Clint Eastwood is one of the biggest names in the Western movie genre, but the films he’s acted in and directed belong to additional niches of cinema outside the Western. Each decade of Eastwood’s career has brought new challenges and opportunities, and the 1990s saw some of his best work, as well as some movies that audiences and critics would rather forget. However, each project is memorable thanks to Eastwood’s longevity as a performer and filmmaker. Though not every Eastwood movie from the ’90s is of the highest quality, they all have something fun to draw viewers in.
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Though Clint Eastwood’s movies from the 1960s are some of his most famous, catapulting him into stardom, the 1990s saw a dramatic turn in the kinds of projects Eastwood took on. It was in this era that Eastwood started to experiment and reflect on his legacy, especially within Westerns as a whole. The choices he would make in his work in the 21st century can be traced back to the style and narrative decisions of the ’90s. Eastwood steps in front of the camera in all of these films, grappling with his role as a Western star and emerging director.
You are watching: All 8 Clint Eastwood Movies From The 1990s, Ranked
8
The Rookie (1990)
Directed by Clint Eastwood
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The Rookie
R
ActionCrimeDramaThriller
The Rookie (1990) stars Clint Eastwood as seasoned detective Nick Pulovski and Charlie Sheen as his rookie partner, David Ackerman. Directed by Eastwood, the film follows the duo as they navigate the dangerous world of car theft rings in Los Angeles. As Pulovski seeks justice for the murder of his former partner, Ackerman must overcome personal demons and prove himself in a high-stakes environment.
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Release Date
December 7, 1990
Runtime
120 Minutes
Cast
Clint Eastwood
, Charlie Sheen
, Raul Julia
, Sonia Braga
, Tom Skerritt
Director
Clint Eastwood
Writers
Boaz Yakin
, Scott Spiegel
Studio(s)
Malpaso Productions
, Warner Bros. Pictures
Expand
Charlie Sheen costars with Eastwood in The Rookie, a police drama that sees Eastwood’s seasoned character, Nick, train and test the titular rookie, Sheen’s David. It’s a campy addition to Eastwood’s filmography, as both Eastwood and Sheen are giving over-the-top performances and playing up the trope of the tortured cop. Though it’s a contemporary action film, The Rookie drew comparisons to the formulas and characters of Eastwood’s Westerns, especially since Nick’s archetype is so similar to the lone gunslingers Eastwood typically portrays.
While the late ’80s and early ’90s saw some interesting additions to the cop genre, The Rookie didn’t tread new territory or look critically at its content.
Considered one of Clint Eastwood’s worst movies, The Rookie makes up for its predictable story with some fun stunts and action sequences. However, they pale in comparison to the iconic shootouts that Eastwood is remembered for. While the late ’80s and early ’90s saw some interesting additions to the cop genre, The Rookie didn’t tread new territory or look critically at its content. This is surprising since many of the movies that Eastwood directed and starred in were interrogative and pushed the boundaries of form in cinema.
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Title |
Rotten Tomatoes Critic Score |
Rotten Tomatoes Audience Score |
|
The Rookie (1990) |
33% |
36% |
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1
7
Absolute Power (1997)
Directed by Clint Eastwood
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Absolute Power
R
CrimeDramaAction
Absolute Power is a political thriller directed by Clint Eastwood, who also stars as master thief Luther Whitney. After witnessing a murder involving high-level government officials, Whitney must unravel the complex web of deception and corruption to avoid being caught. The film also features Gene Hackman as the President and Ed Harris as the investigating detective.
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Release Date
February 14, 1997
Runtime
121 Minutes
Cast
Clint Eastwood
, Gene Hackman
, Ed Harris
, Laura Linney
, Judy Davis
, Scott Glenn
, Dennis Haysbert
, E.G. Marshall
Director
Clint Eastwood
Writers
David Baldacci
, William Goldman
In the latter half of the decade, Eastwood directed and starred in Absolute Power, another movie with a mixed-to-negative reputation. Though the cast is incredible, with Gene Hackman, Laura Linney, and Ed Harris all starring alongside Eastwood, the convoluted and unbelievable plot drew questions from critics and audiences. Eastwood’s character, the master thief Luther Whitney, gets caught up in a murder cover-up that implicates the President of the United States, played by Hackman.
The individual elements of Absolute Power have promise, as interrogating what it means when a figure like the president abuses their personal and political power was a timely topic in the late ’90s. However, there are too many additional plot points thrown in, with Whitney’s life as a thief, relationship with his daughter, and complicated morality all clouding the central themes and issues of Absolute Power. Additionally, the discussions of an aging hero/outlaw that are touched upon here had already been brilliantly brought to life by Eastwood earlier in the decade.
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Title |
Rotten Tomatoes Critic Score |
Rotten Tomatoes Audience Score |
|
Absolute Power (1997) |
56% |
52% |
6
True Crime (1999)
Directed by Clint Eastwood
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True Crime
R
CrimeDramaMysteryThriller
True Crime is a gripping thriller that follows journalist Steve Everett as he races against time to uncover the truth and save a man on death row. Set against the backdrop of the criminal justice system, the film delves into themes of justice, redemption, and investigative journalism, providing a thought-provoking narrative driven by a sense of urgency and moral inquiry.
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Release Date
March 19, 1999
Runtime
127 minutes
Cast
Clint Eastwood
, Isaiah Washington
, LisaGay Hamilton
, James Woods
, Denis Leary
, Bernard Hill
, Diane Venora
, Michael McKean
, Michael Jeter
, Mary McCormack
, Hattie Winston
, Penny Bae Bridges
, Francesca Eastwood
, John Finn
, Laila Robins
, Sydney Tamiia Poitier
, Erik King
, Graham Beckel
, Frances Fisher
, Marissa Ribisi
, Christine Ebersole
, Anthony Zerbe
, Nancy Giles
, Tom McGowan
, William Windom
, Don West
Director
Clint Eastwood
Writers
Andrew Klavan
, Larry Gross
, Paul Brickman
, Stephen Schiff
Expand
Questions of innocence and the issues of the American judicial system are raised in True Crime, Eastwood’s movie based on the 1995 novel of the same name. Once again, Eastwood takes center stage as Steve, a journalist who takes it upon himself to prove the innocence of a man on death row when he realizes that he’s been wrongfully convicted. Isaiah Washington, best known for Grey’s Anatomy, plays opposite Eastwood as Frank, the man in prison. Throughout the film, Eastwood successfully builds tension and makes the viewer deeply concerned about Frank and his fate.
Having a journalist be the central investigator in a crime drama can work, but True Crime doesn’t quite pull it off.
While the emotional impact of True Crime is undeniable, the story takes many dramatic turns and leans into melodrama rather than focusing on the deeper social issues at play inside the narrative. Unfortunately, Eastwood is not at his best as Steve, as Eastwood’s take on the character pushes him into action star territory instead of staying true to his roots as a journalist. Having a journalist be the central investigator in a crime drama can work, but True Crime doesn’t quite pull it off.
|
Title |
Rotten Tomatoes Critic Score |
Rotten Tomatoes Audience Score |
|
True Crime (1999) |
56% |
49% |
5
White Hunter Black Heart (1990)
Directed by Clint Eastwood
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White Hunter Black Heart
PG
DramaAdventure
White Hunter Black Heart is a 1990 dramatic film directed by and starring Clint Eastwood. Based on the novel by Peter Viertel, it follows a renowned filmmaker’s obsession with big-game hunting in Africa as he prepares for a new project. The film explores themes of ethical conflict and personal ambition, inspired by real events in John Huston’s life during the production of The African Queen.
Release Date
September 14, 1990
Cast
Clint Eastwood
, Jeff Fahey
, Charlotte Cornwell
, George Dzundza
, Alun Armstrong
, Norman Lumsden
, Edward Tudor-Pole
, Roddy Maude-Roxby
, Richard Warwick
, Marisa Berenson
, Richard Vanstone
, Christopher Fairbank
, Catherine Neilson
, Clive Mantle
, Timothy Spall
, Alex Norton
Director
Clint Eastwood
Writers
Peter Viertel
, James Bridges
, Burt Kennedy
Expand
The meta-textual movie White Hunter Black Heart is a loose adaptation of reports about what happened behind the scenes during the filming of The African Queen. Eastwood’s character is an interpretation of John Huston, the famed director, and many of the other characters are fictionalizations of the Hollywood icons who took part in The African Queen. One of Humphrey Bogart’s best films and a movie that defined Katharine Hepburn’s career, The African Queen, was shot on location in Uganda and the Democratic Republic of the Congo (via AFI).
There are few things Hollywood enjoys more than a movie about making movies, but White Hunter Black Heart doesn’t simply flatter the film industry and play into the nostalgia of Hollywood’s Golden Age. Instead, White Hunter Black Heart makes some decent commentary about American colonialism and how this influences the work of white directors entering countries and spaces that aren’t their own. Though Eastwood’s direction outpaces his performance, he still dedicates himself fully to his starring role in White Hunter Black Heart.
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Title |
Rotten Tomatoes Critic Score |
Rotten Tomatoes Audience Score |
|
White Hunter Black Heart (1990) |
83% |
62% |
4
A Perfect World (1993)
Directed by Clint Eastwood
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10/10
A Perfect World
PG-13
CrimeDramaThriller
A Perfect World stars Kevin Costner as an escaped convict who kidnaps a young boy. As the two form an unlikely bond during their run from the law.
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Release Date
November 24, 1993
Runtime
138 minutes
Cast
Kevin Costner
, Clint Eastwood
, Laura Dern
, T.J. Lowther
, Keith Szarabajka
, Leo Burmester
, Bruce McGill
, Bradley Whitford
, Ray McKinnon
, Mary Alice
, John M. Jackson
, Wayne Dehart
, Linda Hart
, Cameron Finley
, Marco Perella
, Margaret Bowman
, James Jeter
Director
Clint Eastwood
Studio(s)
Malpaso Productions
, Warner Bros. Pictures
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Though Eastwood’s performance is featured in A Perfect World, Kevin Costner takes center stage as Butch, an escaped convict on the run who forms a bond with a young boy he meets along the way. The complex Butch is a bit of an antihero, but as the story progresses, the audience comes to empathize with him and understand the cycles of abuse and systemic failure that led him down his criminal path. As Butch and Philip, the boy he kidnaps, go on the run, they help each other break free of the expectations that the world has set upon them.
Butch isn’t so different from the rugged yet tender protagonists that Eastwood has brought to life.
It’s a nuanced film and very ambitious when compared to some of Eastwood’s other work from this era. Contemporary evaluations have cited A Perfect World as one of Eastwood’s most underrated directorial achievements, as well as a wrongfully overlooked performance from Costner. Though it’s a crime drama, it’s easy to see how Eastwood’s experience in Westerns influenced how he relates to troubled male figures in cinema. Butch isn’t so different from the rugged yet tender protagonists that Eastwood has brought to life.
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Title |
Rotten Tomatoes Critic Score |
Rotten Tomatoes Audience Score |
|
A Perfect World (1993) |
78% |
84% |
3
The Bridges of Madison County (1995)
Directed by Clint Eastwood
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The Bridges of Madison County
PG-13
DramaRomance
The Bridges of Madison County is a romantic drama directed by Clint Eastwood, who also stars alongside Meryl Streep. The film tells the story of Francesca Johnson, a lonely Iowa housewife, who has a life-changing, four-day romance with Robert Kincaid, a traveling photographer visiting to photograph the county’s historic bridges. Set in 1965, the film explores themes of love, loss, and the roads not taken, as Francesca must choose between her family commitments and her heart’s desire.
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Release Date
June 2, 1995
Runtime
135 Minutes
Cast
Clint Eastwood
, Meryl Streep
, Annie Corley
, Victor Slezak
, Jim Haynie
, Sarah Zahn
, Christopher Kroon
, Phyllis Lyons
Director
Clint Eastwood
Writers
Richard LaGravenese
, Robert James Waller
The movie, The Bridges of Madison County, is based on the novel of the same name and never pretends to be any less sentimental and unabashedly romantic than it is. This is what allows it to hold up well today. The Bridges of Madison County doesn’t make fun of its own nature, leaning into the heartfelt performances and narrative. Meryl Streep, as always, gives a stellar performance as Francesca opposite Eastwood’s Robert. Their passionate love story is quite a tear-jerker, but there’s some genuine depth at work in The Bridges of Madison County as well.
Though Eastwood’s characters have love interests in many of his films, few of them genuinely fall in love the way Robert does in The Bridges of Madison County. More than anything, the story is about how much a brief encounter can alter the direction of a person’s life and how even short connections can be meaningful ones. Though it would be easy to discount The Bridges of Madison County in comparison to Eastwood’s more epic works, it’s a sweet film that demonstrates his depth of range.
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Title |
Rotten Tomatoes Critic Score |
Rotten Tomatoes Audience Score |
|
The Bridges of Madison County (1995) |
90% |
87% |
2
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In the Line of Fire (1993)
Directed by Wolfgang Petersen
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8.7/10
In the Line of Fire
R
ActionDramaThrillerCrimeMystery
In the Line of Fire is a thriller film where a veteran Secret Service agent, Frank Horrigan, played by Clint Eastwood, is haunted by his failure to protect President John F. Kennedy in 1963. Decades later, he is assigned to investigate a mysterious threat on the life of the current US President, while a psychopathic assassin, Mitch Leary, played by John Malkovich, begins to stalk and taunt him.
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Release Date
July 8, 1993
Runtime
128 Minutes
Cast
Clint Eastwood
, John Malkovich
, Rene Russo
, Dylan McDermott
, Gary Cole
Director
Wolfgang Petersen
Writers
Jeff Maguire
Studio(s)
Castle Rock Entertainment
, Apple / Rose
, Columbia Pictures
Expand
In the Line of Fire is one of the few movies that Eastwood didn’t direct as well as star in during the 1990s, but Wolfgang Petersen skillfully helms the project. John Malkovich has great chemistry with Eastwood and is considered a highlight of the project. A political thriller, In the Line of Fire, is in conversation with the history of the JFK assassination and hits every mark that a tense mystery should. While there’s plenty of action and heart-pounding tension, In the Line of Fire doesn’t rely only on its big moments to carry the story.
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Performing well at the box office and earning a few nominations at the Academy Awards, In the Line of Fire was one of the most commercially viable projects that Eastwood was part of in the ’90s. It’s deliberately crafted and appeals to a wide audience base, touching upon the anxieties and distrust of the government that was plaguing the U.S. in the latter half of the 20th century. Layered and intricate, every character in In the Line of Fire gives an intriguing performance, drawing the viewer into the mysteries at the heart of the narrative.
|
Title |
Rotten Tomatoes Critic Score |
Rotten Tomatoes Audience Score |
|
In the Line of Fire (1993) |
96% |
79% |
1
Unforgiven (1992)
Directed by Clint Eastwood
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11
9.5/10
Unforgiven
R
WesternDrama
Unforgiven follows retired gunslinger Will Munny as he is drawn back into his former life for a final mission, seeking justice with his old partner and a young outlaw called The Schofield Kid.
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Release Date
August 7, 1992
Runtime
130 Mins
Cast
Clint Eastwood
, Gene Hackman
, Morgan Freeman
, Richard Harris
, Jaimz Woolvett
, Saul Rubinek
, Frances Fisher
, Anna Thomson
, David Mucci
, Rob Campbell
, Anthony James
, Tara Frederick
, Beverley Elliott
, Liisa Repo-Martell
, Josie Smith
, Shane Thomas Meier
, Aline Levasseur
, Cherrilene Cardinal
, Robert Koons
, Ron White
, Mina E. Mina
, Henry Kope
, Jeremy Ratchford
, John Pyper-Ferguson
Director
Clint Eastwood
Writers
David Webb Peoples
Expand
Unforgiven might have come out in the early 1990s, but this film is largely considered one of the best Westerns of his career. Years after Eastwood became a household name thanks to his iconic Spaghetti Western and established himself as one of the foremost stars of the genre, he returned to the Western with a new outlook. In the years since his older work, the U.S. had changed, as did the country’s relationship with the mythical idea of the West and the outlaws who populated this rugged piece of history.
Skillfully paying tribute to the best parts of the genre while unpacking what it means to grow old in Hollywood and in the West, Unforgiven sees Eastwood take on an iteration of himself as the aging gunslinger, Will Munny. It’s not just Eastwood who makes Unforgiven memorable, as Gene Hackman’s turn as Little Bill Daggett cements him as the best movie villain in a Clint Eastwood Western. From its incredible action to its thought-provoking questions about the Western’s evolving role in cinema, Unforgiven cemented Clint Eastwood as a one-of-a-kind star.
|
Title |
Rotten Tomatoes Critic Score |
Rotten Tomatoes Audience Score |
|
Unforgiven (1992) |
96% |
93% |
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