Season 2008–09 for Hibernian was their tenth consecutive season of play in the Scottish Premier League. The SPL season began on 9 August 2008 with a 1–0 defeat at Kilmarnock. The team were eliminated from each cup competition at the first hurdle, due to defeats by IF Elfsborg in the last Intertoto Cup, Greenock Morton in the Scottish League Cup and Edinburgh derby rivals Hearts in the Scottish Cup. The team was inconsistent in the league, and only squeezed into the top six by a single point ahead of Motherwell. This led to the resignation of manager Mixu Paatelainen at the end of the season. One bright spot for the club was the performance of the under–19 team, which won the Scottish league & cup double.

Hibs manager Mixu Paatelainen announced during May 2008 that the Hibs players would only have four weeks off after the end of the 2007–08 season, giving them two weeks to prepare for the first Intertoto Cup game. Hibs entered the last Intertoto Cup competition at the second round stage. They were drawn to play IF Elfsborg, who defeated Hibs 4–0 on aggregate, 2–0 at both Easter Road and the Borås Arena. Hibs lost a glamour friendly 6–0 against Barcelona at Murrayfield Stadium on 24 July.