At that point, he was recruited to Lawrence Academy in Groton, Massachusetts, a private boarding school.

As a senior, he played in only four games due to a broken leg but still rushed for 635 yards with 12 touchdowns.

[8] In the Eagles' fourth game, Dillon had his first collegiate touchdown against Clemson on the road.

[19] In the Eagles' second game, against Holy Cross, Dillon had 149 yards and three touchdowns on only six carries.

[25] Despite being somewhat limited due to the ankle injury he suffered against Temple, Dillon still recorded 1,149 total yards and 11 touchdowns, making him the first player in Boston College history to post back-to-back 1,000-yard seasons.

[26][27] The Eagles officially did not make the postseason, as the First Responder Bowl against Boise State was declared a no-contest after lightning early in the game.

[39] On December 10, 2019, Dillon gave up his senior year eligibility at Boston College and declared for the 2020 NFL draft.

[40][41] Dillon was selected by the Green Bay Packers with the 62nd pick in the second round of the 2020 NFL Draft.

[46] Head coach Matt LaFleur named Dillon the third running back on the Packers' depth chart to begin the season, behind veterans Aaron Jones and Jamaal Williams.

[48] On December 27, 2020, Dillon scored his first two NFL touchdowns during a Week 16 game against the Tennessee Titans on Sunday Night Football, totaling 124 rushing yards on 21 carries during the 40–14 win.

[51] During the Packers' Divisional Round game against the Los Angeles Rams, Dillon rushed six times for 27 yards as Green Bay won 32–18, and had a fumble recovered by quarterback Aaron Rodgers.

[48] After teammate Jamaal Williams left in free agency, Dillon was named the second-string running back to begin the season.

[55] Dillon tied a career-high 21 carries for 66 yards and two rushing touchdowns in a Week 10 victory over the Seattle Seahawks.

[59] In the Packers' Divisional Round loss to the San Francisco 49ers, Dillon had a rushing touchdown.

[63][64] On August 27, he was placed on injured reserve with a neck injury, officially ending his 2024 season.

[70] Dillon is an avid promoter of Door County, Wisconsin, having first visited there after he started playing in Green Bay.