Schilling did not arrive in Ann Arbor, Michigan in time for 2006 spring practice like some of his classmates.
 Just prior to the 2006 NCAA Division I FBS football season opener for the 2006 Michigan Wolverines football team, Schilling was diagnosed with mononucleosis.
 This caused him to miss several weeks of practice.
In late October, he decided to redshirt and have a second shoulder surgery after having missed weeks of practice and lost much weight.
 As part of his transition from a Wing T offense that rarely passed, Schilling had to work on improving his pass blocking.

He earned the starting right tackle position in a battle with Mark Ortmann and Perry Dorrestein at the start of the 2007 NCAA Division I FBS football season for the 2007 Michigan Wolverines football team.
He was the starter on September 1 during the opening game loss to two-time defending FCS champion Appalachian State Mountaineers.
 After starting the first five games at right tackle, Schilling moved to right guard for two games (Eastern Michigan and Purdue) as a result of injuries to some of his other teammates.
He was expected to start a third game at right guard, but he was returned to right tackle.
 During practice, he had to spend time at both positions after the injuries.
 Although he did not start at guard until the sixth game, he played guard in the opener after Jeremy Ciulla got injured.
 Although, he had to stretch beyond his past experiences and natural position, he was able to seek fifth-year seniors Jake Long and Adam Kraus as mentors.
 The 2007 rivalry game against Ohio State was a prime example of his lack of experience with pass blocking.
 He had difficulties pass blocking against Vernon Gholston, who posted three quarterback sacks.

With the departure of Mike Hart, Mario Manningham, Adrian Arrington, Jake Long, Chad Henne, and Adam Kraus to the National Football League and Justin Boren's defection from the team, the 2008 Michigan Wolverines football team entered the season for new head coach Rich Rodriguez with only three returning offensive starters: Schilling, tight end Carson Butler and fullback Mark Moundros.
Backup quarterback Ryan Mallett transferred and two senior offensive linemen (Jeremy Ciulla and Alex Mitchell) declined to use their fifth years of eligibility.
 Schilling was virtually the only returning offensive lineman with any experience.
 Aside from Schilling, the projected opening game starting offensive line had a total of three career starts.
 Offensive line injuries continued to affect the lineup through the early part of the season with David Molk (center), David Moosman (right guard) and Schilling (right tackle) being the only players to start each of the first four games.
 Even Schilling was a bit injured, causing him to be handled delicately during practice.
In the first five games, the team used four different starting offensive line combinations due to injuries.
For much of the season, Rodriguez' offense started six freshmen.
 By the seventh game the line returned to full strength and used the opening day lineup.
In the week before the last game of the season against Ohio State, Schilling injured his knee in practice.
As a result, he did not play in the final game.
Nonetheless, he was honored by the team at the end of the season as the team's best offensive lineman.
 The young offense had all but one of its starters returning for the following season.

As a fourth-year junior, Schilling entered the 2009 NCAA Division I FBS football season opener with the second most career starts (26) on the 2009 Michigan Wolverines football team behind punter Zoltan Mesko (38).
 He switched to left guard from right tackle in 2009.
 In the Ohio State game, he was notable for losing a shoe during the game and trying to play without it.
He was recognized as an honorable mention 2009 All-Big Ten Conference selection by both the coaches and the media.

As a fifth-year senior, Stephen Schilling was watchlisted for the Outland Trophy award for lineman.
He was also, elected co-captain and participated in a season long fanmail program whe
Schilling did not arrive in Ann Arbor, Michigan in time for 2006 spring practice like some of his classmates.  Just prior to the 2006 NCAA Division I FBS football season opener for the 2006 Michigan Wolverines football team, Schilling was diagnosed with mononucleosis.  This caused him to miss several weeks of practice. In late October, he decided to redshirt and have a second shoulder surgery after having missed weeks of practice and lost much weight.  As part of his transition from a Wing T offense that rarely passed, Schilling had to work on improving his pass blocking.
He earned the starting right tackle position in a battle with Mark Ortmann and Perry Dorrestein at the start of the 2007 NCAA Division I FBS football season for the 2007 Michigan Wolverines football team. He was the starter on September 1 during the opening game loss to two-time defending FCS champion Appalachian State Mountaineers.  After starting the first five games at right tackle, Schilling moved to right guard for two games (Eastern Michigan and Purdue) as a result of injuries to some of his other teammates. He was expected to start a third game at right guard, but he was returned to right tackle.  During practice, he had to spend time at both positions after the injuries.  Although he did not start at guard until the sixth game, he played guard in the opener after Jeremy Ciulla got injured.  Although, he had to stretch beyond his past experiences and natural position, he was able to seek fifth-year seniors Jake Long and Adam Kraus as mentors.  The 2007 rivalry game against Ohio State was a prime example of his lack of experience with pass blocking.  He had difficulties pass blocking against Vernon Gholston, who posted three quarterback sacks.
With the departure of Mike Hart, Mario Manningham, Adrian Arrington, Jake Long, Chad Henne, and Adam Kraus to the National Football League and Justin Boren's defection from the team, the 2008 Michigan Wolverines football team entered the season for new head coach Rich Rodriguez with only three returning offensive starters: Schilling, tight end Carson Butler and fullback Mark Moundros. Backup quarterback Ryan Mallett transferred and two senior offensive linemen (Jeremy Ciulla and Alex Mitchell) declined to use their fifth years of eligibility.  Schilling was virtually the only returning offensive lineman with any experience.  Aside from Schilling, the projected opening game starting offensive line had a total of three career starts.  Offensive line injuries continued to affect the lineup through the early part of the season with David Molk (center), David Moosman (right guard) and Schilling (right tackle) being the only players to start each of the first four games.  Even Schilling was a bit injured, causing him to be handled delicately during practice. In the first five games, the team used four different starting offensive line combinations due to injuries. For much of the season, Rodriguez' offense started six freshmen.  By the seventh game the line returned to full strength and used the opening day lineup. In the week before the last game of the season against Ohio State, Schilling injured his knee in practice. As a result, he did not play in the final game. Nonetheless, he was honored by the team at the end of the season as the team's best offensive lineman.  The young offense had all but one of its starters returning for the following season.
As a fourth-year junior, Schilling entered the 2009 NCAA Division I FBS football season opener with the second most career starts (26) on the 2009 Michigan Wolverines football team behind punter Zoltan Mesko (38).  He switched to left guard from right tackle in 2009.  In the Ohio State game, he was notable for losing a shoe during the game and trying to play without it. He was recognized as an honorable mention 2009 All-Big Ten Conference selection by both the coaches and the media.
As a fifth-year senior, Stephen Schilling was watchlisted for the Outland Trophy award for lineman. He was also, elected co-captain and participated in a season long fanmail program whe
Stephen Schilling