Jeff Gordon won the pole for the race with a speed of just over 195 mph, and would start alongside former
Indy Racing League champion
Tony Stewart, who was making his Winston Cup debut. A total of 59 drivers would make an attempt to qualify for the 1999 Daytona 500.
Bobby Labonte would win the first Gatorade 125 qualifying race after taking the lead from Gordon on lap 39. A lap 1 incident, the only caution of the First Duel, ended
Dan Pardus and
Jeff Green's chances at making the Daytona 500.
Dale Earnhardt won the 2nd Gatorade duel after taking the lead from Stewart on lap 8. The second duel was marred by two caution periods that ended
Dick Trickle,
Glen Morgan, and
David Green's chances at qualifying for the race. This would be Earnhardt's final win at Daytona. Drivers qualified for the Daytona 500 either by finishing in the top 16 in their qualifying race, through a 2-lap qualifying run, or a provisional starting spot based on owner points from the 1999 season. They had three chances to make a 2-lap time trial run that would be fast enough to make the Daytona 500. ==Race summary==