On May 29, 2014, Dickinson signed a three-year, entry-level contract with the Dallas Stars.[5] Upon completion of his junior season, on April 16, 2015, he was assigned to finish the 2014–15 season with Dallas' American Hockey League (AHL) affiliate, the Texas Stars.
On April 7, 2016, in a game against the Colorado Avalanche, Dickinson made his NHL debut and scored his first NHL goal.[6]
Following his sixth year within the Stars organization, at the conclusion of the 2020–21 season, due to expansion draft considerations, Dickinson was traded to the Vancouver Canucks in exchange for a third round pick in the 2021 NHL Entry Draft on July 17, 2021.[7] As a restricted free agent, Dickinson agreed to terms on a three-year, $7.95 million contract extension with the Canucks on August 14, 2021.[8]
Approaching the 2022–23 season, on October 7, 2022, after just one season in Vancouver, Dickinson was traded along with a second-round pick in 2024 to the Chicago Blackhawks in exchange for defenseman Riley Stillman.[9] Dickinson record one goal and two assists in his debut with the Blackhawks against the San Jose Sharks on October 15.[10] He finished the season with 9 goals, 21 assists, and a career-high 30 points in 78 games.[11]
He remained with the Blackhawks for the 2023–24 season, where he was a top-six forward, who served as a defensive-minded center.[12] Dickinson recorded his first NHL career hat trick on November 24, 2023, en route to a 4–3 win over the Toronto Maple Leafs.[13] He signed a two-year contract extension with the Blackhawks worth $4.25 million on January 16, 2024.[12] Dickinson concluded the 2023–24 with a career-high 35 points, including a team-leading 22 goals, in 82 games.[14]
Personal life
Dickinson's younger brother Josh also plays hockey; he signed an entry-level contract with the Colorado Avalanche in 2018.[15] They are of Scottish and Caribbean heritage.[15]