163 Keenan Wynn Movies, Ranked Best to Worst

Undoubtedly one of the greatest dark comedies of all time, Dr. Strangelove, is a Stanley Kubrick masterpiece. A Cold War satire, the movie depicts what would happen if an unhinged powerful figure like Brigadier General Jack D. Ripper unleashes nuclear holocaust on the world. 

Jill McBain becomes the owner of a prime railroad land after her new husband and his children are assassinated by gunman Frank who works for the crippled railroad baron Morton. To protect Jill from Frank, a fugitive Cheyenne and a cryptic Harmonica unite. However, Harmonica also has a personal score to settle with Frank.

Mike Vargas, a Mexican narcotics officer, gets involved in a car bomb blast case as the car has crossed from Mexico to America. The local American police chief, Hank Quinlan, is a former alcoholic and corrupt officer, who suspects a Mexican named Sanchez. When Vargas confronts Quinlan for planting evidence against Sanchez, Vargas inadvertently puts his new wife Susan’s life at risk. 

Nashville is a musical comedy drama film which tells the story of a few interrelated people who prepare for a political convention.

Point Blank is a crime thriller film which revolves around a gangster who is seeking revenge against the people who double-crossed him and left him to die.

American Naval Officer Charles Edward Edison does whatever he can to live life smooth and risk-free during the Second World War, but things get complicated for him after he falls for an English woman named Emily. Soon, his commanding officer suffers a nervous breakdown, which leads to Edison being sent on a dangerous mission.

The Great Race is an action adventure sports comedy film which tells the story of two rivals, The Great Leslie, and Professor Fate, who plan an automobile race from New York to Paris. However, Fate’s sidekick, Max, attempts to sabotage Leslie's car and of the other racers, but Leslie finds an unlikely ally in Maggie, a journalist-turned-racer whose car breaks down during the race.  

Subjected to various scientific experiments since her arrival as a foundling at the Institute of Child Psychology, little Alpha does not know what normal childhood is. She first comes in contact with outside world when a reporter comes to interview her and taking pity on her, he helps her to sneak out of the institute and see the world for herself. 

The Three Musketeers is an action adventure drama film which revolves around D’Artagnan, a young provincial noble who comes to Paris, hoping to become a Musketeer. Throughout his journey, he meets love, and also gets involved in politics. Meanwhile, he also develops a friendship with three Musketeers.

Kiss Me Kate is a romantic comedy musical film which tells the story of Fred and Lilly, a divorced pair of actors who are brought together for a musical version of the Shakespearean play ‘The Taming of the Shrew’. Things get complicated when a quarrel breaks out between them on the opening night, which threatens the entire production.

After Herb Fuller passes away, Joe Harris decides to prepare a eulogy for him. However, he is soon amazed to find that no one seems to have anything good to say about the deceased man.

The Mechanic is a crime thriller action film which tells the story of a professional hitman named Arthur Bishop who works for an international organization. However, he wishes to retire and live the rest of his life in peace. A young man approaches him and asks him to teach him the skills of his trade. But it seems that the man is connected to one of Arthur’s past victims.

Wealthy and aged, Mary Herries, lives in her London home with her housemaid Rose. Having a passion for art and fine furniture, she meets Henry, a young and struggling painter, who talks her into letting him live in her home with his wife and child. Mary realizes her folly when he holds them captive in their bedroom, and announces that he is her nephew and that she has a mental breakdown.  

After being shot by a gunslinger and framed wrongly for a crime, Rancher Taw Jackson decides to take revenge against those who wronged him. He targets a heavily fortified stagecoach belonging to his enemy, which is known as the ‘War Wagon', as it carries half a million dollars in gold. 

The Absent Minded Professor is a science fiction film which revolves around a professor who creates a special flying rubber which can defy gravity, which he uses for his adventures. However, when a corrupt businessman learns about this invention, he wants to have it for himself.    

When a man pulls a gun on LAPD Sergeant Tom Valens during a stakeout, Valens fatally shoots him. This leads to trouble as the man he shot is Dr. Rustin, a respected physician with impeccable reputation, and also, no gun is found in the Coroner’s inquest. Suspended and charged with manslaughter, Valens has to find the missing gun to prove the truth.

A US Marshal is kidnapped by a bandit as the latter believes that he knows about the location of a hidden treasure. The US Marshal agrees to lead his gang to the treasure, but things get complicated because other groups are looking for it as well. Meanwhile, the Apache are trying to keep the secret location undisturbed.

During the WWII, a US second lieutenant stationed in India shoots dead an unarmed British staff sergeant in front of 11 witnesses. Although it is an open and shut case and the authorities want the trial to be thrown away in order to defuse the tension between the two armies, Lt. Col. Barney Adams, who has been assigned to defend the Lt. decides to put up a fight.   

The setting of this movie, based on the 1932 classic Grand Hotel, is the luxurious Waldorf-Astoria hotel in New York and the focus is on a group of guest who are staying there during a weekend. Among them are a lone actress and a war correspondent who meet just by chance, a soldier awaiting to undergo a critical surgery and a cub reporter trying to expose a dubious deal.

This romantic musical film tells the story of vocalist Prudence Budell, who returns from Europe after finishing her training in music. While looking for a male lead for the opera, she meets a truck driver and decides to give him a chance. However, she eventually ends up falling in love with him. 

This drama film revolves around Stella, a matron living in Washington who tries to ignore the effects of the Second World War. When the radio is turned on, though she hears the news of the Pearl Harbor bombing, she attempts to ignore it.

During Korean War, Comdr. Dowling of aircraft-carrier USS Oriskany recounts incidents of navy-men’s bravery to visiting author. Although aware that it’ll be rebuilt overnight, his aviators daily bombed a crucial enemy railroad. During an air-attack, when pilot Schecher gets blinded by enemy fire, Lt. Thayer guides him through radio to a safe landing. Despite losing some brave-hearts, the crew forges ahead valiantly. 

This thriller film tells the story of an isolated diner on California’s 101 highway who provides the backdrop of a story that involves nuclear secrets, foreign spies as well as federal agents. 

Out of 104 sex starved servicemen stationed at an isolated Arctic base, Corporal Paul Hodges is chosen by lot to spend three weeks leave in Paris with Sandra Roca, his favorite pinup queen.  Army psychologist Lieutenant Vicki Loren, who has originally conceived the idea so as to boost the morale of the troop, is ordered to make sure that he does not bed with her. 

An inept journalist enters the Army, hoping that he will be able to earn money writing about his experiences during training. However, he turns out to be an even more inept soldier. 

During WWII, a US Navy Personal Relations unit is based on a small South Pacific island. Lt. Max Siegel, looking after the PR duties, runs around keeping war-correspondents and politicians happy by taking them around the island. He also plays a helpful cupid in his yeoman’s romance with an officer nurse, while Siegel himself tries to win over the local schoolteacher Melora.   

Sailor, Joel Shore, along with his wife, Priscilla, go in search of his whale hunter brother Mark who has been lost at sea. When they find him, he has become desperate and evil. When Mark starts pursuing a romantic relationship with Priscilla, a vicious love triangle develops in the middle of a violent mutiny. 

To prevent a libel case against his newspaper, an editor hires a male escort to compromise the reputation of the woman who is suing his newspaper. 

This drama film takes us to 1944, during the time of the Second World War. The film tells the story of Kay, the mistress of a millionaire industrialist, who uses her to help him influence his contacts at the Pentagon. While travelling from Miami to New York City, by train, she and her friend meet a young American paratrooper named Red, who she eventually falls in love with.

Loving is an American comedy drama film, revolving around Brooks Wilson, who doesn’t know who is more important in his life, his wife, daughters or his mistress. He tries to untangle the knots in his personal life, while also dreaming about a  career break. 

A Native Indian boy Gabriel is falsely accused of murder. He decides to flee instead of turning himself in and takes refuge on the land of a rancher named Smith. Smith decides to stand up for the young boy, thinking that he will receive a fair trial.

The Deep Six is a war drama film, which revolves around Navy Lieutenant Austin, who struggles to perform his duties while also observing his Quaker beliefs, during the Second World War.

Much to the dismay of his guardian aunt Lettie, New York playboy, Charles, has a tendency dumping his brides-to-be at the altar. When he genuinely falls in love with charity worker, Angela, his feet magically leave the ground. A series of misunderstandings later, he redeems himself. Angela too falls in love and the couple floats away together.  

After being offered a job as a Presidential Advisor, a former spy has no option but to dispose of those who knows about his true identity. 

An adaptation of John Marquand’s 1946 novel of the same name, this film tells the story of university professor named Thomas Brett, who writes book espousing his radical economic theories, against capitalism and acquired wealth. However, unknown to him, his wife is an heiress, and this puts their marriage in jeopardy. 

Jonny and Kirk Davis, two brothers and war correspondents, return from Germany to the US in October 1941.  Here they are fired for muckraking and become interested in the same women, a lady reporter assigned to Pacific front. They next follow her to Indochina, ready to fight for her love, eventually reuniting in Manila on 7 December, the day USA joins the WWII. 

Told in eight episodes, the film covers different facets of American culture and spirit. It all begins with a professor being asked by a fellow passenger during a train journey if he loves America, to which he responds by counter-asking, “Which America”. The simple question leads to the unfolding of diverse layers of American ethos.   

Mexican General, Maximilian Rodrigues, informs his troops that they are on their way to an American march in honor of the birthday of George Washington. However, after crossing the border, he recaptures the Alamo and takes over it. He soon faces opposition from the local police force, the National Guard and the US State Department.    

Though Lou Ford, the deputy sheriff of a small town in Montana, appears to be a friendly, likable person, the memories of his abusive childhood and the images of that trauma slowly turn him into a sadistic psychopath.  His homicidal tendencies begin to surface as he gets involved in the blackmail plans of a prostitute, and it drives him into killing spree.