Cavaliers. On 19 November 2015, he recorded a then career-high 13 assists in a 115–100 win over the Milwaukee Bucks. On 20 December, he scored a season-high 20 points on 7-of-10 shooting in a 108–86 win over the Philadelphia 76ers. He missed five straight games in February 2016 with a strained hamstring. The Cavaliers returned to the NBA Finals in 2016 with a 4–2 series win over the Toronto Raptors in the Eastern Conference Finals. In a Finals rematch with the Golden State Warriors, the Cavaliers became the first team in NBA history to win the championship after being down 3–1 in the series. Milwaukee Bucks (2016–2018) On 7 July 2016, Dellavedova was acquired by the Milwaukee Bucks in a sign-and-trade deal with the Cavaliers, in which Cleveland received a $4.8 million trade exception and the rights to Albert Miralles, while Milwaukee also received cash considerations. Dellavedova's contract gave him $38 million over four years. Dellavedova made his debut for the Bucks in their season opener on 26 October 2016, scoring 11 points in 29 minutes as a starter in a 107–96 loss to the Charlotte Hornets. On 3 December 2016, he scored 12 of his season-high 18 points in the fourth quarter of the Bucks' 112–103 win over the Brooklyn Nets. After starting all 30 games to begin the season, he missed five straight games in late December and early January with a strained right hamstring. In 2016–17, he averaged career highs in points (7.6) and assists (4.7) in a career-high 26.1 minutes per game over 76 contests with a career-high 54 starts. Dellavedova missed 15 consecutive games with left knee tendinitis during November and December of the 2017–18 season. On 1 January 2018, Dellavedova had a season-high 10 assists in a 131–127 overtime loss to the Toronto Raptors. A right ankle sprain suffered on 4 February against the Nets saw Dellavedova miss 29 straight games, returning to action in the Bucks' regular-season finale against the Philadelphia 76ers on 11 April. He went on to play in six of the Bucks' seven playoff games. Return to Cleveland (2018–2021) On 7 December 2018, Dellavedova was acquired by the Cleveland Cavaliers in a three-team trade that also involved the Bucks and the Washington Wizards. In his return game for the Cavaliers in Milwaukee three days later, Dellavedova received an ovation when he entered the game and finished with 11 points in