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Free Tour Al Capone and the Secrets of Chicago
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Free Tour Al Capone and the Secrets of Chicago

4.7· 100 reviews
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Run by a local guide · Blue Umbrella Tours

Booking is free; at the end you give the guide what you think is fair. Free cancellation at any time.

Explore 1920s Chicago on a free tour, where you'll discover how Al Capone and other criminals shaped the city's history. Visit iconic landmarks like the Wrigley Building or Chicago Theater while uncovering dark secrets and urban legends.

Duration
2 h
Destination
Chicago
Meeting Point
Pioneer Court, just next to the Apple Store
Provider
Blue Umbrella Tours

Description

Delve into the Chicago of the 1920s, a vibrant, dangerous, and mysterious city. On this free tour, you'll discover how Al Capone and other mob figures left an indelible mark on the city's history. From Prohibition to the most chilling crimes, we'll take you to the corners where fact exceeds fiction.

Our tour begins in front of the Wrigley Building, overlooking the Chicago River, a silent witness to bootlegging and chases. Continue to the iconic Chicago Theater, exploring its connection to the golden age of the mob. We'll pass City Hall, a symbol of power and corruption, and arrive at the Palmer House Hilton, home to tales of luxury, mystery, and organized crime.

The tour would not be complete without a visit to The Berghoff, an emblem of resistance during Prohibition, and culminating at The Bowman, a work of art loaded with symbolism and enigma that represents the haunting spirit of Chicago.

In addition to stories of Al Capone, we'll uncover secrets about H.H. Holmes and his spooky ‘Castle of Horrors’, the clandestine speakeasy routes, and the urban legends that live on in the city's streets.
Discover the darkest and most fascinating Chicago with us.

Includes

  • City of Chicago - City Hall
  • The Chicago Theatre
  • The Wrigley Building
  • Palmer House a Hilton Hotel
  • Berghoff Cafe
  • Guide

Meeting Point

Pioneer Court, just next to the Apple Store

Get directions →

Traveler reviews

100 reviews in total · Opinions from people who already lived the experience

Mejor tour de Chicago

100% recomendable Super interesante y intrigante

Olga Alekseeva · October 2026

solo conoces chicago si haces este tipo de tours

Lo mejor del Tour es qye conoces otro lado de Chicago, con una persona que te guía y que indudablemente preparo la visita de manera de hacerla divertida a pesar del clima (jajaja)... Felicito sobremanera al Guía... muy bun inicio y final..... totalmente recomendable...

Juan Andrade · October 2026

Tour de la mafia

Todo estuvo muy bien!!

Miguel Gasca · October 2026

Javier es genial

Tiene el tour muy bien armado. Es fluido y no se siente para nada largo. Narra de forma perfecta el contenido. Recorre puntos claves. Se lo nota a pasión por L temática y lo transmite. Súper recomendable. La segunda vez que lo hago pero ahora con familia. Gracias Javier por mostrar así la “otra” Chicago

MARIA MICAELA LABORDE · October 2026

Tour Al Capone y los secretos de Chicago

Javier estuvo muy ameno en todo el transcurso del tour, contando anécdotas y dichos de Al Capone. Excelente. Un gran guía.

Susana Mabel Rinaldi · September 2026

Muy interesante

Me gustó muchoooo el final. Vale la pena esperar hasta el final para la conclusión de Tour!!!

Tracy Rodríguez · September 2026

Free tour

How does a free tour work?

Booking costs nothing. At the end, each person gives the guide what they think is fair for the experience: it's a voluntary tip.

Suggested in this destination: $10 to $20 USD per person

  • • Pay in cash at the end of the experience.
  • • Bring small bills or change.
4.7(100 reviews)

Availability and Language

Getting around Chicago

Exploring the city?Hop-on Hop-off Tourist Bus in ChicagoFrom MXN $923

Free tour

★ 4.7 · 100 reviews

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