Weird Chicago Tours

08/19/2024

JOIN CHICAGO'S OLDEST GHOST TOUR FOR A CHILLING HALLOWEEN IN THE WINDY CITY! http://weirdchicago.com

Discover the "other side" of Chicago history this Halloween with the city's BEST tour! See our public tour schedule for October or book a private experience for your work event or for family and friends.

Expect the unexpected and get your date booked now -- before it's too late!

Ghosts, Gangsters, Mystery and Mayhem of the Windy City

04/02/2024

DEVIL & THE WHITE CITY TOURS FROM WEIRD CHICAGO!

Join us on weekends as we explore the TRUE stories of H.H. Holmes -- the serial killer, swindler, and builder of the infamous “Murder Castle" -- and discover the remnants of the 1893 World's Fair! Come expecting the unexpected and book now at http://weirdchicago.com

Chicago's ORIGINAL "Devil & the White City" Tour, started in 2005!
Accept No Imitations!

Ghosts, Gangsters, Mystery & Mayhem of the Windy City!

09/06/2023

BOOK YOUR PRIVATE TOUR EXPERIENCE FOR HALLOWEEN!
LIMITED DATES AVAILABLE FOR PRIVATE GROUP TOURS!
https://www.weirdchicago.com/private

Discover the "other side" of Chicago history this Halloween with the Windy City's BEST tour! Perfect for work events, family gatherings, parties, and friends looking for a spooky good time! Expect the unexpected and get your private tour now -- before it's too late!

Private Weird Chicago Tours for groups, corporate events, bachelorette parties and more!

08/23/2023

LAST TOUR OF THE SUMMER SEASON -- AUGUST 26!
TRUE CRIME AND MYSTERY TOUR | 3:00 PM

Join Weird Chicago for an air-conditioned bus trip through the dark side of the city during this grisly and chilling historical tour that explores the murders that have shaped Chicago history. This is not an ordinary crime tour but a look at the most depraved murders in the city’s history — and some of the darkest crimes ever committed. Come expecting the unexpected and book now -- before it's too late! http://weirdchicago.com

Ghosts, Gangsters, Mystery and Mayhem of the Windy City

08/15/2023

THIS SATURDAY AT 3:00 PM!
Our LAST Devil & the White City Tour for the Summer!!

Join us on August 19 for our air-conditioned bus tour that explores the TRUE tales of H.H. Holmes -- the serial killer, swindler, builder of the “Murder Castle,” and the "Devil" of the 1893 World’s Fair. Come expecting the unexpected and book now at http://weirdchicago.com

Ghosts, Gangsters, Mystery and Mayhem of the Windy City

08/15/2023

THIS SATURDAY AT 7:00 PM!

Join us on August 19 for our air-conditioned bus tour that explores ghosts, hauntings, legends, lore, and the dark side of Chicago history! Great for all ages looking for a few cold chills! Come expecting the unexpected and book now at http://weirdchicago.com

Ghosts, Gangsters, Mystery and Mayhem of the Windy City

08/08/2023

THIS SATURDAY AT 7:00 PM!
Join us on August 12 for our air-conditioned bus tour that explores ghosts, hauntings, legends, lore, and the dark side of Chicago history! Great for all ages looking for a few cold chills! Come expecting the unexpected and book now at http://weirdchicago.com

Ghosts, Gangsters, Mystery and Mayhem of the Windy City

07/25/2023

THIS SATURDAY AT 3:00 PM!
Join us on July 29 for our air-conditioned bus tour that explores the TRUE tales of H.H. Holmes -- the serial killer, swindler, builder of the “Murder Castle,” and the "Devil" of the 1893 World’s Fair. Come expecting the unexpected and book now at http://weirdchicago.com

Ghosts, Gangsters, Mystery and Mayhem of the Windy City

07/18/2023

THIS SATURDAY AT 7:00 PM!
Join us on July 22 for our air-conditioned bus tour that explores ghosts, hauntings, legends, lore, and the dark side of Chicago history! Great for all ages looking for a few cold chills! Come expecting the unexpected and book now at http://weirdchicago.com

Ghosts, Gangsters, Mystery and Mayhem of the Windy City

07/10/2023

THIS SATURDAY AT 7:00 PM!
Join us on July 15 for our air-conditioned bus tour that explores ghosts, hauntings, legends, lore, and the dark side of Chicago history! Great for all ages looking for a few cold chills! Come expecting the unexpected and book now at http://weirdchicago.com

Ghosts, Gangsters, Mystery and Mayhem of the Windy City

07/05/2023

THIS SATURDAY AT 3:00 PM!
Join us on July 8 for our air-conditioned bus tour that explores the TRUE tales of H.H. Holmes -- the serial killer, swindler, builder of the “Murder Castle,” and the "Devil" of the 1893 World’s Fair. Come expecting the unexpected and book now at http://weirdchicago.com

Ghosts, Gangsters, Mystery and Mayhem of the Windy City

06/09/2023

SALE! SALE! SALE! SALE! SALE!
WEIRD CHICAGO PROMO CODE FOR JUNE 2023 TOURS!
http://weirdchicago.com

Book a June tour, use the promo code GANGSTER, and get 20% off tickets for any of our tours! Come Expecting the Unexpected and See A Side of Chicago that You've Never Seen Before!

Ghosts, Gangsters, Mystery and Mayhem of the Windy City

06/02/2023

WEIRD CHICAGO KICKS OFF FOR 2023 ON JUNE 10!
JOIN US! http://weirdchicago.com

Discover the "other side" of Chicago history on Saturday, June 10, with our DEVIL & THE WHITE CITY and HAUNTED HISTORY TOURS! Come expecting the unexpected and spend the day with Chicago's BEST tour! We'll see you then!

Ghosts, Gangsters, Mystery and Mayhem of the Windy City

05/29/2023

WEIRD CHICAGO -- OUR 2023 SEASON KICKS OFF IN JUNE!
http://weirdchicago.com -- BOOK NOW!

Join us in the Windy City for our Haunted History Tour, Chicago's Original Devil & The White City Tour, Al Capone Day Drinker's Pub Crawl, and More!

Come Expecting the Unexpected and See A Side of Chicago that You've Never Seen Before! http://weirdchicago.com

Ghosts, Gangsters, Mystery and Mayhem of the Windy City

03/27/2023

WEIRD CHICAGO TOURS -- NOW BOOKING FOR 2023!
http://weirdchicago.com

We're back for the 2023 Season! Join us in the Windy City for our Award-Winning Haunted History Tour, Chicago's Original Devil & The White City Tour, Al Capone Day Drinker's Pub Crawl, and More!

Come Expecting the Unexpected and See A Side of Chicago that You've Never Seen Before! http://weirdchicago.com

11/10/2022

November 10 marks the 98th anniversary of Dean O’Banion’s murder at Scofield’s, his flower shop across the street from Holy Name Cathedral. His method of execution— gripping one hand and putting a gun into his stomach — became known as the “Chicago Handshake.” The murder began the city’s “Beer Wars” during Prohibition, one of the most violent times in the city’s history.
Book one of Weird Chicago’s private gangster tours or pub crawls and immerse yourself in the mystery and mayhem of the city’s past!

11/09/2022

PRIVATE WEIRD CHICAGO EXPERIENCES FOR THE HOLIDAY SEASON!
http://weirdchicago.com

Treat your friends, co-workers, family, or bachelorette parties to a special experience from Weird Chicago this year! Get the bus, driver, and guide for your choice of tour or pub crawl for your group only! It’s perfect for special gatherings, reunions, meet-ups, business events, celebrations, and just anyone who wants to experience the Windy City in a way they'll never forget!

Go to http://weirdchicago.com to book your private event now!

Ghosts, Gangsters, Mystery and Mayhem of the Windy City

09/20/2022

BULLETS FOR HYMIE WEISS

On September 20, 1926, North Side Chicago mobster Hymie Weiss made an assassination attempt on Al Capone. Eager to revenge himself for the murder of his friend Dean O'Banion (as well as others who had been killed by Capone's men), Weiss tried to kill Capone at his Cicero, Illinois headquarters, the Hawthorne Hotel. Capone was in the restaurant of the hotel when it happened. The street outside was filled with shoppers and automobiles and, at first, no one noticed as nine cars filled with men slowly cruised down the street. One of the cars accelerated away from the others and as it passed the windows of the restaurant, black barrels of tommy-guns appeared from the windows and opened fire. Glass shattered and wood splintered as bullets riddled the restaurant. Capone's bodyguards pushed him to the floor, rising with weapons in hand when the gunfire stopped. But it had been a ruse -- there were more bullets coming.

As the other eight cars roared past Capone's headquarters, they opened fire on the building, chopping apart everything in sight. Hymie Weiss boldly climbed from a car, ran up to the door of the hotel and opened fire with his machine gun, waving the weapon back and forth across the width of the passageway beyond the doors. When he finished firing, he walked coolly back to the car and the North Side men drove away. Over 1,000 rounds had been fired into the building and every window in the place was shattered. Amazingly, no one had been killed, although several civilians were injured.

That violent incident was Hymie's one moment of glory and revenge for O'Banion's murder -- but his days were numbered. On October 11, Weiss was attended a trial downtown and while returning to O'Banion's old office about Schofield's Flower Shop, he and gunman Patrick Murray were shot to death in the street in front of Holy Name Cathedral. Murray died instantly but Weiss took 10 bullets and survived long enough to be pronounced dead at Henrotin Hospital without regaining consciousness. The bullets that killed Weiss tore away portions of the inscription on the church's cornerstone and left bullet holes as a graphic reminder of the event. Reminders of them can still be seen today.

His killers were never found. But one has to wonder how hard the police looked for them. Chief Morgan Collins issued a gruff statement: "I don't want to encourage the business, but if somebody has to be killed, it's a good thing the gangsters are murdering themselves off. It saves trouble for the police."