HomeNewsAnalysisLatin America's Top 5 Prison Breaks
ANALYSIS

Latin America's Top 5 Prison Breaks

EL CHAPO / 20 FEB 2015 BY LOREN RIESENFELD EN

From seducing guards in Brazil to escaping from impenetrable fortresses in Mexico dressed in drag, prison breaks in Latin America are sometimes even more bizarre than their fictional counterparts. InSight Crime counts down the top five.

5) Seduction and Spiked Whisky in Brazil

In a startling display of incompetence, guards in a small city in western Brazil allowed two women dressed as "sexy" police officers inside a prison. The women reportedly spiked the guards' whisky, took their keys, and let at least 26 inmates leave with weapons and ammunition.

The next morning, police found the guards handcuffed with little memory of what had happened. "One was found dizzy, trying to wake up. Another slept for the whole afternoon, and couldn't even be questioned," a police official stated, according to Latina magazine

Police believe the escape was orchestrated by an 18-year-old prisoner and his girlfriend.

4) Daring Helicopter Escape in Chile

Four inmates escaped from a Santiago high-security prison in 1996 via helicopter. The prisoners were in an open-air recreation space when a helicopter dropped a metal basket into the prison to rescue five leaders of the Manuel Rodriguez Patriotic Front, a group that fought against Chile's dictatorship and remained active after the country's transition to democracy. Guards shot at the helicopter, and during the commotion one of the five fell off the basket, according to El Pais.

The organization had a history of escape attempts: six years earlier, 48 members of the rebel group and another guerrilla fighter dug a tunnel from a prison in Santiago to an abandoned railway station, which -- according to police sources cited by the Los Angeles Times -- was "a real work of engineering."

3) Walking Out of Mexican Fortress Dressed in Drag

After he was caught smuggling cocaine through an airport in Mexico in 1973, US citizen Dwight Worker was sentenced to five years in Lecumberri Prison, a notoriously impenetrable fortress. Worker was the second person ever to escape from Lecumberri; the first was Pancho Villa, one of the leaders of the Mexican Revolution.

SEE ALSO: Mexico News and Profiles

Worker fell in love with an American woman who was visiting another inmate, and together they devised a strategy to smuggle female clothing, a wig, and makeup into the prison. Worker then walked out of Lecumberri dressed as a female visitor with a forged pass. He caught a bus and a train to the US border and later married the woman who helped him escape.  

2) Debunking El Chapo's Famous Escape in Mexico

In what is perhaps the most famous escape in Mexican history, Sinaloa Cartel leader Joaquin "El Chapo" Guzman allegedly snuck out of a maximum security prison in 2001

The Mexican government said El Chapo was shuttled out of the prison hidden in a laundry cart, but others have questioned the official narrative and argued that instead of a daring tale of escape, El Chapo's story is one of official corruption.

Investigative journalist Anabel Hernandez wrote in her book Narcoland that the prison's sophisticated heat sensors would have immediately detected a body in the laundry cart. Instead, Hernandez found evidence that federal police walked El Chapo out of the prison dressed as a member of their SWAT team. Another journalist who interviewed one of the drug lord's accomplices corroborated this version of events.

El Chapo frustrated authorities for years, maintaining elaborate systems to prevent any future arrest. One security expert called him "the king of tunnels and drains," according to The Economist. Indeed, El Chapo once evaded police by escaping through a trap door under his bathtub. He was finally recaptured in 2014.

1) Pablo Escobar's Escape From Luxury Prison

In 1992, notorious drug lord Pablo Escobar escaped from a prison he had designed for himself. Named "The Cathedral," Escobar's private prison sported a chapel, a soccer field, a discotheque, and handpicked guards.

SEE ALSO: Colombia News and Profiles

After he allegedly ordered the torture and killing of four of his lieutenants at the compound, authorities decided to transfer Escobar to a military jail and sent two officials to the prison to inform him of the change. After Escobar's men threatened the officials, Colombian soldiers arrived on the scene, provoking a hasty retreat by Escobar and his guards. A massive manhunt followed, and Escobar went on the lam for 17 months until he was killed in a shootout on a Medellin rooftop.

share icon icon icon

Was this content helpful?

We want to sustain Latin America’s largest organized crime database, but in order to do so, we need resources.

DONATE

What are your thoughts? Click here to send InSight Crime your comments.

We encourage readers to copy and distribute our work for non-commercial purposes, with attribution to InSight Crime in the byline and links to the original at both the top and bottom of the article. Check the Creative Commons website for more details of how to share our work, and please send us an email if you use an article.

Was this content helpful?

We want to sustain Latin America’s largest organized crime database, but in order to do so, we need resources.

DONATE

Related Content

CHAPITOS / 23 DEC 2022

The Chapitos are winning the internal war for the Sinaloa Cartel and doing it in a different way than their…

ECUADOR / 24 FEB 2021

Long-simmering tensions between prison gangs in Ecuador exploded this week, leaving at least 75 people brutally killed in four prisons…

GENDER AND CRIME / 25 MAR 2021

The shooting death of a 19-year-old woman in a Venezuela police holding cell has revealed that women in the jail…

About InSight Crime

THE ORGANIZATION

Escaping Barrio 18

27 JAN 2023

Last week, InSight Crime published an investigation charting the story of Desafío, a 28-year-old Barrio 18 gang member who is desperate to escape gang life. But there’s one problem: he’s…

THE ORGANIZATION

Europe Coverage Makes a Splash

20 JAN 2023

Last week, InSight Crime published an analysis of the role of Amsterdam’s Schiphol Airport as an arrival hub for cocaine and methamphetamine from Mexico.  The article was picked up by…

THE ORGANIZATION

World Looks to InSight Crime for Mexico Expertise

13 JAN 2023

Our coverage of the arrest of Chapitos’ co-founder Ovidio Guzmán López in Mexico has received worldwide attention.In the UK, outlets including The Independent and BBC…

THE ORGANIZATION

InSight Crime Shares Expertise with US State Department

16 DEC 2022

Last week, InSight Crime Co-founder Steven Dudley took part in the International Anti-Corruption Conference organized by the US State Department’s Bureau of Democracy, Human Rights, & Labor and…

THE ORGANIZATION

Immediate Response to US-Mexico Marijuana Investigation

9 DEC 2022

InSight Crime’s investigation into how the legalization of marijuana in many US states has changed Mexico’s criminal dynamics made a splash this week appearing on the front page of…