Chicago Crime Tour: 5 Killer Tours You Can’t Miss

If you have an insatiable curiosity about the realm of crime and gangsters or a desire to enter the shadowy underworld of the 19th century, then look no further. Follow along to discover the secrets of The Windy City’s notorious past as we list down some of the best Chicago crime tours!

These killer Chicago crime tours are tailor-made for you, promising an unforgettable journey through the city’s most infamous true crime stories and landmarks. From interactive crime scene explorations to immersive storytelling, these tours offer a unique opportunity to walk in the footsteps of criminals and law enforcement alike.

So, unleash your inner detective, put on your finest fedora, and brace to unearth the hidden corners of the city’s dark side by embarking on these haunting crime tours in Chicago!

Chicago Crime Tours

Step aboard a mesmerizing bus tour through the world-renowned and famous Chicago Crime Tours! Join this spine-tingling journey which will depart from the meeting point at 163 E. Pearson Street just across from Water Tower Place.

Plunge into the mysterious depths of Chicago’s history as you immerse yourself in the frightening tales of the St. Valentine’s Day Massacre, dig deep into the notorious exploits of John Dillinger and Hymie Weiss. And traverse the enigmatic neighborhoods bearing the remnants of the city’s sinister past at

• River North
• Gold Coast
• Lincoln Park
• Old Town
• The Loop
• and Magnificent Mile

Be forewarned, for the Chicago Crime Bus Tour is in high demand, and tickets vanish into the night supernaturally fast. Don’t fret, though! Rest assured that it would not be a crime if you’ll reserve your Chicago Crime and Mob Bus Tour tickets with Tripster in advance!

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Pro Tip: Chicago’s climate can be unpredictable, so dress accordingly. Bring a light jacket as you’ll hop aboard a climate-controlled bus. While on this crime bus tour Chicago, get ready to step off the vehicle at select stops for an immersive experience.

In addition, take your Chicago visit to a whole new level with Big Bus Chicago: Hop-On Hop-Off Tours! Hop on and off at over 10 convenient stops, including popular attractions like the Magnificent Mile, Field Museum, Adler Planetarium, and even the historic Criminal Courthouse.

Chicago Phobition Tour

Step back in the Prohibition Era, a time of rebellion and defiance against the constraints of the law, as you board the bus through Chicago Phobition Tour. From the moment you step inside each speakeasy, you’ll be transported to a time of clandestine meetings, illicit deals, and roaring jazz.

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At this Chicago crime tour, your knowledgeable tour guide will talk about the rise of organized crime, the battles for control over bootlegging and speakeasies, and the consequences of unlawful trade. Plus, you’ll gain insight into the lives of both infamous gangsters and ordinary people caught in the web of the prohibition era.

This true crime tour Chicago is a must-do for history buffs, crime enthusiasts, and anyone seeking an immersive and educational experience. And if you’re eager to explore more of the city’s awe-inspiring attractions and activities, Tripster offers the perfect companion for your adventures: the Go Chicago Explorer Pass.

With the Go Chicago Explorer Pass, you can save time and money while experiencing the best of what Chicago has to offer. Simply select the number of attractions you want to visit and enjoy the convenience of skipping the ticket lines at your chosen destinations.

Crime and Pizza Walk

Does the thought of solving crime make you hungry? If so, get ready to satisfy your appetite for mystery and pizza with the Chicago Crime and Pizza Walk! Embark on an exciting 2-hour walking tour that starts at Pizzeria Uno on E. Ohio Street, where you’ll fuel up with mouthwatering pizza that is sure to tantalize your taste buds.

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Explore the historic River North and Gold Coast neighborhoods, where secrets of the past come alive with every step. Walk the same streets where these legendary figures once walked, and immerse yourself in the intriguing world of Chicago’s underworld.

Please note that the Chicago Crime and Pizza Walk is available exclusively on Fridays, Saturdays, and Sundays. Alternatively, you may also opt for the quintessential Chicago Favorites Food and Walking Tour to savor Chi-town’s favorite eats and visit some iconic landmarks.

Night Crime Tours

Leave the kiddos at home and prepare for an evening of intrigue, scandal, and a touch of mischief as you join Night Crime Tour Chicago. This adults-only true crime tour will take you through the moonlit streets of Chicago. Where you’ll visit historic bars that have witnessed the whispers of mobsters and the clinking of glasses in secret rendezvous.

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Immerse yourself in the ambiance of the very bars that once catered to the city’s underworld elite. The legendary Burwood Tap and the iconic Harry Caray’s are just a glimpse into the alluring world you’ll explore at Chicago Night Crimes Tour.

Pssst…how many people can say they’ve set foot in a famous crime scene before?
Earn some bragging rights by making sure to fully charge your smartphone or bring a camera to capture one-of-a-kind moments of your tour!

While this bus tour brings you to renowned bars and venues, it’s important to note that drinks are not included in your ticket. However, the unforgettable experiences and memories you’ll create are worth every moment as it offers an extraordinary blend of history, entertainment, and excitement.

Gangsters and Ghosts Tour in Chicago

Gangsters, ghosts, and ghouls. Are you ready to confront these elements of the past?

Stop scouring the Internet for the ultimate Chicago gangster tour or Chicago mobster tour because the Gangsters and Ghosts Tour in Chicago has got you covered.

But beware, as this is a Chicago true crime tour that’s not for the faint of heart! Visit the authentic hangouts of notorious gangster Al Capone where he plotted his schemes and revel in the stories that bring the roaring 1920s to life.

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As you pause at the legendary Palmer House Hotel, rumored to be haunted, you may encounter restless spirits that are said to roam the halls. Feel an unsettling tingle in the air as you continue your journey through Death Alley, an infamous location associated with gangland violence.

With the Gangsters and Ghosts Tour, you’ll discover a side of Chicago that few have witnessed and tales that will send chills down your spine.

Pro Tip: While the tours are family-friendly, it may be worth considering whether your little ones would fully appreciate the content. Due to its nature, these tours are generally recommended for ages 6 and up.

Uncover the Secrets of Chicago’s Dark Side: Book Your Crimes Tour Today!

Prepare to be captivated, intrigued, and transported back in time as you roam the very streets where history was made and delve into the mysteries that will captivate your imagination. Whether you’re a true crime aficionado or simply seeking a unique and thrilling adventure, these killer Chicago crime tours will not disappoint.

Immerse yourself in the gritty world of the eerie and wicked past of Chicago with Tripster! Book your Chicago Hotels, Attractions, and Vacation Packages with us today so you won’t miss your chance to explore the dark side of The Windy City like never before. Don’t let your chance slip away into the night like a phantom, but only if you dare!

Tell us, What Other Crime Tours Chicago Did We Miss?

What’s your favorite crime tour Chicago? Let us know in the comments below!