Education
Chickillo attended Gaither High School in Tampa, Florida prior to transferring to Braulio Alonso High School, which is also in Tampa, before his junior year.
Chickillo attended Gaither High School in Tampa, Florida prior to transferring to Braulio Alonso High School, which is also in Tampa, before his junior year.
He played college football at the University of Miami. As a senior he had 140 tackles, 18 sacks and two interceptions. Chickillo was named the Most Valuable Player of the 2011 Under Armour All-America Game after he recorded 1.5 sacks and a fumble recovery.
He was rated by Rivals.com as a four-star recruit and was ranked as the third best defensive end in his class.
He committed to the University of Miami to play college football. Chickillo played at Miami from 2011 to 2014.
He entered his freshman season as a backup before becoming a starter. After three games, he became a starter and would start the next 47 games through his senior year.
He finished his career with 170 tackles and 15.5 sacks.
On May 2, 2015, Chickillo was selected in the 6th round, 212 overall in the 2015 NFL Draft by the Pittsburgh Steelers. He appeared in seven regular season games for the Steelers in his rookie year, recording six tackles and forcing a fumble.