is an English retired professional footballer who played as a winger. Pennant made over 350 league appearances for 15 clubs, and scored 25 league goals.

Born in Nottingham, Pennant played for his local side Notts County as a teenager. He earned promising reviews in the youth team at County and Arsenal signed him in 1999. He struggled to make much of an impact at the North London club and spent time on loan at Watford, Leeds United and Birmingham City before joining the latter permanently. While an Arsenal player, he won 24 caps for the England under-21 team. He gained notoriety in 2005, when he had to play a match while on probation – he played while wearing an electronic tag following a drink-driving conviction. Following Birmingham's relegation in 2006, Pennant signed for Liverpool for a fee of £6.7 million. He won the 2006 FA Community Shield and also played a vital role in the club's run to the 2007 UEFA Champions League Final, where Liverpool lost 2–1 to AC Milan.

However, off-field problems continued to affect Pennant and consequently led to him being left out of the side. He joined Portsmouth on loan before leaving to join Spanish side Real Zaragoza in 2009. His time in Spain was overshadowed by disciplinary problems. He returned to the Premier League for the 2010–11 season signing on loan at Midlands club Stoke City. Following a successful loan spell, he signed a permanent contract at Stoke in December 2010. He played in the 2011 FA Cup Final, Stoke losing 1–0 to Manchester City, and also played in the UEFA Europa League the following season. Pennant fell out of favour with Tony Pulis in 2012–13 and spent time out on loan at Wolverhampton Wanderers. With his Stoke career looking to be coming to an end, new manager Mark Hughes gave Pennant a new contract. However, after failing to make an impact, he left Stoke in January 2014. He then spent time playing in India with Pune City before returning to England to sign a short-term contract with Wigan Athletic. In January 2016, he signed a one-year deal with Singapore S.League club Tampines Rovers. Pennant returned to England once more signing for EFL League Two side Bury, before retiring in non-league football with Billericay Town in 2017.