Chicago's oldest ghost and hauntings tours, founded by Ursula Bielski, Chicago's 35 year paranormal researcher and investigator....

2 hours 15 minutes Free Cancellation
4.9 (47)
from
$44
Small Group Tour of Chicago Neighborhoods: North and South Side

This unique tour of Chicago will allow for tourist to see most of Chicago’s 77 neighborhoods and city parks. There is no other tour that …More

Chicago, USA

This unique tour of Chicago will allow for tourist to see most of Chicago’s 77 neighborhoods and city parks. There is no other tour that...

4 hours 30 minutes Free Cancellation
4.8 (50)
from
$125
Chicago Shoreline Adventure Boat Tour

This tour is the perfect way to experience the shoreline of Chicago in a new and exciting way! Our tour vessel is a former military …More

Chicago, USA

This tour is the perfect way to experience the shoreline of Chicago in a new and exciting way! Our tour vessel is a former military...

1 hour 30 minutes Free Cancellation
5.0 (39)
from
$90
Chicago Walking Tour: Connecting Past and Present

This lively overview of Chicago architecture explores iconic buildings from the 1890s to present. We'll compare and contrast a wide range of buildings with varying …More

Chicago, USA

This lively overview of Chicago architecture explores iconic buildings from the 1890s to present. We'll compare and contrast a wide range of buildings with varying...

1 hour 45 minutes Free Cancellation
5.0 (43)
from
$35
Private Chicago History Museum Tour

Our private walking tour of the Chicago History Museum offers a personalized, in-depth experience led by expert guides who bring Chicago’s vibrant past to life …More

Chicago, USA

Our private walking tour of the Chicago History Museum offers a personalized, in-depth experience led by expert guides who bring Chicago’s vibrant past to life...

2 hours Free Cancellation
5.0 (27)
from
$59
Chicago Insider Segway Tour

This is a tour like no other! Our newest Segway adventure is completely unique and will cover the good, the bad, the ugly and the …More

Chicago, USA

This is a tour like no other! Our newest Segway adventure is completely unique and will cover the good, the bad, the ugly and the...

2 hours Free Cancellation
4.9 (52)
from
$72
Chicago to Milwaukee Day Trip with Brewery Tour & City Highlights

Escape Chicago for a day and experience Milwaukee’s culture, food, and legendary beer scene. This curated day trip includes highlights such as the Harley-Davidson Museum, …More

Chicago, USA

Escape Chicago for a day and experience Milwaukee’s culture, food, and legendary beer scene. This curated day trip includes highlights such as the Harley-Davidson Museum,...

8 to 10 hours Free Cancellation
4.5 (15)
from
$125
Intro to Chicago Architecture

Immerse yourself in the fascinating history of how a muddy Midwestern outpost transformed into the global capital of architecture. Experience everything from early, classically inspired …More

Chicago, USA

Immerse yourself in the fascinating history of how a muddy Midwestern outpost transformed into the global capital of architecture. Experience everything from early, classically inspired...

1 hour 45 minutes Free Cancellation
5.0 (26)
from
$35
History and Architecture of Chicago Loop Walking Tour

Discover the amazing history and architecture of Chicago with expert tour guide Dave Lineal. Walk among gigantic towers of downtown and learn how Chicago became …More

Chicago, USA

Discover the amazing history and architecture of Chicago with expert tour guide Dave Lineal. Walk among gigantic towers of downtown and learn how Chicago became...

2 hours Free Cancellation
5.0 (31)
from
$33
Haunted Ghosts & The Chicago Outfit Segway Tour

Looking for a unique Chicago tour? Glide into the city’s dark past with our unique Segway tour, where ghosts, gangsters, and true crime come to …More

Chicago, USA

Looking for a unique Chicago tour? Glide into the city’s dark past with our unique Segway tour, where ghosts, gangsters, and true crime come to...

2 hours Free Cancellation
4.8 (37)
from
$75
Skip the Line: Public Tour-Adult Admission Ticket (50 mins)

This guided tour is the ideal way to begin exploring the roots of the author's life and work. It is here that Ernest Hemingway was …More

This guided tour is the ideal way to begin exploring the roots of the author's life and work. It is here that Ernest Hemingway was...

50 minutes Free Cancellation
4.9 (17)
from
$20
The Chicago Theatre Tour Experience

A 60-75-minute guided, behind-the-scenes exploration of the historic Chicago Theatre, one of the city’s most iconic landmarks. Stand on the famed Chicago theatre stage and …More

Likely to Sell Out
Likely to Sell Out
Chicago, USA

A 60-75-minute guided, behind-the-scenes exploration of the historic Chicago Theatre, one of the city’s most iconic landmarks. Stand on the famed Chicago theatre stage and...

60 to 75 minutes
4.4 (45)
from
$32
Chicago City Tour: Elevated Architecture Tour with Train Ticket Included

Explore Chicago’s amazing architecture from the unique perspective of elevated trains and station platforms. Learn the history behind the famous "L" system and hear how …More

Chicago, USA

Explore Chicago’s amazing architecture from the unique perspective of elevated trains and station platforms. Learn the history behind the famous "L" system and hear how...

2 hours Free Cancellation
5.0 (12)
from
$35
Historic Homes and Cottages of Wicker Park Walking Tour

Much of the historical information shared on this tour is unknown to most attendees. This tour also shows everything from the gritty to the pretty, …More

Chicago, USA

Much of the historical information shared on this tour is unknown to most attendees. This tour also shows everything from the gritty to the pretty,...

1 hour 30 minutes
5.0 (53)
from
$45

Frequently Asked Questions

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

Recent tour reviews
Activity name

Discover Illinois