Gangster & Crime Tours – Discovering Chicago

Chicago Crimes Night Tour

/ June 4, 2026

Dark Chicago stories, told on a comfortable ride. This 2-hour tour follows the city’s criminal headlines from the past to […]

/ June 4, 2026

Capone’s footsteps lead to lunch. This 2-hour River North walk mixes mob-era stories with real-deal Chicago eats at places tied

/ June 4, 2026

Chicago’s crime lore turns into a real city ride. I love the costumed, in-character guide storytelling and the climate-controlled minibus

/ June 4, 2026

Chicago’s criminal past is close-up. This mob and crime bus tour turns iconic landmarks into a guided underworld story, from

/ June 4, 2026

Ghosts and gangsters walk the South Loop. What makes this tour fun is how it uses real city landmarks to

/ June 4, 2026

Murder tales meet skyscraper swagger on this Loop walk. I like how you get inside landmark lobbies while hearing the

/ June 4, 2026

Chicago’s mob story hits different from a bus window. This Chicago Crime and Mob Bus Tour mixes drive-by views with

/ June 4, 2026

Chicago has a daytime face. This tour shows the night side, where the stories are loud and the street corners

/ June 4, 2026

One bad corner can tell a whole city story. This walking tour trades the usual postcards for mob hangouts, haunted

/ June 4, 2026

Gangsters and lunch in the same walk sounds wrong. It works. You’ll pair River North Prohibition-era storytelling with three Chicago

/ June 4, 2026

Ghosts and gangsters hit the Loop at night. This Chicago tour turns the Roaring Twenties into a street-level story you