With the 2026 Winter Olympics kicking off in Italy this week, the sporting world turns its attention to frozen ovals, icy tracks and snow-covered descents. For cycling fans, much of what’s unfolding on the ice feels strikingly familiar. Beneath the blades and sleds lies the same explosive power, anaerobic capacity and finely tuned efficiency that define elite performance on two wheels.

And for decades, high-level cycling has quietly served as both a training tool and launchpad for winter-sport success. The demands overlap closely: explosive start efforts, aerodynamic precision, tolerance for sustained discomfort and an obsessive focus on marginal gains. From track riders swapping velodromes for ice ovals to road racers carrying their diesel engines into winter disciplines, the pathway from bike to ice is well established.

As the Games get underway across northern Italy, we scoured the Olympic archives to spotlight the athletes who’ve made that transition, many of whom have reached the very top level in both sports and represented their countries at the Summer and Winter Olympic Games alike.*

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Connie Carpenter-Phinney’s Olympic journey began not on the bike, but on the ice. She competed in speed skating at the 1972 Winter Olympics in Sapporo at just 14 years old, one of the youngest Winter Olympians in U.S. history.

Twelve years later, she made history again by winning gold in the inaugural women’s Olympic road race at Los Angeles 1984. That victory didn’t just make her a dual-season Olympian; it crowned her the first-ever women’s Olympic road cycling champion, giving her a foundational place in the sport’s history.