Chicago Historical Tours

Explore Chicago's rich history with ghost tours, crime & mob adventures, and architectural cruises. Discover the city's past on engaging guided tours.

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2 Day Private Tour Chicago to Mackinac Island Exploration

Leave the city's hustle behind and embrace the tranquility of Mackinac Island, a destination where cars are absent, and the charm of horse-drawn carriages preva

From $2,700.00 USD

2 Hour Bridgeport /Stockyard Chicago Tour

Explore the vibrant neighborhoods of Chicago with engaging tours that delve into the rich history and culture of areas like Bridgeport /Stockyard Tour, led by H

From $45.00 USD

2 Hour Bronzeville, Chicago Tour

Explore the vibrant neighborhoods of Chicago with engaging tours that delve into the rich history and culture of areas like Bronzeville, led by Historian Dilla,

★ 5.0 (2)

From $45.00 USD

2 Hour Chatham, Chicago Tour

Explore the vibrant neighborhoods of Chicago with engaging tours that delve into the rich history and culture of areas like Chatham, led by Historian Dilla, who

From $45.00 USD

2 Hour Englewood, Chicago Tour

Explore the vibrant neighborhoods of Chicago with engaging tours that delve into the rich history and culture of areas like Englewood, led by Historian Dilla, w

From $45.00 USD

2 Hour North Lawndale, Chicago Tour

Explore the vibrant neighborhoods of Chicago with engaging tours that delve into the rich history and culture of areas like North Lawndale, led by Historian Dil

From $45.00 USD

2 Hour Pilsen and Little Village, Chicago Tour

Explore the vibrant neighborhoods of Chicago with engaging tours that delve into the rich history and culture of areas like Pilsen, led by Historian Dilla, who

From $45.00 USD

2 Hour Private Chicago Soul House Tour

This is not a bus tour, 90% of our tours are 11 people or less, as we specialize in small, personalized group tours. This gives us the space and time to take pi

★ 4.0 (5)

From $65.00 USD

2 Hour Pullman/Roseland Chicago Tour

Explore the vibrant neighborhoods of Chicago with engaging tours that delve into the rich history and culture of areas like Pullman, led by Historian Dilla, who

From $45.00 USD

2 Hours Chicago Architecture Tour - Skyscrapers and Photo Ops

Explore the architectural extravaganza of Chicago downtown and discover the most amazing and captivating facts about the first high-rises, city planning, and co

★ 5.0 (1)

From $89.00 USD

2 hours Private Evening Walking Tour with the Ghosts of Chicago

Step into the eerie past of Chicago on this thrilling 2-hour private ghost tour led by a local through the haunted corners of the Lincoln Park area.

From $350.00 USD

2-Hour Chicago Lakefront & Museum Campus Segway Tour

Looking for fun things to do in Chicago? Look no further! Join one of our professional guides on a scenic 6-8 mile Chicago Segway tour. Glide effortlessly throu

★ 5.0 (385)

From $64.40 USD

2-Hour Chicago's Chinatown History and Culture Tour

Discover the heart of Chicago’s Chinatown with your authentic history and culture tours, exclusively offered by the official Chinatown Visitor Center. Led by ex

★ 3.8 (5)

From $30.00 USD

360 Chicago Admission & Fast Pass

360 CHICAGO Observation Deck sits 1,000 feet above Chicago’s legendary Michigan Avenue. Located on the 94th floor of 875 N. Michigan (formerly the John Hancock

From $35.00 USD

90 minute Chicago's Chinatown History and Culture Tour

Explore the highlights of Chicago’s Chinatown in just 90 minutes with our expert-guided History and Culture Tour. This tour takes you through iconic landmarks,

From $30.00 USD

A Woman's Place: The Chicago Women's History Walking Tour

Forget the history you learned in school—Chicago’s story looks very different when told through the women who helped shape it. On this captivating 2-hour walkin

From $31.50 USD

African American Heritage Tour of Chicago

This tour visits the homes of Louis Farrakhan, the former home of Elijah Muhammad and the former home of Muhammad Ali. We will pass by and take pictures at the

★ 4.4 (144)

From $125.00 USD

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

★ 4.8 (82)

From $16.00 USD

Architectural and Historical Private Tour in Downtown Chicago

To me, one can appreciate a given building, or piece of public sculpture, far better when a tour guide explains the historical and cultural context. What was im

From $199.00 USD

Art Institute of Chicago Private Expert Guided Tour

Let our expert local guides share their passion with you for The Art Institute of Chicago on this private 2 hour tour. As you traverse the hallowed halls, you’l

★ 5.0 (125)

From $215.00 USD

Art Institute of Chicago Skip-the-Line Exclusive Guided Tour

The Art Institute of Chicago attracts nearly as many visitors as other leading galleries like the Met, Louvre & British Museum. On this 2.5 hour exclusive guide

★ 5.0 (344)

From $90.10 USD

Bike Tour in Chicago

Take a spin through the Windy City on a bike tour and discover the most remarkable and world-famous sights. Hit the streets like a local with your guide, dive i

From $129.00 USD

Bizarre Wicker Park: Medicine and Mobsters Self-Guided Audio Tour

This 45-minute self-guided walking tour explores the bizarre history beneath Wicker Park’s elegant surface. Led by a longtime resident, you will discover the ne

From $9.99 USD

Bucktown and Wicker Park’s 606 Trail: A Walking Tour

The Bloomingdale Trail was built on a former railway line that once served as the industrial backbone of Chicago's north side. On this self-guided audio tour th

From $5.00 USD

Burning Spirits Haunted Pub Crawl

Step into the shadows of Chicago’s past on this adults-only haunted pub crawl, where ghost stories, historic landmarks, and legendary nightlife collide. Beginn

★ 5.0 (1)

From $34.99 USD

Chicago 80's Movie Scavenger Hunt Adventure

Do you love 80's movies? Explore Chicago’s cinematic history with an engaging scavenger hunt that takes you through the iconic Loop and River North. This activi

From $6.00 USD

Chicago and All MidWest Self Guided AI Audio Tours for 7 Days

With this AI app, you're no longer restricted to crowded group tours or rigid scripts. Explore iconic Chicago sites like Millennium Park and the Magnificent Mil

★ 5.0 (2)

From $11.75 USD

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 gr

★ 4.4 (81)

From $15.00 USD

Chicago Architecture Walking Tour: Incredible Art Deco Interiors

Though the Art Deco style throws us back in time, it’s actually a futuristic style — it’s meant to make people in the 1920s think of the future. The gleaming ma

★ 5.0 (130)

From $35.00 USD

Chicago Architecture Walking Tour: What's New

Over the course of 90 minutes, explore some of the newest buildings around the Chicago Architecture Center, focusing on construction elements and their impact o

★ 5.0 (91)

From $35.00 USD

Chicago Architecture, Art and History Tour - Off The Beaten Path

This short but sweet and unique adventure will take you on a 2-hour walking tour by the interiors of the most iconic buildings of Chicago downtown. Dive into t

From $95.00 USD

Chicago Architecture, History and Culture Loop Walking Tour

Explore Chicago’s historic Loop through the prism of its architecture. This three-hour trek will cover defining moments from 350 years of Chicago’s history, inc

★ 5.0 (3)

From $50.00 USD

Chicago Art Heist: Millennium Park Puzzle Adventure

You just stole Edward Hopper's Nighthawks from the Art Institute of Chicago. Now you need to disappear into the city before anyone notices. This self-guided esc

★ 4.0 (10)

From $7.40 USD

Chicago Audio Guided Walking Tour 3h and 25 Audio Commentaries

Chicago, a city with undeniable charm, awaits you for a walking exploration of its 25 must-see attractions. From the Riverwalk to Marina City to the famous Clou

From $7.00 USD

Chicago Chinatown: Dragon Kings Puzzle Adventure

The year is 1375, and a devastating drought grips China. The Emperor sends you, his Imperial Advisor, to find the four Dragon Kings, rulers of weather and water

★ 3.8 (10)

From $7.40 USD

Chicago City Minibus Tour

Uncover the best of Chicago on an unforgettable highlights tour designed for travelers, sightseers, and history lovers alike! Step off the bus to admire Frank L

★ 4.9 (647)

From $49.95 USD

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

★ 4.8 (101)

From $35.00 USD

Chicago Crime and Mob Bus Tour

Escape into Chicago's underworld on a crime and mob tour with stops on-and-off the luxury, climate-controlled bus. Explore historic crime scenes with great phot

★ 4.6 (3556)

From $49.00 USD

Chicago Custom Private Walking Tour with A Guide ( Private Tour )

Chicago can sometimes feel inaccessible to visitors, but a private walking tour with a local guide takes the mystery out of the city. This personalized tour foc

From $129.34 USD

Chicago Downtown Private Guided Walking Tour

Uncover Chicago’s bold spirit through its iconic landmarks, from the Gothic Holy Name Cathedral to the gleaming Cloud Gate. Hear untold stories of resilience, a

From $205.00 USD

Chicago Downtown Sports History Adventure

Uncover the essence of Chicago's sports culture on this guided tour through the downtown area. Learn about the city’s iconic sports figures, explore fascinating

From $5.00 USD

Chicago Downtown Walking Tour & Lake Michigan Cruise Tickets

Walk beneath Chicago’s soaring skyline, hear its hidden stories, then see it shimmer from the water on a lake cruise. From the iconic Bean to the legendary thea

From $263.00 USD

Chicago Early Skyscraper Walking Tour in the Loop

Step into the birthplace of the modern skyscraper on this immersive walking tour through Chicago’s historic Loop. Discover the stories, innovations, and hidden

From $39.00 USD

Chicago Full-Day Walking Food Tour with Free Bike or Kayak Rental

Get ready for the most complete adventure the city has to offer—an immersive Full Day Chicago Food Tour and Walking Tour that blends Chicago’s legendary flavors

★ 5.0 (3)

From $99.00 USD

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 H

From $65.00 USD

Chicago Gangsters and Ghosts Walking Tour

We are the original, top-rated Gangsters and Ghosts tour! Hear the tales of the ghosts, and gangsters, that haunt the city. Explore the Chicago South Loop distr

★ 4.8 (195)

From $38.00 USD

Chicago Gangsters and Prohibition Private History Tour

Discover Chicago’s infamous gangster past on a private, fully personalized tour through the city’s historic Prohibition-era streets. Travel in comfort with your

★ 2.3 (3)

From $114.05 USD

Chicago Haunted Ghost Tour GPS Self-Guided Walking Tour

Explore haunted Chicago at your own pace and schedule. Go anytime. Why take this tour? -It's like an in person tour guide, only it's on your phone. -Tour at y

★ 4.8 (5)

From $9.75 USD

Chicago Haunts and Hooligans Tour

Nightly Spirits’ Haunts and Hooligans Tour will illustrate Chicago’s haunted history of secret parlors, underground tunnels, murderous movie theaters and supern

★ 5.0 (41)

From $34.77 USD

Chicago Highlights Private Walking Tour with a Guide

Immerse yourself in Chicago's architectural heritage on an exclusive walking tour, delving into the city's iconic structures and Art Deco gems. Begin your intim

★ 5.0 (1)

From $129.34 USD

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-

★ 4.9 (1377)

From $100.95 USD

Chicago in Spanish. Architecture. Mafia, Interiors, Underground

Discover the real Chicago with those who really know it! At ChicaGo Turismo we transform a simple tour into an unforgettable experience. More than visiting mon

★ 5.0 (11)

From $45.00 USD

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 totally weird stories of Chica

★ 4.9 (52)

From $64.80 USD

Chicago Jewish History Landmarks Private Guided Walking Tour

Walk through Chicago’s vibrant Jewish history, from the striking Loop Synagogue to the inspiring Heald Square Monument and Jay Pritzker Pavilion. Uncover hidden

From $227.00 USD

Chicago Landmarks and Museum Campus Small Group Segway Tour

Looking for fun things to do in Chicago? Explore the city with one of your professional guides on a scenic 6-7 mile tour. Begin your adventure by gliding throug

★ 5.0 (239)

From $70.00 USD

Chicago Loop Self-Guided Audio Tour: Architecture & History Walk

Discover the vibrant essence of Chicago with a self-guided tour through the Loop, the city’s historic downtown. This journey unveils a blend of striking skysc

★ 5.0 (5)

From $9.99 USD

Chicago Millennium Park Self-Guided Walking Tour

Enjoy moving at your own pace through Chicago's Millennium Park with an app as your guide. You and your private party can stop or start the app whenever you lik

★ 4.6 (5)

From $14.99 USD

Chicago Murder Mystery Tour

You will solve a murder as you learn real Chicago history! Play detective as you unravel a murder mystery, and learn about Chicago's true crime legends and Proh

★ 5.0 (755)

From $35.00 USD

Chicago Mystery Scavenger Hunt: Solve the Loop’s 1920s Whodunit

Channel your inner Sherlock Holmes in this murder mystery hunt around The Chicago Loop. In the “Murder in The Chicago Loop” transports you to the year 1923.

★ 5.0 (1)

From $59.00 USD

Chicago Night Crimes Tour by Bus

Join us for a fun night of exploring Chicago's crime history on this 2-2.5-hour bus tour that includes: * World famous crime scenes like the St Valentine's Day

★ 4.8 (514)

From $55.00 USD

Chicago Pope Leo XIV's Roots Tour

Discover the unique journey of Pope Leo XIV through Chicago on this interactive bus tour. Visit his childhood home and childhood church in the suburb of Dolton

From $79.00 USD

Chicago Private Neighborhoods Tour to Lincoln and Hyde Park

Discover the vibrant neighborhoods and cultural districts of Chicago on a private, fully personalized tour. Travel in comfort with your English-speaking driver,

From $223.41 USD

Chicago Private Tour to Lake Geneva and Anderson Japanese Gardens

Discover the natural beauty of Lake Geneva and the tranquil Anderson Japanese Gardens on this private 10‑hour getaway from Chicago. Begin your day with convenie

From $1,200.00 USD

Chicago River Ghost & Dark History Night Cruise

See Chicago from a different perspective on this evening cruise that explores the city’s darker side. As twilight settles over the skyline, glide along the Chic

★ 4.1 (213)

From $46.00 USD

Chicago River Guided Ghost Tour

Explore the Chicago River in a unique way with this 120-minute Guided Ghost Tour. Learn about the city's haunted history, including the Great Chicago Fire and t

★ 5.0 (6)

From $65.00 USD

Chicago River Yoga Walk Tour

This is truly an experience like none other. It is combination of a historical walking tour of the Chicago Riverwalk and Yoga. It is a very non-traditional Yoga

From $44.00 USD

Chicago Riverwalk & Millennium Park Self-Guided Audio Tour Bundle

Explore the surprising beauty and history of the Windy City with this combo tour of Chicago’s Millennium Park and Riverwalk! Snap a picture by the famous Cloud

From $24.99 USD

Chicago Riverwalk Architecture Walking Tour

Explore Chicago's iconic skyline on this enlightening Riverwalk architectural tour. Experience the rich tapestry of history and innovation as "you get your step

From $49.00 USD

Chicago Riverwalk Self-Guided Walking Tour

Welcome to Chicago’s scenic Riverwalk. Spanning from Lake Michigan west to Franklin Street. Called the city second Lakefront', the Riverwalk contains restaurant

★ 4.0 (8)

From $14.99 USD

Chicago Self-Guided Audio Tour

Discover Chicago like never before with complete freedom to explore at your own rhythm, lingering at fascinating locations or moving swiftly through others as y

★ 3.9 (9)

From $6.00 USD

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 Williard Marine, which prov

★ 5.0 (40)

From $90.00 USD

Chicago to Mackinac Island Scenic Tour

Explore the charm of Mackinac Island on this delightful journey from Chicago. Experience a blend of history, culture, and stunning landscapes as you travel thro

From $685.00 USD

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-Davids

★ 4.5 (12)

From $125.00 USD

Chicago Walking Tour of Highlights with Free Bike or Kayak Rental

This tour is ideal for first-time visitors or anyone eager to discover the city’s most iconic Top Attractions and Highlights on a guided Chicago Walking Tour. D

★ 5.0 (6)

From $44.99 USD

Chicago Walking Tour: A Walk Through Time

Want a quick introduction to Chicago’s magnificent architecture? This 90-minute tour takes a comprehensive look at the city’s architectural history by viewing b

★ 4.9 (226)

From $35.00 USD

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 optimis

★ 4.8 (193)

From $35.00 USD

Chicago Walking Tour: Art Deco Skyscrapers Riverfront

Tour the lobbies of five opulent Art Deco skyscrapers built near the banks of the Chicago River during the business boom of the Roaring '20s. Learn how Art Deco

★ 4.9 (102)

From $35.00 USD

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 vary

★ 5.0 (44)

From $35.00 USD

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 them and

★ 4.8 (72)

From $35.00 USD

Chicago Walking Tour: Historic Treasures of Chicago

Learn about the great architectural landmarks of Michigan Avenue and State Street. The 40 years between 1890 and 1930 saw the creation of some of Chicago’s the

★ 4.9 (445)

From $35.00 USD

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 Goldbe

★ 4.9 (70)

From $35.00 USD

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 To

★ 4.9 (169)

From $35.00 USD

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 shopping distric

★ 4.9 (51)

From $35.00 USD

Chicago West Loop Sweet Treats Food Tour: Donuts, Cookies, & More

We begin at a local shop synonymous for their quality donuts––Do-Rite Donuts. From there we’ll walk the Randolph corridor, learning about the history of Chicago

★ 5.0 (89)

From $70.00 USD

Chicago's Gold Coast Hidden History: A Self-Guided Audio Walk

Amy Bizzarri, author of 111 Places in Chicago That You Must Not Miss, takes you on a fascinating self-guided audio tour of hidden historical spots in Chicago's

★ 4.4 (8)

From $8.09 USD

Chicago's Original Gangster Tour by Bus

Our guides present an accurate account of the activities in Chicago during the 1920's and 1930's (Prohibition Era). You will hear about the exploits of Capone,

★ 4.6 (179)

From $48.00 USD

Chicago's Secret Interiors Architectural Walking Tour

We invite you to step inside the city’s most exclusive, jaw-dropping architectural treasures. Led by an expert local storyteller, you’ll discover breathtaking h

★ 4.9 (47)

From $35.00 USD

Chicago’s Millennium Park Self Guided Audio GPS Walking Tour

Our tour will take you through Millennium Park, starting at the Millennium Park Welcome Center. We’ll wander past shining sculptures, playful fountains, and pea

From $9.75 USD

Chicago’s Ragtime & Jazz Eras: A Self-Guided Audio Tour

See Chicago through the eyes of Al Capone and the Everleigh Sisters at your own pace with this affordable walking tour. • Walk in the footsteps of the gangster

From $6.99 USD

Chinatown History and Culture Tour

Winner of 10 Best History Tours by USA Today in 2026, and the "ORIGINAL" Chinatown tour since 2001. Discover the history, culture, and hidden stories of Chica

From $25.00 USD

Cooking Class with Celebrity Chef Tony Hu

Join our exclusive cooking workshop series in collaboration with celebrity chef Tony Hu. In the first session, you'll learn to prepare two of his signature dish

From $135.00 USD

Discover Chicago: A Self-Guided Walking Tour

Discover Chicago's soaring ambition and neighborhood soul with your self-guided audio tour, allowing you to explore America's most architecturally significant c

★ 2.0 (1)

From $3.52 USD

Downtown Chicago Guided Walking Tour Semi-Private 12ppl Max

What do the artists Picasso, Chagall, Miro, and Kapoor all have in common? Incredible public art hiding in plain sight amidst world famous architecture. This 2.

★ 5.0 (5)

From $55.00 USD

Downtown Chicago Loop Walking Tour (Private)

Discover the stories, styles, and spirit that built Chicago into the architectural capital of the world. On this walking tour through the Loop, you’ll explore t

From $27.00 USD

Embers of the Windy City: Chilling Chicago Ghost Tours

Come on our chilling ghost tour presented by US Ghost Adventures! Book Directly With Windy City Ghosts and save $5/person. Windy City Ghosts walking Ghost Tour

★ 4.4 (125)

From $26.00 USD

Exclusive Downtown Chicago Guided Walking Tour 12ppl Max

What do the artists Picasso, Chagall, Miro, and Kapoor all have in common? Incredible public art hiding in plain sight amidst world famous architecture. Tour Ch

From $55.00 USD

Explore Chicago Black Culinary Heritage

The Experience is more than a food tour. It is an immersive cultural experience that combines food, history, architecture, and storytelling in one of Chicago’s

★ 5.0 (2)

From $75.00 USD

Explore the Historic Old Post Office in Chicago

Explore the new Old Post Office Building, whose early 20th-century design has been adaptively reused into a beautiful, modern Class A Office building. It once

★ 5.0 (25)

From $15.00 USD

Express Chicago Photo Tour of Landmarks

Let’s take photos at one of Chicago’s most famous spots - the bright red CHICAGO sign at the Chicago Theatre! During this 30-40 minute photo walk, I’ll help you

★ 5.0 (4)

From $99.00 USD

Field Museum Basic Admission Ticket Plus VR Experience

A visit to the Field Museum unlocks a world of discovery with access to captivating exhibitions like the Griffin Halls of Evolving Planet and the iconic SUE the

From $42.00 USD

Field Museum Basic Admission Ticket with Tasting Experience

Explore the wonders of the Field Museum with general admission that covers all open general exhibitions, including the Griffin Halls of Evolving Planet & SUE th

★ 1.0 (1)

From $55.00 USD

Field Museum of Natural History Admission Tickets

Explore over 40 million artifacts, including SUE, the world’s largest, most complete T. rex ever discovered! Discover 23 mummified remains in a recreated Egypti

★ 4.6 (589)

From $29.00 USD

Field Museum of Natural History Early Access Ticket

Visit the Field Museum like a VIP on this one- hour early access VIP tour. Head inside the Field Museum at 8am before it opens to the general public and see our

★ 4.5 (58)

From $73.00 USD

Great Lakes & Mackinac Island 4-Day Small Group Tour from Chicago

Take in three of the Great Lakes and a string of classic Midwest towns on this four-day small-group loop out of Chicago. Travel up the western shore of Lake Mic

★ 5.0 (2)

From $1,125.00 USD

Guided Audio Road Trip Route 66

Live the mythical Route 66 as it should be: at your own pace, with freedom and with the feeling of being walking a living history. This audio guide accompanies

★ 1.0 (1)

From $29.40 USD

Hanfu Chinese Traditional Costume Try on

Discover the elegance and beauty of Hanfu, the traditional  clothing of ancient China, in this one-of-a-kind cultural experience here at our Chinatown Visitor C

★ 5.0 (1)

From $20.00 USD

Haunted Chicago Booze and Boos Ghost Walking Tour

Join this Chicago haunted pub tour which is a combination ghost tour and pub crawl that will take you on a walking tour to explore the fascinating history of Ch

★ 4.9 (330)

From $35.87 USD

Haunted Chicago: Crime, Ghosts, and Capone Walking Tour

Walk in the footsteps of Al Capone, John Dillinger, and real life ghost stories while hearing tales of Chicago's haunted past. Visit Prohibition Era speakeasy b

★ 5.0 (409)

From $35.00 USD

Haunted Chicago: Lincoln Park Ghost & History Walking Tour

This isn’t just a ghost tour, it’s a story-driven walk through one of Chicago’s most haunted landscapes, where real history and local legend collide. Unlike to

★ 4.0 (13)

From $29.99 USD

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 life. Cruise to

★ 4.7 (38)

From $75.48 USD

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, from the mun

★ 5.0 (51)

From $45.00 USD

Historic Pullman Private Half-Day Walking Tour

Step into Chicago’s past and explore the story of America’s first model industrial town on this guided walking tour through the Pullman Historic District. Once

From $223.00 USD

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 the sights.

★ 4.9 (488)

From $47.00 USD

History and Architecture of Chicago Loop Walking Tour

Discover the amazing history and architecture of Chicago with expert tour guide Dave Lineal. Walking among gigantic towers of downtown, we will learn why and ho

★ 5.0 (24)

From $33.00 USD

Hyde Park Walking Tour History Race and Urban Change

Discover the rich history and dynamic transformation of Hyde Park on this engaging walking tour. Delve into the neighborhood's evolution from a lakeside retreat

From $5.00 USD

Iconic Action Film and Movie Locations 1 Day Tour in Chicago

From the Gotham chaos in The Dark Knight to the explosive battles of Transformers, Chicago’s skyline has played a starring role in countless blockbusters. On to

★ 5.0 (1)

From $158.00 USD

Illinois Holocaust Museum Experience360 Admission

Illinois Holocaust Museum presents Experience360 offers a profound journey through the narratives of survival and resilience during the Holocaust and other geno

★ 5.0 (26)

From $12.00 USD

Inside Tour of Chicago’s Fine Arts Building

Take a time travel journey inside Chicago's best-kept secret: a 125-year-old architectural marvel. This extraordinary building was envisioned by renowned archit

★ 4.9 (28)

From $45.00 USD

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 ea

★ 5.0 (24)

From $35.00 USD

Lakefront Segway Tour in Chicago

Segways are amazingly fun, and Chicago's lakefront, parks, and skyline are absolutely gorgeous! Add our smart, entertaining tour guides to the mix, and you have

★ 4.6 (151)

From $70.00 USD

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 res

★ 4.9 (47)

From $40.00 USD

Lincoln Park Secrets: Private Enchanted Pedicab History Tour

Our knowledgeable and licensed guide will drive you between each location in an open air motorized pedicab! Also a great option for anyone with mobility impairm

★ 5.0 (1)

From $125.00 USD

Logan Square Walking Tour Experience

An amazing, local's guided tour of one of Chicago's coolest neighborhoods. Learn the history and get advice from a local who knows this area and make your Chica

From $35.00 USD

Mackinac Island Private Day Tour from Chicago

Discover the charm of Mackinac Island on a delightful journey from Chicago, blending history, culture, and stunning landscapes. Without cars, the island embrace

From $1,350.00 USD

Magnificent Mile Scavenger Hunt: Chicago Walking Tour and Game

Embark on an engaging scavenger hunt through the historic streets of Chicago! Explore the beautiful Magnificent Mile. Stroll the happening riverwalk See the his

★ 5.0 (1)

From $24.50 USD

Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting

Gain entry into one of the largest interactive torture museums in the USA with this attraction ticket. Explore the museum with an audio guide and learn about th

★ 4.8 (1075)

From $35.83 USD

One Day Galena and Dubuque Tour from Chicago

Explore the charming towns of Dubuque and Galena on this enriching day trip from Chicago. Begin your journey along the scenic Mississippi River in Dubuque, wher

★ 3.0 (2)

From $450.00 USD

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 exclusiv

★ 5.0 (1801)

From $35.00 USD

Original Chicago Prohibition Bus Tour

Our Original Bus Tour is a deep dive into Chicago's most notorious era. Taking you to neighborhood gems you may not find on your own, grab a drink and enjoy the

★ 5.0 (4)

From $55.00 USD

Podcast Tour Chicago The Promised Land and the Black Metropolis

Step into the vibrant, resilient heart of Chicago's South Side. On this immersive journey through Bronzeville, you will uncover the epic story of the Great Migr

From $5.63 USD

Prairie Avenue Haunted History Tour and Ghost Hunt

Chicago's original Millionaire's Row, meet the ghosts of the Gilded Age. Marshall Field, George Pullman, Philip Armour, and many more used to live in this amazi

★ 5.0 (12)

From $40.00 USD

Private 2-Hour Walking Tour: Chicago Loop Interior Architecture

Make the best of your visit to Chicago and explore the interiors of the emblematic Loop of Chicago downtown with a private licensed guide. You will enjoy a priv

From $319.24 USD

Private 45-Minute Chicago Skyline Helicopter Tour

This tour is unique as it offers the ability for you and two of your friends or family (a total of 3 passengers) to experience what it is like to fly over the c

★ 4.8 (134)

From $849.00 USD

Private Architectural Walking Tour in Chicago Cultural Center

This private architectural walking tour in Chicago reveals a city shaped by cultural ambition and design excellence. You will begin at the historic Cultural Cen

From $869.00 USD

Private Architectural Walking Tour in Chicago Historic Residences

This private architectural walking tour in Chicago explores residences that reflect the city’s design evolution. You will begin along Lake Shore Drive, where ea

From $869.00 USD

Private Architectural Walking Tour in Chicago Loop Landmarks

Skip the crowds this is a private tour for your group only! Embark on a captivating journey through the Loop’s architectural wonders with our Loop Architecture

From $869.00 USD

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

★ 5.0 (27)

From $162.50 USD

Private Chicago Loop Architecture Walking Tour

Explore the historic Loop District of Chicago on a private walking tour that delves into the city's architectural legacy. With an expert guide, visit iconic sky

★ 5.0 (13)

From $180.00 USD

Private Cultural Walking Tour in Chicago with Lakefront Landmarks

This private cultural walking tour in Chicago presents the city’s architectural heritage and lakefront legacy. You will begin in Millennium Park, where public a

From $869.00 USD

Private Family Walking Tour in Chicago Loop Cultural District

This private family walking tour in Chicago introduces the cultural and architectural identity of the Loop district. You will begin in the financial center, whe

From $669.00 USD

Private Historical Ghost Walking Tour in Chicago Lincoln Park

This private historical ghost walking tour in Chicago explores stories rooted in the city’s layered past. You will walk through Lincoln Park, an area shaped by

From $869.00 USD

Private History and Architecture of Chicago Loop Walking Tour

Discover the amazing history and architecture of Chicago with expert tour guide Dave Lineal. Walking among gigantic towers of downtown, we will learn why and ho

From $144.00 USD

Private Magnificent Mile Architecture Tour and 360 Chicago Ticket

Experience the story of Chicago through its skyline on a walking tour that stretches from the city’s 19th-century roots to its most striking modern towers. From

★ 4.9 (81)

From $160.00 USD

Private Wicker Park and Bucktown Walking Tour

This is your chance to tour the coolest of Chicago's 77 neighborhoods alongside a funny, knowledgeable local guide. You've done the Loop; now it's time to see a

★ 5.0 (3)

From $195.00 USD

Prohibition Chicago: Myth vs. Reality Walking Tour

More than 100 years later, stories of Prohibition-era Chicago still capture the public’s imagination. But the portrayal of that era in popular culture isn't alw

★ 5.0 (1)

From $35.00 USD

Resilience and Revolution: Audio Tour of Chicago’s Black History

Chicago is inseparable from its Black history, where local pioneers helped shape the city’s story. On this self-guided audio tour through downtown Chicago, you’

From $14.99 USD

Roundtrip Shuttle to South Side and Obama Presidential Center

Discover more of Chicago beyond downtown with this convenient South Side open-top shuttle transfer. Travel from central Chicago to some of the city’s most impor

★ 4.3 (12)

From $10.00 USD

Route 66 Multi Day Tour from Chicago to Los Angeles

Travel the legendary Route 66 in 14 unforgettable days - from Chicago to Los Angeles across eight states, discovering over 450 handpicked points of interest. Ex

From $10.00 USD

Secrets of Lincoln Square: Self-Guided Puzzle Quest in Chicago

Roam the lively heart of Lincoln Square with its cafés, delis, and other fun and fascinating stores; stand beside the Berlin Wall; take in ghastly history, gorg

★ 3.3 (3)

From $6.46 USD

Self-Guided Podcast Tour Chicago: The Loops Monumental Canvas

Discover how a city of rigid steel and glass skyscrapers transformed its streets into a world-class, democratic art gallery. On this immersive walking tour thro

From $5.63 USD

Sip Happens: Chicago Loop Prohibition Tour

Explore the underground drinking culture of Chicago during the Prohibition era on this captivating app-guided walking tour. Uncover the secrets of hidden bars a

★ 1.0 (1)

From $5.00 USD

Skip the Line Chicago Art Institute Tour Semi-Private 12ppl Max

The Art Institute of Chicago attracts nearly as many visitors as other leading galleries like the Met, Louvre & British Museum. On this 2.5 hour semi-private (1

★ 5.0 (248)

From $90.10 USD

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 tours multiple neighbor

★ 4.5 (54)

From $125.00 USD

Small Group Walking Tour of Chicago The Loop

Explore Chicago with a passionate local guide on a small-group walking tour that takes you beyond the city's most recognizable landmarks. As you stroll through

From $25.00 USD

Taste of Chicago's Chinatown Food Tours

Best Chinatown Food and Walking Tour in town! The Chicago’s Chinatown Food and Walking Tour is a 3-hour immersive culinary and cultural experience designed to h

★ 5.0 (3)

From $85.00 USD

The Art Institute in Chicago Highlights Tour & Photoshoot

Discover the Art Institute in a unique way that blends art, storytelling, and photography. After a warm welcome, we'll head inside with tickets included & begin

★ 5.0 (5)

From $101.00 USD

The Bear Private Pedicab Food Tour of Chicago

If you want culture, history, food, cinema and film and a heavy dose of all things Chicago this is your tour! Get ready to EAT. We are true fans of Chicago, The

★ 5.0 (1)

From $200.00 USD

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 theat

★ 4.0 (58)

From $32.00 USD

The Deep Pockets Of Graceland Cemetery Walking Tour

Dive into this captivating journey through the hallowed grounds of Chicago’s Graceland Cemetery. As we stroll amidst the stunning and serene beauty of historic

★ 4.8 (11)

From $45.00 USD

The Devil in the White City: A Haunting History Tour

We are Chicago's first and best Devil in the White City tour, offering the history, legends and lore surrounding H.H.Holmes, the World's Fair and Victorian Chic

★ 4.5 (17)

From $74.99 USD

Visit in French: The Evolution of the Skyscraper

This unique tour will give you a complete overview of Chicago's architecture. While listening to the history of the city, you will see, in chronological order,

From $35.00 USD

Walking Prohibition Tour

Get a closer look into how alcohol flowed through the streets of Chicago! From the “down and dirty” gangster hangouts, to the “jackets required” establishments

From $45.00 USD

Welcome to Chicago: The Essential City Tour with photo stops

Learn from a local as you discover Chicago’s top spots for food, drinks, architecture, and culture. On this tour, you'll explore downtown uncovering their histo

From $35.00 USD

Wind and Souls an Adults Only Ghost Tour in Chicago

Leave the little ones at home and step into the shadows for a spine-chilling evening designed exclusively for adults. Not all spirits in Chicago are content to

★ 4.2 (46)

From $34.99 USD

Workers Cottages of Oldtown Triangle Walking Tour

This tour will show you many of these delightful cottages and the different styles they were designed and constructed in. You will also learn about their histor

★ 5.0 (57)

From $45.00 USD