The 1999 DieHard 500 was the ninth stock car race of the 1999 NASCAR Winston Cup Series season and the 30th iteration of the event.

[3] Joe Nemechek, driving for Team SABCO, would set the fastest time in the session, with a lap of 48.664 and an average speed of 196.777 mph (316.682 km/h).

[3] Steve Park, driving for Dale Earnhardt, Inc., would set the fastest time in the session, with a lap of 48.655 and an average speed of 196.814 mph (316.741 km/h).

[6] Ken Schrader, driving for Andy Petree Racing, would win the pole, setting a time of 48.421 and an average speed of 197.765 miles per hour (318.272 km/h).

[7] Five drivers would fail to qualify: Derrike Cope, Ken Bouchard, Dan Pardus, Dick Trickle, and Loy Allen Jr. *Time not available.