What Happened to Talented Singer Aaliyah, Who Died After Allegedly Being Carried onto the Plane in ‘Deep Sleep’?

Aaliyah, a beloved R&B singer and rising actress, unexpectedly died in a plane crash in 2001 that shocked the world. Here’s a look at her controversial relationship with R. Kelly and some of the shocking details surrounding her tragic passing.

Aaliyah was a rising star in the worlds of R&B and film, known for her iconic singles and influential style at just 22 years old. Sadly, her promising future was tragically cut short when she died in a devastating plane crash.

Take a deeper look at Aaliyah’s life behind the music, including her controversial relationship with R. Kelly and the unsettling details surrounding her tragic passing.

From the pilot who was not authorized to fly the plane to the haunting claim that Aaliyah was given a pill and carried on board in a deep sleep, the story of her final moments continues to raise questions.

Aaliyah at the 2001 Essence Awards. | Source: Getty Images

Aaliyah at the 2001 Essence Awards. | Source: Getty Images

The Controversial Relationship Between Aaliyah and R. Kelly

Aaliyah Dana Haughton, born in Brooklyn and raised in Detroit, was a singer, actress, and composer who quickly rose to fame in the mid-1990s with her smooth voice and unique blend of R&B and pop.

She captivated audiences with her debut album, “Age Ain’t Nothing but a Number,” showcasing her immense talent at just 15 years old. Known for her sleek image and effortless vocal style, Aaliyah was poised to become a global superstar and even had five Grammy nominations.

However, behind her meteoric rise, a controversial relationship with her mentor, R. Kelly, would cast a shadow over her early career. When Aaliyah’s debut album was released in 1994, it showcased her undeniable talent, propelling her into the spotlight.

However, the album also opened the door to her close and controversial professional relationship with R. Kelly, who wrote and produced the hit song of the same name on the album.

R. Kelly photographed outside his home in June 2001 in Orlando, Florida. | Source: Getty Images

R. Kelly photographed outside his home in June 2001 in Orlando, Florida. | Source: Getty Images

Aaliyah was only a teenager at the time, and Kelly was 27. Rumors about their closeness began swirling almost immediately, fueled by speculation that their bond went beyond just music.

The speculation peaked when reports surfaced that the pair had secretly married in 1994. This news caused an uproar, as it was revealed that the marriage documents falsely listed Aaliyah’s age as 18 to bypass legal constraints.

Aaliyah, circa 2000. | Source: Getty Images

Aaliyah, circa 2000. | Source: Getty Images

According to many, R. Kelly’s decision to marry Aaliyah was motivated by fear. Allegations swirled that the “Bump n’ Grind” singer had gotten Aaliyah pregnant while she was a minor.

Testimonies in later years suggested that the marriage may have been an attempt to protect R. Kelly from legal consequences. Despite the swirling rumors and legal documents that confirmed the marriage, Aaliyah denied being romantically involved with Kelly.

Aaliyah at the premiere of "Me, Myself & Irene" on April 28, 2000, in Los Angeles, California. | Source: Getty Images

Aaliyah at the premiere of “Me, Myself & Irene” on April 28, 2000, in Los Angeles, California. | Source: Getty Images

She dismissed the claims in an interview, stating, “No, I’m not married. […] He’s a great producer, a great artist who I do admire, and there’s nothing, nothing there at all.” However, the controversy followed her throughout her career, even though she tried to move on.

Aaliyah’s family, particularly her uncle Barry Hankerson, who had introduced her to Kelly, seemed unaware of the nature of their relationship. Hankerson said he “didn’t have a clue” and was “completely ignorant” about what had transpired between his niece and R. Kelly.

Aaliyah's uncle, Barry Hankerson, during an interview in 2023. | Source: YouTube/DoctorOz

Aaliyah’s uncle, Barry Hankerson, during an interview in 2023. | Source: YouTube/DoctorOz

When he learned that Kelly had allegedly married Aaliyah, he said he “went crazy,” reacting with shock and disbelief. However, the duo reportedly annulled their union shortly after.

Following the annulment, Kelly and Aaliyah agreed to part ways personally and professionally. They reportedly signed an agreement prohibiting them from discussing each other publicly, and he paid a settlement to Aaliyah and her family.

Although they kept the specifics of their relationship private due to this legal arrangement, the marriage remained a public scandal for years. Despite the brief and scandalous nature of her connection to R. Kelly, Aaliyah’s career thrived after their separation.

Aaliyah in concert in Irvine, California, in 1997. | Source: Getty Images

Aaliyah in concert in Irvine, California, in 1997. | Source: Getty Images

She worked with other major figures in the music industry, including Timbaland and Missy Elliott, creating a lasting legacy that extended beyond the controversy.

Her albums were highly successful, selling millions of copies, and she transitioned into a promising acting career before her untimely death in 2001.

Aaliyah and Missy Elliott at The 12th Annual Soul Train Music Awards on February 27, 1998, in Los Angeles, California. | Source: Getty Images

Aaliyah and Missy Elliott at The 12th Annual Soul Train Music Awards on February 27, 1998, in Los Angeles, California. | Source: Getty Images

In the years following Aaliyah’s passing, more details about her relationship with R. Kelly surfaced, particularly during the 2022 federal trial. Aaliyah’s story became part of a larger narrative about the singer’s behavior and impact on the lives of many individuals.

R. Kelly after appearing at a hearing at the Leighton Criminal Courthouse on September 17, 2019, in Chicago, Illinois. | Source: Getty Images

R. Kelly after appearing at a hearing at the Leighton Criminal Courthouse on September 17, 2019, in Chicago, Illinois. | Source: Getty Images

In 2023, the final installment of Lifetime’s “Surviving R. Kelly” alleged that the R&B star silenced Aaliyah and her family through a non-disclosure agreement.

Although Aaliyah had moved past the scandal in her lifetime, her association with R. Kelly remained a significant aspect of her public legacy, forever intertwined with the complex narrative of her brief but impactful life.

Aaliyah on "The Tonight Show with Jay Leno" in 2001. | Source: Getty Images

Aaliyah on “The Tonight Show with Jay Leno” in 2001. | Source: Getty Images

The Tragic Passing of Aaliyah and the Circumstances Surrounding the Plane Crash

On August 25, 2001, Aaliyah’s life was tragically cut short when a plane crash claimed her life and the lives of eight others. The R&B star was in the Bahamas, where she had been filming the music video for her hit song “Rock the Boat.”

As the video wrapped, Aaliyah and her team prepared to return to the United States. This included video-production director Douglas Kratz, bodyguard Scott Gallin, hairstylists Anthony Dodd and Eric Forman, Background Records executive Gina Smith, makeup artist Christopher Maldonado, and friend Keeth Wallace.

Aaliyah, circa 2000. | Source: Getty Images

Aaliyah, circa 2000. | Source: Getty Images

However, their decision to take an earlier flight on a small twin-engine Cessna 402B aircraft would prove fatal. Luis Morales III piloted the Blackhawk International Airways flight, but safety concerns existed before takeoff.

Sean Combs photographed leaving Aaliyah's memorial service at St. Ignatius Loyola Roman Catholic Church on August 31, 2001, in New York. | Source: Getty Images

Sean Combs photographed leaving Aaliyah’s memorial service at St. Ignatius Loyola Roman Catholic Church on August 31, 2001, in New York. | Source: Getty Images

The plane was reportedly overloaded with luggage, surpassing its weight limit by about 700 pounds. Despite complaints from the pilot and baggage handlers, the passengers insisted on taking everything with them.

While they were sorting things out, Aaliyah reportedly complained of not feeling well and had a headache. She was said to have been resting in a taxi before boarding, and allegations later emerged that the singer had been given a pill before the flight.

According to a witness, she slept off and was so soundly asleep that she had to be carried onto the plane. Mara Schiavocampo, a senior investigative correspondent, recounted, “She took the pill and that right after she fell into a very deep sleep. So deep in fact that she was carried onto the airplane still asleep and may not have even been aware that she was on the airplane.”

A portrait of Aaliyah at her memorial service at St. Ignatius Loyola Roman Catholic Church on August 31, 2001, in New York. | Source: Getty Images

A portrait of Aaliyah at her memorial service at St. Ignatius Loyola Roman Catholic Church on August 31, 2001, in New York. | Source: Getty Images

Once the plane took off from Marsh Harbour Airport around 6:50 p.m., it crashed less than a minute later, plummeting just a few hundred feet from the runway.

The crash left six passengers, including Aaliyah, dead on impact. Three others were critically injured and succumbed to their injuries soon after. The plane was quickly engulfed in flames, further complicating the rescue efforts.

Aaliyah's coffin being carried out of St. Ignatius Loyola Roman Catholic Church on August 31, 2001, in New York. | Source: Getty Images

Aaliyah’s coffin being carried out of St. Ignatius Loyola Roman Catholic Church on August 31, 2001, in New York. | Source: Getty Images

The subsequent investigation revealed several troubling details. Not only was the plane overloaded, but it was also discovered that the pilot was not authorized to operate that particular aircraft for Blackhawk International Airways.

In fact, the Federal Aviation Administration (FAA) had placed restrictions on the company, only allowing one specific individual to pilot that plane. Morales, who had only recently received his commercial pilot’s license, did not meet those requirements.

A pink teddy bear beside the guest book Aaliyah in New York. | Source: Getty Images

A pink teddy bear beside the guest book Aaliyah in New York. | Source: Getty Images

Furthermore, it was revealed that Morales had a criminal record, which included drug-related charges, and he had not reported these issues to the FAA as required.

Adding to the tragic nature of the incident, a pathologist who performed the autopsies on Aaliyah and the other victims testified that Aaliyah had suffered from severe burns and a blow to the head.

A fan writing a message on a billboard of Aaliyah on August 28, 2001, on Sunset Boulevard in Hollywood, California. | Source: Getty Images

A fan writing a message on a billboard of Aaliyah on August 28, 2001, on Sunset Boulevard in Hollywood, California. | Source: Getty Images

Dr. Giovander Raju, who led the inquest, noted that the singer also had a weakened heart. “Aaliyah went into such a state of shock, even if she had survived the crash, recovery would have been near impossible,” Dr. Raju explained.

In the wake of the crash, Aaliyah’s family filed a negligence lawsuit against Blackhawk International Airways, its owners, and the flight broker involved. The lawsuit was settled out of court, but the incident left many fans and industry insiders questioning how such a preventable tragedy could have occurred.

The plane crash shocked the world, leaving Aaliyah’s family, friends, and fans devastated. At just 22 years old, Aaliyah was poised for even greater success, having already established herself as a leading force in music and film.

She had just released her self-titled third album, which was already certified gold, and had begun making strides in Hollywood with roles in films like “Romeo Must Die” and “Queen of the Damned.” Her future seemed limitless.

Jet Li & Aaliyah at the premiere of "Romeo Must Die" on March 20, 2000, in Westwood, California. | Source: Getty Images

Jet Li & Aaliyah at the premiere of “Romeo Must Die” on March 20, 2000, in Westwood, California. | Source: Getty Images

Grand Bahamas Police Superintendent Basil Rahming captured the mood when he said, “Everyone’s in total shock. You know, Abaco is a small island and we’ve never heard of anything like this before.”

In the years since her passing, Aaliyah’s legacy has continued to grow. Though her life was tragically short, her impact on music and pop culture remains timeless.

Her influence can be seen in the work of countless artists who have followed in her footsteps, and her pioneering blend of R&B, hip-hop, and pop music helped shape a new generation of artists.

Despite the heartbreak surrounding her death, the young star’s music continues to resonate with fans old and new. Her legacy, like her songs, remains timeless, reminding the world of the brilliance she shared in her brief but extraordinary time on Earth.