The 2008–09 season was the 110th season of competitive league football in the history of English football club Wolverhampton Wanderers. They played the season in the second tier of the English football system, the Football League Championship. The season turned out to be a major success as the club finished top of the division and were therefore promoted back to the Premier League after a five-year absence.

The team enjoyed their best start to the season for almost fifty years, winning seven of their opening eight games and scoring 23 goals in the process. They led the table continuously from October until the season's end, when they were crowned champions, winning their first silverware in 20 years. Leading goalscorer Sylvan Ebanks-Blake also finished as the division's top scorer for a second consecutive season.

The close season saw the club continue their policy of signing young players with potential from the lower leagues, rather than pursuing their heavy investment strategy of early times. The close season saw the likes of Richard Stearman,David Jones and Sam Vokes arrive, along with the experience of Chris Iwelumo, while making a transfer profit with the sale of players such as Seyi Olofinjana,Jay Bothroyd and Freddy Eastwood. The squad was also boosted by retaining their most valuable assets in Wayne Hennessey, Michael Kightly and the division's top goalscorer of last season, Sylvan Ebanks-Blake.

The season saw the club's strongest start since 1949–50, as a draw away to Plymouth preceded two runs of seven consecutive wins — scoring 23 goals and conceding only seven goals in the first eight games. Transfer deadline day saw the club add further defensive strength as three new defenders joined the ranks — George Friend,Matt Hill and Jason Shackell. Although their winning streak was ended by a 3–0 home defeat to promotion rivals Reading, as well as a 5–2 defeat at Norwich, which saw Wolves surrender top spot to Birmingham City, Wolves rediscovered their winning form for the second run of seven consecutive wins to lead the table at Christmas.

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