Cleveland Cavaliers (2013–2016) 2013–14 season After going undrafted in the
2013 NBA draft, Dellavedova joined the
Cleveland Cavaliers for the
2013 NBA Summer League. On 12 September 2013, he signed a two-year, $1.3 million contract with the Cavaliers, with $100,000 guaranteed. On 26 March 2014, he scored a career-high 21 points in a 97–96 win over the
Detroit Pistons.
2014–15 season in 2014 In July 2014, Dellavedova re-joined the Cavaliers for the
2014 NBA Summer League. Between 5 November and 5 December, Dellavedova was sidelined with a sprained
medial collateral ligament (MCL). In February 2015, he participated in the
Rising Stars Challenge as part of the
NBA All-Star weekend. In the regular-season finale on 15 April, he recorded 18 points and 12 assists in a 113–108 overtime win over the
Washington Wizards. In Game 6 of the Eastern Conference semifinals, Dellavedova scored a team-high 19 points to help the Cavaliers defeat the
Chicago Bulls and advance to the Conference Finals. Following the Cavaliers' Game 3 win over the
Atlanta Hawks in Eastern Conference Finals, Dellavedova's aggressive play became a major talking point with some describing him as a "dirty" player. Despite this criticism, teammate
LeBron James and NBA great
Charles Barkley both defended Dellavedova's style of play. The Cavaliers defeated the Hawks 4–0 to advance to the
2015 NBA Finals. In Game 2 of the NBA Finals against the
Golden State Warriors, in the absence of the injured
Kyrie Irving, Dellavedova held
Stephen Curry to 0-of-8 shooting and four turnovers while guarding him. The Cavaliers won Game 2 in overtime, 95–93, for their first victory of an NBA Finals game in franchise history. In Game 3, Dellavedova scored a playoff career-high 20 points as the Cavaliers defeated the Warriors to take a 2–1 series lead. After the game, Dellavedova was so dehydrated that he needed an
IV, and he was quickly taken to the
Cleveland Clinic for medical attention. The Cavaliers went on to lose the last three games of the series, and Dellavedova shot just 19% from the field in those three games. 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) in 2016 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. 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. 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 16 minutes in a 108–92 loss to the Bucks. On 7 March 2020, Dellavedova recorded a career-high 14 assists in a 104–102 win over the
Denver Nuggets. On 25 November 2020, Dellavedova re-signed with the Cavaliers. He appeared in just 13 games with the Cavaliers during the
2020–21 season as he suffered a variety of ailments, including a
concussion,
whiplash, an emergency
appendectomy, and a neck strain.
Melbourne United (2021–2022) On 9 July 2021, Dellavedova signed a three-year deal with
Melbourne United of the Australian
NBL. On 16 January 2022, he scored a career-high 33 points with seven 3-pointers and nine assists in an 88–84 win over the
Illawarra Hawks. He averaged 10.3 points and 4.3 assists per game during the
2021–22 NBL season. He parted ways with United in July 2022 to return to the NBA.
Sacramento Kings (2022–2023) On 29 July 2022, Dellavedova signed with the
Sacramento Kings. On 29 March 2023, he sustained a right index finger fracture in a game against the
Portland Trail Blazers.
Return to Melbourne (2023–2025) On 17 May 2023, Dellavedova signed a two-year deal with Melbourne United, returning to the team for a second stint. In the
2023–24 NBL season, United finished as minor premiers and reached the NBL Championship Series, where they lost 3–2 to the
Tasmania JackJumpers. In the
2024–25 NBL season, Dellavedova helped United return to the NBL Championship Series, where they lost 3–2 to the
Illawarra Hawks. He had a standout series but struggled in Game 5 with five points and seven assists on 2-of-6 shooting. Despite United losing the series, Dellavedova was awarded the Larry Sengstock Medal as the
NBL Championship Series MVP, something that had not happened since 1993.
Sydney Kings (2025–present) On 10 April 2025, Dellavedova signed a three-year deal with the
Sydney Kings. He was sidelined for three weeks during January 2026 due to a concussion. ==Career statistics==