Chisholm signed with the Arizona Diamondbacks as an international free agent in 2015, and made his MLB debut in 2020 with the Marlins.

[1] He was drawn to baseball by his grandmother, Patricia Coakley, who played shortstop for the Bahamian national softball team; she taught him to hit at two years old.

[2] Chisholm moved to the United States at 12 years old to attend high school at Life Prep Academy in Wichita, Kansas.

[12] Chisholm was promoted to the major leagues for the first time on September 1, 2020, and made his defensive debut that night against the Toronto Blue Jays.

[2] On September 6, Chisholm recorded his first career hit at the major league level, while facing the Tampa Bay Rays.

[21] He did not play in the game,[22] as he was placed on the injured list on June 29, due to what was then diagnosed as right lower back strain.

On July 22, the Marlins stated that Chisholm had a stress reaction in his lower back, and would miss at least six weeks of the season.

[31][32] In his first 3 games as a Yankee, Chisholm hit 4 home runs, setting a franchise record as the first player to accomplish this feat.

Chisholm suffered a sprained left elbow against the Chicago White Sox on August 12, and was placed on the 10-day injured list.

[34] After coming off the IL on Aug. 23, Chisholm finished the 2024 regular season batting a career-high .256 with 24 home runs, 73 RBI and 40 stolen bases.

[35] In game one of the 2024 World Series, Chisholm went 2-for-5 with a run scored and two stolen bases in a 6-3, extra-innings loss to the Los Angeles Dodgers.