With a storied and legendary career that has spanned over six decades, Clint Eastwood has earned his status as one of the icons of Hollywood cinema. At the start, a mysterious gunslinger, acting in spaghetti Westerns, to starring and directing in some of the most critically acclaimed films in recent memory. Whether in front or behind the camera, Eastwood has gone on to define and elevate not just specific genres but the whole film industry as a whole.
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Some of Clint Eastwood’s best films, such as his work in The Good, The Bad, And The Ugly, and Gran Torino, explore complex and dark characters while anchoring them in situations and various actions that place them in layered moral dilemmas. It’s this nuance and creativity that makes so many of Eastwood’s career-defining films better the second time around, and why he has gone on to progress and define so many genres in his iconic filmography.
10 Space Cowboys (2000)
Starring Clint Eastwood As Colonel “Frank” Corvin
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Space Cowboys PG-13ActionAdventureThriller
Space Cowboys, directed by Clint Eastwood, follows four retired Air Force test pilots who are called back into action to repair an aging Soviet satellite. Starring Eastwood, Tommy Lee Jones, Donald Sutherland, and James Garner, the film combines elements of adventure, science fiction, and drama as the team overcomes past rivalries and personal challenges to complete the mission.
Director Clint Eastwood Release Date August 4, 2000 Studio(s) Village Roadshow Pictures , Malpaso Productions , Mad Chance , Clipsal Films , Warner Bros. Pictures Writers Howard Klausner , Ken Kaufman Cast Clint Eastwood , Tommy Lee Jones , Donald Sutherland , James Garner , James Cromwell Runtime 130 Minutes Main Genre Action Expand
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In a film directed, produced, and starring Eastwood, he portrays the character Colonel ‘Frank’ Corvin, a retired U.S. Air Force pilot. Corvin, along with three fellow retired pilots, goes on one final mission into space to repair and prevent an old Soviet satellite from decaying and falling out of space and crashing into Earth. The four men must deal with their own personal and work struggles while trying to complete the mission.
Related Clint Eastwood’s 15 Best Movies, Ranked
Clint Eastwood is one of Hollywood’s most iconic filmmakers and movie stars. In nearly 70 years of working on films, here are his best.
A critically acclaimed box office success, Space Cowboys is definitely one of Eastwood’s most underrated films and not one often mentioned when discussing his career. The film balances humor, action, and the space narrative beautifully, conveying the aging pilots’ struggle with their Herculean task. It is a special mix of nostalgia best viewed multiple times to appreciate all the comedy moments, and Eastwood shines both as an actor and through his expert direction.
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9 Every Which Way But Loose (1978)
Starring Clint Eastwood As Philo Beddoe
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10 7/10 Every Which Way But Loose PGActionComedyAdventureRomanceDrama
Every Which Way But Loose is a 1978 action-comedy starring Clint Eastwood as Philo Beddoe, a trucker and bare-knuckle fighter who embarks on a cross-country journey. Accompanied by his pet orangutan Clyde, Philo faces a series of humorous and challenging encounters while searching for love. Sondra Locke and Geoffrey Lewis co-star in this film, directed by James Fargo, which blends action, comedy, and adventure.
Director James Fargo Release Date December 16, 1978 Studio(s) Malpaso Productions , Warner Bros. Pictures Writers Jeremy Joe Kronsberg Cast Clint Eastwood , Sondra Locke , Geoffrey Lewis , Manis , Beverly D’Angelo Runtime 110 Minutes Main Genre Action Expand
Directed by James Fargo, this 1978 action comedy stars Eastwood as Philo Beddoe, a long-distance trucker and bare-knuckle boxing brawler. Beddoe travels across the country looking for a lost love interest with his brother Orville and Clyde, his pet orangutan. Along the way, he encounters a bunch of wild situations and even wilder characters, including local police and biker gangs, looking for trouble.
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Internationally known for his dark and grizzled characters in spaghetti Westerns, the fact that Eastwood then stepped out in an uncharacteristically offbeat role was both shocking and refreshing. While some thought it was a mistake, his character was played to a tee by Eastwood, with a perfect mix of comedic timing and fighting action. A smash hit at the box office, Every Which Way But Loose, a 1970s comedy that not many people remember, is a chance for any Eastwood fan to see him spread his wings and one that takes multiple watches to fully appreciate his unique, comic persona.
8 In The Line Of Fire (1993)
Starring Clint Eastwood As Frank Horrigan
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In the Line of Fire (1993) RActionDramaThrillerCrimeMystery
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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*Availability in US Director Wolfgang Petersen Release Date July 8, 1993 Studio(s) Castle Rock Entertainment , Apple / Rose , Columbia Pictures Writers Jeff Maguire Cast Clint Eastwood , John Malkovich , Rene Russo , Dylan McDermott , Gary Cole Runtime 128 Minutes Main Genre Action Expand
In the political action thriller In The Line Of Fire, Eastwood takes the role of haunted Secret Service agent Frank Horrigan. Horrigan is the lone agent left on the service who was on detail when President Kennedy was assassinated and let his failure on the day turn him to alcohol and depression. His spark is reunited when a new would-be assassin (John Malkovich) has plans to murder the current president, setting off a cat-and-mouse game to make amends and stop the assassination.
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Related 10 Underrated Clint Eastwood Movies You Really Need To Watch
Clint Eastwood has been making movies for decades, and over that time many great projects have slipped through the cracks and deserve rediscovery.
Back in his more usual grove, Eastwood and Malkovich share incredible chemistry throughout the film, even though their screentime together is limited. Eastwood shines in a gritty and captivating performance as a man devastated by past trauma with a chance at some form of redemption. It’s a weaving political thriller that is tense throughout and rewatchable for its incredible cast and fast-paced, constant action.
7 A Perfect World (1993)
Starring Clint Eastwood As Chief “Red” Garnett
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10/10 A Perfect World (1993) PG-13CrimeDramaThriller
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.
Director Clint Eastwood Release Date November 24, 1993 Studio(s) Malpaso Productions , Warner Bros. Pictures Distributor(s) Warner Bros. Pictures Writers John Lee Hancock 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 Runtime 138 minutes Main Genre Crime Expand
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Another film directed and starring Eastwood, A Perfect World, sees him take up the role of Chief ‘Red’ Garnett, a hardcore Texas Ranger who is pursuing an escaped convict, ‘Butch’ Haynes (Kevin Costner), who kidnaps a young boy called Phillip and takes them on the road in an attempt to disguise himself and evade capture. The film is an extremely complex narrative about the relationship between the convict and the boy and between the law enforcement who are in hot pursuit.
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A Perfect World explores many-layered themes of morality and justice as the relationship between the Butch and Phillip is shown to develop. Phillip, having no father figure in his life, is oddly drawn to Butch, even enjoying wearing a stolen Halloween costume, a tradition he has never been allowed to participate in, and starts to grow in confidence throughout the story. Costner is masterful in his performance, playing off the confident and clever Garnett, and Eastwood’s direction is superb throughout, making this a film that can be revisited time and time again.
6 High Plains Drifter (1973)
Starring Clint Eastwood As The Stranger
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High Plains Drifter RWestern
High Plains Drifter, directed by Clint Eastwood, follows a mysterious stranger who rides into the small town of Lago and is hired to protect it from outlaws. As he assumes control, his presence reveals the town’s dark secrets. Eastwood stars in this Western that explores themes of vengeance and morality. The film blends traditional Western elements with a haunting atmosphere and complex character dynamics.
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*Availability in US Director Clint Eastwood Release Date April 6, 1973 Studio(s) The Malpaso Company Distributor(s) Universal Pictures Writers Ernest Tidyman Cast Clint Eastwood , Verna Bloom , Mariana Hill Runtime 105 Minutes Main Genre Western Expand
In this American Western film, Eastwood directs and stars as a brooding, mysterious stranger who rides into isolated mining town, Lago, and quickly murders the three gunslingers who were hired to protect the town. Without much choice, the townsfolk hire the stranger to protect the town from groups of outlaws who are due to be released from prison. The man with no name takes full advantage of the situation he has been given, basically able to do whatever he wants in the town, and the story descends further into violence and chaos.
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|
The 10 Most Rewatchable Clint Eastwood Films On This List: |
IMDb Rating: |
|---|---|
|
Space Cowboys (2000) |
6.5/10 |
|
Every Which Way But Loose (1978) |
6.3/10 |
|
In the Line of Fire (1993) |
7.2/10 |
|
A Perfect World (1993) |
7.5/10 |
|
High Plains Drifter (1973) |
7.4/10 |
|
Escape from Alcatraz (1979) |
7.6/10 |
|
Million Dollar Baby (2004) |
8.1/10 |
|
Dirty Harry (1971) |
7.7/10 |
|
Gran Torino (2008) |
8.1/10 |
|
The Good, The Bad, And The Ugly (1966) |
8.8/10 |
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High Plains Drifter is a film that touches on some sensitive subject matter throughout its runtime. It combines elements of Western traditionalism with more modern, action visuals to create a compelling visual spectacle with an interesting and thought-provoking narrative. Eastwood’s confident hand behind the camera leads to a perfectly paced film with some brutal action sequences and almost self-aware performances that make it one you can pop on and return to many times without getting bored.
5 Escape From Alcatraz (1979)
Starring Clint Eastwood As Frank Morris
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Escape from Alcatraz PGCrimeActionBiography
Escape From Alcatraz is a gripping thriller that chronicles the ingenious escape of three prisoners from the formidable Alcatraz Island prison. Set against the backdrop of the infamous penitentiary, the film portrays the meticulous planning and execution of their daring breakout. Led by inmate Frank Morris, the plot delves into the challenges faced in orchestrating one of the most famous prison escapes in history, highlighting themes of determination and resilience.
Director Don Siegel Release Date June 22, 1979 Writers J. Campbell Bruce , Richard Tuggle Cast Clint Eastwood , Patrick McGoohan , Roberts Blossom , Jack Thibeau , Fred Ward , Paul Benjamin , Larry Hankin , Bruce M. Fischer , Frank Ronzio , Fred Stuthman , David Cryer , Hank Brandt , Ray K. Goman , Blair Burrows , Madison Arnold , Garry Goodrow , Ron Vernan , Ed Vasgersian , Matthew Locricchio , Bob Balhatchet , Stephen Bradley , Regina Baff , Joe Miksak Runtime 112 Minutes Main Genre Crime Expand
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In this prison thriller classic, Eastwood portrays Frank Morris in an adaption from a true story about his daring and brilliantly calculated escape from the most notorious prison in the world, Alcatraz. The film marks the fifth and last working collaboration between Eastwood and director Don Siegel (Dirty Harry) as they join up to create another piece of cinematic brilliant.
Escape From Alcatraz
is an adaption of the 1963 non-fiction book of the same name by J. Campbell Bruce.
In potentially one of Eastwood’s best roles of his career, he positively nails the gritty and determined Morris, who has to go through hell and back to plan one of the most intricate escapes in history. The meticulous attention to detail, expert pacing, and tense and hostile atmosphere provide the base for the masterfully choreographed escape plan. It is a film that is endlessly rewatchable for the story alone, combined with the brilliant cast and the seamless choreography, makes it a prize jewel in Eastwood’s stellar career.
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4 Million Dollar Baby (2004)
Starring Clint Eastwood As Frankie Dunn
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8/10 Million Dollar Baby PG-13DramaSport
Million Dollar Baby is an Oscar-winning sports drama directed by Clint Eastwood and starring Eastwood, Hilary Swank, and Morgan Freeman. It follows Maggie Fitzgerald, a young female boxer, as she trains under the guidance of her trainer, Frankie Dunn, and tries to make it to the top.
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*Availability in US Director Clint Eastwood Release Date December 15, 2004 Studio(s) Warner Bros. Pictures Distributor(s) Warner Bros. Pictures , New Line Cinema Writers Paul Haggis Cast Hilary Swank , Mike Colter , Jay Baruchel , Clint Eastwood , Morgan Freeman Runtime 132 minutes Expand
Eastwood once again directs and stars in the iconic film Million Dollar Baby, a story about ‘Maggie’ Fitzgerald (Hilary Swank), an underdog amateur boxer moonlighting as a waitress who has a dream to turn professional. Eastwood plays Frankie Dunn, the veteran boxing trainer with a chip on his shoulder who coaches Maggie all the way to the top, a chance at Welterweight gold, before a horrific accident in the ring leads Fitzgerald to become paralyzed from the neck down.
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Million Dollar Baby effortlessly blends sports drama with intense, personal relationships. The chemistry between Swank and Eastwood is something to behold and creates the foundation of a story that is both inspirational and heartbreaking at the same time. The film has gone down as one of the best of all time, having been nominated for seven and winning four Academy Awards, including Best Picture, Best Director, and Best Actress. Million Dollar Baby has some of the most powerful quotes in film history, and it is made to be appreciated over multiple viewings.
3 Dirty Harry (1971)
Starring Clint Eastwood As Harry Callahan
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Dirty Harry RActionCrimeThriller
Clint Eastwood stars in the western Dirty Harry as a no-nonsense San Francisco cop who takes the law into his own hands in pursuit of a serial killer, Scorpio. Directed by Don Siegel and featuring a memorable score by Lalo Schifrin, the film is known for its iconic catchphrases and intense action scenes, and has influenced countless films and TV shows in the years since its release.
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*Availability in US Director Don Siegel Release Date December 23, 1971 Studio(s) Warner Bros. Pictures Distributor(s) Warner Bros. Pictures Writers Harry Julian Fink , Rita M. Fink , Dean Riesner , John Milius , Jo Heims Cast Clint Eastwood , Harry Guardino , Reni Santoni , John Vernon , Andrew Robinson , John Larch Runtime 102 minutes Main Genre Crime Expand
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In another epic collaboration with esteemed director Don Siegel, Eastwood takes up the role of Inspector Harry Callahan in the Neo-noir action thriller Dirty Harry. Right up there with his most iconic roles of all time, he plays a brutal, nonsense officer who is hunting down a serial killer in San Francisco. Based partially on the Zodiac Killer murders, Callahan dishes out his own brand of justice in his quest to find the culprit.
Dirty Harry
is known for its iconic quote: “I know what you’re thinking: ‘Did he fire six shots or only five?’ Well, to tell you the truth, in all this excitement, I’ve kinda lost track myself. But being this is a .44 Magnum, the most powerful handgun in the world, and would blow your head clean off, you’ve got to ask yourself one question: ‘Do I feel lucky?’ Well, do you, punk?”
In a film that nails every aspect of its production, even down to its magnum handgun accuracy, Dirty Harry stands as one of the most iconic crime action films of all time. The gritty realism and gripping leading character set the standard for all law enforcement films going forward. Callahan delivers some of the most memorable one-liners and dialogue in all of cinema, and Eastwood’s magnetic portrayal might be his best ever. A film that you can watch over and over again and always find something new to gain a fresh perspective on.
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2 Gran Torino (2008)
Starring Clint Eastwood As Walt Kowalski
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8/10 Gran Torino RDrama
Gran Torino stars Clint Eastwood as Walt Kowalski, a Korean War veteran and retired auto worker who forms an unexpected bond with his Hmong neighbors. Set in a Detroit neighborhood, the film explores themes of racial tension, cultural exchange, and redemption. Directed by Eastwood, it delves into the complexities of aging, prejudice, and the search for connection in a changing world.
Director Clint Eastwood Release Date December 12, 2008 Studio(s) Warner Bros. Pictures , Village Roadshow Pictures , Double Nickel Entertainment , Malpaso Productions Distributor(s) Warner Bros. Pictures Writers Dave Johannson , Nick Schenk Cast Clint Eastwood , Christopher Carley , Bee Vang , Ahney Her , Brian Haley , Geraldine Hughes , Dreama Walker , Brian Howe , John Carroll Lynch , William Hill , Brooke Chia Thao , Chee Thao , Choua Kue , Scott Eastwood , Xia Soua Chang , Sonny Vue , Doua Moua , Greg Trzaskoma , John Johns , Davis Gloff , Thomas D. Mahard , Sarah Neubauer , Cory Hardrict , Nana Gbewonyo , Arthur Cartwright , Austin Douglas Smith , Conor Liam Callaghan , Michael E. Kurowski , Julia Ho , Maykao K. Lytongpao Runtime 116 Minutes Main Genre Drama Expand
In Gran Torino, Eastwood takes up the role of Walt Kowalski, a recently widowed Korean War veteran who is angry and disillusioned with the world. When his young neighbor, Thao Vang Lor, is tasked by his menacing cousin to steal Kowalski’s prized Gran Torino car, Lor is stopped by Walt, and in doing so, the two form an unlikely friendship with the grizzled old man turning protector to save Lor from the local gang life.
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The film is a fascinating character study of a war veteran who struggles to make peace in the modern, multicultural world. It explores deep themes of race, redemption, and conflict, and the film is hard to imagine with anybody else in the lead role, as Eastwood brings the same gritty and violent demeanor that made Dirty Harry such an infamous role. The film blends introspective humor with incredible action, making it one of the best Clint Eastwood films to rewatch.
1 The Good, The Bad, And The Ugly (1966)
Starring Clint Eastwood As The Man With No Name
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The Good, the Bad and the Ugly Western
In the United States, a mysterious gunfighter tries to work together with a bandit and a bounty hunter to find a hidden treasure. The men are forced to forge a difficult alliance as each knows only part of the location. The big problem is that none of them has any intention of sharing the wealth once they’ve found it.
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*Availability in US Director Sergio Leone Release Date December 29, 1967 Cast Clint Eastwood , Eli Wallach , Lee Van Cleef , Aldo Giuffrè , Luigi Pistilli Runtime 161 minutes Main Genre Western
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In potentially the most popular and well-known Western of all time, Eastwood returns to his ‘The Man With No Name’ character to deliver alongside his co-stars, Lee Van Cleef and Eli Wallach, an epic story of three iconic gunslingers who join forces looking for buried treasure. Directed by the legendary Sergio Leone, it is the first film that really put Spaghetti Westerns on the map and set the new standard for Westerns and action films in general.
Related Clint Eastwood’s 10 Highest-Grossing Movies Of All Time
Many Clint Eastwood movies have led to substantial box office earnings. While not all blockbusters, these ten are the highest-grossing of his career.
1
If you watch this film once, you will want to watch it over and over. The film has many different layers of intrigue and suspense, the characters and their portrayals are unforgettable with many iconic moments, the cinematography feels grand and modern, and the score is undeniably one of the most effective and evocative in history. The film is a masterpiece of cinema and continually offers something new to the viewer, even on the tenth rewatch.
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