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Top Chicago Historical & Heritage Tours

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

clock 5 hours
  • Come on as we help you discover some of the best sights and food Chicago has to offer with a local guide by your side.
  • Join an epic tour of some of the city's greatest hits: incredible architecture, both old and new, delicious local treats and iconic Chicago dishes, along with a unique Chicago transit ride, stunning river views, and much more Read more
  • Enjoy a couple of classics made-in-Chicago snacks like Chicago-style popcorn and homemade chocolates
  • Realise why locals have so much passion for their Chicago-style classics
  • What You'll Do:

  • Visitors on this trip have to meet at The Chicago Theatre, 175 N State St, Chicago, IL 60601, USA
  • Everyone needs to be there at 10:00 AM to meet their guide
  • Learn more about the history, cuisine, and culture of Chicago with some of the finest details this city has to offer with fun activities and food
  • What It Includes:

  • Visit places like The Chicago Theatre, Chicago Pedway, Chicago Riverwalk, Chicago River, Cloud Gate, and many more
  • Water Taxi or Subway Tickets are included
  • Entry/Admission for Chicago River is also included
  • Travellers will be provided with enough food to satisfy their hunger for the day
  • Trip is wheelchair friendly and all age groups are welcomed to participate
  • Travellers Talk:

  • Travellers liked the local guides and their presence and knowledge
  • They loved the city, its architecture, food and the tour itself
  • Is It Right:

  • Rediscover the city of Chicago by booking this journey
  • Other than weather conditions, nothing can stop you from taking part while you are enjoying yourself on this trip
  • Read lessRead more

Sin and Suds Chicago Beer Tour

clock 2 hours 45 minutes
  • Take a trip to Chicago's Loop and South Loop neighbourhoods.
  • These three hours entitle the travellers to taste the various types of beer. Read more
  • Along with this,roam around the neighbourhoods and experience the nightlife of Chicago.
  • What You'll Do:

  • The travellers are picked from Exchequer Restaurant & Pub, 226 S Wabash Ave, Chicago.
  • One gets to see the inner life of the famous neighbourhoods and much more on this walking tour.
  • In the Sin & Suds tour, follow your professional guide who leads you through the various neighbourhoods as well as guides you to local bars and breweries.
  • What It Includes:

  • Visit the neighbourhood of The Loop, which is one of the oldest neighbourhoods of Chicago where there is a lot of history to know.
  • Buddy Guy's Legends and South Loop are the other neighbourhoods which are up for a visit by the travellers.
  • There are provisions for beer tasting and food tasting for the travellers.
  • Travellers Talk:

  • One of the travellers was very happy to learn about the various neighbourhoods in the city of Chicago and also learn the history of the places.
  • Another traveller was very happy to have spent a night whisking through the nightlife of Chicago and tasting beer and food as well.
  • A trip that has received a recommendation from all travellers who took part
  • Is It Right:

  • Don't be concerned as there is no age bar on this trip except for the fact that children are not allowed to consume beer.
  • Anyone interested in learning about the neighbourhoods of Chicago and their history is welcome to this tour.
  • Read lessRead more

Chicago Architecture Walking Tour: Dazzling Interiors™ of the Loop

clock 2 hours
  • Sign up for an architectural and walking tour in Chicago which allows a person to explore the mesmerizing beauty of the beautiful city.
  • Learn more about the architectural significance from an expert guide Read more

    What You'll Do:

  • Get a chance to visit some amazing places with exceptionally beautiful architecture
  • Tiffany stained glass dome at Chicago Cultural Center which is the largest in the world is put up for exploration for the people on this cost saving and highly entertaining trip.
  • Get intrigued by art-deco gem at the Chicago Board of Trade Building
  • Starting point for this tour is the 425 S Financial Pl, Chicago, IL 60605, USA
  • Build your stamina to explore every tit-bit of this glorious city and do not leave any corner unseen
  • What It Includes:

  • The tour lasts for approximately 2 hours
  • A efficient local guide is present to lead all who take part throughout the journey
  • The breathtaking beauty of Chicago is enough to make a person speechless in amazement.
  • People of most age groups can participate in the tour
  • Travellers Talk:

  • The people participating on this trip loved their guides and got a lot of information from them
  • One of them found the tour easy to understand and follow
  • Tourists were involved in the tour and the architecture and found it really amusing
  • Is It Right:

  • If one likes learning more about the architectural marvels of any place they visit then this trip is perfect for them
  • Architecture enthusiasts are always welcome to come join this trip
  • Couples and family members can take part in this journey together
  • Read lessRead more

A Storied Neighborhood: A Self-Guided Audio Tour with Bill Ayers

clock 40 to 60 minutes
  • This self-guided audio tour begins at the Laboratory Schools founded by John Dewey, and winds through the University of Chicago. Along the way, walkers will encounter world-renowned architects and Nobel Laureates, robber barons and artists, the DuSable Museum of African American History and the birthplace of the Atomic Age.

    In storied...Read more

Chicago History and Food Tour

clock 3 hours
  • Consider this evening an Edible Education! Roll your sleeves up and get ready to taste the Chicago's quintessential foods in it's Downtown Loop neighborhood on this dinner food tour! Indulge in Chicago’s favorites while involving all the other senses and enjoying the historical sites and stories along your...Read more

Chicago Night Crimes Bus Tour

clock 120 to 150 minutes
  • Come join this fun bus hop on hop off tour where tourists can learn all about the crime history of Chicago
  • Learn about the mind-blowing histories of the leading gangster and mobster figures of Chicago. Read more
  • Visit the legendary gangster shootout sites like the St. Valentine's Day Massacre, the handshake murder, and The Enforcers safe, and tunnels, and much more as the tourists get to enjoy themselves to the fullest.
  • What You'll Do:

  • Explore historic crime scenes after dark.
  • Explore landmark buildings like Biograph Theatre and Harry Caray's Italian Steakhouse, and many more iconic places.
  • Drive to several historic crime scenes throughout Chicago and get to know about its history
  • Travellers can also drive by the park on the way to several historic crime scenes throughout Chicago.
  • What It Includes:

  • Find your way with the help of a local, informative, and courteous tour guide
  • The time taken for this tour is approximately 2 hours
  • This tour includes multiple stops on and off the bus.
  • Traveller pick up and drop off is available in this tour.
  • Live commentary provided by the tour guide is available on board in this unique bus tour.
  • Arrive at least 10 minutes early for check-in to hop on the bus.
  • Travellers Talk:

  • According to travellers the tour has been said to be indeed awesome by the travellers
  • The tour guide has been said to be great, personable, and knowledgeable.
  • The guide had lots of knowledge to share and was very professional as well according to the travellers
  • Travellers said the tour guide took the travellers to some interesting places and they were able to hop off the bus easily for conducting photoshoots.
  • Is It Right:

  • Come be a part of an experience that will leave you thoroughly entertained
  • All travellers, even people with certain walking disability, can take part in this tour
  • Read lessRead more

Original Chicago Haunting Ghost Bus Tour

clock 150 to 180 minutes
  • Our classic Chicago Hauntings Chicago Ghost tour is a 2.5 to 3-hour fully-narrated tour by coach bus, with numerous stops along the tour route at some of the most actively haunted sites in Chicago, including the site of the Eastland Disaster, where 844 souls perished on the Chicago River; Death Alley, where more than six hundred children and their...Read more

2-Hour History of Chicago Architecture and Art Segway Tour

clock 2 hours
  • See Chicago’s landmark architecture, outdoor sculptures and famous skyline by Segway! This family-friendly guided tour is both an exciting and educational way to explore Chicago. Plus, you'll save your feet from a day of walking and instead, quickly glide along the lakefront soaking in views of the spectacular skyline while seeing some of the...Read more

Private Haunted History of Chicago Ghost Tour

clock 3 hours
  • Up for more of a spooky perspective of the Windy City? Boy, does it deliver. We have curated a unique and underground ghost tour, providing you with the rare opportunity to visit many of Chicago’s notable haunted locations. 
    • Murder Castle: the hotel designed specifically for murdering people in the late 1800s by America’s first mass...Read more

Chicago Walking Tour: The Magnificent Mile

clock 1 hour 30 minutes
  • 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 district. Hear the secrets and stories behind the striking buildings on North Michigan Avenue that have become architectural icons.

    Developed over the past 100 years, the street includes...Read more

45-Minute Chicago River Architecture Tour from Magnificent Mile

clock 45 minutes
  • 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 history and architectural heritage features highlights from Wendella's full-length architecture tours. Hop aboard our world class vessels as our local...Read more

Chicago Crime and Mob Bus Tour

clock 90 to 120 minutes
  • Escape into Chicago's underworld on a crime and mob tour with stops on-and-off the luxury, climate-controlled bus. Walking tour paths explore historic crime scenes with great photo opportunities. True crime stories about Chicago Gangster Al Capone, The Untouchables, The Chicago Mob, Prohibition, John Dillinger, Frank “The Enforcer” Nitti, Cap...Read more

The Heist Outdoor Escape Game in Eastside Chicago

clock 1 hour 35 minutes
  • Play a city game where you will follow clues to discover amazing places and local stories in Chicago.

    You’ll tour Chicago’s famous Millenium Park and learn about the iconic works of art that populate the area on your way to riches beyond your imagination.

    Are you up for an adventure in Chicago?

    Highlights:
    Explore...Read more

Gangsters and Ghosts Tour in Chicago

clock 2 hours
  • Interested in exploring Chicago from the perspective of ghosts and gangsters? Want to really immerse yourself in the history of this great American city, right from the locations that started it all? This tour visits the locations frequented by some of Chicago's most notorious gangsters along with many of the most haunted locations in...Read more

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

clock 45 to 60 minutes
  • 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 gangsters, bootleggers, hoodlums, gunmen, and crooked cops and politicians who made up what was known as the “Chicago Outfit”
    • Hear from producer Richard Junger, an urban...Read more

Chicago : Art Institute Skip the Line 2 Hours Guided Tour

clock 2 hours
  • Your guide will be there to help you discover this museum in a fun way with interactions and anecdotes and will listen to your feelings about the artworks you will see.
    The Art Institute of Chicago is the second largest art museum in the United States and houses one of the most important art collections, so it can be very difficult to visit it...Read more

Love is in the Windy City - Chicago Walking Tour

clock 2 hours
  • How about an unforgettable time in Chicago with your beloved? If you're looking to have the most romantic time while visiting famous attractions of Chicago, then you can't miss this walking tour! Why is Chicago called "The Windy City"? Did you know that Chicagoans call The Cloud Gate "The Bean"? Do you know why? Together with the professional tour...Read more

Chicago Grand Half-Day Bus Tour

clock 4 hours
  • This comprehensive half-day tour of Chicago is the perfect introduction to the Windy City! Discover the highlights of Chicago’s North Side and South Side and enjoy a scenic drive along the Outer Drive. Pass by Chicago's beautiful Washington Park and Grant Park, and make a 20-minute stop at the fascinating Lincoln Park Conservatory. Stop for...Read more

Chicago Grand Tour and Admission to 360 Chicago (formerly John Hancock Observatory)

clock 4 hours
  • Take a tour of Chicago and visit the 360 Chicago (John Hancock Observatory)! This comprehensive half-day tour is the perfect introduction to the Windy City. Visit the highlights of the North Side and South Side and enjoy a scenic drive along the Outer Drive. Explore Chicago’s beautiful parks on this guided tour, including Lincoln Park,...Read more

Private 45-Minute Chicago Skyline Helicopter Tour

clock 45 minutes
  • 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 city of Chicago on a 45 minute thrill seeking guided tour. The price is the total for all 3 passengers (saving you money compared to other operators who charge per...Read more
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