http://www.ranker.com/list/celebrities-with-alleged-ties-to-the-mafia/josh-heller
Frank Sinatra's uncle, Babe Garavante, was a member of the Morettis and was convicted of murder in 1921 after driving the getaway car from an armed robbery. Over the years, Old Blue Eyes was consistently tied to the Gambino, Genovese, and Colombo families.

Marilyn Monroe allegedly spent her last night alive with gangster Sam Giancana in Lake Tahoe, CA. That night, he supposedly convinced her not to go public with her affair with JFK. The next day, she was found dead of an apparent suicide. Never go against the Kennedys IMO
Frankie Valli
The Four Seasons frontman has ties to the Genoveses. He admits the connections: "Where I grew up, in New Jersey, there was a lot of organized crime activity. It was a part of life." If you were an entertainer in the 60s, you'd rub shoulders with mob guys all the time; they owned most of the clubs.
Joe Namath
This football personality has been connected to both the Gambinos and the Luccheses through his seedy Upper East Side bar, Bachelors III. So many bookies, loan sharks, and mobsters came through the doors that the NFL ordered Namath to divest himself from the place.
Jerry Orbach
This deceased "Law & Order" star was connected to the Colombos. He was an eyewitness in the murder of Crazy Joe Gallo, but refused to cooperate with police. Even though Orbach saw the shooter, he went to his grave never revealing who it was.
According to MafiaInformation.com, this British bombshell has been linked to the Colombos. Hurley is said to have associated with Colombo Capo Donnie "Shacks" Montemarono, who was investigated by the FBI for fixing UCLA football games. Charges were dropped, but he stayed on their radar.
Wayne Newton
This Las Vegas mainstay allegedly has connections to the Gambinos. Newton has publicly admited to knowing Guido Penosi of the Gamino crime family, but Newton insisted that he didn't know about Penosi's ties. He told a newspaper in 2000: "I'm an Indian boy from Virginia. What do I know about the Mafia?"
Steve Wynn
Over the years, this billionaire Vegas hotelier is said to have had connections to Genoveses, among other crime families. In 1986, Wynn got into heat with authorities over his Atlantic City hotel. Investigators discovered that Wynn's friend, mobster Tony Castelbuono, had been laundering the profits from his heroin-trafficking business through Wynn's casino. The scandal almost cost Wynn his gambling license.
Tony Bennett
This crooner is supposedly connected to the Bonanno family. He also had an alleged run-in with a notorious mob hit-man in the 70s. Bennett was confronted by Tony Spilotro for messing with his girl. Spilotro is said to have angrily slammed Bennett's head on a telephone book, which got the singer to "turn his life around."
Debbie Reynolds
According to MafiaInformation.com, this veteran actress has ties to crime families in Chicago. Debbie Reynolds is a long time Vegas fixture. She was once asked if people should be worried about getting killed in Las Vegas, and she said, "Yeah, but only those who need killing."