The 2008–09 season was Bolton Wanderers 10th season in the Premier League, and their eighth consecutive season in the top division of English football and covers the period from 1 July 2008 to 30 June 2009. As they failed to win the 2008–09 Premier League title it was the 70th time that they have competed at the top level without winning the title, the most of any club.
The team kit for the 2008–09 season was produced by Reebok who were also the shirt sponsor. Unlike previous seasons, the new kit did not debut in the final home game of the 07–08 season. The new home kit is predominantly white with a blue upper third going over the shoulders. The new away kit is predominantly yellow with the same style over the shoulders, this time green. Due to no other club playing in a kit similar to the away design, no third choice kit was needed.
Pre-season
Bolton signed Fabrice Muamba from relegated Birmingham City for £5m and broke the club transfer fee record to sign Johan Elmander from Toulouse FC for £8.2m in a deal which saw Daniel Braaten move the other way as a makeweight. Riga Mustapha and Danny Shittu were also signed for undisclosed figures. Both Iván Campo and Stelios Giannakopoulos did not have their contracts renewed, leading Campo to write a public letter to Bolton fans on a website, expressing his regret at not being able to say goodbye to them. He would later join Ipswich Town whilst Stelios joined Hull City. Andranik Teymourian also left on a free, joining Fulham, Abdoulaye Méïté joined recently promoted West Bromwich Albion for £2m and El Hadji Diouf made good his promise that he would leave the club by joining Sunderland for £2.6m.
Bolton kicked off their pre-season programme by drawing 0–0 at local rivals Rochdale. Their next pre-season friendly, away to Tranmere Rovers was postponed due to a waterlogged pitch. A convincing 5–0 defeat of Doncaster Rovers by a mostly first team squad was followed the next day by a mostly reserve squad beating local team Chorley 2–0. Pre-season was completed by a mini-tour of Greece, drawing 1–1 against previous UEFA Cup opponents Aris Thessaloniki before losing to AEK Athens 1–0.
Premier League
Bolton got off to a winning start in the league opener at the Reebok Stadium against newly promoted Stoke City on 16 August, Gretar Steinsson and Kevin Davies scoring before Johan Elmander scored a debut goal in a 3–1 victory.
A week later Bolton travelled to Newcastle United but left with a 1–0 defeat. This was followed four days later by a home 2–1 Carling Cup defeat to League One side Northampton Town, a result not helped by the sending off of Gary Cahill. Bolton's first goalless draw of the season followed when West Bromwich Albion visited The Reebok.
After an international break, Bolton returned to action by facing Fulham at Craven Cottage but performed poorly in another 2–1 defeat, Kevin Davies scoring late on. Davies scored again a week later when Arsenal visited the Reebok Stadium but it was not enough in a 3–1 defeat. A third consecutive defeat came at Premier League champions Manchester United, a converted penalty, given in controversial circumstances, one of the goals in a 2–0 defeat.
Bolton's second victory of the season came in the live game at West Ham on 4 October, Gary Cahill and a thirty five-yard free kick from Matthew Taylor adding to Kevin Davies' fourth goal of the season. A week later the local derby against Blackburn brought Bolton their second goalless draw.
The first reported murmurings of discontent amongst the fans against the manager followed a 2–0 defeat at Tottenham Hotspur in Harry Redknapp's first game in charge of the home team on 26 October. and the team were jeered off after a last minute goal consigned them to another defeat on 29 October, 1–0 at home to Everton.
The pressure was eased somewhat with a 2–0 derby victory over Manchester City on 2 November, a Richard Dunne own-goal adding to Ricardo Gardner's first league goal in six years. The match marked Jussi Jääskeläinen's 400th game for the club. A second successive win followed the week after, 1–0 away at Hull City and although a 2–0 followed at home to Liverpool, two more victories away at Middlesbrough and Sunderland brought the manager his first manager of the month award in the Premier League.
Winning the award seemed to have a detrimental effect on the team as two successive defeats followed to high flying Chelsea and Aston Villa. The club's only victory of the month, 2–1 at home to Portsmouth was followed by two more defeats, a Boxing Day loss away to Liverpool and two days later at home to local rivals Wigan Athletic.