Roberts signed for Conference National side Accrington Stanley in the second half of the 2004–05 season.

Roberts was part of the Accrington Stanley side that won the 2005–06 Conference National Championship after playing 42 league games scoring 13 goals.

He played 14 times scoring two goals during his loan spell there, impressing enough to earn a permanent four-year deal with the club in January 2007.

He started the 2007–08 season with a goal in the 4–1 win over Sheffield Wednesday but seen lost his place in the side having to settle for coming on as a substitute of being left on the bench.

At the end of the 2007–08 season, Roberts was transfer listed and joined Huddersfield Town on 29 July 2008 for a fee of around £250,000.

He along with five other players made his Huddersfield Town debut in the 1–1 draw against Stockport County at the Galpharm Stadium on 9 August 2008.

At the start of the 2011–12 season, Roberts rejected a new contract at the club, however he made his first appearance of the season on the opening day scoring in the 1–1 draw at home to Bury on 6 August 2011, with his second coming in the first round of the League Cup just three days later on 9 August 2011 in a 4–2 away win over Port Vale.

Roberts scored his first goal for the Spireites during a 2–0 win over Cheltenham on his home debut, going on to become a popular figure among Chesterfield's fan base.

[5] On 22 August 2015, he scored a free kick and one further goal at home against Morecambe to rescue a point in a 3–3 comeback.

On 8 August 2017, Roberts left the club by mutual consent, after winning the League Two title on the final day of the season.

[12] On 4 January 2021, Roberts re-joined EFL League One side Accrington Stanley on a contract until the end of the season, 16 years after signing for them in 2005.

[14] Roberts left the club by mutual consent in March 2021 to join former side Ipswich Town as first team coach, after which he retired from playing.

[15] In March 2021, Roberts returned to Ipswich Town as a first-team coach following the appointment of former manager Paul Cook.

[17] On 7 April 2022, Roberts joined Chesterfield as first team coach, once again as part of Paul Cook's backroom staff.