Watch 1999 Movies Online in Canada
Explore the best 1999 movies in Canada. From box office hits to fan-favorite films, discover top-rated titles, trending picks, and hidden gems that made 1999 a standout year for entertainment.
Take a trip back to 1999 and relive the best in entertainment in Canada. Browse a wide variety of movies, including award-winning blockbusters, trending releases, and critically acclaimed favorites. Whether you're looking for action-packed thrillers, heartwarming dramas, laugh-out-loud comedies, or captivating documentaries, 1999 delivered something for everyone. Use Popcorn Time to easily find titles by genre, popularity, or release date, and rediscover the magic of 1999.
From the big screen to small-screen hits, explore the year's most memorable releases and create your own playlist of 1999's greatest entertainment. Start streaming now and see why 1999 remains a favorite among movie and TV lovers.
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A young couple needs to get the rivalry between their families sorted out so that they can get married with full consent of their parents.
Poovellam Kettuppar (1999 )
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A struggling singer feels guilty about a girl losing her eyesight; to meet the cost of her eye transplant surgery, he offers his kidney to a rich man.
Thulladha Manamum Thullum (1999 )
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Lau is a spoiled playboy who’s on fiancée number 8 - and makes sport of getting rid of them. With his entourage (including an amusing Anthony Wong) in tow, he boards the cruise ship Fascination with the intent of ridding himself of his latest set-up. However, he didn’t count on falling for heiress Sandy who is - no surprise here - the only girl who can withstand his “money buys all” attitude. Things aren’t that simple - she’s losing her fortune and won’t let money buy her. Lau must prove that he can be a normal guy so he follows her ashore with a backpack and $10 in his pocket.
Fascination Amour (1999 )
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Gilles meets Guylaine on a beach. He's a bookish scholar with glasses; she's a waitress in a blue-collar bar in a rough part of Montreal. Gilles comes for a visit... Guylaine's brother Bob works for the brutal gangster Matroni. Two toughs have hijacked a tractor-trailer full of stolen car parts that Matroni was about to deliver to an even worse gangster, Boyd. Boyd is very dangerous and he wants those parts. Guylaine's friend Linda knows the hijackers and has left their names with her mum in a letter. The thugs have gotten to Bob and beaten him up, so that means only one person can take the letter to Matroni at his autowrecking yard, polite and courteous Gilles...
Matroni and Me (1999 )
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A supernatural tale set on death row in a Southern prison, where gentle giant John Coffey possesses the mysterious power to heal people's ailments. When the cell block's head guard, Paul Edgecomb, recognizes Coffey's miraculous gift, he tries desperately to help stave off the condemned man's execution.
The Green Mile (1999 )
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An outlaw band flees a posse and rides into Refuge, a small town where no one carries a gun, drinks, or swears. The town is actually Purgatory, and the peaceful inhabitants are all famous dead outlaws and criminals such as Doc Holiday and Wild Bill Hickok who must redeem themselves before gaining admittance to Heaven... or screw up and go to Hell.
Purgatory (1999 )
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A young man, blind and dumb, works as an audio tape typist in a hospital and fostering a tender and sincere relationship with a beautiful but introverted nurse. When hit by a car, he is the sixty billionth human being to die on earth, and is on transit to Polaris, en route to a yet more sophisticated form of existence in Vega. Given a reprieve of five days and a chance to be reunited with his love on earth, he cannot reveal his true identity behind the temporary facade he must present to her. Both boy and girl eventually learn, through a tangle of difficult and miraculous events, how love and good things always find ways of creeping into people's lives when people are not greedy and least expect these blessings.
Fly Me to Polaris (1999 )
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A group of fruit and vegetables try to help the Nutcracker's army get a star up on a Christmas tree before midnight, and stop a rodent army from destroying Christmas.
The Nuttiest Nutcracker (1999 )
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She and Her Cat details the life of a cat, entirely from the cat's perspective, as it passes time with its owner, a young woman.
She and Her Cat (1999 )
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A little mouse named Chrysanthemum starts going to school and realizes she is the only kid with the longest name. She gets bullied by everyone but eventually learns that she is special in her own way
Chrysanthemum (1999 )
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Based on a Jewish folk tale adapted by playwright John Lazarus, this animated short tells the story of Shmendrik, a simpleton living in a small Polish village. Weary of daily life in his native Chelm, Shmendrik sets out on a quest for knowledge that brings him to a new Chelm, a place eerily reminiscent of his old Chelm. An amusing take on our tendency to romanticize what we don't have.
Village of Idiots (1999 )
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Documentary about the inmates and penal officers of Alabama's Limestone Correctional Facility and Arizona's Estrella County Jail, the first prison ever to put women on a chain gang.
American Chain Gang (1999 )
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A revealing and devastating portrait of a trio of aspiring real-life Viennese models. Vivian will stop at nothing to be a magazine cover girl. Lisa fills her time with routine plastic surgery and cocaine binges, while innocent Tanja focuses on the mystical through tarot cards, yoga, and raw animal energy.
Models (1999 )
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Why do women fight? This riveting behind-the-scenes look into the world of the female combatant takes us from manicures to knockouts! It turns our attention to the woman who is widely considered pound for pound the most dangerous fighter of any time, undefeated boxing sensation Lucia Rijker (Rollerball, TV's "Thunderbox"). She reveals the stages of physical, mental and spiritual growth while smashing opponents and preconceptions. "Shadow Boxers" exposes the beauty and brutality of the sport through the eyes of the introspective fighter while showing what's really at stake when women enter the ring.
Shadow Boxers (1999 )
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Chantal Akerman investigates the American Deep South through the story of a lynching and grisly murder of an African-American man that took place in Texas in 1998.
South (1999 )
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A documentary about the Russian filmmaker Andrei Tarkovsky. The film was an episode of the French documentary film series Filmmakers of our time. The title of the film is a play on the title of Solzhenitsyn's novella One Day in the Life of Ivan Denisovich.
One Day in the Life of Andrei Arsenevich (1999 )
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There's not a person in the world who wouldn't recognize Mickey Mouse. But until now, not many knew the man who originally gave shape, movement and personality to the world's most beloved icon. "The Hand Behind the Mouse: The Ub Iwerks Story" takes you behind the scenes to meet Walt Disney's best friend and chief animator.
The Hand Behind the Mouse: The Ub Iwerks Story (1999 )
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Unpredictably, as most of my life’s key events have been, for a period of several years of late sixties and early seventies, I had the fortune to spend some time, mostly during the summers, with Jackie Kennedy’s and her sister Lee Radziwill’s families and children. Cinema was an integral, inseparable, as a matter of fact, a key part of our friendship. The time was still very close to the untimely, tragic death of John F. Kennedy. Jackie wanted to give something to her children to do, to help to ease the transition, life without a father. One of her thoughts was that a movie camera would be fun for children. Peter Beard, who was at that time tutoring John Jr. and Caroline in art history, suggested to Jackie that I was the man to introduce the children to cinema. Jackie said yes. And that’s how it all began
This Side of Paradise: Fragments of An Unfinished Biography (1999 )
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From Academy Award-winning filmmaker Freida Lee Mock, ‘Bird by Bird with Annie’ offers an intimate portrait of a writer and her craft, interweaving the story of Anne Lamott's life—in itself a deeply moving tale of addiction and redemption, grief and joy, intellect and faith—with a year's worth of interviews, public lectures, and footage of the writer at work, focusing particularly on Lamott's candid, humorous, and disarmingly straightforward advice on the struggles and joys of writing. The author's reassurance and guidance concerning the process of writing—which has little resemblance to its glorified image—becomes a stirring call to action celebrating the potential of each individual, the silencing of our inner critics, and the courage to create something honest and meaningful. Poignant and inspirational, ‘Bird by Bird with Annie’ takes us deep into Anne Lamott's intoxicatingly brave world, one in which writing is a means of finding out who we are, how we live, and why we're here.
Bird by Bird with Annie: A Film Portrait of Writer Anne Lamott (1999 )
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Images of Egypt: prolonged tracking shots through the streets of Cairo, cafes, bazars, hotels and gardens, footage of the desert and the sea. Ruth Beckermann is on the trail of Empress Elisabeth of Austria ("Sissi"), who travelled the world restlessly and was in Egypt incognito one hundred years earlier. Since Elisabeth refused to be photographed after the age of 31, she inspires projections and fantasies.
A Fleeting Passage to the Orient (1999 )
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Five Chicana cultural critics gather over a meal to discuss and debate the life, death, and legacy of Selena Quintanilla-Pérez.
Conversations with Intellectuals About Selena (1999 )
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Documentary about the fall of Srebrenica (Bosnian civil war, 1995). For a large part consisting of original video material shot by people involved themselves.
A Cry from the Grave (1999 )
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"The mysterious Yale secret society, 'Skull and Bones', has many famous names within its ranks. How does it grant such access to power and privilege? What arcane secrets does it hide?" - from Amazon
Skull and Bones (1999 )
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When Dr. Ruth Whitehead meets graduate student Carmelita Robertson, who had come to do research at the Museum of Natural History in Halifax, the women realize both their ancestors come from South Carolina, and that their names sound shudderingly familiar. Embarking on a journey to Charleston in search of their connection, Ruth and Carmelita encounter a modern South where the Klan is on trial for burning black churches and where they must come to terms with the thunderous cruelty of the past.
Loyalties (1999 )
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The Serengeti is Africa's largest nature reserve and one of its most notable inhabitants is the cheetah, also called cheetah. A young cheetah tells of his carefree childhood on the Serengeti Plain in Tanzania, thanks to his wonderful mother. She takes care of food on the shelf and with her he and his brothers and sister have nothing to fear. Lesson one: tripping the calf, lesson two: choking and biting to death, lesson three: Catching a calf yourself. Mother cheeta allows her boy to practice on a gazelle calf she has caught for them. One day, the young cheetahs will have to hunt themselves. Without Mommy's help.
Cheetah Story (1999 )
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Richard Martin buys a gift, a new NDR-114 robot. The product is named Andrew by the youngest of the family's children. "Bicentennial Man" follows the life and times of Andrew, a robot purchased as a household appliance programmed to perform menial tasks. As Andrew begins to experience emotions and creative thought, the Martin family soon discovers they don't have an ordinary robot.
Bicentennial Man (1999 )
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In Los Angeles, a wealthy man, known as Mr. Fuller, discovers a shocking secret about the world he lives in. Fearing for his life, he leaves a desperate message for a friend of his in the most unexpected place.
The Thirteenth Floor (1999 )
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When astronaut Spencer Armacost returns to Earth after a mission that nearly cost him his life, he decides to take a desk job in order to see his beautiful wife, Jillian, more often. Gradually, Jillian notices that Spencer's personality seems to have changed, but her concerns fade when she discovers that she's pregnant. As Jillian grows closer to becoming a mother, her suspicions about Spencer return. Why does it seem as if he's a different person?
The Astronaut's Wife (1999 )
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Kater disembowels people for a living to give them to his employer, the doctor, and things are not going well for him. His girlfriend Maria has left him, he can’t remember the last time he won at the local rat races. He could start all over again, if he were ready to erase brains. His debts would be discharged, his honour re-established. But his professional ethos doesn't allow him to do that. He is in a dilemma.
Ratrace (1999 )
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Narrowly escaping death, outlaw Johnny Madrid goes on the run with the hangman's sensuous daughter Esmeralda by his side.
From Dusk Till Dawn 3: The Hangman's Daughter (1999 )
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Ride with the Devil follows four people who are fighting for truth and justice amidst the turmoil of the American Civil War. Director Ang Lee takes us to a no man's land on the Missouri/Kansas border where a staunch loyalist, an immigrant's son, a freed slave, and a young widow form an unlikely friendship as they learn how to survive in an uncertain time. In a place without rules and redefine the meaning of bravery and honor.
Ride with the Devil (1999 )
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The Jack Bull tells the story of Myrl Redding, a Wyoming horse trader who clashes with Henry Ballard, a fellow rancher, after Ballard abuses two of Myrl's horses and their Crow Indian caretaker, Billy. When Judge Wilkins throws out Myrl's complaint, the war he wages to force Ballard to nurse the emaciated animals back to health escalates into a vigilante manhunt, murder and the possible defeat of Wyoming's bid for statehood.
The Jack Bull (1999 )