Greatest 21 Sport Movies Award-Winning Released in 1999

A behind-the-scenes look at the life-and-death struggles of modern-day gladiators and those who lead them. Look into Any Given Sunday / IMDB / YouTube

After a boy loses his sister's pair of shoes, he goes on a series of adventures in order to find them. When he can't, he tries a new way to win a new pair. Look into Children of Heaven / IMDB / YouTube

A back-up quarterback is chosen to lead a Texas football team to victory after the star quarterback is injured. Learn about Varsity Blues / IMDB / YouTube

After 19 years of playing the game he's loved his whole life, Detroit Tigers pitcher Billy Chapel has to decide if he's going to risk everything and put everything out there. Details on For Love of the Game / IMDB / YouTube

The residents of a small town get over-excited when their hockey team gets chosen to host a televised event. See more about Mystery, Alaska / IMDB / YouTube

A Hawaiian teenage surfer shows off his skills when he takes to the snow slopes in Vermont. Check out Johnny Tsunami / IMDB / YouTube

Girly girl Emma and tomboy Sam are 13-year-old teenagers, who are identical, personality-opposite twins, join a soccer team so they might switch places. Get info on Switching Goals / IMDB / YouTube

Jon Favreau stars in this bio-pic about the only undefeated world heavyweight champion in the history of boxing, Rocky Marciano. Explore Rocky Marciano / IMDB / YouTube

Griff wants to maintain just a superficial relationship with his all-gay boyfriend, who gets seriously wounded in a gay bashing. Info on Defying Gravity / IMDB / YouTube

Two Scottish pub football teams play each other in order to resolve a century-old grudge, with the prize for the winning team being the other team's pub. Details on The Match / IMDB / YouTube

Follows freestyle fighting champion Rickson Gracie as he prepares to defend his title in the Vale Tudo Freestyle Fighting Championship in Tokyo; this is a behind-the-scenes look at the world of no-rules fighting. Get info on Choke / IMDB / YouTube

A man takes matters into his own hands when a pharmaceutical kingpin moves into his town to cause some real trouble. See more about The Naked Man / IMDB / YouTube

From his days as a child in North Carolina to his retirement from the Chicago Bulls in 1999, His Airness takes you on a journey through Michael Jordan's career. Find out about Michael Jordan: His Airness / IMDB / YouTube

Award-winning story of University of Texas coaching legend and three time National Champion, Darrell Royal. Featuring an all-star cast including Willie Nelson, Earl Campbell, George W. Bush, Coach Mack Brown, Keith Jackson and narration by Matthew McConaughey. Get info on The Story of Darrell Royal / IMDB / YouTube

When a young stable boy runs away from reform school, he befriends another fugitive, champion racehorse Shergar, kidnapped by the Irish Republican Army for ransom but now on the loose. Can the lad elude the abductors and rescue the horse? More about Shergar / IMDB / YouTube

The story of three young boxers and their coach who is determined to guide them in a positive direction in and out of the ring. Look into On the Ropes / IMDB / YouTube

The gold medal for the men's 10,000-metre race in the 1996 Atlanta Olympics is won by Ethiopian Haile Gebrselassie. See more about Endurance / IMDB / YouTube

Well meaning friends try to persuade Suzanne, a beautiful widow, to remarry and the choice seems to be between Frank, a philandering dentist, and Tony, a sensitive, failing sports trainer who helps her son. Explore Don't Go Breaking My Heart / IMDB / YouTube

Conspiracy. Power. Sex. Golf? Ah, the Pennytree Golf Club. 18 holes at its finest. If you played there in the late-70's. Now run-down and nearly deserted, only a few faithful duffers keep club owner Josh Pennytree and his drop-dead-gorgeous granddaughter Liberty in business. All the other customers fled to the Bentwood Country Club nearby; awesome to behold, even if i. Info on Golfballs! / IMDB / YouTube

It starts as a little kid and shows the man behind the legend grow up to the nba Check out Michael Jordan: An American Hero / IMDB / YouTube

Fener-Bahçe: Kurulustan Kurtulusa is the Invalid ranked movie in 1999 sport list. Look into Fener-Bahçe: Kurulustan Kurtulusa / IMDB / YouTube