Having grown up in Florida, Jon Court began riding in Colorado at the now closed Centennial Park in 1980.
In 2001, he rode Percy Hope in the Lone Star Derby, winning, and in the Preakness Stakes, placing 9th. He holds the record for most wins by a jockey (2) in the Lone Star Derby. In 2003, was his big break when he won the Japan Cup Dirt on Fleetstreet Dancer.
In 2004, he moved to California tracks on the advice of trainer Doug O'Neill after winning titles at Ellis Park Racecourse, Oaklawn Park, Turfway Park, Kentucky Downs, and Birmingham Racecourse. His 3,000th winner was posted at Santa Anita Park in April 7, 2005, 25 years to the day from his first win.
In 2006, Jon Court was elected secretary of the Jockeys' Guild and is the Guild's representative board member for the National Thoroughbred Racing Association's (NTRA) Charities-Permanently Disabled Jockeys' Fund.
In February 2007 he was voted the prestigious George Woolf Memorial Jockey Award. Called "an unfailingly polite man" by ESPN, the Award is voted on by American jockeys and is given to a jockey who demonstrates high standards of personal and professional conduct, on and off the racetrack.
Court was one of the jockeys featured in the first season of Animal Planet's 2009 reality documentary, Jockeys before he moved his tack back to Kentucky.