He was loaned out to Northampton Town, Oldham Athletic, Notts County and Bristol Rovers, but never won a regular first-team place at Wolves.

Born in Rowley Regis, West Midlands, Jones joined the Wolverhampton Wanderers academy at the age of ten and moved up through the ranks to sign his first professional contract at Molineux under Glenn Hoddle in January 2005.

In August 2007, he joined League One club Northampton Town on loan, with manager Stuart Gray already aware of Jones from his time as a coach at Wolves.

Jones joined League Two club Notts County on loan in September 2009 with a view to a permanent move when the transfer window reopened in January.

[18] In December, confirmation came that the deal would be made permanent,[19] however, he left Meadow Lane and returned to Wolves the following month, having played just eight games for Steve Cotterill's "Magpies".

In February 2010, he signed for Bristol Rovers on an initial one-month loan, as "Pirates" manager Paul Trollope needed cover for the left-back spot.

[25] He played 34 games in the 2010–11 campaign, as a poor season meant that manager Alan Irvine was replaced by Gary Megson at the half-way stage.

A first-team place at Hillsborough proved to be out of reach as Wednesday struggled to survive in the Championship in the 2012–13 season under the stewardship of new boss Dave Jones.

[27][28] Only hours after his release by Sheffield Wednesday was announced, Jones agreed to join League Two leaders Port Vale on a short-term deal until the end of the 2012–13 season.

[32] He picked up the club's first red card of the season on 19 October, when he was dismissed for two bookable offences 20 minutes into a 2–1 defeat to Sheffield United at Bramall Lane.

[35] On 14 April 2014, Jones was sacked by Port Vale following a training ground bust-up that left club captain Doug Loft with a facial injury.

[49][50] On 1 September 2018, he was sent off for committing a two-footed challenge on Lloyd James in a 3–1 home defeat to Forest Green Rovers; new manager Harry Kewell watched the game from the stands.

[55] On 9 March, Mark Bonner replaced Calderwood as manager, and just two days later a loan deal was arranged for Jones with National League club Solihull Moors.

[56] Moors manager James Shan said that "We have had to tap into the loan market to provide cover for Alex Gudger and Mitch Hancox who both picked up knocks.

"[57] However, he was unable to feature for the Moors due to the COVID-19 pandemic in England, and on 29 April Cambridge announced that Jones would be one of nine players to be released by the club at the end of the season.