All Outdoor Adventures
Boating
Chicago, Illinois
Chicago Architecture River Cruise
Cruise Chicago's harbor lasting 1 hour 15 minutes (approx.) with views of Chicago River from the water.
★ 4.8 (17010 reviews)
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Chicago Tours & Activities
Chicago, Illinois
Walking Tours
Chicago Gangster and Food Walking Tour
Price: From $89.00
4.8 rating • 367 reviews
Duration: 3 hours (approx.)
Meeting point: Meet your guide at the confirmed Loop or River North meeting point at your scheduled departure time.
This tour is operated by an independent third-party provider.All Outdoor Adventures is a marketplace that connects travelers with local tour operators.
Overview
Chicago Gangster and Food Walking Tour is a food-focused guided outing in Chicago, Illinois centered on Loop District, Palmer House Hilton, and surrounding destination landmarks. The route emphasizes Loop District, Palmer House Hilton, Chicago Theatre, River North, and Theatre District. The experience emphasizes Gangster history walking tour with food tastings, Stories of Al Capone and Prohibition-era Chicago, and Palmer House Hilton and Loop landmark stops. Scheduled stops include Loop District, Palmer House Hilton, Chicago Theatre, and River North. Landmarks referenced in the route include Theatre District. The route combines regional food tastings and vendor stops, local history and cultural context, and landscape features and scenic viewpoints. The outing typically lasts 3 hours (approx.). Travel is organized as walking travel with route pacing matched to the destination.
Highlights
- Curated bites at local Chicago restaurants
- Gangster history walking tour with food tastings
- Palmer House Hilton and Loop landmark stops
- Three-hour premium food and history format
- Stories of Al Capone and Prohibition-era Chicago
What’s included
- Professional guide
- Food tastings
- Walking tour
Itinerary
Stop
30 minutesLoop District
Visit Loop District during the 30 minutes stop.
Stop
20 minutesPalmer House Hilton
Visit Palmer House Hilton during the 20 minutes stop.
Stop
15 minutesChicago Theatre
Visit Chicago Theatre during the 15 minutes stop.
Stop
45 minutesRiver North
Visit River North during the 45 minutes stop.
FAQs
How long is the Chicago Gangster and Food Walking Tour?
The planned duration is 3 hours.
Where does the tour depart from in Chicago?
Meet your guide at the confirmed Loop or River North meeting point at your scheduled departure time.
Additional info
- Not wheelchair accessible
- Confirmation will be received at time of booking
- Near public transportation
- Most travelers can participate
READY TO BOOK?
Lock in your Chicago adventure today.
Secure your spot, confirm the latest availability, and review final departure details before checkout.
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