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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When an eight year old girl loses her mother to cancer, her mother's last wish is for her to fall in love and find that special magical person. Twenty years later, she is alone, fired, and broke. When she and a friend decide to relocate to LA to start anew, she becomes attracted to their bus driver. Her friend, however, thinks she should go for someone more secure and established. The question arises: does one marry for love or money?
Follow Your Heart (1999 )
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A gifted teenager, dreaming of life beyond her small town, becomes inspired when a 15-year-old girl from New York moves in next door.
New Waterford Girl (1999 )
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Four young men fall in love with the same woman. When they all find themselves attracted by Kimberly, hey vow not to fight for her affections during the season -- but then she gets pregnant and doesn't know which teammate is the father.
Kimberly (1999 )
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An academic obsessed with "roadside attractions" and his tv-star daughter finally discover the world's largest ice cream cone, the centerpiece for an old gold-rush town struggling to stay on the map. They end up staying longer than expected because of an accident that spilled an unknown cola ingredient all over the highway. They spend the next few days with the various residents of the town which include a teenage girl who loves to blow things up and a boy trying to keep alive his fathers dream of building a beachside resort in the middle of the desert.
Desert Blue (1999 )
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Sheltered rich girl Charlene has an over-protective mother who insists that her daughter should marry a rich doctor. After Charlene's psychic predicts that her future lover is named Steven, she heads to L.A. to search for him.
Goosed (1999 )
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For fans of comedy, Sam Kinison needs no introduction. His scathing comedy tackled tough topics no other comedian dared to touch. Fed up and disenfranchised with his career as a Pentacostal preacher, Sam left the ministry to try his hand at comedy. Almost immediately, and thanks in part to the foresight of Rodney Dangerfield who showcased Sam on an HBO special, his piercing scream, extreme humor and irreverent take on life attracted attention. Containing rare, early footage of Sam preaching and performing stand up at the world famous Comedy Store, the Award Winning "Why Did We Laugh" tells the story of a comedic genius who touched a deeper chord in people than most entertainers. Sadly, Sam was taken from us far too early, yet leaving us with a lasting and unique legacy.
Sam Kinison: Why Did We Laugh? (1999 )
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Not long after moving into her own place, Maggie finds herself with two unsolicited roommates: her recently divorced mother, Lila, and her young brother. The timing is especially bad, considering Maggie has fallen hard for an attractive woman, Kim, only hours before they move in. What could be a nonissue becomes increasingly complicated -- since Maggie's family is unaware of her sexual orientation, and Maggie is not open to sharing that information.
Better Than Chocolate (1999 )
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A mentally challenged girl proves herself to be every bit as capable as her "perfect" sister when she moves into an apartment and begins going to college.
The Other Sister (1999 )
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Bah! Humbug! Susan Stone is definitely what you'd call a modern-day scrooge. She is a young, jaded book editor who is consumed with self-doubt and has lost the passion and drive that defined her childhood persona. On the verge of losing her job and being completely on the "outs" with her family, Susan has nearly given up on happiness. Out of nowhere, a cheerful, carefree seven-year-old girl named Suzie awaits Susan back at her apartment. It turns out that little Suzie is the embodiment of Susan's inner child, she is Susan as she once was years ago. Suzie has come to help the adult Susan rediscover and recapture the love of life that she's lost.
If You Believe (1999 )
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In this film within a film, a Belgian serial killer escapes prison and finds that a filmmaker is making a movie about his life. A maverick director, a merciless producer, an insubordinate star, and a conviced serial killer all try to survive the deadliest place on Earth: a movie set.
Shades (1999 )
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Dawn, the new girl in school, discovers that her classmate Mercedes is actually a witch and must do everything she can to stop her from using her powers for evil. She is soon plunged into a life and death battle against an evil spirit, a sleeping spell and an angry dragon..
Teen Sorcery (1999 )
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Single and lusty Asha's (Rekha) affairs with three men (Randhir Kapoor, Rakesh Roshan, Jeetendra) lands her with a baby-girl, and she must relocate to distant Mauritius to start life anew. She makes up a story about her husband, Mr. Brittania, while admitting her daughter in school, heroically saving lives of numerous Indians and being unable to save himself. Now Asha has a grown up daughter, Jiya (Sanober Kabir). She finds out that Jiya wants to marry Mrs. Chaudhary's (Shashikala) grandson, Raj (Rahat Khan). Asha's three beaus also contact her one by one that they will be coming, with their respective wives and families to tow, to visit Mauritius. Asha's past is now coming back to haunt her, and Asha must use all her wits to see herself through this crisis.
Mother (1999 )
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Following the death of a mother, a father and son open up their very own harem in their Genevan estate after watching 8½.
8 ½ Women (1999 )
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A slacker turns P.I. to solve a rock star's murder.
Dirt Merchant (1999 )
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Nino and Bruno are two comedians who reach the heights of success with their duo act, turning them into huge TV celebrities. However, the hate between them grows fast, as much as their fame.
Dying of Laughter (1999 )
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A forty-year marriage begins to unravel when the husband brings home a pet fish that he wants to keep in the bathtub.
A Fish in the Bathtub (1999 )
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Carter (O'Bryan) wonders if he's ever going to find a woman who wants to be more than "just friends." His conniving best friend Pat and beautiful step-sister Erin (Vanessa Marcil) both know what's causing the problem: He's too nice! Having never taken them seriously in the past, Carter reconsiders when he meets Maggie (Sybil Temchen), a woman he feels just might be the one. Could it be time for this nice guy to finally start playing games? Set among the gorgeous backdrop of Kentucky horse country, "Nice Guys Sleep Alone" is a hilarious, touching and thoughtful romantic comedy.
Nice Guys Sleep Alone (1999 )
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Mivtza Savta ("Operation Grandma") is a satirical Israeli comedy about three very different brothers trying to get around many obstacles to bury their grandmother on her kibbutz. The story takes place in Israel, in the fictional kibbutz "Asisim".
Operation Grandma (1999 )
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At age 19, a young woman is jilted at the altar. This leads to a declaration that she will swear off men forever. Now 10 years later, she suddenly decides she would like to have a child. She advertises in the newspaper for potential mates, whether by traditional methods or by sperm donors, but gets nothing but losers. However, two neighborhood men vie for her attention - her gynecologist and a professional clown.
Cherry (1999 )
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A chance encounter alters a teenage girl's perception of herself and her outlook on life.
Getting to Know You (1999 )
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Xiao Bo arrives in Beijing, gets a job at a boutique, and is invited to stay with his lady boss, Ah Qing, and her husband, Kang. Knowing that Xiao Bo is still single, his host tries to introduce him to her best friend, Ah Meng. After a few dates, Ah Meng begins to suspect Xiao Bo is gay. She tells Ah Qing, who then informs her husband Kang. After learning this, Kang attempts to rape Xiao Bo when his wife isn't at home. Xiao Bo leaves the house, quits his job and joins his old friend, Chong Chong, and realizes that he has a gay lover, Gui Gui. Some time later, Ah Qing confesses to Kang that she had an affair with Ah Meng.
Men and Women (1999 )
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Billy Duncan (Robert Krantz) is a dance instructor who has fallen on hard times. After a misstep with the law, a judge sentences him to serve 500 hours of community service. His assignment? Giving dance lessons to the Yiayias and Papous at a local Greek Orthodox Church. Soon Billy, the "xeno", finds himself falling in love with Alexia Constarakis (Patricia Skeriotis) the daughter of a wealthy parishioner, and with the help of Father Chris (Robert Costanzo), the Church's off-beat, charismatic Priest, Billy is inspired into teaching dance again, and taking a chance on love.
Do You Wanna Dance? (1999 )
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Vincent Van Gogh comes back to life after being the recipient of a magic potion. He finds that his work has become quite valuable, and begins stealing his works. At the same time, he has a hard time getting anyone to believe he's really Van Gogh.
Starry Night (1999 )
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A young man throwing the cookout to end all cookouts finds his party is skidding off the rails.
Q: The Movie (1999 )
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A group of aspiring young actors wait tables at a New York City restaurant.
The Waiting Game (1999 )
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BJ and Baby Bop help Barney clean out his messy closet. While cleaning, they find lots of certain things that remind them of the fun times they shared with all their friends.
More Barney Songs (1999 )
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A rooster has his last biscuit for breakfast and goes grocery shopping. A pig prepares her breakfast (potato peelings, with the potatoes thrown in the trash) and discovers she needs more milk. Their paths cross, a lemon falls into the sewer, and both lives are changed.
When the Day Breaks (1999 )
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A personal interpretation of Norwegian history - starring a grandmother who during the Second World War loses her job ironing the King's shirts. Instead she gains access to the enemy's uniforms, and inspires her own brand of resistance fighters, the "Shirt Guerillas".
My Grandmother Ironed the King's Shirts (1999 )
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On Christmas Eve, a forlorn little pine tree feels she is too homely to ever realize her dream of being a real Christmas tree. With the help of a comical Baby Bear, a happy-go-lucky Squirrel, a cynical Nutcracker, and a host of other forest critters, as well as a visit from Santa Claus himself, the little tree discovers the true beauty of the season... shines from within!
O' Christmas Tree (1999 )
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Opening with dreamlike images of the city of Siena at night, this short sand animation evolves into a symphony of waving banners, distant voices and galloping horses. Created especially for Italy’s Siena International Short Film Festival.
Siena (1999 )
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A film that describes the love-hate relationship between Werner Herzog and Klaus Kinski, the deep trust between the director and the actor, and their independently and simultaneously hatched plans to murder one another.
My Best Fiend (1999 )
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This documentary, set in the Lower East End of Vancouver's downtown core, is a pretty honest account of life on the streets in urban Canada. It is aimed at educating high school kids on the dangers of addiction to hard drugs and is the brainchild of a group of city police officers who videotape their interactions with local homeless personalities.
Through a Blue Lens (1999 )
