Amateur Growing up in Michigan, Regula began playing organized youth hockey with the Plymouth Stingrays of the Little Caesars Amateur Hockey League before being promoted to the Compuware program and Detroit Honeybaked U-13 team. Following this, Regula chose to play two years with the
Cranbrook Schools alongside his brother C.J. under head coach Andy Weidenbach. As a freshman, he tallied three goals and nine assists Regula improved offensively the following season and accumulate four goals with 17 assists Following his sophomore season, Regula was drafted in the fourth round, 74th overall, by the
London Knights of the
Ontario Hockey League (OHL). Despite this, Regula played 53 games at right defense with the
Chicago Steel of the
United States Hockey League before joining the Knights. He then participated in the 2017 CCM/USA Hockey All-American Prospects Game before joining the Knights for the
2017–18 season. During his first season with the Knights, Regula recorded seven goals and 18 assists through 67 games to be selected for the OHL First Team All-Rookie. By January 2018, Regula has tallied five goals and seven points and was ranked 43rd overall amongst draft-eligible North American skaters. At the conclusion of the season, Regula was drafted by the
Detroit Red Wings in the third-round, 67th overall, of the
2018 NHL Entry Draft. He was then invited to attend the Red Wings Development Camp before returning to the Knights as co-captain alongside
Liam Foudy.
Professional He was acquired by the Blackhawks from the Red Wings in a trade for
Brendan Perlini on October 28, 2019. He was signed to a three-year, entry-level contract with the Blackhawks on November 11, 2019. As an impending restricted free agent following the completion of his entry-level contract with the Blackhawks, Regula and
Ian Mitchell were traded to the
Boston Bruins, in exchange for
Nick Foligno and
Taylor Hall on June 26, 2023. Beginning the season on the injured reserve for the Bruins, Regula missed the opening two months of the campaign before returning to health. On December 11, 2024, Regula was claimed off waivers by the
Edmonton Oilers. He missed the remainder of the season with an injury but on May 2, 2025 he signed a two-year two-way extension with the Oilers. == Career statistics ==