Roy "Tin Cup" McAvoy (Kevin Costner) is a former golf prodigy who has little ambition. He owns a driving range in West Texas, where he drinks and hangs out with his pal Romeo Posar (Cheech Marin) and their friends. Dr. Molly Griswold (Rene Russo), a clinical psychologist, wants a golf lesson. She asks Roy because he knows her boyfriend David Simms (Don Johnson), a top professional golfer. Roy is immediately attracted to her, but she sees through his charm and resists.
Happy Gilmore (Adam Sandler) is an aspiring ice hockey player who possesses a powerful and dangerous slapshot that his late father (Louis O'Donoghue) taught him as a child (Donnie MacMillan). However, Happy also possesses an over aggressive streak and lack of skating talent that consistently preclude him from joining a hockey team. His girlfriend Terry (Nancy McClure), a schoolteacher, leaves him because of his hockey obsession.
Danny Noonan (Michael O'Keefe) works as a caddy at the upscale Bushwood Country Club to raise enough money to go to college. Danny often caddies for Ty Webb (Chevy Chase), a suave and talented golfer and the son of one of Bushwood's co-founders. Danny decides to gain favor with Judge Elihu Smails (Ted Knight), the country club's stodgy co-founder and director of the Caddy Scholarship program, by caddying for him. Meanwhile, Carl Spackler (Bill Murray), one of the greenskeepers, is entrusted with combatting a potentially disastrous gopher infestation. Throughout the film, Carl tries a variety of methods to kill the gopher (e.g. shooting, drowning) without success.
Promising golfer Rannulph Junuh (Matt Damon) is the favorite son of Savannah, Georgia and a noteworthy golfer; Adele Invergordon (Charlize Theron) was his girlfriend before he went off to war and is from a rich family. While serving as a captain in the US Army during World War I, Junuh is traumatized when his entire company is wiped out in battle. Though he earns the Medal of Honor, he returns to Georgia and lives a shadowy life as a drunk, golf being just a distant memory.
Set mainly in 1913, the film is about Francis Ouimet, the first amateur to win a U.S. Open. Amateur golf in that era was then a sport only for the wealthy, and Ouimet came from an immigrant family that was part of the working class. Ouimet watches an exhibition by legendary British golf pro Harry Vardon (Stephen Dillane) as a 7-year-old boy, and becomes very interested in golf. He begins as a caddy at The Country Club, a posh enclave located across the street from his home in suburban Brookline, Massachusetts, while making friends with the other caddies. He works on his own golf game at every chance, and gradually accumulates his own set of clubs. Francis practices putting at night in his room. He wins the Massachusetts Schoolboy Championship.
Kate Hartounian (Jessica Lundy) is the daughter of a wealthy and widowed real estate developer of Armenian and Jewish descent. Eager to improve her lot in life, she makes friends with Miffy Young (Chynna Phillips), a snooty WASP girl, who encourages her and her father to join their country club.
When hip-hop star Christopher “C-Note” Hawkins (Big Boi) is denied membership into an exclusive Carolina Pines Country Club, he comes up with a cunning plan that will oblige the country club to allow his acceptance. C-Note purchases property that contains land from the 17th hole, and bribes the country club for a membership in exchange for his land. The rest of the movie’s plot revolves around the club members and their efforts to get C-Note kicked out, while he disrupts the club’s atmosphere.
The story centers around Harvey Miller (Jerry Lewis), whose father was a famous golf pro. He wanted Harvey to follow in his footsteps, but poor Harvey is afraid of crowds. Instead, at the advice of his fiancée Lisa (Barbara Bates), Harvey becomes a golf instructor. Lisa's brother Joe (Dean Martin) becomes Harvey's first client and becomes good enough to start playing in tournaments, with Harvey tagging along as his caddy. Donna Reed plays the wealthy socialite who Dean wins over.
Pat Pemberton (Katharine Hepburn) is a brilliant athlete who loses her confidence whenever her charming but undermining fiancé Collier (William Ching) is around. Ladies golf and tennis championships are within her reach, however she gets flustered by his presence at the contests. He wants her to give up her goal and marry him, but Pat does not give up on herself that easily. She enlists the help of Mike Conovan (Spencer Tracy), a slightly shady sports promoter. Together they face mobsters, a jealous boxer (Aldo Ray), and a growing mutual attraction.
In Fort Worth, Texas, Ben Hogan (Glenn Ford) works as a golf caddy to help support his family. He romances and marries Valerie Fox (Anne Baxter), then with her support, decides to become a professional golfer. At first, Hogan has little success, but he gradually improves. Meanwhile, the Hogans become friends with Chuck Williams (Dennis O'Keefe), a popular fellow pro.
Beginning 6 months before the 2012 World Championships, the movie visits each of the eight subjects at their homes, some of which are as far away as Paris, Manila, Johannesburg and Shenzhen, China to meet the kids and their parents. Once the subjects are introduced we observe the various trials and tribulations of the competition. The subjects of the movie are evenly split between children from the United States and other countries with five boys and three girls, including Allan Kournikova (half-brother of Anna) and Augustin Valery (great-grandson of French poet Paul Valery). Kournikova went on to win the boys division of this event for his age group.
A passion for golf drives this story about fame, schemes and paying the bills. Having successfully failed at everything, Anthony "Babe" Lombardo rises from his couch potato life with one last hope. He invents the perfect golf swing that he believes will revolutionize the game. Determined to make it bankable, Babe frantically maneuvers amidst suspicious investors, vanishing friends and a disenchanted wife.