Movies like Oscar

Get Shorty explores the mishaps of a mobster trying to produce a movie in Hollywood, combining elements of crime with satirical comedy. Its clever dialogue and engaging plot make it a solid recommendation for those who found Oscar's integration of crime and comedy entertaining.

The Whole Nine Yards follows a dentist who finds himself living next to a former mob hitman. This movie is rife with comedic misunderstandings and mafia antics in a suburban setting, which will appeal to those who enjoyed the hijinks of Oscar.

Analyze This plays up the mob comedy angle by focusing on a mafia boss seeking therapy for his anxiety. The blend of underworld dealings with comedic situations makes it a great follow-up for fans of Oscar's humorous approach to the mobster lifestyle.

My Blue Heaven is a comedic take on a mobster's life after entering witness protection, which mirrors the blend of crime and comedy found in Oscar. Fans of the quirky identity shifts and lighthearted take on the mafia genre will certainly get a kick out of this film.

Mickey Blue Eyes stars Hugh Grant as an art auctioneer entangled in his future father-in-law's mafia connections. Its mix of romance, misunderstandings, and mob humor makes it a good suggestion for those who liked the charm of Oscar.

The Freshman follows the story of a young man unknowingly enlisting in the services of a mob boss to pay for his college tuition. This movie's slapstick humor and the engaging dynamic between the naive protagonist and the criminal underworld are reminiscent of the quirky spirit seen in Oscar.

Married to the Mob offers a comedic perspective on the wife of a mobster trying to start a new life after her husband is assassinated. With its offbeat characters and comedic take on mafia relationships, fans of Oscar are likely to enjoy this film's tone and storyline.

Johnny Dangerously is a spoof of the gangster genre, featuring a man who becomes a crime boss to pay for his brother's education. Its absurdist humor and affectionate parodying of mafia film tropes will resonate with the audience who appreciated the comedic elements of Oscar.