The 1999 season was the Jacksonville Jaguars' 5th in the National Football League and their fifth under head coach Tom Coughlin. Wide receiver Jimmy Smith set a franchise record for most receptions and receiving yards in one season. Smith would finish second in the NFL in receiving yards with 1,636 yards. 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.

The 1999 NFL season was the 80th regular season of the National Football League (NFL). The Cleveland Browns returned to the field for the first time since the 1995 season, while the Tennessee Oilers changed their name to "Tennessee Titans", with the league retiring the name "Oilers".