10 Most Infamous Gangsters in History – Most Notorious Gangsters

In the shadowy corners of our collective past, certain individuals have etched their names into history with notorious deeds. They are the infamous gangsters and mobsters – names that still echo with a chilling resonance. What sets them apart? They encapsulate a mix of fear, fascination, and even a grudging respect. Their stories, wrapped in layers of crime, power, and danger, make them more than mere criminals. They’re legends of the underworld.

Defining a gangster isn’t as straightforward as you might imagine. These are no ordinary lawbreakers. They’re a special breed, a distinct group within the broad spectrum of criminality. It’s about more than just illegal activities. It’s about an attitude, a certain swagger that commands both respect and fear in equal measure.

Yes, they’re about breaking the law, of course, but they do it with a flair that’s all their own. It’s a lifestyle, really, with its own set of unwritten rules and codes of conduct. From the prohibition era’s infamous gangsters in America to the modern-day dangerous gangs, the story of gangsters is as old as the history of human civilization. Their narratives have been woven into the very fabric of society, particularly American society, igniting our collective imagination in ways few other figures can.

So, pull up a chair and fasten your seat belts. We’re about to take a roller coaster ride through the annals of crime. And take a closer look at the most infamous gangster figures that have ever lived. These stories remind us that the human capacity for good and evil is indeed a complex spectrum. From the most famous gangsters to those lesser-known yet equally impactful!

10 – Jacques Mesrine

Born on December 28, 1936, in a bourgeoise family in Clichy-la-Garenne, near Paris, Jacques René Mesrine remains one of the most infamous gangsters to ever emerge from France. The name Mesrine brings forth images of a criminal mastermind, charismatic and ruthless, a man who wasn’t afraid to toe the line.

From his early life as a delinquent, Mesrine evolved into a ruthless outlaw, a self-styled Robin Hood of the modern era. His criminal exploits took him across continents – from France to Canada, from burglary to bank robberies, from kidnappings to daring prison escapes. Mesrine led a life that resembled the script of an adrenaline-pumping thriller.

Mesrine’s story was not merely one of a life of crime. It was about the audacity, the defiance of a man who basked in the limelight, who taunted the authorities, and lived life on his own terms. Brash and bold, he was no stranger to dangerous gangs and infamous gangsters, but Mesrine was a league apart. He was eventually gunned down by French police in November 1979, but his legacy continues to live on.

09 – James ‘Whitey’ Bulger

The name James ‘Whitey’ Bulger is synonymous with organized crime in Boston, making him one of the most infamous gangsters from America. As the leader of the Winter Hill Gang, Bulger’s criminal empire stretched far and wide, underpinned by his shrewdness and brutal efficiency.

Bulger was not your average gangster. A man of contrasts, he was known to be a meticulous planner, a vicious executioner. And yet, oddly, a man who showed glimpses of kindness to the community. This complexity added another layer to his infamous gangster persona.

His life of crime, spanning decades, involved everything from drug trafficking to racketeering, murder to extortion. Bulger’s reign ended when he was captured in 2011 after being on the FBI’s Most Wanted list for over a decade. His story remains a significant chapter in the annals of American organized crime.

08 – John Dillinger

When we talk about the most famous mobsters of the early 20th century, the name John Dillinger invariably comes up. He was a figure who stirred the public’s imagination during the Great Depression. It was a time when people looked upon bank robbers as something of folk heroes.

Born in Indiana, Dillinger’s criminal career was marked by a string of bank robberies, prison escapes, and shootouts. It’s been said that his charm and audacity, coupled with his criminal exploits, made him something of a celebrity among the common folks.

Dillinger’s infamous gang, known as the Dillinger Gang or The Terror Gang, was noted for its boldness and the smooth execution of its crimes. The gang’s high-profile activities eventually led to Dillinger being declared Public Enemy Number One by the FBI.

The life of this infamous gangster was as short as it was intense. Dillinger met his end outside the Biograph Theater in Chicago in 1934, gunned down by FBI agents. His demise marked the end of an era. But his legend as one of the most infamous gangsters in America continues to endure.

07 – Griselda Blanco

Griselda Blanco, also known as the “Black Widow” or the “Godmother of Cocaine”, was one of the most powerful and dangerous gangs leaders in history. Born in Cartagena, Colombia, Blanco climbed her way to the top of the drug-trafficking world, marking her territory in a predominantly male industry.

In the 70s and 80s, Blanco oversaw an empire that smuggled tons of cocaine from Colombia into the United States. A force to be reckoned with, she was known for her ruthless and violent tactics. Blanco was not someone who shied away from using extreme violence to ensure her empire remained intact.

In the world of infamous gangsters, Blanco holds a notorious place. She allegedly orchestrated more than 200 murders during her reign. Blanco’s life came to an abrupt end in 2012, when she was gunned down in Medellin, Colombia.

06 – Dawood Ibrahim

Dawood Ibrahim is a name that’s widely recognized in South Asia. As the head of the organized crime syndicate D-Company in Mumbai, India, Ibrahim rose to become one of the most infamous gangsters in the region.

Born to a constable of the Mumbai Police, Ibrahim’s rise in the criminal world was meteoric. He started his life of crime with petty thefts and card scams but quickly escalated into more serious criminal activities like smuggling and extortion.

Ibrahim’s D-Company had a stronghold on the Mumbai underworld for decades, engaging in activities like drug trafficking, extortion, and murder. Today, Ibrahim finds himself on Interpol’s most-wanted list, living in exile. His current whereabouts remain unknown, adding to his enigmatic and infamous gangster persona.

05 – Pablo Escobar

The mention of infamous gangsters is incomplete without the name Pablo Escobar. Known as the “King of Cocaine,” Escobar was the most notorious drug lord to emerge from Colombia. At the height of his power, Escobar’s Medellin Cartel controlled 80% of the cocaine shipped to the United States.

Born into a poor family in Rionegro, Colombia, Escobar’s journey to becoming the wealthiest criminal in history was marked by ambition, ruthlessness, and an insatiable appetite for power. His empire was built on a foundation of cocaine production and distribution, bribery, and violence.

While Escobar’s reign brought terror and destruction, he also fashioned himself as a Robin Hood-like figure, building houses and soccer fields for the poor. This duality made him a controversial figure.

Escobar’s life came to a violent end in 1993 when he was gunned down by Colombian National Police. However, his legacy as the world’s most famous mobster continues to live on, immortalized in countless books, documentaries, and films.

04 – Al Capone

Picture Chicago in the 1920s and you’ll likely imagine jazz, flappers, and one man standing above all, Al Capone. An infamous gangster, Capone’s name has become synonymous with the city he once ruled.

Born to Italian immigrants in New York City, Capone began his criminal career in the infamous Five Points gang. His journey from Brooklyn to the top of Chicago’s criminal underworld was marked by ruthless determination and a knack for business, albeit illicit.

Capone’s reign, soaked in bootleg liquor and violence, defined the Roaring Twenties. His infamous Valentine’s Day Massacre in 1929, where seven members of a rival gang were gunned down, cemented his reputation as one of the most dangerous gangsters of his time.

Yet, it was not for violent crime but for tax evasion that Capone was finally apprehended, serving seven years before his release. However, his legend as one of the most infamous gangsters in America lives on.

03 – Lucky Luciano

Salvatore Lucania, better known as Lucky Luciano, was a driving force behind the modernization of organized crime. His influence is still felt today in the very structure of American organized crime.

Luciano was born in Sicily, Italy, but his family migrated to the United States when he was nine. In New York, he climbed the ladder of organized crime, from petty crimes to running his racket. As an infamous gangster, Luciano wasn’t afraid to spill blood. He orchestrated the assassinations of two major New York mob bosses, allowing him to take control.

He then restructured New York’s gangs into families and established The Commission, a sort of mob board of directors. This move solidified him as one of the most famous gangsters in history.

Luciano’s rule was cut short by his conviction for compulsory prostitution, resulting in a 30-year sentence. However, his impact on the criminal underworld remains his lasting legacy.

02 – The Kray Twins

Across the pond in the East End of London, Reggie and Ronnie Kray, better known as the Kray Twins, ruled the streets in the 1950s and 60s. The twins were the most feared gangsters in Britain, their reputation spreading far beyond the city they called home.

Born and raised in London, the twins’ criminal career started young. They created “The Firm,” engaging in armed robberies, arson, protection rackets, assaults, and two high-profile murders.

The Krays were known not just for their violence but for their glamorous lifestyle. They owned a string of nightclubs and were photographed with famous celebrities. However, their high-profile lifestyle ultimately led to their downfall.

The Kray twins were arrested in 1968 and were both sentenced to life imprisonment. Yet, their infamous gangster status lives on, capturing the public’s imagination through films and books.

01 – Joaquin Guzman

When it comes to infamous gangsters, few can compare to the notoriety of Joaquin Guzman, commonly known as “El Chapo”. Leader of the Sinaloa Cartel, one of the most dangerous gangs in the world. Guzman was once considered the “most powerful drug trafficker in the world” by the U.S. Department of Treasury.

Born into a poor family in rural Mexico, Guzman ascended through the ranks of the drug trade quickly. Under his leadership, the Sinaloa Cartel controlled vast territories, smuggling multi-ton cocaine shipments from Colombia, along with methamphetamine, marijuana, and heroin.

Guzman’s escapades are the stuff of legend, including two high-profile prison escapes that further added to his infamous status. In one escape, he vanished through a mile-long tunnel dug directly into his prison shower.

In 2016, Guzman was arrested for the third time and extradited to the United States. He was sentenced to life imprisonment in 2019. His name continues to dominate discussions on drug trade and organized crime, marking him as one of the most infamous gangsters in history.

From Crime Scenes to Movie Scenes: Gangster Stories on Film

While the infamous gangsters made headlines for their criminal exploits, their stories have also inspired some of the most memorable films in cinema history.

Consider the legendary tale of Al Capone. His larger-than-life persona influenced the iconic character of Alphonse Capone in “The Untouchables”. This film gives viewers a peek into the violent and corrupt era of Prohibition and the effort of Elliot Ness to bring Capone to justice.

Moving onto the story of Henry Hill, who associated with the Lucchese crime family, we find inspiration for Martin Scorsese’s “Goodfellas”. This film provides an intimate look at the rise and fall of a mobster.

Then, the epic tale of the rise and fall of drug lord Pablo Escobar was masterfully crafted into a critically acclaimed series, “Narcos”. The series depicts the gruesome reality of the drug trade and the law enforcement effort to curb it.

Lastly, the audacious escapes of El Chapo have been portrayed in the series “El Chapo”, adding to the lore of the famous mobster.

Through these depictions, we’re able to see these complex characters in a new light. And while these tales might seem unbelievable, it’s important to remember they’re grounded in the harsh realities of these infamous gangsters’ lives.