On 11 February 2009, Schlierenzauer became only the fourth jumper to win 6 consecutive World Cup events, tying the record held by Austrian teammate Thomas Morgenstern and Finns Janne Ahonen and Matti Hautamäki.
The run of victories came to an end in Oberstdorf during the ski flying event on 14 February, when Schlierenzauer arrived in 8th position.

On 21 February he won silver in the individual normal hill event at the FIS Nordic World Ski Championships 2009 in Liberec behind fellow Austrian and Four Hills winner Wolfgang Loitzl.
One week later, Schlierenzauer won gold in the team large hill event.

He returned to winning ways in individual competition on 8 March at Lahti, Finland, taking his number of wins to 11 for that season, one victory shy of Janne Ahonen's record of 12 wins in one season.

On 20 March he won the ski flying event at Planica, taking his number of wins to 13 for the season record, record of 20 podiums in a season and clinching the 2008–09 world cup title with two flying events left to run.
He also achieved a record of 2083 points in the World Cup over a single season, becoming the first person to obtain more than 2000 points.
The current records of wins, podiums and points in a single world cup season is held by Peter Prevc.
On 11 February 2009, Schlierenzauer became only the fourth jumper to win 6 consecutive World Cup events, tying the record held by Austrian teammate Thomas Morgenstern and Finns Janne Ahonen and Matti Hautamäki. The run of victories came to an end in Oberstdorf during the ski flying event on 14 February, when Schlierenzauer arrived in 8th position.
On 21 February he won silver in the individual normal hill event at the FIS Nordic World Ski Championships 2009 in Liberec behind fellow Austrian and Four Hills winner Wolfgang Loitzl. One week later, Schlierenzauer won gold in the team large hill event.
He returned to winning ways in individual competition on 8 March at Lahti, Finland, taking his number of wins to 11 for that season, one victory shy of Janne Ahonen's record of 12 wins in one season.
On 20 March he won the ski flying event at Planica, taking his number of wins to 13 for the season record, record of 20 podiums in a season and clinching the 2008–09 world cup title with two flying events left to run. He also achieved a record of 2083 points in the World Cup over a single season, becoming the first person to obtain more than 2000 points. The current records of wins, podiums and points in a single world cup season is held by Peter Prevc.
Gregor Schlierenzauer