Weird Chicago Tours

Weird Chicago Tours Ghosts, Gangsters, Mystery & Mayhem of the Windy City! Chicago's BEST tour! Ghosts, Gangsters, Mystery and Mayhem of the Windy City!
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This isn’t just another ordinary tour — it’s an urban adventure that makes the past truly come alive!

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!

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

LAST TOUR OF THE SUMMER SEASON -- AUGUST 26!TRUE CRIME AND MYSTERY TOUR | 3:00 PMJoin Weird Chicago for an air-condition...
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

THIS SATURDAY AT 3:00 PM!Our LAST Devil & the White City Tour for the Summer!!Join us on August 19 for our air-condition...
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

THIS SATURDAY AT 7:00 PM!Join us on August 19 for our air-conditioned bus tour that explores ghosts, hauntings, legends,...
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

THIS SATURDAY AT 7:00 PM!Join us on August 12 for our air-conditioned bus tour that explores ghosts, hauntings, legends,...
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

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...
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

THIS SATURDAY AT 7:00 PM!Join us on July 22 for our air-conditioned bus tour that explores ghosts, hauntings, legends, l...
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

THIS SATURDAY AT 7:00 PM!Join us on July 15 for our air-conditioned bus tour that explores ghosts, hauntings, legends, l...
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

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 ...
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

SALE! SALE! SALE! SALE! SALE!WEIRD CHICAGO PROMO CODE FOR JUNE 2023 TOURS!http://weirdchicago.comBook a June tour, use t...
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

WEIRD CHICAGO KICKS OFF FOR 2023 ON JUNE 10!JOIN US! http://weirdchicago.comDiscover the "other side" of Chicago history...
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

WEIRD CHICAGO -- OUR 2023 SEASON KICKS OFF IN JUNE!http://weirdchicago.com -- BOOK NOW!Join us in the Windy City for our...
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

WEIRD CHICAGO TOURS -- NOW BOOKING FOR 2023!http://weirdchicago.comWe're back for the 2023 Season! Join us in the Windy ...
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

November 10 marks the 98th anniversary of Dean O’Banion’s murder at Scofield’s, his flower shop across the street from H...
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!

PRIVATE WEIRD CHICAGO EXPERIENCES FOR THE HOLIDAY SEASON!http://weirdchicago.comTreat your friends, co-workers, family, ...
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

BULLETS FOR HYMIE WEISSOn September 20, 1926, North Side Chicago mobster Hymie Weiss made an assassination attempt on Al...
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."

THE FORT DEARBORN MASSACREOn August 15, 1812, a contingent of soldiers, women and children departed from Fort Dearborn i...
08/15/2022

THE FORT DEARBORN MASSACRE

On August 15, 1812, a contingent of soldiers, women and children departed from Fort Dearborn in the Illinois country, trying to make their way to the safety of Fort Wayne in Indiana. The fort, on the shores of Lake Michigan and at the site of what would someday be Chicago, was under siege by Native American allies of the British, with whom America had gone to war in June 1812. With a promise of safe conduct from Indian leaders, the inhabitants of the fort traveled a short distance along the lakeshore before they were ambushed and slaughtered by several hundred Native America warriors.

The procession from Fort Dearborn included fifty-five soldiers, twelve militiamen, nine women and eighteen children, as well as Captain William Wells and a group of Miami Indians who were allied with the Americans. William Wells, twenty-five army regulars, all twelve militiamen, twelve children, two women lost their lives in the attack. Their bodies were left to the elements on the sands of the Lake Michigan beach. Many of the survivors were tortured and held captive by the Potawatomi and other tribes before eventually being ransomed to the British. It was a bloody start to what would someday be the city of Chicago -- and one that had a lasting effect on the area where it happened.

The site where the massacre occurred was quiet for many years, long after Chicago grew into a sizable city. However, construction in the early 1980s unearthed a number of human bones around 16th Street and Indiana Avenue. First thought to be victims of a cholera epidemic in the 1840s, the remains were later dated more closely to the early 1800s. Thanks to their location, they were believed to be the bones of massacre victims.

The remains were reburied elsewhere but within a few weeks, people began to report the semi-transparent figures of people wearing pioneer clothing and old military uniforms wandering around an empty lot that was just north of 16th Street. The apparitions reportedly ran about in terror, silently screaming. The most frequent witnesses to these nocturnal wanderings were bus drivers who returned their vehicles to a garage that was located nearby, prompting rumors and stories to spread throughout the city.

In recent times, the area has been largely filled with new homes and condominiums and the once-empty lot where the remains were discovered is no longer vacant. But this does not seem to keep the victims of the massacre in their graves. The stories of screaming specters in period clothing continue to be told -- suggesting that the unlucky settlers of early Chicago do not rest in peace.

THE EASTLAND DISASTER!On July 24, 1915, the Eastland, an excursion boat that was hired to take employees from the Wester...
07/24/2022

THE EASTLAND DISASTER!

On July 24, 1915, the Eastland, an excursion boat that was hired to take employees from the Western Electric Co. to a picnic across Lake Michigan, capsized at a dock on the Chicago River, drowning 844 of the more than 2,500 people on the overloaded boat. It became the greatest loss of life from a single shipwreck in Great Lakes history.

The disaster spawned a number of Chicago ghost stories, including at the site on the river where the accident took place and at the local national guard armory -- which later earned a second life as Oprah Winfrey's Harpo Studios. The Eastland site is a standard stop on Weird Chicago's "Haunted History Tour" [see http://weirdchicago.com/ ] and to this day, the hauntings associated with the disaster are still being experienced!

THE CAR BARN BANDITSOn July 20, 1903, the soon-to-be infamous “Car Barn Bandits” committed their first armed robbery in ...
07/20/2022

THE CAR BARN BANDITS

On July 20, 1903, the soon-to-be infamous “Car Barn Bandits” committed their first armed robbery in Chicago, sticking up a bar that was located on Milwaukee Avenue. Depending on your point of view, the Car Barn Bandits were either the first or the last of their kind. Some saw them as the first organized crime ring to operate in the city -- which would make them a foreshadowing of things to come -- while others saw their exploits as something out of a Wild West dime novel, hearkening back to an earlier generation. No matter what they were, they were undoubtedly one of the deadliest gangs to terrify pre-Prohibition Chicago.

The bandits were young men, barely out of their teens, and the gang was made up of Peter Niedermeyer, Gustav Marx, Harvey Van Dine, and Emil Roeski. They had all grown up together on the Northwest Side of the city and all came from good families that offered them love, support, and a good education. Somewhere along the line, though, they simply went bad, creating a record of robbery and murder that shocked Chicago at the time of their capture.

Their criminal exploits began in the summer of 1903, when they committed a number of robberies, hold-ups and murders. On July 20, they robbed a bar on Milwaukee Avenue, wounding a saloon keeper named Peter Gorski. On August 2, they struck again at a bar on West North Avenue and killed the owner, Benjamin La Grosse, and a 21-year-old customer. They committed robbery and murder at Greenberg’s Saloon, located at the southwest corner of Addison and Robey Streets (now Damen Avenue), and followed that with another hold-up in a tavern at Roscoe Street and Sheffield Avenue. By all accounts, the bandits were having more fun than they had ever had in their lives.

One August night, while walking around the city, the gang noticed some men counting money inside of a railroad car barn. This gave them an idea and they began planning another robbery. On the night of August 30, 1903, Niedermeyer, Marx and Van Dine, met on 63rd Street on Chicago’s South Side, and walked over to the City Railway Company car barn, which was located just two blocks away. They found the door unlocked and they simply walked, in and pulled their guns on the startled clerks. They immediately began searching for money. Van Dine smashed open a door with a sledgehammer and stormed into an office. According to Marx, he saw police officers outside and to hurry things along, fired a few shots into the ceiling. A window was smashed open and Niedermeyer began shooting out of it, aiming for the men that had been spotted outside. They weren’t police officers but railroad workers and, in the confusion,, a railroad motorman was killed and two cashiers were wounded. Meanwhile, Van Dine had ransacked the office and came out with a bundle of cash under his arm. “I’ve got enough, boys!” he shouted at his friends and the bandits fled from the scene, running toward 60th Street.

The area seemed deserted and no one followed them as they strolled down the old midway into Jackson Park, the now abandoned site of the World’s Fair of ten years before. They roamed the park and the ruins of the Exposition until daybreak, and then they divided their loot, which came to $2,250. They took a streetcar downtown and celebrated their success with ci**rs and a big breakfast. Afterward, they had a grand time reading about their “daring robbery” in the morning editions of the local newspapers. The stories noted that the police had no idea as to the identities of the young robbers.

The next day, the three boys, along with Emil Roeski, spent the afternoon in Humboldt Park, smoking ci**rs and reading more stories about the robbery. They began to dream of something even more adventurous – robbing trains. After a night at an expensive hotel, they used some of their ill-gotten gain to purchase train tickets to Denver, Colorado, believing that it would be easy to buy dynamite in one of the nearby mining towns. They enjoyed themselves for a few days in Denver and then went to Cripple Creek, where they purchased a bundle of dynamite in a mining supply store. They quickly returned to Chicago, still making big plans.

The robbery turned out to be a bust. They packed about fifty pounds of dynamite near the Northwestern Tracks in Jefferson Park and made plans to stop the train. Roeski waved a red flag at the train as it approached, but the engine never even slowed down. Angry, he pulled out his revolver and fired a shot at the train, which finally stopped it. Unfortunately for their plans, it stopped too far away from the dynamite for them to rob it and the bandits ran away.

The failed robbery attempt frightened the young robbers and they became increasingly paranoid. Van Dine spent three days at his window with a rifle, waiting for the police to come. He finally calmed down but his paranoia, as it turned out, was not unjustified. The police were looking for them. It was not for the failed train robbery, but for their earlier robberies. The methods the young men had employed in various tavern hold-ups caused the police to suspect they were the Car Barn Bandits.

In spite of the fact that they knew the police were looking for them, the bandits boldly went out drinking, paying big tips and brandishing their revolvers. The police tracked down Gustav Marx first and they came to arrest him at Greenberg’s Saloon, which he and his friends had robbed earlier that summer. Police Detective John Quinn came in the front door and Detective William Blaul slipped in through a side entrance. When Marx saw the officer walk in, he quickly pulled his gun. Out of the corner of his eye, he saw Quinn come through the front door and he turned and shot him. As he fell lifeless to the floor, Blaul opened fire and wounded Marx in the arm. Blaul grabbed the bandit, who tried to flee, and dragged him across the room to a telephone. He called the station house for back-up as Marx begged him to “Kill me! Kill me now!”

But Detective Blaul didn’t kill him. Instead, he took him to the police station and locked him up. Marx fumed in his cell for a while and when his friends didn’t show up to bust him out, as they planned to do in the event that any of them were captured, he angrily decided to confess every detail of the Car Barn Bandits’ crimes. He spilled his guts about twenty robberies and six murders – seven, counting the shooting of Detective Quinn.

The police began a massive manhunt for Niedermeyer, Van Dine and Roeski. Word came in that a general store owner had spotted them in the town of Clark Station and it was realized that they planned to make their escape into the wilds of the Indiana Dunes. Eight detectives were quickly dispatched on their trail but the men quickly became lost in the tangle of unmarked roads, sand dunes and forests. They followed several leads but became lost over and over again. One of the wagons that they were traveling in overturned in the sand, injuring a few of the detectives.

Eventually, late in the night, they found a dugout in the dunes that was located about two hundred feet from the Baltimore & Ohio Railroad tracks and three miles from the closest town. The hideout was empty but some leftover sausage links found inside showed that it had recently been in use. This meant the bandits were still somewhere nearby.

The detectives stayed the night in a barn near Edgemoor, Indiana. When daylight came, the farmer’s wife brought them coffee and they went out into the November snow. Later that morning, they found another railroad dugout, similar to the one they had discovered the night before. The dugout was the cellar of a railroad telegrapher’s home that had burned down years before and it was surrounded by fresh footprints in the snow. However, the entrance to the dugout had been covered with boards and the detectives had trouble finding another way inside. After some time, an old staircase was discovered and the detectives took up position around it, revolvers in hand, and shouted for the bandits to come out.

A reply was heard from the darkness below. “We’ll come out when you carry us out!” a voice cried, and the sound was followed by several gunshots.

The detectives fired their guns down the staircase and after a pause, Niedermeyer’s face appeared at the bottom of the steps. The detectives assumed that he was surrendering, but instead, he pulled out two guns, fired manically at them and then ducked out of sight. The exchange of gunfire continued, with dire results for the policemen. Officer Joseph R. Driscoll was shot in the abdomen and Officer Matthew Zimmer was wounded in the arm. Harvey Van Dine came out of the dugout long enough to shoot Zimmer again, this time in the head.

As the police officers pulled back, the bandits made a daring escape from the dugout. They ran away on foot, firing at the detectives as they hurried toward the woods. Niedermeyer was hit once in the neck as he ran down a hill into a ravine, but managed to get back up and keep running with the others. The bandits escaped while the detectives wired for reinforcements and tried to tend to their wounded comrades. They were able to flag down a passing train and the wounded men were put on board and taken to a hospital. Officer Driscoll died a few days later.

Fifty police officers with repeating rifles were rushed to the scene on board a special train. They followed the tracks south, stopping to examine the deserted dugout where the bandits had been found. The room was well-stocked with food and ammunition and outfitted with bunk beds.
The original detectives, now five in number, followed the bandit’s trail through the snow, passing a brakemen’s cottage that the outlaws had tried to break into and failed. As they followed the footprints and occasional spatters of blood in the snow, they were startled and opened fire on what turned out to be nothing but Niedermeyer’s overcoat, which he had strung up in some tree branches as a decoy. One set of tracks, Roeski’s, led into a cornfield and the others continued south. Roeski, who had been wounded badly in the gun battle, was captured in the cornfield later that day.

Niedermeyer and Van Dine made it to the town of East Tolleston, four miles from the dugout. There, they found a Pennsylvania Railroad gravel train sitting on the tracks, preparing to leave. The engineer had gone to get dinner for the fireman, Albert Coffey, who was still in the cab. The bandits climbed into the cab and put a revolver to the fireman’s head. A brakeman, L.J. Sovea, thought the bandits were rail yard drunks and he jumped up and grabbed Niedermeyer by the wrist. During a struggle, Sovea was shot in the face and his lifeless body was dumped on the side of the tracks.

The bandits forced Coffey to start the engine and he took them two miles to the town of Liverpool, where a locked switch prevented him from going any farther. Niedermeyer and Van Dine made him back up almost a half mile and then they jumped out of the cab and ran across the prairie.

Meanwhile, posses made up of farmers and police officers formed in East Tolleston to pursue the men. Liverpool had been warned about them by telegraph and sent out posse of their own. They tracked down the fleeing robbers as they ran toward a cornfield and opened fire on them – with shoguns filled with birdshot. Niedermeyer and Van Dine were both hit in the face but the wounds were far from fatal. Nevertheless, they surrendered. They were taken back to Liverpool and then sent back to Chicago. Indiana Governor Winfield Durbin promptly issued a statement: “I congratulate the authorities on the capture. Chicago can keep the prisoners – Indiana doesn’t want them.”

The six-month crime spree of the Car Barn Bandits had finally ended. The laughing young men were quick to admit to their robberies and murders and all of them were soon charged with murder and put on trial. The bandits confessed to not only crimes in Chicago, but other hold-ups around the country. They wanted to make sure that everyone knew just who had committed the crimes. Niedermeyer kept track of the crimes that offered rewards and demanded that his mother be given the money since he had provided the information. The confessions told of daring lives of crime that became the stuff of short-lived legend. It was revealed that they had robbed one hundred and fourteen people, and killed eight, in just sixty days. The case captured the attention of the public and newspapers around the country sent reporters to Chicago to cover the trial.

Nothing could be done to save the young bandits at their trials since they had already confessed to everything they had done. Niedermeyer, Van Dine and Marx were tried together and Roeski was given a separate trial since wasn’t present at the Car Barn robbery. Attempts were made to show that the boys were “victims of society” and also to show that insanity ran in Van Dine’s family, but the jury wasn’t fooled. The first three defendants were found guilty and sentenced to hang.

At Roeski’s trial, Marx swore that he, not Roeski, had killed nineteen year old Otto Bauder on July 9 at Ernest Spire’s tavern on North Ashland Avenue, a crime for which Roeski was accused.

However, on April 20, 1904, Roeski was found guilty of murder, but the jury decided to spare his life since there was still some question as to whether or not he pulled the trigger during Bauder’s murder. He was taken away to Joliet prison and his friends were scheduled to hang two days later.

The bandits were housed at the Cook County Jail before their executions. Niedermeyer attempted su***de by trying to cut his wrist with a lead pencil and by swallowing the sulfur tips of matches. On the day before the hangings, though, the three condemned man sat quietly talking and smoking with their jailers.

Outside of the jail, a crowd that numbered almost one thousand gathered to wait for news about what was happening inside. A detail of one hundred police officers surrounded the jail to keep the onlookers in line and to prevent them from loitering on Dearborn Street.

Niedermeyer was scheduled to be the first to die, insisting to anyone who would listen that he would “die game”. But when the time actually came to go to the gallows, his courage gave away and he nearly fainted. The guards placed him on a gurney and wheeled him to the scaffold. Too weak to stand, he was strapped to a chair and a hood was placed over his head. The trap was sprung and the bandit dropped to his death, still seated in the chair. The shroud fell off and the assembled crowd was shocked by the gruesome sight of his face as he strangled to death. His neck was broken, but it took him nearly twenty minutes to die.

Marx was brought out next. He was praying and holding a crucifix as he walked to the gallows. He continued to pray as the shroud was placed over his face and the rope slipped around his neck. He died instantly.

Van Dine also prayed as the trap was opened and like Marx, he died when his neck snapped.

For years, the Car Barn Bandits were hailed as the most famous criminal gang in Chicago history. On numerous occasions, gangs of amateur bandits who idolized them were captured, sometimes while lurking in the bandits’ old hideouts. Eventually, though, they faded into history and by the latter part of the twentieth century, were almost completely forgotten.

THE DEATH OF LOUIS “TWO GUN” ALTERIEOn July 18, 1935, former Dean O’Banion gunman and friend, Louis “Two Gun” Alterie wa...
07/18/2022

THE DEATH OF LOUIS “TWO GUN” ALTERIE

On July 18, 1935, former Dean O’Banion gunman and friend, Louis “Two Gun” Alterie was shot to death as he left his North Side Chicago apartment. Louis had been out of the Chicago limelight for several years. He had been too much of a liability during the Beer Wars that rocked the city after the death of his old pal, O’Banion. This may have been because Louis was always considered the “flake” of the O’Banion gang – and that was saying a lot. He once feigned insanity prior to a murder trial to give his criminal associates time to kill or intimidate witnesses. His act – if it was an act – was utterly convincing. Eventually, he was exiled to Chicago by George “Bugs” Moran, who thought it was stirring up too much trouble with Capone’s Outfit.

It might be a warning sign when you’re too crazy for a guy with the nickname of “Bugs.”

Louis’s real name was Leland Varain. He was Dean O’Banion’s most devoted follower. He was born in Northern California, the son of French ranchers, and moved to Chicago as a young man, where he joined up with the North Side gang. Befitting his California background, Alterie was a Western enthusiast who wore a ten-gallon hat and two holstered C**t .45 revolvers and owned a ranch near Sedalia, Colorado. As well as being a top gunman for O’Banion, he also formed the Theatrical Janitors' Union and used his position as union president to extort money from theater owners. With Hymie Weiss, he perfected yet another widely imitated murder technique – the rented ambush. They would rent an apartment within gun range of a place that the target frequently visited and keep vigil near an open window until they had the marked man in their sites.

The killer received his famous nickname of “Two Gun” Louis during the gaudy funeral of Dean O’Banion in 1924. While other members of the North Side gang wept openly next to O’Banion’s casket, Alterie paraded back and forth in front of the Sbarbaro funeral home on Wells Street, wielding a pair of six-shooters and vowing to shoot it out with his O’Banion’s killers in broad daylight at State and Madison. No one took him up on the offer.

Alterie had a predilection for blondes -- but only natural blondes. On one occasion, he discovered that a girl traveling west with him got her blond hair color from a bottle and he threw her off the train. The parting occurred while he was on his way to his Colorado ranch. Alterie often hid out fugitive criminals at the ranch and during the fall, he always invited O’Banion, Weiss and other members of the gang out to the ranch for deer hunting. Among his favorite hunters was Samuel “Nails” Morton, one of the gang’s few Jewish members.

Samuel Morton earned his famous nickname for being “tough as nails” fighting bullies in the old Maxwell Street neighborhood of Chicago. He was a bit of an oddity among local gangsters in that he was a bonafide war hero. The son of Jewish immigrants who scraped out a miserable living in the cold-water tenements of the West Side, he joined the army at the start of World War I and was assigned to the 131st Infantry, the Rainbow Division. Morton sustained a bullet wound in his arm and shrapnel in his leg and while laid up in a field hospital, begged his commanding officer to let him rejoin his unit. When he did, he was given the Croix de Guerre for heroism in combat after leading a raiding party against a German position. He was the only one to return from the raid with his life. For his gallantry, he was promoted to lieutenant and sent home to Chicago as a hero.

Morton hooked up with O’Banion, Weiss, Alterie and other names familiar to the Chicago police and began helping the North Side outfit to set up a profitable gambling and bootlegging syndicate. Within two years, “Nails” had moved into a suite at the Congress Hotel and was enjoying the fast life. In October 1921, he and Hirschie Miller were acquitted on charges of murdering police officers William Hennessey and James Mulcahy at the Pekin Inn, a notorious South Side jazz and gin cabaret. Charges were made that key witnesses in the case had been paid off by state’s attorney Robert Crowe, but a “thorough investigation”, run by Crowe’s own office, failed to uncover anything illegal.

One morning in early 1923, Morton made a date for a horseback ride with O’Banion, his lovely young wife and a mutual friend, Peter Mundane. Morton had been taken with horses after visiting Louis Alterie’s Colorado ranch. After returning to Chicago after one trip, he outfitted himself with jodhpurs, a riding jacket and black derby. The men liked to rent horses from the Brown Riding Stables at 3008 North Clark (later the site of the old Ivanhoe Theater) and then go riding in Lincoln Park.

On this morning, Morton mounted a frisky young c**t named “Morvich”, after a famous jockey of the day. The plan was for “Nails” to ride east down Wellington toward the Lincoln Park bridle path, where he would rendezvous with his companions. Unfortunately, the nervous horse began behaving erratically and as Morton rode away from the stable, Morvich bolted south down Clark Street. Near the intersection of Clark and Diversey, Police Officer John Keyes saw how fast the animal was approaching and tried to curb the animal when he realized its rider has lost control of it. Then suddenly, the left stirrup gave away and fell to the ground. Morton clung to the horse’s neck, and then decided to take a chance and jump to the ground. He landed head-first on the street and on the way down, one of the horse’s back hooves hit Morton in the head, causing a skull fracture that would turn out to be fatal.

Morton was rushed to the hospital and died on the operating table. Within hours, hundreds of friends and admirers crowded the undertaking parlor at 4936 North Broadway to pay their respects. Gangster or not, the war hero was remembered as a friendly and likable man.
As far as his pals were concerned, “Nails” had been murdered – a crime that could not go unpunished.

Led by Louis Alterie, several members of the North Side gang broke into the Brown Riding Stables and executed the guilty horses. Alterie later telephoned the stable manager and told him “we taught that horse of yours a lesson.”

Dean O’Banion threw a party in celebration of this unusual act of vengeance.

After O’Banion’s death, Louis was enraged and was looking for revenge. He called out rival gangsters in a newspaper interview. “I have no idea who killed Deany,” he told a reporter, “but I would die smiling if only I had the chance to meet the guys who did, any time, any place they mention, and I would get at least two or three of them before they got me. If I knew who killed Deany, I’d shoot it out with the gang of killers before the sun rose in the morning and some of us, maybe all of us, would be lying on slabs in the undertaker’s place.”

As he had during the funeral, Alterie proposed a shoot-out at the corner of State and Madison Streets, but no gangster advertised his guilt by taking him up on the challenge.

Alterie’s newspaper comments angered Mayor Dever. “Are we still abiding by the code of the Dark Ages?” he asked in his own interview. “Or is this Chicago a unit of the American commonwealth? One day we have this O’Banion slain as a result of a perfectly executed plot of assassination. It is followed by this amazing demonstration. In the meanwhile, his followers and their rivals openly boast of what they will do in retaliation. They seek to fight it out in the street. There is no thought of the law or the people who support the law.”

As for the law, it certainly didn’t have any respect for Dean O’Banion. Relieved that another racketeer was out of the way, the police didn’t try too hard to catch his killers. But men like Louis Alterie, Hymie Weiss, George Moran, Vincent Drucci, and others wanted revenge and soon, the streets of Chicago were running red with blood.

The rival gangs shot at each other for the next five years, leaving dozens of men dead. Eventually – terrified by Louis’s unhinged behavior – Moran convinced him to leave Chicago and go to his ranch in Colorado until it as safe to return.

During his absence, the gang war between O’Banion’s men and the Chicago Outfit continued. In 1929, Capone’s syndicate killed seven North Side gang members in the infamous St. Valentine’s Day Massacre. Out of the core members of O’Banion’s gang, only Moran, Alterie, and a few others remained. The war was over – the Outfit was now in control of Chicago.

Meanwhile, in Colorado, Louis had trouble of his own. He became involved in a shooting in in Glenwood Springs, Colorado. As part of his sentencing agreement, he agreed to leave Colorado and not return for a period of five years. He went back to Chicago and, of course, found things had changed since he’d left. He decided that it would be best to keep a low profile – which meant no cowboy hats and six-shooters, I’d imagine.

But he got unwanted attention in June 1935 when he was forced to testify against Ralph “Bottles” Capone – Al’s brother – on a tax evasion charge. Louis Alterie was killed on July 18, 1935, while leaving his North Side Chicago apartment. Ironically, he was shot by snipers lying in wait for him across from his apartment – a technique he’d perfected years before.

Alterie was buried in an unmarked grave in Forest Lawn Memorial Park Cemetery in Glendale, California.

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THE BEST TOUR IN CHICAGO! Join Weird Chicago for the best tour in the city! We take you to both famous and little-known spots and behind the scenes of the greatest events in Chicago’s rich and wonderfully weird history. From haunted places to gangster hangouts, vanished history and crime scenes, we take you where no one else can. This isn’t just another ordinary tour — it’s an urban adventure that makes the past truly come alive! Come expecting the unexpected!

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