Isaiah Jaylaun Dukes (born June 3, 1997), known professionally as Lil Zay Osama, is an American rapper. His music, which he describes as "pain music", reflects his violent upbringing on the South Side of Chicago and explores subjects including grief, trauma and survival.

'THE STREETS CALLING MY NAME, PT. 2' OUT NOW! 📖 Lil Zay Osama makes “pain music.” That’s what the South Side native calls his combination of raw, gripping lyrics and a passionate delivery.

Feb 23, 2025 · Lil Zay Osama has been released from prison after serving several months for gun charges stemming from an incident in 2022.

Nov 7, 2024 · Earlier today, at the federal courthouse in Brooklyn, Isaiah Dukes, also known as “Lil Zay Osama,” was sentenced by United States District Judge Nina R. Morrison to 14 months in prison and a $10,000 fine. Dukes was indicted in January 2024 for possession of a machinegun, and pleaded guilty in May 2024.

Dec 15, 2023 · Chicago-based rapper Isaiah Dukes, also known as “Lil Zay Osama,” is jailed in DuPage County tonight after a law enforcement task force allegedly found him in a car with a machine gun and jewelry that may be linked to the recent armed robbery of a “jeweler to the stars” in New York City.

Mar 16, 2025 · Chicago rapper Lil Zay Osama is under investigation for his alleged involvement in an armed robbery at a Los Angeles smoke shop on March 13, 2025.

Jan 27, 2024 · Earlier this week, the United States Attorney's Office hit Lil Zay Osama, real name Isaiah Dukes, with possession of a machinegun and possession of an unregistered firearm. As a result, the...

May 30, 2024 · Rapper Lil Zay Osama could face time in federal prison after he admitted Thursday that he left a modified handgun in an Uber in Queens.

Mar 15, 2025 · In December 2023, after an Illinois police chase, Lil Zay Osama was apprehended after officers recovered loaded firearms. In 2024, the rapper was sentenced to 14 months in prison on a federal weapons charge for possessing an altered firearm in a vehicle.

Apr 4, 2024 · BROOKLYN (WABC) -- Chicago rapper Lil Zay Osama pleaded not guilty Wednesday to an indictment charging him with possession of a machine gun and possession of an unregistered firearm after he...