 Fleck struggled for form as the team's form collapsed in the remaining months of the 2013–14 season but started the following campaign well, putting in a strong performance as the team beat Gillingham 1–0 to mark the club's return to Coventry in September 2014.Although his form was up-and-down throughout much of a campaign where the "Sky Blues" struggled for consistency, Fleck signed an 18-month contract extension in January 2015 to keep him at the club until the summer of 2016.Between the start of the 2012–13 season and the end of the 2013–14 season, he scored just one goal for Coventry.