The 1999 Frontier @ the Glen was a Winston Cup (now Sprint Cup) event held at Watkins Glen International on August 15, 1999. Jeff Gordon led 55 of the 90 laps in route to his fifth straight road course, a NASCAR record. Canadian Ron Fellows was the surprising 2nd place finisher. Points leader Dale Jarrett finished 4th and held a 300-point championship lead on Mark Martin (10th).