Championship side Leicester City on a free transfer following the end of his contract at Norwich. He made his debut on August 28, 2012, against Burton Albion in the League Cup. Whitbread scored his first goal for Leicester City, from a Martyn Waghorn corner, during a 4–1 win against local rivals Derby County on December 1, 2012. After which he was named in the Championship Team of the Week. He was released by Leicester on May 9, 2014. Derby County On September 29, 2013, Derby County announced that Whitbread had signed on a three-month loan deal. He scored on his debut in a 4–4 draw at home to Ipswich Town. At the end of the 2013–14 season, Whitbread was released by Leicester City. On June 25, 2014, Whitbread agreed a one-year deal to join Derby County on a permanent basis. Shrewsbury Town Following his release from Derby, Whitbread joined Shrewsbury Town in League One in October 2015, despite considering a move to the United States. Initially signing a short-term contract running until January 2016, he made his Shrewsbury debut in an unfamiliar midfield role, coming on as a substitute in a 2−1 away defeat at Scunthorpe United. A week later, he made his first start for the club, playing the full ninety minutes of a 2−0 home win over Bury. His contract was later extended to the end of the season, when he was subsequently released. International career Whitbread's first opportunity to play for the national team of his country of birth came in August 2003 when he was called up to Thomas Rongen's U.S. under 20s squad, and traveled to Spain for the L'Alcudia International Tournament, where he started three of the five matches played. He was also named in Rongen's side for the 2003 World Youth Championships in December. He started every match and scored his first goal for the U.S. to help the squad reach the Quarter Finals. His play led to his inclusion with the mostly Major League Soccer based side that unsuccessfully tried to qualify the U.S. for 2004 Summer Olympics. He was only able to play in one match for Glenn Myernick due to an injury he suffered during training. He played for the United States under 20s team in the 2003 FIFA World Youth Championship, and has since been promoted to the under 23 squad. On March 16, 2011, Whitbread was called into