Charlotte Hornets (2018–2019) After going undrafted in the
2018 NBA draft, Chealey played for the
Charlotte Hornets 2018 summer league team. On July 27, 2018, Chealey joined the Hornets on a training camp deal. On October 13, his contract was converted into a
two-way contract, meaning he would split his playing time between the Hornets and their
NBA G League affiliate, the
Greensboro Swarm, for the majority of the season. Chealey made his NBA debut with the Hornets on January 30, 2019, in a blowout loss to the
Boston Celtics, scoring two points with an assist. With Greensboro, he averaged 16.35 points and 5.42 assists per game. On August 6, 2019, the Hornets announced that they had re-signed Chealey.
Greensboro Swarm (2019–2020) Chealey was cut from the roster on October 13, 2019, during training camp. Following training camp, Chealey was re-added to the roster of the Swarm. He tallied 22 points, five rebounds, five assists, a steal and a block in a loss to the
Delaware Blue Coats on December 19. On December 28, Chealey nearly posted a triple-double with 15 points, 10 rebounds, eight assists and four steals against the
Raptors 905. With Greensboro, he averaged 11.12 points and 4.32 assists per game, while shooting .813 from the free throw line. and a second 10-day contract on March 3.
Hapoel Gilboa Galil (2021) On August 5, 2021, Chealey signed with
Hapoel Gilboa Galil of the
Israeli Basketball Premier League.
Return to the Greensboro Swarm (2021–2022) On November 9, 2021, the
Greensboro Swarm announced that they had added Chealey to their roster. With Greensboro, he averaged 10.74 points and 5.91 assists per game, while shooting .871 from the free throw line. He averaged 14.38 points with 5.44 assists per game while shooting .820 from the free throw line.
Juventus Utena (2024) On 2 July 2024, Chealey signed with
Juventus Utena of the
Lithuanian Basketball League (LKL). On October 8, he left the team after suffering multiple season-ending injuries. == Career statistics ==