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Chicago Ghosts & Gangsters Tours: Iconic Food Tastings, Historic Walking Routes & Chilling Luxury Minibus Rides

Chicago Ghosts and Gangsters Tours
4.7

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Jessica
2 years ago
Super interesting experience! Rosa was great! Would definitely recommend to anyone interested in crime/tragedy or just the city’s history in general!

Join an exciting journey through Chicago's gangster past with iconic food tastings, and uncover eerie ghost stories in the city's most iconic—and haunted—locations.

What We Offer

  • Chicago: Gangsters and Food Tasting Walking Tour

    • For for One Adult or Child
    • Step into the delicious and dangerous past of Chicago! Enjoy mouthwatering bites of prime steak, authentic deep-dish pizza, and the legendary Chicago-style hot dog. All while walking the very streets where Al Capone and his rivals once roamed.
    • Tour Times: Daily at 11:15 AM and 1:30 PM (Please arrive 10-15 minutes early)
    • Meeting Point: 71 E Wacker Drive – outside the Royal Sonesta Hotel & Hoyt’s Tavern
    • Duration: Approx. 2 hours
    • Distance: 1.5 miles with frequent stops

  • Chicago: Gangsters and Ghosts Guided Walking Tour

    • For One Adult or Child
    • Discover the gritty, haunted history of Chicago by exploring “The Loop” with our expert guides. From the city's gangster heyday to the eerie spirits that still linger, this walking tour dives deep into Chicago’s most chilling legends.
    • Tour Times: Daily at 11 AM, 1 PM, 4 PM, and 8 PM
    • Meeting Point: Royal Sonesta Hotel – 71 E. Upper Wacker Drive
    • Duration: 2 hours
    • Distance: 1.5 miles

  • Chicago: Gangsters and Ghosts Luxury Minibus Tour

    • For One Adult or Child
    • Experience Chicago’s shadowy past from the comfort of a luxury minibus. Journey through the historic neighborhoods of The Loop and River North, once the epicenters of Prohibition-era crime. With one immersive stop along the way, you’ll hear gripping stories of mobsters and the restless spirits that still haunt the city.
    • Tour Times: Daily at 2 PM, 4 PM, 6 PM, and 8 PM.
    • Meeting Point & Drop-Off: Palmer House a Hilton, 17 E Monroe Street, Chicago, 60603
    • Duration: 1.5 hours
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Why You Should Grab The Offer

Chicago Ghosts and Gangsters Tours offers an engaging way to explore the city's notorious history. Focusing on the Prohibition Era, they combine stories of infamous gangsters with spine-tingling ghost tales. The expert guides bring the past to life through captivating narratives. With multiple daily tours, visitors can easily fit this thrilling experience into their schedule.

Need To Know Info

Promotional value expires 180 days after purchase. Amount paid never expires.

  • Redemption & Booking: Online booking required. Merchant contact information will be available for you after purchase in My Stuff.

  • Restrictions: Limit 5 per person. May be repurchased every 180 days.

    • Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services. Learn about Strike-Through Pricing and Savings

    About Chicago Ghosts and Gangsters Tours

    During the Roaring 20s, Chicago's business district served as the stomping grounds for Al Capone and other historic gangsters. Today, the district, known as the Loop, still contains remnants of that bygone time, and the Gangsters and Ghosts Tour exposes guests to those gangster gems. Each night's walking tour starts near Wyndham Grand Chicago Riverfront hotel and explores 1.5 miles over about two hours. During the tour, an historian leads guests to famous and little-known spots that once housed underground tunnels and speakeasies, relaying verified ghost stories along the way.

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