He was released after their Premier League victory in 1995, having missed his final half-season of youth football following a double hernia operation.

[10] He spent four years with Blackpool, however he suffered a badly broken leg, breaking his tibia and fibula, in October 1999 that kept him out of the team in the 1999–2000 season when the club were relegated to the Third Division, something Ormerod would later describe as, "probably the lowest point of my career".

[12] Ormerod made a blistering start to the 2001–02 season, and he was linked with a move to Wigan Athletic in November 2001, who were reported to have bid £1.5m for him.

[14] After a number of substitute appearances, he finally made his full debut on 2 March 2002, when he also scored his first goal for the club, in a 3–1 win over Ipswich Town at Portman Road.

[17][18] On 13 April 2003, after enduring a 24-game goalless drought Ormerod scored one goal and laid up another as Southampton beat Watford 2–1 in the semi-final of the 2002–03 FA Cup at Villa Park.

[6] Ormerod then appeared in the FA Cup final on 17 May at the Millennium Stadium, Cardiff, which Southampton lost 1–0 to a Robert Pires goal in the 37th minute.

[23] After Southampton finished bottom of the Premier League in 2004–05 and were relegated to the Championship, he was able to play more often after the sale of several teammates who had been keeping him out of the team.

[27][32] On 15 October 2008 he joined League One club Oldham Athletic on a one-month loan deal, after falling out of favour at Preston and without making one appearance in the 2008–09 season.

[32] He made two starts and three substitute appearances for The Latics, but was forced to return to Preston earlier than scheduled after sustaining a broken toe in training in early November.

[34] On 30 January 2009, after being released by Preston by mutual consent, Ormerod rejoined his first professional club, Blackpool, on a permanent deal until the end of the 2008–09 season.

[34][35] He made his debut for Blackpool the following day as a 90th-minute substitute in The Seasiders' single-goal victory over Crystal Palace at Selhurst Park.

[39] Ormerod became the first player to have played for the club in all four divisions, in Blackpool's Premier League debut on 14 August 2010, a 4–0 win over Wigan Athletic at the DW Stadium.

[3] On 21 January 2016, he confirmed his decision to retire, stating "At 39, it's time to hang up the boots, a big thanks to family and friends and everyone who has supported me, it's been a crazy ride thanks!".

[48] On 19 December 2019, Ormerod returned to Bamber Bridge when he was added to Jamie Milligan's first team staff on a part-time basis.

[49] In December 2024, he was appointed the assistant kit manager at Bolton Wanderers, reuniting with his former Blackpool teammates Ian Evatt, Stephen Crainey and Matt Gilks.