Top Illinois Historical Tours
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54 Illinois Historical Tours | All Illinois Tours
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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 of architect Frank Lloyd Wright's career. See how he tried out innovative design ideas in his own home, and learn about the visionary Prairie style that evolved in his famous studio.
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From
$27.00
From
$27.00

Private 2-hrs Walking Tour: Chicago Loop interior architecture w/ licensed guide
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 private tour and discover the hidden architectural treasures of Chicago with a local expert
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From
$241.45
Price varies by group size
From
$241.45
Price varies by group size
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff

Behind-the-Scenes Tour of Historic Chicago Theatre
Tour the historic Chicago Theater, a must-see city landmark, with a guide providing in-depth commentary. You'll get the most out of your visit by traveling with a guide and get access to some areas of the theater that the public never sees. Learn about its architecture, history, and famous performers throughout the years.
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From
$18.00
From
$18.00

Private Custom City Tour in Chicago
See Chicago the way you want to see it. This private tour is fully customizable to your specifications. Whether you are interested in the architecture and history, the art, the cool neighborhoods, or peaceful parks and happening beaches, this tour will cater to your tastes. Work with a guide to discover Chicago your way.
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From
$330.00
Price varies by group size
From
$330.00
Price varies by group size
Face masks required for guides in public areas
Social distancing enforced throughout experience
Regular temperature checks for staff

Gangsters and Ghosts Tour in Chicago
Experience a colorful side of Chicago history with this Gangsters and Ghosts Tour. With a historian as your guide, you’ll step back to the roaring 20’s, when the Chicago Loop was a hub for bootleggers, speakeasies, and gangsters like the infamous Al Capone. Visit onetime gangster hangouts and haunted sites like the Palmer House, Congress Hotel, and Death Alley.
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From
$27.00
From
$27.00
Face masks required for guides in public areas
Social distancing enforced throughout experience
Regular temperature checks for staff

Private Al Capone Gangster Tour in Chicago
Chicago’s mob history has long been immortalized in popular media. Embark on this Chicago Gangster Tour to learn the true story. With an expert historian as your guide, you’ll visit notorious hangouts of John Dillinger, The Untouchables, and the legendary Al Capone. You’ll stop at former speakeasies, historic hotels, and epic crime sites like that of the Saint Valentine’s Day Massacre.
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From
$330.00
Price varies by group size
From
$330.00
Price varies by group size
Face masks required for guides in public areas
Social distancing enforced throughout experience
Regular temperature checks for staff

Private Haunted History of Chicago Ghost Tour
Discover spooky stories in the Windy City on a private haunted history tour. Visit places with names such as the Murder Castle and Death Alley, and hear about Al Capone and the Old Congress Hotel. See all three locations on one tour that reveals fascinating details about historical events, and rumors of murder and mayhem in Chicago.
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From
$330.00
Price varies by group size
From
$330.00
Price varies by group size
Face masks required for guides in public areas
Social distancing enforced throughout experience
Regular temperature checks for staff

Chicago Night Crimes Bus Tour
Discover the ‘dark side’ of the Windy City thanks to this 2.5-hour, bus-based, nighttime crime history tour of Chicago. Explore the lives of notorious mobsters like Al Capone, Frank Nitti, Bugs Moran, and more as you explore infamous crime scenes like the St. Valentine’s Day Massacre, learn about ‘The Enforcer’s Safe,’ and stop by local watering holes.
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From
$50.00
From
$50.00
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff

Chicago Crime and Mob Bus Tour
Explore Chicago's gangster past on this mafia tour in a coach vehicle. Drive around the Windy City to see where Al Capone, The Untouchables, Hymie Weiss, and John Dillinger, among other thugs hung out. A history-savvy guide introduces you to some of the most storied locations of Chicago’s criminal past, including Holy Name Cathedral, Biography Theatre, and the site of the bloody St. Valentine’s Day Massacre. You'll be able to get out and pose for pictures in front of a historic courthouse, among other infamous sites.
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From
$45.00
From
$45.00
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff

Chicago in a Day: Food, History and Architecture Combo Tour
An excellent choice for first-time visitors, this tour provides a comprehensive overview of the city and hits on both classic attractions and little-known sites. Beginning at the Chicago Theatre, work your way to the Chicago Pedway, an elaborate network of underground tunnels used by locals and commuters. Stroll the Chicago Riverwalk and the Magnificent Mile, then embark on a food tour to taste some of the city’s famous foods.
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From
$102.30
From
$102.30
Social distancing enforced throughout experience
Guides required to regularly wash hands
Paid stay-at-home policy for staff with symptoms

Lonely Planet Experiences: River North Historical Food Tour
Get to know the food offerings in River North on this small-group walking tour. As you explore, listen to in-depth commentary from your guide on the culinary history of Chicago and the culture of the River North neighborhood. With a small group of just 12 fellow food-lovers, you'll enjoy personalized attention and the chance to chat about your favorite tastings. Samples include the classic Italian beef, a Chicago-style hot dog, and the famous deep dish pizza.
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From
$60.96
From
$60.96
Social distancing enforced throughout experience
Guides required to regularly wash hands
Paid stay-at-home policy for staff with symptoms

Private Tour of Chicago in Open Air Jeep
See Chicago the best way possible, in a PRIVATE open top Jeep Wrangler.
Fun, informative, cool music, top guides, best routes, customizable too.
Sanitized after each trip to do our best to protect everyone. Masks required at all times by driver/guide and guests over the age of 2.
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From
$80.00
Price varies by group size
From
$80.00
Price varies by group size
Face masks required for travelers in public areas
Face masks required for guides in public areas
Face masks provided for travelers

Chicago Lakefront and Museum Campus Small-Group Segway Tour
Experience Chicago like never before on this small-group Segway tour. Visit Chicago’s ‘front yard,’ the beautiful lakefront and 57-acre Museum Campus. Glide along the fragrant floral paths to famous Buckingham Fountain. Then travel along the banks of Lake Michigan, past Monroe Harbor to the Museum Campus for a breathtaking view of the city’s iconic skyline. Guided Segway training plus the use of a helmet are included. Dress in weather-appropriate clothes with flat, closed-toed shoes.
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From
$79.06
From
$79.06

Private Segway Tour of Chicago
There's no better way to tour the world-class city of Chicago than on a Segway! On your very own private tour, we will cruise around the parks and along Michigan avenue and show you the best that Chicago has to offer. If you are passionate about history, architecture, hauntings, Al Capone, and gangster or more, just let us know! We will customize the tour to fit your interests!
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From
$145.95
Price varies by group size
From
$145.95
Price varies by group size
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff

2-Hour Chicago Lakefront and Museum Campus Segway Tour
Explore Chicago by Segway with the benefit of a scenic 7- or 8-mile tour led by your guide. Start with an orientation to operating the Segway and a few minutes to practice. Then roll through the paths of Grant Park to Buckingham Fountain and glide along the Chicago lakefront to view attractions such as Museum Campus, Shedd Aquarium, The Field Museum, and Soldier Field, homefield for the Chicago Bears.
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From
$73.24
From
$73.24

Chicago Insider Segway Tour in Small Group
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 Chicago. We will travel back through the ages as you discover the city through the lens of the Chicago Syndicate, hear the whispers of the city’s elite (or politicians), and be entertained by stories that are rarely told. You’ll think “No, really I never would have known!” Glide around Millennium Park, through the new neighborhood of Lakeshore East, and along the Lakefront as we unveil Chicago’s forgotten past in two hours! Your imagination will come alive as you hear stories of the Chicago Mob, the truth behind the 1968 Democratic National Convention, innovations that changed history, and so much more!
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From
$75.58
From
$75.58

2-Hour Haunted Segway Tour of Chicago
Glide through the city of Chicago by moonlight on this haunted Segway tour. Follow your costumed local guide as they show you the sites of some of the most gruesome murders and disasters in Chicago's colorful history. See Chicago's iconic landmarks lit up during the spookiest time of year and hear about the mysterious, haunted history of this storied city.
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From
$75.58
From
$75.58

2-Hour History of Chicago Architecture and Art Segway Tour
Explore the art and architectural highlights of Chicago on a Segway during this guided tour. This family-friendly tour takes visitors by the outdoor sculptures, landmark buildings, and iconic skyline of the city. Accompanied by educational and informative commentary, this city tour saves you from hours of walking and lets you see all of Chicago's top art and architectural attractions in one tour.
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From
$75.10
From
$75.10

Haunted Chicago Ghost and Pub Walking Tour
Enjoy a memorable Chicago experience on this haunted pub tour. Your costumed guide, dressed as a Flapper or 1920s Gangster, will lead you on a mile-long journey while telling spooky stories of forgotten cemeteries, lingering spirits, and more. Stop at three different bars for drinks (at own expense) as you learn the secret tales behind Chicago’s haunted past.
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From
$25.00
From
$25.00
Face masks required for travelers in public areas
Face masks required for guides in public areas

Chicago Land and River Architecture Tour: North and South Shores
Whether you’re short on time or want to orient yourself to Chicago, a 3.5-hour land and river tour is the perfect option. The comprehensive itinerary takes you through both the North and South sides. Listen as your guide tells insider stories about the people who shaped the city. After the land tour, rest your feet and see the city from a unique vantage point during a 90-minute river cruise.
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From
$92.95
From
$92.95
Transportation vehicles regularly sanitized

Land and River Architecture Tour of Chicago's Scenic North Side
Discover Chicago’s iconic architectural gems from every angle on a 3.5-hour tour of the North Side. Divided between land and water, the comprehensive tour enables you to cover a huge area of the city without getting worn out. Travel comfortably by coach or trolley to Fort Dearborn, Wrigley Building, and more. Afterwards, see the Windy City's famous skyscrapers, bridges, and historical sites on a 90-minute cruise down Chicago River.
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From
$76.95
From
$76.95
Transportation vehicles regularly sanitized

Chicago North Side Tour
Explore the North Side of Chicago on this guided sightseeing tour by coach. During this 2-hour tour, experience the bustle of the Loop, the central business district and one of the financial centers of the country. Visit State Street, an important thoroughfare in Chicago's history and the Magnificent Mile along Michigan Avenue. Learn about the history and culture of the city from your local guide; upgrade your tour to include a Chicago River cruise.
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From
$34.95
From
$34.95
Transportation vehicles regularly sanitized

Chicago Grand Tour and Admission to 360 Chicago (formerly John Hancock Observatory)
This Chicago grand tour covers four hours of sightseeing with admission to 360 Chicago (John Hancock Observatory). Get oriented to the Windy City on a coach tour that takes you along a scenic route on Lake Shore Drive, and past North Side and South Side highlights including Museum Campus, Lincoln Park, Washington Park, Grant Park and Wrigley Field. Finish on the 94th floor of the Hancock Center, one of Chicago's tallest landmarks, for panoramic views of the Magnificent Mile from the open-air observation deck.
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From
$73.95
From
$73.95
Transportation vehicles regularly sanitized

Chicago Grand Half-Day Bus Tour
Get the perfect introduction to the wealth of sights in the Windy City during this 4-hour Chicago day tour. Discover the many landmarks spanning both the city's North Side and South Side, enjoying a scenic ride along Lake Michigan on Chicago's Outer Drive along the way. You'll also have the chance to admire the city's Washington and Grant Parks, explore inside the Lincoln Park Conservatory, see Adler Planetarium and visit the iconic Wrigley Building. This Chicago in a half day tour also includes transport between all sites and tour narration.
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From
$52.95
From
$52.95
Transportation vehicles regularly sanitized
- Art & Culture
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- Seasonal & Special Occasions
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- Travel & Transportation Services
- Unique Experiences
- Hard Rock Cafe Chicago
- Chicago Lakefront Trail
- United Center
- Museum of Science and Industry
- Chicago Picasso (The Picasso)
- Chicago Chinatown
- Harold Washington Library Center (Chicago Public Library)
- Prairie Avenue Historic District
- Soldier Field
- Lookingglass Theatre Company
- Chicago Children's Museum
- Chicago Cultural Center
- Chicago Board of Trade Building
- Pizzeria Uno
- Chicago History Museum
- The Magnificent Mile
- Adler Planetarium
- Chicago Temple
- Art Institute of Chicago
- Miller Park Zoo
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