Milton participated but did not win any medals at the
1988 Innsbruck Winter Paralympics. At the
1992 Tignes-Albertville Winter Paralympics, he won a gold medal in the men's slalom LW2 event, for which he received a
Medal of the Order of Australia, That year he also won the slalom in the Austrian championships, and in 1993 he won both the slalom and super giant slalom at the Columbia Crest Cup. In 2000, he received an
Australian Sports Medal. In 2001, he was inducted into the
Australian Institute of Sport 'Best of the Best'. At the
2002 Salt Lake City Winter Paralympics, he won four gold medals in the men's Downhill LW2, Men's giant slalom LW2, Men's slalom LW2, and Men's Super-G LW2 events. At the
2006 Turin Winter Paralympics, he won a silver medal in the men's Downhill standing event. At the
2014 Sochi Games, he was the assistant alpine skiing coach of the
Australian Paralympic Team. Milton came out of retirement in October 2025 to compete at the
2026 Winter Paralympics. In February 2025, he suffered a fracture in his femur while training in the US. His results were - 13th in
Men's Super combined - Standing, 20th in
Men's Slalom - Standing and 23rd in
Men's Super-G - Standing. At 52 years and 350 days when the Games opened on 6 March, he became the oldest ever Australian Winter Paralympian. Milton holds the open Australian downhill speed skiing record, beating the top recorded speeds by able-bodied skiers. His personal best downhill speed is . == Cycling ==