Starting his career with Ipswich Town, the midfielder was part of the Tractor Boys’ U18s side that won the FA Youth Cup in 2005, beating a strong Southampton side featuring the likes of Gareth Bale, Adam Lallana and Theo Walcott.
After making his Ipswich debut as a late substitute in April 2006, Trotter signed his first professional contract with the club a few months later, before immediately being sent on loan to Millwall to gain first team experience.
Trotter scored his first Ipswich goal in his maiden appearance of the 2007/08 season against Colchester United, before spending the start of the following campaign on loan at Grimsby Town.
Finishing the season on loan at Scunthorpe United, the midfielder was a member of the Scunny side that won promotion to the Championship as League One Play-Off Final winners in 2009, coming on as a substitute in the final against Millwall.
He returned to Millwall on loan in January 2010, marking his second Lions debut with a last-minute goal in a 1-1 draw against Southampton.
For the second season running Trotter won promotion to the Championship via the League One Play-Offs as Millwall beat Swindon Town in the final.
Trotter joined the Lions permanently later that summer, but after four years at the club he was allowed to move to Wanderers on loan in January 2014 until the end of the season.
Winner of the Whites' goal of the season for the 2013/14 season after scoring a memorable long-range effort against Sheffield Wednesday, Trotter has featured sporadically for Bolton so far since joining the club permanently having seen injury disrupt the opening months of his campaign.
However, after slowly re-establishing himself in Neil Lennon's first team set-up, he recently scored his first goal of the year away at Rotherham United in January 2015.