The 1999 season was the Jacksonville Jaguars' 5th in the National Football League and their fifth under head coach Tom Coughlin. The Jaguars' regular season record of 14–2 still stands as their best record in franchise history. This would be the last time Jacksonville made the playoffs until 2005, the last season the team won a playoff game until 2007 and the last time the Jaguars won any division title until they won the AFC South title in 2017.