On July 6, 2018, Curry signed a two-year contract with the Portland Trail Blazers, which included a player option for the second year. On January 26, 2019, he scored 22 points in a 120–111 win over the Atlanta Hawks. On February 5, he was selected to compete in the Three-Point Contest during All-Star Weekend. On March 9, he scored 22 points in a 127–120 win over the Phoenix Suns. Curry later went to the 2019 NBA playoffs with Portland and made it to the Western Conference Finals to face his brother Steph and the Golden State Warriors, who swept them 4–0 to knock them out of the playoffs.