He received a boost in his draft stock after he impressed scouts and team representatives with his performance in the positional drills.

[9][10][11][12] On March 22, 2017, Shaheen opted to participate at Ashland's Pro Day and chose to only run positional drills.

Shaheen had multiple visits and private workouts with NFL teams, including the Philadelphia Eagles, Cleveland Browns, Tennessee Titans, Arizona Cardinals, Tampa Bay Buccaneers, and Dallas Cowboys.

[24] Throughout training camp, Shaheen competed against Daniel Brown and Ben Braunecker for the job as the third tight end on the depth chart.

[25] Head coach John Fox named Shaheen the third tight end on the Bears' depth chart to begin the regular season, behind veterans Zach Miller and Dion Sims.

[26] He made his professional regular season debut in the Bears' season-opening 23–17 loss to the Atlanta Falcons.

His first career touchdown reception came in the second quarter as Shaheen was left wide open on a blown coverage by the Steelers.

During a Week 8 matchup against the Saints, starting tight end Zach Miller suffered a dislocated knee and tore his popliteal artery.

Miller was placed on injured reserve for the remainder of the season and Shaheen became the second starting tight end, along with Dion Sims.

[29] On December 10, Shaheen caught four passes for a season-high 44 receiving yards and scored on a one-yard touchdown reception during Chicago's 33–7 routing of the Cincinnati Bengals.

[35] Shaheen entered the 2019 season second on the Bears tight end depth chart behind Trey Burton.