Over the first three years of his professional career, Pilon spent the majority of the time with Hershey.[3] During the 2020–21 season, on May 8, 2021, Pilon was recalled by the Capitals and made his NHL debut against the Philadelphia Flyers.[4] In the offseason Pilon re-signed with the Capitals to a two-year contract.[3] In the following 2021–22 season, he was recalled after Lars Eller contracted COVID-19. At the time, he was leading the Hershey Bears in points. On November 16, 2021, Pilon scored his first career NHL goal against the Anaheim Ducks.[5][6]
While playing for the Hershey Bears during the 2022–23 season, Pilon scored an overtime goal in game five of the 2023 Calder Cup finals, to give the Bears a 3–2 series lead against the Coachella Valley Firebirds.[7]
The Bears went on to win their 12th Calder Cup in game seven.[8]
As an unrestricted free agent from the Capitals, Pilon was signed to a one-year, two-way contract with the Ottawa Senators on July 1, 2023.[9] Pilon attended Ottawa's 2023 training camp, but was placed on waivers on September 30, 2023. After going unclaimed, he was assigned to Ottawa's AHL affiliate, the Belleville Senators, to start the 2023–24 season.[10] Pilon played the entire season with Belleville, finishing with 18 goals and a total of 47 points in 62 games. He signed a two-year, two-way deal to stay with Ottawa on July 1, 2024.[11]
He was assigned to Belleville after clearing waivers ahead of the 2024–25 AHL season.[12] After the departure of captain Dillon Heatherington in the offseason, on October 8, 2024, Belleville named Pilon the sixth captain in franchise history.[13]