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.
Movie
A 1950s used-car salesman wants to make a low-budget film about a trucker who accidentally runs down a child.
The Woman Chaser (1999 )
Movie
When a would-be psychologist, curiously named Dr. Mumford, comes to the idyllic town of the same name and offers his talent for listening and a disarming frankness, the town's quirkiest citizens scramble for a seat on his couch. As he lightens hearts darkened by old secrets no one realizes he's hiding a whopper of his own, or that he's fallen head over heels for one of his patients!
Mumford (1999 )
Movie
Chris Rock brings his critically acclaimed brand of social commentary-themed humour to this HBO Special, extolling his razor-sharp wit and wisdom on such topics as gun control, President Clinton, homophobia, racism, black leaders and relationships.
Chris Rock: Bigger & Blacker (1999 )
Movie
Whenever trouble strikes in one of her relationships, single mother Mary Jo Walker and her daughter, Ava, pack up and move to another city, a routine Ava is tiring of. This time, they are helped on their move to San Diego by trucker Jack Ranson. While Ava settles in, getting a leading part in the school play, Jack starts dating Mary Jo but soon reveals himself to be controlling and aggressive. Mary Jo prepares to flee again, angering Ava.
Tumbleweeds (1999 )
Movie
Michael Winslow standup
Michael Winslow Live (1999 )
Movie
Pamela Drury is unhappy, and alone. On her birthday she stumbles across a photo of Robert Dickson, and wonders what would've happened had she said yes to his proposal. A freak accident causes Pamela to live out the life she could've had, but is the grass on the other side always greener?
Me Myself I (1999 )
Movie
Thinking he's competing in Los Angeles' hot Platinum Scissors contest, Scottish hairstylist Crawford leaves Glasgow with a film crew to capture the event. When he learns he's a mere audience member, Crawford must find a way to become the mane event.
The Big Tease (1999 )
Movie
"Good son" Franck returns to his hometown to do a trainee managerial internship in the Human Resources department of the factory where his anxious, taciturn father has worked for 23 years.
Human Resources (1999 )
Movie
A millionaire car salesman who runs the biggest dealership in Midland City, Dwayne Hoover is a celebrity, loved and trusted by everyone. Then one day, he wakes up and realizes that his life is a total mess! But between the headaches posed by his pill-popping wife, a mistress who won't leave him alone, and a cross-dressing sales manager, Dwayne has picked a bad week for a midlife crisis.
Breakfast of Champions (1999 )
Movie
Military doctor General Klenski is arrested in Stalin's Russia in 1953 during an anti-Semitic political campaign accused of being a participant in so-called "doctors' plot".
Khrustalyov, My Car! (1999 )
Movie
Hammaam lives with his big family in a crowded Egyptian alley. As he is jobless, he loses his girl to a rich suitor. He then decides to leave for Amsterdam where his uncle has immigrated long ago. As soon as he arrives he loses his money and passport and gets assaulted in an inn. Adriano the young Egyptian emigrant saves his neck and helps him find his uncle who dumps him. Hence, Hammaam stays with a group of young Arabs. After his tiring journey between failure and success he falls in love with a young lady who helps him fulfill his dream of buying a certain famous restaurant. As his business flourishes, he returns home to visit his family proud of his success.
Hammam Fe Amsterdam (1999 )
Movie
After her 27th birthday, Silvia Prieto decides to take charge of her life and make some changes. At the same time, she suddenly finds herself intertwined in the life of another woman who is also named Silvia Prieto.
Silvia Prieto (1999 )
Movie
A story told from three angles. Max meets Elizabeth; they live together, but when she talks of marriage, he balks. He becomes extremely jealous, probably without cause, and thinks she's taken up with a friend of his, Jack. Elizabeth, stung by Max's refusal to marry, catches Jack's eye, but the friendship seems innocent. Lena, who works with Max, likes him and realizes she can manipulate his jealousy and maybe engineer his split from Elizabeth. When she's sure Elizabeth is with a man, she calls Max at work, sending him home to confront the lovers. Then, Lena feels guilty and takes off for Max's apartment. What's really going on? Who's with Elizabeth?
Wishful Thinking (1999 )
Movie
Malabar Police is a 1999 Tamil comedy crime film directed by P. Vasu. The film features Sathyaraj, Kushboo, Abbas and Mumtaj in lead roles. The film, produced by Shanthi Vasudevan, had musical score by S. A. Rajkumar and was released on 6 August 1999. Despite negative reviews from the critics, the film turn out be a blockkbuster of the year.
Malabar Police (1999 )
Movie
Anja is a beautiful and very well proportioned high school senior... and still a virgin. She insists that she wants her first time to be with a guy, who knows what it's about. Her rich (and arrogant, pretentious and obnoxious) boyfriend Peter serves the purpose, and he's more than willing. In fact, he's pushing forward as much as he can, but Victor, a freshman who has a serious crush on Anja, has other plans. Her first time should definitely not be with this buffoon, and he's ready to take it VERY far!
Love at First Hiccough (1999 )
Movie
Every Friday, Abigail religiously consults Madame Lola, a fortune teller. The old shrewd lady takes advantage of Abigail’s extreme grip on superstition by giving her signs about the perfect man for her. Nelson also takes advantage on the situation and paid Madame Lola to give Abigail signs that would make her believe that he is the one for her. Eventually through Nelson’s perseverance, and Madame Lola’s bogus prediction, Abigail started to believe that Nelson is her Mr. Right. But there is no secret that remains uncover.
Hey Babe! (1999 )
Movie
Two lovers want to get married, but only with their parents' consent.
Jodi (1999 )
Movie
After a boy's parents decide to divorce, he creates a "support group" for all the kids from failed marriages in his school. When kids who's parents aren't divorced start to pick on them, they agree to cause their parents to divorce as well.
Operation Splitsville (1999 )
Movie
A featurette directed by French actress Edwige Shaki where Eric Rohmer worked as a technical adviser, THE CURVE is a movie that has the inimitable Rohmer stamp. Talky, it makes its fifteen minutes seem a little longer. However, it's a playful little thing, where an art student meets his grandfather, a sculptor, and both exchange ideas about that part of the woman that is so alluring -- the curve of her back.
The Curve (1999 )
Movie
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 )
Movie
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 )
Movie
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 )
Movie
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 )
Movie
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 )
Movie
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 )
Movie
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 )
Movie
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 )
Movie
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 )
Movie
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 )
Movie
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 )
Movie
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 )
Movie
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 )
