Watch 1999 Movies and TV Shows Online in Canada
Explore the best 1999 movies and tv shows in Canada. From box office hits to fan-favorite films and series, 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 and tv shows, 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.
Movie
An African-American Mafia hit man who models himself after the samurai of ancient Japan finds himself targeted for death by the mob.
Ghost Dog: The Way of the Samurai (1999 )
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Movie
14-year-old Jo Ann Foley lives in squalor in a rural Southern community during World War II. Abused by her bootlegging grandfather Hank, Jo Ann has, like her mother Marie, been forced into a life of prostitution. Periodically escaping her miserable existence, Jo Ann finds comfort, security, and genuine love with a poor but proud African American couple: Honey and Too Tall.
The Secret Path (1999 )
Movie
Organized crime boss Meyer Lansky remembers his life as he is moving about the world looking for some country that will take him in since the USA have put out an extradition order for him.
Lansky (1999 )
Movie
Set in the People's Republic of China during the 1990s, the film centers on a 13-year-old substitute teacher, Wei Minzhi, in the Chinese countryside. Called in to substitute for a village teacher for one month, Wei is told not to lose any students.
Not One Less (1999 )
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Movie
The true story of the 19th century Belgian priest, Father Damien, who volunteered to go to the island of Molokai, to console and care for the lepers.
Molokai: The Story of Father Damien (1999 )
Movie
James Gillespie is 12 years old. The world he knew is changing. Haunted by a secret, he has become a stranger in his own family. He is drawn to the canal where he creates a world of his own. He finds an awkward tenderness with Margaret Anne, a vulnerable 14 year old expressing a need for love in all the wrong ways, and befriends Kenny, who possesses an unusual innocence in spite of the harsh surroundings.
Ratcatcher (1999 )
Movie
Barky, 25, lost soul, left home two years ago to escape his abusive father leaving behind everything in the world that was important to him; now that his father's dead, he thinks it's safe to come home.
Erskineville Kings (1999 )
Movie
An Irish Catholic family returns to 1930s Limerick after a child's death in America. The unemployed I.R.A. veteran father struggles with poverty, prejudice, and alcoholism as the family endures harsh slum conditions.
Angela's Ashes (1999 )
Movie
Three apartments in an old converted loft building set the stage for three bizarre love triangles. Nico, enjoys his older brother's top floor loft, while he is away on business. Downstairs, Helena, prepares for a dinner with her lover, who never shows up. In the basement, three expatriates are waiting for a phone call. A Chilean contact is supposed to instruct them to carry out a dirty job.
Last Call (1999 )
Movie
Secret Men's Business explores the relationships and issues of 4 school-friends reunited after the death of a beloved school teacher. During a weekend of sun, surf, girls, wives and late night reminiscing, the friends begin to deal with certain truths which have been ignored for some time. As relationships and issues are explored, the friends face their own personal challenges amidst a contempt bourne out of familiarity.
Secret Men's Business (1999 )
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Movie
A destitute 14-year-old struggles to keep his life together despite harsh abuse at his mother's hands, harsher abuse at his father's, and a growing separation from his slightly older brother.
Joe the King (1999 )
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Movie
A middle-aged man walks up to young man who is sitting under a tree and shoots him. The film then flashes back to 1981, where a young woman steals a car with a baby strapped inside. She decides to raise the child as her own, and teaches him to shoplift from stores while she works as a prostitute. She strikes up a relationship with a convenience-store clerk, and the two eventually settle down together.
Anarchy in Japansuke (1999 )
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Movie
A 13-year-old girl is more than her widowed father can handle at times, even with help from her aunt, until a tragic accident changes her outlook on life.
What Katy Did (1999 )
Movie
Nine short stories based on the true experiences of London Underground passengers: "Mr. Cool" (Amy Jenkins, dir.); "Horny" (Stephen Hopkins); "Grasshopper" (Menhaj Huda); "My Father the Liar" (Bob Hoskins); "Bone" (Ewan McGregor); "Mouth" (Armando Iannucci); "A Bird in the Hand" (Jude Law); "Rosebud" (Gaby Dellal); "Steal Away" (Charles McDougall)
Tube Tales (1999 )
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Movie
In the small Southern community of Twin Pines, GA, lives Noah Dearborn, a master craftsman and farmer who cherishes his solitude almost as much as the local townspeople cherish him — especially restaurant owner Sarah McClellan. But when greedy real estate developers set their sights on Noah's land and he rejects their six-figure offer, this taciturn man is forced to summon all his strength in order to defend not only his property and way of life, but his sanity.
The Simple Life of Noah Dearborn (1999 )
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Movie
Four best friends and their basketball coach celebrate their championship twenty years ago. But their reunion turns violent when a dark secret comes to light.
That Championship Season (1999 )
Movie
Would you be willing to walk away from everyone and everything you've ever known in exchange for your safety? This is the question facing career criminal Bobby "Bats" Batton (Tom Sizemore); on the outs with the mob and facing prosecution for a number of serious crimes, Batton is offered a deal by the FBI in which he will be given immunity in exchange for testifying against his former partners. However, Batton will have to join the Federal Witness Protection Program, which means that he, his wife, and his children will never again see their friends and family.
Witness Protection (1999 )
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Movie
Drama - A family is shattered when seven-year-old Jennifer disappears while she and her mother, Sharla, are shopping. - Marcia Welch-Kahler, Joel King, Travis Opdyke
Into His Arms (1999 )
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Movie
Crime - A quirky tale that brings together a murder, poisonous mushrooms and a mysterious woman to reveal the ephemeral beauty of life and the unforgiving nature of death. It is the story of a rogue mobster who finds love in the darkest days of his life. - Sab Shimono, Julia Nickson, Tamlyn Tomita
Life Tastes Good (1999 )
Movie
The Los Angeles club scene is a place of booze-fueled decadence and debauchery. In a night full of possibilities, eight 20-somethings take to the clubs seeking good times, companionship and maybe a little sex. But in the harsh light of the morning after, their worlds are thrown into a spin of confusion when hungover Sara accuses hard-partying Mike of date rape. Loyalties are tested as each among them is forced to take sides.
Body Shots (1999 )
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Movie
In 1989, a group of well-known high school athletes in Glen Ridge, New Jersey were accused of the gang rape of a teen girl. When the town rallies to protect their stars, a detective and the prosecutor have to unravel the cover-up by the school board and the police.
Our Guys: Outrage at Glen Ridge (1999 )
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Movie
An intimate move of the star from Little House on the Prairie, Bonanza, Highway to Heaven-Michael Landon and his son, Michael Landon Jr's portayal of the star's divorce and the break-up of the family and the healing of wounds that only God can provide.
Michael Landon, the Father I Knew (1999 )
Movie
A true story of politics and art in the 1930s USA, centered around a leftist musical drama and attempts to stop its production.
Cradle Will Rock (1999 )
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Movie
In wintry Winnipeg a man struggling to keep the poor lodging he can find meets a homeless man lugging around an unopened electric heater. They cook up plots to get some money for the heater and survive the cold.
Heater (1999 )
Movie
In a mining town which has been blighted by economic downturns, an elementary school headmaster struggles to obtain social services on behalf of his students.
It All Starts Today (1999 )
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Movie
Two women with a passion for motorcycles meet while going through rehab. When they discover they've both longed to ride Captain America's red, white, and blue chopper from Easy Rider, they escape the rehab clinic and hit the highway in search of their dream bike.
Me and Will (1999 )
Movie
The first of Peter Tscherkassky's Cinemascope trilogy of short films is a fragmented glimpse of images pulsating with chaotic rhythm as they fight white margins for room in his palette. Mirrored frames being split by white margin and trying to reassemble again like the poles of a magnet, a train approaching station and colliding with itself in white-hot blistering chaos.
The Arrival (1999 )
Movie
The stories of four Hispanic immigrants living in New York City.
The City (1999 )
Movie
Young, impulsive Rosetta lives a hard and stressful life as she struggles to support herself and her alcoholic mother. Refusing all charity, she is desperate to maintain a dignified job.
Rosetta (1999 )
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Movie
In pursuit of fantasy, five teenagers hop the fence of a now defunct amusement park. While apparently a mindless diversion, for two of them the park is the setting for a more fatal bid at escape.
Rollercoaster (1999 )
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Movie
A tale of two sisters. Penny cares for her younger sister Mary, who suffers from cystic fibrosis. "Cares for" is a questionable term, as the hardened, edgy Penny secretly makes her living in the world's oldest profession while popping pills to help numb her from the grim reality of her job and the impending loss of her sister. Mary, a romantic daydreamer who faces her disease with a graceful, knowing spirit, remembers the days when her big sister was a "brilliant" published poet, and she pours her every thought, memory, and dream into a lovingly crafted scrapbook she calls "the book of stars."
The Book of Stars (1999 )
Movie
A man returns to visit his native Sicily after living in New York for a long time. He learns about the Sicilian way of life from stylized conversations with an orange picker, his fellow train passengers, his mother, and a knife-sharpener.
Sicily! (1999 )