Sutton completed his rookie test for the Indianapolis 500 in 1956. He flipped his car while attempting 140 miles per hour for the 1957 Indianapolis 500. He slide upside down with his helmet scraping the asphalt for nearly 1000 feet (300 m). A report in the following day's Indianapolis News said "Sutton was at first believed dead by observers on the scene." His injuries included broken shoulder, serious abrasions on his back, and a fractured skull. He returned to Indianapolis the following year and made his first start in the event. That year he finished 32nd after being eliminated in a multi-car accident during the first lap. He competed in the 500 six more times and had his best result in 1962. After starting the race 4th, he led 9 laps and finished second behind his teammate Rodger Ward. The next year, he set an unofficial Indianapolis Motor Speedway record when he went over during a tire test.