The 2005–06 FIS Ski Jumping World Cup was the 27th World Cup season.

It began in Kuusamo, Finland on 26 November 2005 and finished in Planica, Slovenia on 19 March 2006.

The individual World Cup was won by Jakub Janda, Czech Republic.

Lower competitive circuits this season included the Continental Cup and Grand Prix.

Notes: K-120 Kuusamo, Finland November 26, 2005 K-120 Kuusamo, Finland November 26, 2005 Notes: K-120 Lysgårdsbakkene, Norway December 3, 2005 K-120 Lysgårdsbakkene, Norway December 4, 2005 K-125 Harrachov, Czech Republic December 10, 2005 K-125 Harrachov, Czech Republic December 11, 2005 Notes: K-125 Engelberg, Switzerland December 18, 2005 K-120 Oberstdorf, Germany December 29, 2005 K-115 Garmisch-Partenkirchen, Germany January 1, 2006 K-120 Innsbruck, Austria January 4, 2006 K-125 Bischofshofen, Austria January 6, 2006 Notes: K-120 Sapporo, Japan January 21, 2006 K-120 Sapporo, Japan January 22, 2006 K-120 Zakopane, Poland January 28, 2006 K-120 Zakopane, Poland January 29, 2006 K-130 Willingen, Germany February 4, 2006 K-116 Lahti, Finland March 5, 2006 K-120 Kuopio, Finland March 7, 2006 K-120 Lysgårdsbakkene, Norway March 10, 2006 K-115 Holmenkollen, Norway March 12, 2006 K-185 Planica, Slovenia March 18, 2006 K-185 Planica, Slovenia March 19, 2006 Notes: K-130 Willingen, Germany February 5, 2006 K-116 Lahti, Finland March 4, 2006