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Top Illinois Historical & Heritage Tours

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Chicago Crime and Mob Tour

Explore Chicago's gangster past on this 1.5-hour 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.
  • Duration: 1 hour 30 minutes
  • Free Cancellation
From
US$39.95
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  • Duration: 1 hour 30 minutes
  • Free Cancellation
From
US$39.95

Chicago Prohibition Tour

Visit four historic bars in operation since Prohibition in Chicago, and learn from a knowledgeable guide about the surreptitious world of the speakeasy. This adults-only tour takes you by coach to once-illicit establishments in Old Town, Wicker Park and the Chicago Loop where liquor, jazz and mobsters ruled. You’ll hear about Chicago gangsters like Al Capone and learn the historical context for the decade-long ban of alcohol. If you’d like, you can purchase recommended craft cocktails and signature drinks of the 1920s.
  • Duration: 3 hours 30 minutes
  • Free Cancellation
From
US$45.00
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  • Duration: 3 hours 30 minutes
  • Free Cancellation
From
US$45.00

Chicago Walking Tour: Interior Architecture of the Loop and Pedway Tour

Venture inside renowned Chicago landmarks, elegant lobbies, and underground corridors on this 2-hour walking tour. Your expert guide will share insights about interior architectural features of this design-rich city — from mosaic domes to the sprawling Chicago Pedway System — bringing the details of the Windy City into vivid focus. Stop to admire Chase Tower, the Marshall Field and Company Building, the Chicago Cultural Center, and more.
  • Duration: 2 hours
From
US$28.00
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  • Duration: 2 hours
From
US$28.00

SPECIAL OFFER

Chicago Walking Tour: Art Deco Skyscrapers

Admire the incredible façades and intricate interiors of the Windy City's 1920s art deco and art moderne buildings during this 2-hour architecture walking tour of Chicago. Uncover the history of Chicago art deco architectural along with the city's influential role in the development of this iconic artistic style, as you get an up close and personal look at its wealth of gorgeous period buildings. This art deco Chicago walking tour also includes a certified guide.
  • Duration: 1 hour 30 minutes
  • Free Cancellation
From
US$26.00
US$29.00  US$3.00 savings
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  • Duration: 1 hour 30 minutes
  • Free Cancellation
From
US$26.00
US$29.00  US$3.00 savings

Field Museum of Natural History Discovery Pass

Buy your Field Museum Discovery Pass in advance to streamline your sightseeing experience in Chicago. With pass in hand, you'll save time waiting in line and get access to all general admission exhibits, as well as one ticketed special exhibition or a 3D movie. Your pass gives you the ability to explore on your own time, spending as long as you like in the Hall of Gems or checking out the titanosaur. Free tours are available throughout the day.
  • Duration: 1 to 8 hours
  • Free Cancellation
From
US$32.00
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  • Duration: 1 to 8 hours
  • Free Cancellation
From
US$32.00

Field Museum of Natural History All Access Pass

One of Chicago’s most popular and recognizable landmarks, the Field Museum of Natural History offers a wide array of treasures, from its Hall of Gems to Sue—one of the best-preserved Tyrannosaurus Rex fossils ever found. Guarantee your admission to this in-demand museum, and prevent any stress, by booking your tickets before you travel. Upon arrival, you can explore the museum at your own pace, and even embark on a complimentary, docent-led tour.
  • Duration: 1 to 8 hours
  • Free Cancellation
From
US$38.00
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  • Duration: 1 to 8 hours
  • Free Cancellation
From
US$38.00

Macy's State Street Historical Store Tour

Enjoy a guided, 1-hour, small-group tour of Macy's State Street, a Macy's flagship destination and true American original in Chicago. In and around the National Historic Landmark, see the first-ever restaurant in a department store — the Walnut Room— plus the Tiffany Ceiling, the Great Granite Pillars, the Great Clocks and more. After the tour, receive a 10 percent Visitor Savings Pass to shop and dine through this historic 9-floor building filled with the best in fashion, cuisine and more.
  • Duration: 1 hour
  • Free Cancellation
From
US$12.00
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  • Duration: 1 hour
  • Free Cancellation
From
US$12.00

Chicago Lakeside Architecture Tour

Get views of Chicago's famous architecture from the deck of a boat during this 75-minute sailing excursion. Learn about the people, plans, and persistence that shaped Chicago's architecture along the shoreline. Hear about the city's historical maritime roots to modern science and technology through your guide's commentary while taking advantage of great photo ops. Choose between an afternoon or early evening departure and relax as you enjoy the sights. 
  • Duration: 1 hour 15 minutes
From
US$33.60
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  • Duration: 1 hour 15 minutes
From
US$33.60

SPECIAL OFFER

Chicago Walking Tour: Modern Architecture

Embark on a walking tour of Chicago's more-recent architecture heritage with a 2-hour stroll highlighting the city's modern, postmodern, and international structures. Especially known for its architectural originality, Chi-town boasts everything from the elegant metal and glass tower of One South Dearborn to the Harold Washington Library, with its Beaux-Arts inspired exterior. Your guide will highlight these and other unique buildings, relaying background on their individual histories and construction en route.
  • Duration: 1 hour 45 minutes
  • Free Cancellation
From
US$26.00
US$29.00  US$3.00 savings
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  • Duration: 1 hour 45 minutes
  • Free Cancellation
From
US$26.00
US$29.00  US$3.00 savings

Haunted Chicago Segway Tour

Glide through the city of Chicago by moonlight on this haunted Segway tour. Follow your costumed local guide for 2 hours 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.
  • Duration: 2 hours
  • Free Cancellation
From
US$70.85
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  • Duration: 2 hours
  • Free Cancellation
From
US$70.85

Auditorium Theatre Historic Tour

Get an insider’s look at Chicago’s architectural heritage during this 60-minute tour of Auditorium Theatre, a National Historic Landmark. Learn about the history of this 126-year old performance venue as you gaze in awe at the 24-karat gold-leafed ceiling arches, intricate wall mosaics, and painstakingly-restored stencil patterns. You’ll also learn about the numerous concerts, plays, operas, political conventions, and more that have graced its stage.
  • Duration: 1 hour
  • Free Cancellation
From
US$12.00
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  • Duration: 1 hour
  • Free Cancellation
From
US$12.00

Chicago Architecture Walking Tour: Historical Masterpieces of the Loop

Learn the stories behind the skyscrapers on a 2-hour walking tour of Chicago’s architectural history and highlights. Follow your knowledgeable guide through the Loop district,  take in the city’s most important buildings and get a new perspective on the Second City skyline. Enjoy the bustling streets of this diverse, vibrant neighborhood as you compare buildings across time and contrast works by the same architect. You’ll never look at Chicago’s iconic building the same way again.
  • Duration: 2 hours
  • Free Cancellation
From
US$30.00
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  • Duration: 2 hours
  • Free Cancellation
From
US$30.00

Macy's Center City History Tour in Philadelphia

Take a 45-minute tour of Macy's Center City in Philadelphia, a National Historic Landmark formerly known as the Wanamaker building. Your guide shares the history of the stunning architecture and decor while pointing out features such as the Wanamaker Grand Court Organ and the Grand Court Eagle. You'll also receiver a discount coupon to use in the store after your tour.
  • Duration: 45 minutes
  • Free Cancellation
From
US$12.00
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  • Duration: 45 minutes
  • Free Cancellation
From
US$12.00

Sunday Pizza History & Tastings Bus Tour

Created by 13-time James Beard Award-winning food journalist Steve Dolinsky, this series of tours is based on his book, "Pizza City, USA" and features four different styles of pizzas in less than three hours. Learn about Chicago's 10 pizza styles, and discover why there's more to The Windy City than just deep-dish. Go back in the kitchens to see how pizzas are made, talk to the owners and taste the differences. Expert doughcents will share the history of Chicago pizza as well other interesting tidbits about the neighborhood you're exploring.
  • Duration: 3 hours
From
US$69.00
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  • Duration: 3 hours
From
US$69.00

NEW TO VIATOR

Moonlit Cemetery Tour - Bluff City Cemetery

• Join us on an interesting tour of this historic cemetery. Unlike other tours which just talk constantly, you get to enjoy the peace and quiet of the cemetery and anticipate the experiences that await you. • During the tour you will learn some history about the cemetery and different burial practices of the past. We will teach you how to try and capture paranormal activities on your camera, or camera phone. • included in the price is the use of special equipment for detecting Spirits in the cemetery. • This is small-group tour (20 people max) • The tour lasts 3 hours • Your experienced Spirit Guides will take you on a fascinating Moonlit Tour of the Cemetery. • Afterlife Tours, Inc. is giving a percentage of every ticket sold back to the Cemeteries, to assist in the preservation, and reconstruction, of this historic cemetery.
  • Duration: 3 hours
From
US$45.00
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  • Duration: 3 hours
From
US$45.00

NEW TO VIATOR

Moonlit Cemetery Tour - Oakwood Cemetery

• Join us on an interesting tour of this historic cemetery. Unlike other tours which just talk constantly, you get to enjoy the peace and quiet of the cemetery and anticipate the experiences that await you. • During the tour you will learn some history about the cemetery and different burial practices of the past. We will teach you how to try and capture paranormal activities on your camera, or camera phone. • included in the price is the use of special equipment for detecting Spirits in the cemetery. • This is small-group tour (20 people max) • The tour lasts 3 hours • Your experienced Spirit Guides will take you on a fascinating Moonlit Tour of the Cemetery. • Afterlife Tours, Inc. is giving a percentage of every ticket sold back to the Cemeteries, to assist in the preservation, and reconstruction, of this historic cemetery.
  • Duration: 3 hours
From
US$45.00
See Details
  • Duration: 3 hours
From
US$45.00

Chicago's Best History and Riverwalk Tour

Discover the true story of Chicago’s history and learn how this once-swampland became one of the biggest and most-popular cities in the world on this 2.5-hour walking tour. Hear stories about the Windy City’s past — from the Fort Dearborn Massacre to the Great Chicago Fire, the 1893 World’s Fair and much more. Stroll the streets, across the Michigan Avenue Bridge to the Chicago Riverwalk and beyond. Also included: a personal, pictorial view book to compare the city’s past with the present plus a headset to hear the guide clearly.
  • Duration: 2 hours 30 minutes
  • Free Cancellation
From
US$25.00
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  • Duration: 2 hours 30 minutes
  • Free Cancellation
From
US$25.00


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