Special Report

Clint Eastwood Movies Ranked Worst to Best

Source: Courtesy of Warner Bros.

48. Pink Cadillac (1989)
> Combined score: 0.96 — #19,300 highest out of 22,286 movies
> Director: Buddy Van Horn
> Also starring: Bernadette Peters, Timothy Carhart, Tiffany Gail Robinson

A skip tracer (Eastwood) and his bounty (Peters) contend with various obstacles in this stale adventure comedy. Eastwood met future romantic partner actress Frances Fisher on the set and she would later give birth to their daughter Francesca.

Source: Courtesy of Warner Bros.

47. City Heat (1984)
> Combined score: 0.99 — #19,083 highest out of 22,286 movies
> Director: Richard Benjamin
> Also starring: Burt Reynolds, Jane Alexander, Madeline Kahn

This critically lambasted buddy-crime-comedy, which takes place in the 1930s, pairs a straitlaced police lieutenant (Eastwood) with an unpredictable private eye (Reynolds). Putting their differences aside, the begrudging partners take on the Kansas City mob. Both lead stars played heavily into their respective personas at the time.

Source: Courtesy of Warner Bros.

46. The Rookie (1990)
> Combined score: 1.23 — #16,618 highest out of 22,286 movies
> Director: Clint Eastwood
> Also starring: Charlie Sheen, Raul Julia, Sônia Braga

One of Eastwood’s lesser directorial efforts finds him playing a veteran detective on the path for revenge. The only thing getting in his way is a young rookie partner (Sheen), who insists on playing by the rules. The film was quickly out-muscled in theaters by “Home Alone,” which was still reigning over the box office in its third week of release.

Source: Courtesy of Warner Bros.

45. Any Which Way You Can (1980)
> Combined score: 1.26 — #16,184 highest out of 22,286 movies
> Director: Buddy Van Horn
> Also starring: Sondra Locke, Geoffrey Lewis, William Smith

Former trucker turned bare-knuckle brawler Philo Beddoe (Eastwood) returns for this blockbuster sequel to 1978’s “Every Which Way But Loose.” With an orangutan for a sidekick, Beddoe is drawn back into the violent world he was trying to leave behind.

Source: Courtesy of Warner Bros.

44. Firefox (1982)
> Combined score: 1.39 — #14,646 highest out of 22,286 movies
> Director: Clint Eastwood
> Also starring: Freddie Jones, David Huffman, Warren Clarke

Based on a bestselling novel, this Cold War actioner follows a fearless pilot (Eastwood) behind Soviet lines on a top secret mission. Roger Ebert called it a “slick, muscular thriller that combines espionage with science fiction.” Most of Ebert’s fellow critics weren’t nearly as impressed.

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